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Check prices for these dates

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23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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Our top choices for Shelter Island hotels

A serene landscape with a calm body of water reflecting trees with autumn foliage.
A serene lakeside view with two Adirondack chairs facing a calm lake, surrounded by trees and a clear sky.
A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.
A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.

1. House on Chase Creek

House on Chase Creek
The Heights
United States
Tracey
โ‚น17,464
โ‚น19,952 total
includes taxes & fees
4 Nov - 5 Nov
House on Chase Creek
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.
An outdoor patio area with string lights, tables, chairs, and a fire pit.
A large, white building with multiple windows and a prominent tree in the foreground.
A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.

2. The Chequit

The Chequit
The Heights
United States
Patrick
โ‚น14,238
โ‚น16,267 total
includes taxes & fees
22 Nov - 23 Nov
The Chequit
Front of property โ€“ evening/night
Bar (on property)
Property amenity
Terrace/patio

3. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
โ‚น19,084
โ‚น21,802 total
includes taxes & fees
25 Oct - 26 Oct
Shelter Island House
A room with a bed, two wicker chairs with checkered cushions, a small round table with a vase of flowers, and a view of a lake through a window with a bamboo blind.
A grassy area with trees and a view of a body of water.
A beach with sun loungers and umbrellas, a sandy path, and a view of the water.
A lakeside patio with outdoor seating and a view of the water.

4. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Keith
โ‚น24,600
โ‚น28,105 total
includes taxes & fees
1 Nov - 2 Nov
Silver Sands Motel & Beach Bungalows
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
A kitchen counter with a bottle of wine, a glass, and a basket of snacks.

5. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Antrii
โ‚น13,890
โ‚น18,577 total
includes taxes & fees
22 Nov - 23 Nov
The Harbor Front Inn
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.
A modern living room with a grey sofa, black and white patterned rug, and a coffee table.
A modern bar area with black bar stools, a counter with a variety of bottles, and hanging green plants in wire baskets.
A rooftop deck with outdoor seating, fire pits, and a view of a body of water.

6. The Menhaden

The Menhaden
Greenport
United States
Daniel
โ‚น31,071
โ‚น39,277 total
includes taxes & fees
8 Nov - 9 Nov
The Menhaden
A two-story house with a balcony, outdoor seating area, and a variety of plants.
A bar area with stools, a shelf with glasses, and decorative plants.
A restaurant with a signboard listing its hours of operation.
A modern bedroom with two beds, a sofa, a coffee table, and a potted plant.

7. Zey Hotel

Zey Hotel
Greenport
United States
Renee
โ‚น14,634
โ‚น16,720 total
includes taxes & fees
29 Oct - 30 Oct
Zey Hotel
A modern interior with a central water feature, shelves with products, and a clothing rack.
An outdoor dining area with tables and chairs, string lights, and hanging lanterns.
A reception desk with a white backdrop, surrounded by various plants and a modern pendant light.
A modern lounge area with a curved sofa, round coffee tables, and a large potted plant.

8. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
โ‚น23,693
โ‚น30,847 total
includes taxes & fees
25 Oct - 26 Oct
American Beech Hotel
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
A wooden wall with a wall-mounted lamp, a shelf with decorative items, and a bedside table with a pillow.
A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.
A dining area with a round table, chairs, a vase, and a painting on the wall.

9. Oyster Estate

Oyster Estate
Greenport
United States
Allison
โ‚น20,614
โ‚น25,972 total
includes taxes & fees
23 Nov - 24 Nov
Oyster Estate
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.
A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.
A modern hotel room with a bed, a sofa, a coffee table, and a view of the city.
A modern living room with a blue sofa, light blue armchairs, a dining table, and a kitchen in the background.

10. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Masayo
โ‚น17,523
โ‚น22,382 total
includes taxes & fees
27 Oct - 28 Oct
The Shoals Suites and Slips
A spacious room with wicker furniture, large windows, and a view of the sea.
A spacious room with large windows, a wooden bench, yoga mats, and a door leading to a balcony with a view of the sea.
A beach bar with wooden chairs and a small table, overlooking the sea.
A coastal building with large windows, a deck, and a view of the sea at sunset.

11. Sound View Greenport

Sound View Greenport
Greenport
United States
Christine
โ‚น15,279
โ‚น20,164 total
includes taxes & fees
22 Nov - 23 Nov
Sound View Greenport
A modern house with a deck, outdoor seating, and a fire pit.
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.
A modern living room with a sofa, a dining table, and a kitchen area in the background.
A tented accommodation with a bed, television, and a small table with a chair.

12. North Fork Resort

North Fork Resort
Greenport
United States
Altynai
โ‚น28,667
โ‚น32,752 total
includes taxes & fees
28 Oct - 29 Oct
North Fork Resort
Terrace/patio
Beach
Room
Living area

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
William
โ‚น16,028
โ‚น28,832 total
includes taxes & fees
12 Nov - 13 Nov
Cliffside Resort Condominiums
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.
A waterfront property with a large house, multiple boats docked, and lush greenery.
A hotel lobby with a sofa, chairs, tables, and a large window.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

14. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
โ‚น20,689
โ‚น23,637 total
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.
A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.
A spacious living room with a fireplace, comfortable seating, and large windows.

15. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Thomas
โ‚น31,620
โ‚น39,738 total
includes taxes & fees
23 Nov - 24 Nov
Faraway Sag Harbor
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.
An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.
A spacious lobby with a fireplace, a round table with a vase of flowers, and a reception desk.
A formal dining room with multiple tables and chairs, large windows with a city view, and a decorative carpet.

16. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
United States
Laurie
โ‚น17,837
โ‚น22,148 total
includes taxes & fees
1 Nov - 2 Nov
Water's Edge Resort & Spa
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.
A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
A bathtub surrounded by candles and flower petals.

17. A Room At The Beach

A Room At The Beach
Bridgehampton
United States
Samantha
โ‚น27,972
โ‚น31,958 total
includes taxes & fees
25 Oct - 26 Oct
A Room At The Beach
A modern outdoor deck with lounge chairs and a view of the beach.
A swimming pool with lounge chairs and umbrellas, surrounded by a white building with multiple windows.
A hotel room with two beds, a flat-screen TV, a ceiling fan, and a large sliding glass door leading to an outdoor area.
A modern hotel with multiple balconies and large windows.

18. Offshore Montauk

Offshore Montauk
Montauk
United States
Mary
โ‚น13,093
โ‚น20,356 total
includes taxes & fees
1 Nov - 2 Nov
Offshore Montauk
A modern hotel with a glass facade, a covered entrance, and a sign indicating it is a Hyatt Place.
A marina with boats docked, a fire feature, and outdoor seating with a bottle and glasses.
A modern bar area with a long counter, multiple seating options, and a variety of bottles and glasses on shelves.
A dining area with wooden paneling, a patterned floor, and a view of outdoor seating through large windows.

19. Hyatt Place Long Island East End

Hyatt Place Long Island East End
Riverhead
United States
Timothy
โ‚น13,086
โ‚น14,951 total
includes taxes & fees
3 Nov - 4 Nov
Hyatt Place Long Island East End
A marina with boats docked, a fire pit table, and outdoor seating.
An aerial view of a marina with boats docked, a parking lot, and buildings with a waterfront view.
A two-story Victorian-style house with a balcony, a porch, and a small tower.
An indoor swimming pool with clear blue water, wooden beams, and lounge chairs.

20. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
Old Saybrook Center
United States
Jenny
โ‚น26,457
โ‚น33,744 total
includes taxes & fees
3 Nov - 4 Nov
Saybrook Point Resort & Marina
View all properties

Hotels recommended for families in Shelter Island

A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.
An outdoor patio area with string lights, tables, chairs, and a fire pit.
A large, white building with multiple windows and a prominent tree in the foreground.
A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.

The Chequit

The Chequit
The Heights
โ‚น14,238
โ‚น16,267 total
includes taxes & fees
22 Nov - 23 Nov
The Chequit
A room with a bed, two wicker chairs with checkered cushions, a small round table with a vase of flowers, and a view of a lake through a window with a bamboo blind.
A grassy area with trees and a view of a body of water.
A beach with sun loungers and umbrellas, a sandy path, and a view of the water.
A lakeside patio with outdoor seating and a view of the water.

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
โ‚น24,600
โ‚น28,105 total
includes taxes & fees
1 Nov - 2 Nov
Silver Sands Motel & Beach Bungalows
Front of property โ€“ evening/night
Bar (on property)
Property amenity
Terrace/patio

Shelter Island House

Shelter Island House
Shelter Island Heights
โ‚น19,084
โ‚น21,802 total
includes taxes & fees
25 Oct - 26 Oct
Shelter Island House
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
A kitchen counter with a bottle of wine, a glass, and a basket of snacks.

The Harbor Front Inn

The Harbor Front Inn
Greenport
โ‚น13,890
โ‚น18,577 total
includes taxes & fees
22 Nov - 23 Nov
The Harbor Front Inn
A spacious room with wicker furniture, large windows, and a view of the sea.
A spacious room with large windows, a wooden bench, yoga mats, and a door leading to a balcony with a view of the sea.
A beach bar with wooden chairs and a small table, overlooking the sea.
A coastal building with large windows, a deck, and a view of the sea at sunset.

Sound View Greenport

Sound View Greenport
Greenport
โ‚น15,279
โ‚น20,164 total
includes taxes & fees
22 Nov - 23 Nov
Sound View Greenport
Terrace/patio
Beach
Room
Living area

Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
โ‚น16,028
โ‚น28,832 total
includes taxes & fees
12 Nov - 13 Nov
Cliffside Resort Condominiums
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
A wooden wall with a wall-mounted lamp, a shelf with decorative items, and a bedside table with a pillow.
A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.
A dining area with a round table, chairs, a vase, and a painting on the wall.

Oyster Estate

Oyster Estate
Greenport
โ‚น20,614
โ‚น25,972 total
includes taxes & fees
23 Nov - 24 Nov
Oyster Estate
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.
A waterfront property with a large house, multiple boats docked, and lush greenery.
A hotel lobby with a sofa, chairs, tables, and a large window.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
โ‚น20,689
โ‚น23,637 total
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn
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Where to stay in Shelter Island

Find the best Shelter Island areas for the activities you enjoy most.Learn more about Shelter Island
Learn more about Shelter Island
A calm river with a boat docked on the right bank, surrounded by lush greenery and trees.

Silver Beach

Silver Beach offers a tranquil coastal retreat on Shelter Island with direct access to the sound. This charming area features weathered cottages and natural shorelines perfect for peaceful waterfront strolls. Shell Beach provides a serene spot for swimming and sunbathing. The neighborhood's calm waters make it ideal for kayaking and small boat activities. Enjoy the scent of salt air mixed with pine and beach roses. Most visitors bring supplies or travel to nearby island markets since Silver Beach maintains its residential character.

A pebble beach with calm water, a distant bridge, and a forested island.

Coecles Harbor

Coecles Harbour offers a peaceful retreat where pristine waterfront paths wind along Peconic Bay. Luxury yachts and sailboats dot the protected marina, creating a classic New England coastal scene. Wooden docks extend into calm waters, providing perfect sunset viewing spots. This upscale Shelter Island area balances authentic maritime character with holiday amenities. Visitors can enjoy swimming at Menhadden Lane Beach or explore by kayak and paddleboard. The quiet atmosphere, with only the sounds of lapping waves and seabirds, makes it ideal for those seeking a serene coastal escape.

A beach with a wooden sign that reads "Please take off your shoes!"

Menantic Creek

Menantic Creek on Shelter Island offers a peaceful waterfront escape where natural beauty takes centre stage. This residential haven features classic Hamptons-style homes with private docks nestled among mature trees. The winding creek waters create a tranquil backdrop for a truly authentic island experience. The area provides excellent opportunities for kayaking, paddleboarding, and birdwatching along pristine shorelines. Visitors can easily explore nearby attractions like Wades Beach and Shelter Island Historical Society. Those seeking quiet relaxation will appreciate the gentle creek sounds and salt-tinged air that define this serene coastal retreat.

A calm lake with reflections of clouds, surrounded by trees and a distant structure.

Hay Beach

Hay Beach offers a tranquil peninsula retreat on Shelter Island, away from the bustling Hamptons scene. This residential haven is surrounded by water on three sides with several beach access points for scenic coastal views. Private waterfront homes and cottages create a peaceful atmosphere where natural beauty takes centre stage. Visitors can explore Menhadden Lane Beach or take short trips to nearby Gardiner's Bay Country Club. The neighborhood's charm lies in its uncrowded shoreline paths and pristine waters. Perfect for kayaking, swimming, and sunset watching, Hay Beach delivers a genuine low-key coastal experience.

An aerial view of a large estate surrounded by water, featuring a prominent mansion, rocky shorelines, and a small island with a lighthouse.

Shorewood

Shorewood offers a peaceful retreat on Shelter Island with pristine shorelines and scenic waterfront paths. Classic Hamptons-style cottages with cedar shingles and white trim line the quiet, tree-lined streets. The neighborhood's charm lies in its natural beauty and exclusive residential character. Wades Beach beckons with sandy shores and calm bay waters perfect for swimming and kayaking. Visitors appreciate the minimal tourist crowds and opportunities for stargazing at night. The salt air mingles with pine scents while gentle waves create a soothing natural soundtrack.

Stay near popular Shelter Island attractions

A close-up of a beach with various shells and pebbles.

Shell Beach

10.0/10 (1 review)
This peaceful shoreline offers a tranquil escape with abundant shells and wildflowers framing its natural beauty. Enjoy both calm harbour waters and more dynamic waves, perfect for beachcombing and wildlife spotting.
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A clear blue sea with a wooden pier extending into the water, a sailboat in the distance, and a person standing in the water.

Wades Beach

10.0/10 (1 review)
Wades Beach offers calm, shallow waters and a broad sandy shoreline perfect for families seeking safe swimming. Lifeguards patrol in summer, and the pavilion provides a comfortable spot to enjoy the tranquil setting.
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Shelter Island Historical Society

8.0/10 (1 review)
This historic museum preserves Shelter Island's maritime heritage through artefacts and photographs. Explore special exhibits or attend seasonal events celebrating local culture.
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Gardiner's Bay Country Club

This historic 1896 golf club showcases rolling fairways with stunning views of Gardiner's Bay and Coecles Harbour. Members enjoy challenging play on the Seth Raynor-influenced course and refined dining in the clubhouse.
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Mashomack Preserve

Explore 2,039 acres of pristine wilderness across diverse ecosystems at Mashomack Preserve. The 20+ miles of trails offer intimate encounters with over 200 bird species in tidal creeks, oak forests, and marshes.
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Menhadden Lane Beach

8.8/10 (3 reviews)
This tranquil beach on Shelter Island's east side offers serene views of Gardiner's Bay and the 'Bug' Lighthouse. Bring a blanket, find a quiet spot, and watch sailboats glide across the pristine waters.
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Havens House

Built in 1743, Havens House served as a store, tavern, school, and post office before becoming the Shelter Island Historical Society. Explore its wide plank floors and exhibits showcasing the island's unique heritage.
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Learn more about Shelter Island

Nestled between Long Island's forks, this serene island offers pristine beaches and kayaking through Mashomack Preserve's coastal wetlands. Rent bikes to explore historic mansions and stop at Sunset Beach for seafood with spectacular evening views across Shelter Bay.

See all hotels in Shelter Island
A coastal landscape with a lake, dense greenery, and a sunset sky.

Top Shelter Island Hotel Reviews

Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Excellent hotel, clean and spacious rooms, friendly and attentive staff."
Svetlana 4-night trip
Posted 1 hour ago
Montauk Yacht Club
Faraway Sag Harbor

Faraway Sag Harbor

8/10 Good
"Beautiful and charming hotel! Unfortunately the restaurant was only serving breakfast and not dinner, since we arrived off- season. However the restaurant was freezing due to the heating system not working so we had to go elsewhere in town for breakfast. Too bad because it was a lovely room with a harbor view. Our biggest disappointment by far was the coffee in the room and in the lobby. Nasty stuff! I have never tasted coffee this bad in any hotel (and we have been to many). First of all at this high- end price point per night, Faraway should be providing at least a Nespresso machine in each room for a decent morning cup of coffee instead of instant coffee packets which went out with Sanka like forty years ago. :( Then we thought that maybe the coffee urns on the bar in the common area would at least provide a half decent cup of coffee. Boy were we wrong! The fact that other filled cups of coffee which were left on the bar still full told us that other guests felt the same about the quality of coffee. Thank goodness for Goldbergs Bagel shop in town! Come on guys. If you want to be recognized as a high end getaway in an extremely wealthy part of Long Island, please find yourselves a better quality coffee source. Its not that hard these days. We speak for all true coffee lovers."
Joan 2-night trip
Posted 6 hours ago
Faraway Sag Harbor
Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Lovely as usual"
VICTORIA 1-night trip
Posted 10 hours ago
Montauk Blue Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Perfect one day stay. I would stay here again and can recommend it to others."
Pradeep 1-night trip
Posted 11 hours ago
The Bentley Hotel Southampton
Zey Hotel

Zey Hotel

10/10 Excellent
"The hotel had a good vibe and energy! Lots of artwork and was very charming. It has a bed and breakfast feel to it. The parking is behind the hotel and free and convenient. Itโ€™s right on Main Street and walking distance to all restaurants and bars. The staff especially James was warm and friendly and accommodating. We had a great time checking out all the cool lounge areas in the hotel. The room was clean and charming as well. Would definitely stay here again the next time we visit Greenport"
Kristin 1-night trip
Posted 17 hours ago
Zey Hotel
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Great"
allison 3-night trip
Posted 1 day ago
Water's Edge Resort & Spa
Ocean Surf Resort

Ocean Surf Resort

8/10 Good
"Lovely view of the ocean. Bathroom was fine. Room was updated. Only had one nightstand and lamp."
harriet 2-night trip
Posted 1 day ago
Ocean Surf Resort
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"I stayed twice and borh rooms were decorated uniquely. The staff and owners were very nice. Good people"
David 1-night trip
Posted 2 days ago
Pier Blue Inn Old Saybrook - Essex
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"We were 4 girls and the room was two bedrooms and another bed also so it accommodated all of us. ๐Ÿ˜Š"
Grace 1-night trip
Posted 3 days ago
The Atlantic Hotel

More cheap stays in Shelter Island

Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
โ‚น6,894
โ‚น7,877 total
26 Oct - 27 Oct
includes taxes & fees
6.8/10 (905 reviews)
Budget Host East End
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
โ‚น7,748
โ‚น8,911 total
15 Nov - 16 Nov
includes taxes & fees
8/10 Very good! (1,002 reviews)
Pier Blue Inn Old Saybrook - Essex
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

100 Essex Rd Old Saybrook CT
โ‚น9,189
โ‚น10,567 total
15 Nov - 16 Nov
includes taxes & fees
Quality Inn Old Saybrook - Westbrook
Shorewood Inn

Shorewood Inn

1399 Main Rd Riverhead NY
โ‚น9,693
โ‚น11,073 total
25 Oct - 26 Oct
includes taxes & fees
Shorewood Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
โ‚น10,118
โ‚น13,921 total
28 Oct - 29 Oct
includes taxes & fees
7.2/10 Good! (1,000 reviews)
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
โ‚น13,604
โ‚น15,542 total
1 Nov - 2 Nov
includes taxes & fees
9.6/10 Exceptional! (605 reviews)
The Bentley Hotel Southampton

Find out more about Shelter Island

Secluded paradise with breathtaking beaches and charming coastal villages

Shelter Island, located in the beautiful state of New York, offers a unique and captivating holiday experience. This charming island is surrounded by other islands, making it an ideal destination for kayaking enthusiasts. Nature lovers will be delighted by the breathtaking scenery and the opportunity to explore the island's natural parks. Moreover, Shelter Island boasts stunning beaches that are perfect for relaxation and water activities. History buffs can delve into the island's rich past by visiting its fascinating museums. With its diverse attractions, Shelter Island is a must-visit destination for any traveler. It is located just a few kilometers away from the city center, making it easily accessible for tourists.

Top reasons to visit Shelter Island

  • Surrounded by other islands: Shelter Island is surrounded by other islands, making it a paradise for kayaking enthusiasts.
  • Breathtaking scenery: Nature lovers will be captivated by the stunning scenery and natural parks on Shelter Island.
  • Stunning beaches: Shelter Island boasts beautiful beaches that are perfect for relaxation and water activities.
  • Fascinating museums: History buffs can delve into Shelter Island's rich past by visiting its fascinating museums.
  • Accessible location: Shelter Island is located just a few kilometers away from the city center, making it easily accessible for tourists.

Find great hotels near Shelter Island

Discover a delightful selection of accommodations on Shelter Island, where options range from charming bed and breakfasts to intimate inns and agritourism properties. Whether you seek pet-friendly amenities or an adventurous family vacation experience, the island offers a variety of lodging types to cater to your preferences. Enjoy the unique charm of Shelter Island House and its exceptional facilities, ensuring a memorable stay amidst its serene surroundings.

  • Sound View Greenport: Nestled a mere 6km from Shelter Island, Sound View Greenport is a 3.5-star hotel that caters to families and pet lovers seeking a beachside retreat. With a guest rating of 8.4 out of 10, this property offers direct access to the beach, making it ideal for sun-seekers. Families will appreciate the thoughtful amenities for children, including complimentary cribs and safety window guards. The hotel is also pet-friendly, allowing dogs and cats with specific policies in place, ensuring a welcoming atmosphere for all guests.
  • Sag Harbor Inn: Located 8km from Shelter Island, Sag Harbor Inn stands out with its impressive guest rating of 9.4 out of 10. This 3.5-star hotel is tailored for business travellers, offering a tranquil environment conducive to work and relaxation. Guests have praised the attentive service and comfortable accommodations, making it a prime choice for those visiting for corporate purposes. Its strategic location provides easy access to local business hubs as well as leisure activities in the charming Sag Harbor area.
  • The Harbor Front Inn: Just 5km from Shelter Island, The Harbor Front Inn is another excellent option for both business and pet-friendly travellers, boasting a guest rating of 8.8 out of 10. This 3.5-star accommodation offers a cozy atmosphere, allowing guests to unwind after a day of exploration. With amenities that permit dogs, the hotel ensures that your furry friends can join you on your stay. Whether you're here for work or leisure, the inn provides a welcoming and convenient base from which to enjoy the area.

Explore the best places to visit and stay in Shelter Island

Shelter Island in New York offers a range of exciting areas and neighborhoods for tourists to explore. Each area has its own unique geographic features, landmarks, and local experiences that make it a must-visit destination.

  • Silver Beach: This area is known for its stunning islands, kayaking opportunities, and beautiful natural parks. Visitors can enjoy the picturesque scenery, relax on the beach, or explore the historical museums nearby.
  • Menantic Creek: With its charming islands, nature trails, and bowling alleys, Menantic Creek is a great place for outdoor enthusiasts. Visitors can also take in the scenic beauty, visit the local beach, or learn about the area's history at the museums.
  • Coecles Harbor: Coecles Harbor offers a mix of natural beauty, kayaking spots, and scenic views. Visitors can explore the islands, enjoy the beach, or take a stroll through the historical sites and museums.

Whether you're looking for outdoor adventures, historical landmarks, or simply a serene beach getaway, Shelter Island has it all. Explore these areas to experience the unique charm and natural beauty of Shelter Island in New York.

Experience the top activities and must-see sights in Shelter Island

Shelter Island is a luxury holiday destination offering a variety of experiences.

  • Gardiner's Bay Country Club: Experience the beauty of Shelter Island's islands, kayaking, and scenic nature while enjoying a game of bowling at this private country club.
  • Shell Beach: Immerse yourself in the natural beauty of Shelter Island's beaches, with stunning scenery and opportunities for kayaking amidst the islands.
  • Mashomack Preserve: Explore the urban park of Mashomack Preserve, surrounded by picturesque scenery and natural parks, offering a chance to immerse yourself in the history and culture of Shelter Island through its museums and historical attractions.

How to find great deals and cheap hotels in Shelter Island

  • Shelter Island offers a range of affordable accommodation options for budget-conscious travelers. Check out the Expedia website for discounted rates on hotels in Shelter Island.
  • Use the search filters on Expedia to find hotels that match your budget and preferences, whether you're looking for a beachfront hotel, a cozy bed and breakfast, or a budget-friendly inn.
  • Consider traveling to Shelter Island during off-peak seasons to take advantage of lower hotel rates. Prices may be more affordable from September to May, excluding holidays.
  • Save on transportation costs by renting a bike to explore the scenic beauty of Shelter Island. There are several rental shops available on the island.
  • Enjoy the free attractions that Shelter Island has to offer, such as exploring the beautiful natural parks, beaches, and historical sites. Take a leisurely walk or go kayaking in the serene surroundings.
  • Take advantage of the local dining options on Shelter Island for affordable and delicious meals. From casual seafood shacks to cozy cafes, there's something for every budget.
  • Make use of the Expedia Rewards program to earn points and save on future bookings. The more you stay, the more Rewards you can accumulate.

Discover the flavours of Shelter Island

Shelter Island offers a vibrant dining scene with a variety of options to satisfy every palate. For a waterfront dining experience, head to SALT Waterfront Bar & Grill, where you can indulge in a fusion of Asian and North American cuisine, with a focus on fresh seafood. The restaurant's picturesque location allows you to enjoy your meal while taking in stunning views of the water.

If you're in the mood for a mix of flavours, Vine Street Cafe is the place to go. This charming restaurant offers a menu that combines North American, Asian, and European influences, resulting in innovative and delicious dishes. With its cozy atmosphere and delectable food, Vine Street Cafe is a popular choice among locals and visitors alike.

For a taste of Latin American cuisine, Maria's Kitchen is a must-visit. This restaurant specializes in authentic Latin American dishes, showcasing the vibrant flavours and spices of the region. From traditional favorites to unique creations, Maria's Kitchen offers a culinary experience that will delight your taste buds.

Best time to go to Shelter Island

Shelter Island boasts a year-around average temperature of 9.8ยฐC, peaking at 21.6ยฐC in July, its warmest month, and dipping to an average low of -1.7ยฐC in January, the coolest. Rainfall averages at 99.2mm annually, with March, April seeing the heaviest showers and February being the driest month.

Monthcalendar iconTemperature (Celcius)temperature iconRainfall (mm)rain icon
January-1.790.7
February-1.073.7
March2.7117.3
April7.6117.3
May13.0100.3
June18.6102.9
July21.692.7
August21.296.8
September17.0103.1
October11.1104.1
November6.3106.9
December1.284.3

The nearest major airports for your trip to Shelter Island

Accessing Shelter Island is convenient via its major airports. John F. Kennedy International Airport (JFK) is situated 130km away, with luxurious hotels nearby such as The William Vale and Arlo Williamsburg, both 18km from JFK. LaGuardia Airport (LGA), located 134km from Shelter Island, offers top-notch accommodation options like Hilton Club The Quin New York and The Plaza, A Fairmont Hotel, both within 10km of the airport. Additionally, Bradley International Airport (BDL) is 100km away, with options like DoubleTree by Hilton Hartford and Simsbury 1820 House, providing comfort just a short distance from the airport.

The Shelter Island info point: What you need to know

Category
Details
LocationShelter Island, New York, United States of America
Known forBeautiful beaches, scenic landscapes, and peaceful atmosphere
Best time to visitSummer months (June to August) for warm weather and outdoor activities
Length of StayRecommended 2-3 days
WeatherMild summers and cold winters
Don't missShelter Island Historical Society, Mashomack Preserve, Sunset Beach
CuisineFresh seafood, local delicacies, and international cuisine
Places to visitShelter Island State Park, Crescent Beach, Sylvester Manor Educational Farm

Frequently asked questions

Where is the best place to stay in Shelter Island?
Located 15.5 mi (24.9 km) from the heart of Shelter Island, Pier Blue Inn Old Saybrook - Essex is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Gurney's Montauk Resort & Seawater Spa and Offshore Montauk. See all available top hotels, or vacation rentals in Shelter Island.
If I need to cancel my hotel reservation in Shelter Island, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island.
What's the best dog-friendly accommodation option in Shelter Island?
Sunset Beach Hotel is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Shelter Island.
What's the best hotel to stay near the beach in Shelter Island?
Sunset Beach Hotel is a top beachfront hotel with free WiFi and free parking, and it's located on Sunset Beach . See more stays near the beach in Shelter Island.
What are some accommodation options with pools in Shelter Island?
Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool and a private beach. Offshore Montauk and Water's Edge Resort & Spa are a couple of other choices that offer an on-site pool. View all hotels with pools in Shelter Island.
What's it like to stay in Shelter Island?
Visitors can enjoy all that Shelter Island has to offer, including the parks, beaches and museums. This city also attracts tourists with its scenic landscape. In Shelter Island, there are 101 hotels and other accommodation options to choose from. Find out more about Shelter Island.
What should I see while I'm in Shelter Island?
Natural beauty is on display at Mashomack Preserve, Sunset Beach and Wades Beach. A couple of additional sights to add to your itinerary are Shelter Island Historical Society and Crescent Beach. Take a look at what more there is to see and do in Expedia's Shelter Island guide.
What's the seasonal weather in Shelter Island?
The hottest months are usually August and July, with an average temperature of 21ยฐC, while the coldest months are January and February, with an average of 3ยฐC. Average annual precipitation for Shelter Island is 1452 mm.

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