A calm lake with a forest in the background during sunset.

Southold Hotels from ₹7,583

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Check prices for these dates

Tonight
16 Sept - 17 Sept
Tomorrow
17 Sept - 18 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

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Our top choices for Southold hotels

1. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
₹19,367
₹24,526 total
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips

2. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Morris
₹52,488
₹65,965 total
includes taxes & fees
17 Sept - 18 Sept
The Pridwin Hotel

3. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
₹23,198
₹29,244 total
includes taxes & fees
1 Oct - 2 Oct
Sound View Greenport

4. Zey Hotel

Zey Hotel
Greenport
United States
Renee
₹16,126
₹18,423 total
includes taxes & fees
23 Sept - 24 Sept
Zey Hotel

5. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sirikhwan
₹26,821
₹30,643 total
includes taxes & fees
12 Oct - 13 Oct
Silver Sands Motel & Beach Bungalows

6. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
₹27,725
₹40,230 total
includes taxes & fees
5 Oct - 6 Oct
Cliffside Resort Condominiums

7. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Jordan
₹22,369
₹28,286 total
includes taxes & fees
12 Oct - 13 Oct
The Harbor Front Inn

8. North Fork Resort

North Fork Resort
Greenport
United States
Harold
₹28,656
₹32,740 total
includes taxes & fees
24 Sept - 25 Sept
North Fork Resort

9. The Menhaden

The Menhaden
Greenport
United States
Lisa
₹32,712
₹41,195 total
includes taxes & fees
17 Sept - 18 Sept
The Menhaden

10. The Chequit

The Chequit
The Heights
United States
Kristin
₹18,396
₹21,017 total
includes taxes & fees
4 Oct - 5 Oct
The Chequit

11. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
₹22,839
₹29,917 total
includes taxes & fees
21 Sept - 22 Sept
American Beech Hotel

12. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Carolyn
₹7,829
₹9,004 total
includes taxes & fees
23 Sept - 24 Sept
Pier Blue Inn Old Saybrook - Essex

13. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
₹19,231
₹21,971 total
includes taxes & fees
4 Oct - 5 Oct
Shelter Island House

14. House on Chase Creek

House on Chase Creek
The Heights
United States
Calvin
₹20,572
₹23,504 total
includes taxes & fees
5 Oct - 6 Oct
House on Chase Creek

15. Clinton Motel

Clinton Motel
Clinton
United States
Selena
₹7,549
₹8,682 total
includes taxes & fees
17 Sept - 18 Sept
Clinton Motel

16. Oyster Estate

Oyster Estate
Greenport
United States
Matthew
₹29,914
₹37,690 total
includes taxes & fees
7 Oct - 8 Oct
Oyster Estate

17. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Loretta
₹30,961
₹35,373 total
includes taxes & fees
15 Oct - 16 Oct
Sag Harbor Inn

18. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
Michael
₹9,666
₹11,116 total
includes taxes & fees
12 Oct - 13 Oct
Quality Inn Old Saybrook - Westbrook

19. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
₹29,958
₹34,227 total
includes taxes & fees
17 Sept - 18 Sept
West Neck Guesthouse

20. Shorewood Inn

Shorewood Inn
Riverhead
United States
KAREN
₹8,170
₹9,334 total
includes taxes & fees
20 Sept - 21 Sept
Shorewood Inn
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Stay near popular Southold attractions

Sparkling Pointe

8.8/10 (11 reviews)
Sparkling Pointe crafts exquisite sparkling wines using traditional Méthode Champenoise in their Southold vineyard. Savour their diverse bubblies in an elegant tasting room with vineyard views.
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Croteaux Vineyards

10.0/10 (12 reviews)
America's only all-rosé vineyard offers a taste of Provence in New York's North Fork. Savour wine flights in the picturesque garden setting, complete with rustic barn and seaside charm.
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Sannino's Bella Vita Vineyard

9.6/10 (4 reviews)
This intimate vineyard offers personalised expert-guided wine tastings amid sustainable vineyards. Experience their unique White Merlot overlooking scenic North Fork landscapes or stay at their on-site B&B.
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Horton Point Park

9.4/10 (3 reviews)
This 1857 lighthouse stands sentinel over Long Island Sound, housing a nautical museum filled with maritime artefacts. Climb to the top for panoramic views, then follow the nature trail to the peaceful rocky beach below.
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Horton Lane Beach

9.0/10 (4 reviews)
This rocky shoreline along Long Island Sound offers peaceful views beside the historic Horton Point Lighthouse. Explore maritime heritage at the adjacent Nautical Museum, open seasonally.
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Osprey's Dominion

9.6/10 (5 reviews)
This award-winning North Fork winery showcases sustainable viticulture through distinctive Sauvignon Blanc and Merlot offerings. Enjoy tastings on their spacious lawn with weekend live music and picnic areas.
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Mattebella Vineyards

8.0/10 (4 reviews)
This family-run vineyard crafts sustainable wines in an intimate North Fork setting. Enjoy personalised tastings with garden-to-table pairings on the patio overlooking lush vines.
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Corey Creek Winery

9.6/10 (5 reviews)
This boutique North Fork vineyard crafts innovative wines like White Cabernet Franc using indigenous yeasts. Savour sustainable vintages on their elevated deck with bay views while enjoying live music and lawn games.
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Learn more about Southold

Vineyards and farm stands dot the landscape of this North Fork gem, inviting visitors to sample local wines and fresh produce. Stroll along the pebble beaches, explore historic lighthouses, or take a ferry to nearby Shelter Island for a day trip.

See all hotels in Southold
A pebbled beach at sunset with the sun reflecting on the water.
Photo by Benny Goh

Top Southold Hotel Reviews

Greenview Inn Riverhead

Greenview Inn Riverhead

8/10 Good
"The lake with the swans"
Howard 1-night trip
Posted 4 hours ago
Greenview Inn Riverhead
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"It was the perfect getaway- close to home. The property was beautiful, clean and peaceful. The beach could have been cleaner, but overall we loved our stay. The food served in their variety of restaurants was delicious. We will definitely return."
Jennifer 3-night trip
Posted 5 hours ago
Water's Edge Resort & Spa
Budget Host East End

Budget Host East End

10/10 Excellent
"Excelente"
Jenifer 1-night trip
Posted 6 hours ago
Budget Host East End
The Hampton Maid

The Hampton Maid

10/10 Excellent
"Excellent stay. Very peaceful. Breakfast and dinner were absolutely amazing! Mateo at the front desk was very helpful and made our stay more enjoyable! Highly recommended."
Diana 2-night trip
Posted 9 hours ago
The Hampton Maid
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"I had room facing the busy street, but the room was well insulated and I did not hear the traffic from outside. Also, the floor plan was very functional. Linen was clean CLEAN, bed was SO comfortable And the amenities of small fridge, coffee maker, iron, -and 2 water bottles provided with each room clean was especially helpful. Parking spaces were wide with ample space to unload and open passenger doors."
barbara 5-night trip
Posted 10 hours ago
The Atlantic Hotel
Sound View Greenport

Sound View Greenport

10/10 Excellent
"Great place on the water. Piano Bar is nice; good food & drink. All the staff was very friendly and helpful."
Joseph 3-night trip
Posted 1 day ago
Sound View Greenport
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"Friendly staff, comfortable and clean room. Modern and bright."
Danielle 1-night trip
Posted 1 day ago
Hilton Garden Inn Riverhead
North Fork Resort

North Fork Resort

10/10 Excellent
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
Harold 1-night trip
Posted 1 day ago
North Fork Resort
Zey Hotel

Zey Hotel

10/10 Excellent
"My Husband Phil & I had the Best Stay. Very Quaint Hotel, just a couple of blocks from waterfront.Absolutely spotless, so many sitting areas, Coffee, tea water and ice available 24-7. Our room was spotless, decorated so well. We also had a balcony. James and all staff were so Pleasant and so accommodating. Can't wait to return for another stay. Thank you James .. Phil & Jenn"
Jennifer 1-night trip
Posted 1 day ago
Zey Hotel

More cheap stays in Southold

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
₹7,829
₹9,004 total
23 Sept - 24 Sept
includes taxes & fees
8/10 Very good! (1,000 reviews)
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
₹8,505
₹9,717 total
17 Sept - 18 Sept
includes taxes & fees
6.8/10 (886 reviews)
Budget Host East End
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

100 Essex Rd Old Saybrook CT
₹9,666
₹11,116 total
12 Oct - 13 Oct
includes taxes & fees
7.8/10 Good! (1,005 reviews)
Quality Inn Old Saybrook - Westbrook
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
₹11,443
₹15,473 total
1 Oct - 2 Oct
includes taxes & fees
7.2/10 Good! (1,007 reviews)
The Atlantic Hotel
Holiday Inn Express & Suites Riverhead - Long Island by IHG

Holiday Inn Express & Suites Riverhead - Long Island by IHG

1707 Old Country Rd Riverhead NY
₹15,641
₹17,870 total
14 Oct - 15 Oct
includes taxes & fees
Holiday Inn Express & Suites Riverhead - Long Island by IHG
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
₹20,296
₹23,188 total
13 Oct - 14 Oct
includes taxes & fees
9.2/10 Wonderful! (781 reviews)
The Hampton Maid

Find out more about Southold

Top reasons to visit Southold

  • Stunning Beaches: Southold boasts beautiful beaches perfect for relaxation and outdoor activities, providing scenic views and serene atmospheres.
  • Charming Wineries: Explore delightful local wineries, offering tours and tastings that highlight the region's renowned wine culture.
  • Historical Sites: Visit the Southold Historical Museum to immerse yourself in the area’s rich history and cultural heritage.
  • Picturesque Golf Courses: Enjoy golfing at scenic courses, ideal for leisure and enjoying the stunning landscape.
  • Quaint Accommodations: Experience a variety of charming lodging options, from cosy bed and breakfasts to agritourism properties.

Find great hotels near Southold

Discover charming accommodations in Southold, New York, where a variety of lodging options await, including agritourism properties and cosy bed and breakfasts. Whether you're seeking pet-friendly facilities or a family-friendly adventure, Southold's hotels cater to diverse needs, ensuring a memorable stay for every traveller. Explore the best hotel rooms and suites that Southold has to offer, making your vacation truly enjoyable.

  • Sound View Greenport: Nestled along the coastline, Sound View Greenport is a 3.5-star hotel that offers a delightful beach getaway experience. With a guest rating of 8.4 out of 10, this family-friendly accommodation is a mere 5km from Southold. It features direct beach access, making it an ideal spot for sun-seekers. Families will appreciate the child-friendly amenities, including complimentary cribs and safety features such as Window Guards. Additionally, the property welcomes pets, allowing for a more inclusive holiday for everyone.
  • Sag Harbor Inn: Located 13km from Southold, Sag Harbor Inn is a 3.5-star establishment renowned for its business travel focus, boasting an impressive guest rating of 9.4 out of 10. This hotel combines comfort with functionality, providing a serene environment ideal for work-related stays. Its proximity to local businesses and tranquil surroundings makes it a preferred choice for professionals. Guests appreciate the well-appointed accommodations that cater to the needs of busy travellers, ensuring a productive yet restful experience.
  • The Harbor Front Inn: Situated just 6km from Southold, The Harbor Front Inn offers a charming stay with a guest rating of 8.8 out of 10. This 3.5-star hotel is perfect for those seeking a pet-friendly atmosphere combined with business amenities. The property allows pets with specific guidelines, ensuring that furry companions can enjoy the trip too. Guests frequently highlight the welcoming atmosphere and convenient location, making it a fitting choice for both leisure and work-related visits.

Where to stay near Southold

Southold, New York, is a charming destination perfect for outdoor enthusiasts and romantic getaways. Visitors can immerse themselves in the family-friendly atmosphere while exploring picturesque landscapes and historical sites. The surrounding areas offer an array of excursions, from scenic vineyards to serene beaches, ensuring a delightful experience for every traveller. Whether you're seeking adventure or relaxation, Southold's unique charm and sunny weather make it an ideal spot for a memorable vacation.

  • Hamptons: Located 16km from Southold, the Hamptons are renowned for their stunning beaches and outdoor activities, making it a prime destination for those seeking a romantic getaway. The area sees a seasonal influx of travellers, particularly from June to August, when the warm weather beckons beachgoers and outdoor enthusiasts alike. Visitors can enjoy a variety of activities such as golfing and skiing, while local attractions like family beaches and picturesque lakes offer idyllic spots for relaxation. The charming atmosphere and upscale dining options further enhance the travel experience in this upscale enclave.
  • Greenport: Just 6km away from Southold, Greenport is a charming city that attracts visitors with its lovely outdoor spaces and romantic vibe. Seasonal visitor numbers peak during the summer months, particularly from June to August, when the beaches and parks come alive. Popular activities include golfing and attending music concerts, providing a vibrant cultural experience. With its scenic family beaches and well-maintained parks, Greenport offers a perfect blend of leisure and recreation, making it an ideal spot for families and couples alike.
  • Sag Harbor: Situated 13km from Southold, Sag Harbor is a picturesque city known for its outdoor activities and beautiful beach landscapes. Like its neighbours, it experiences a seasonal visitor pattern, with peak arrivals from June to August. Sag Harbor is a haven for those seeking a romantic retreat or a day of fun in the sun, with activities such as golfing and skiing readily available. Its local attractions, including family beaches and serene lakes, promise a delightful experience for all types of travellers, ensuring a memorable vacation.

Things to do near Southold

Shopping

In Southold, you can enjoy quaint local shops and boutiques for unique gifts and souvenirs. If you're up for a drive, check out the Tanger Outlets in Riverhead, located about 16km away, featuring a selection of brand-name stores and discounts.

Recreation

Experience tranquillity at the 3,000-acre Orient Point State Park, where you can indulge in nature walks and birdwatching. For rejuvenation, visit the nearby wellness centre offering yoga classes and holistic therapies, promoting relaxation and mindfulness amidst beautiful surroundings.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, located 29km from Southold, where you can enjoy the adrenaline rush of fast cars and exciting races. Alternatively, head to Waterford Speedbowl, situated 43km away, for another exhilarating racing experience amidst a vibrant sporting atmosphere.

Nightlife

Enjoy a relaxed evening at the Southold Fish Market, where you can savour fresh seafood and local wines. For a lively atmosphere, visit the Soundview Restaurant to experience a vibrant setting with live music while enjoying their delectable dishes and cocktails.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Southold

To save money on your trip to Southold, consider visiting between January and March when prices are generally lower. Aim to book your stay on a Tuesday for the best rates, as Saturdays tend to be the most expensive. Utilise Expedia’s search tool to find affordable accommodation by filtering for budget options. Combining your hotel, flights, and activities into a package deal can also yield significant savings. Lastly, explore free activities in the area to enhance your experience without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Southold are January to March, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Southold is Tuesday. The most expensive day to stay in Southold is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as budget, desired location, and the type of accommodation you prefer. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your hotel booking in Southold with your flights and activities by opting for an Expedia package.

Find the best attractions near Southold

Southold is a delightful destination for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can explore beautiful beaches, urban parks, and the Southold Historical Museum, immersing themselves in local culture and history. The charming Southold Bay offers a scenic backdrop for relaxation and outdoor activities, making it an ideal spot for those looking to enjoy both leisure and adventure during their stay.

  • Orient Point County Park: This urban park, located 19km from Southold, offers a delightful escape with its family-friendly atmosphere. Enjoy picturesque views, walking trails, and opportunities for picnicking amidst nature, making it a lovely spot for outdoor activities.
  • Orient Beach State Park: Situated 14km from Southold, this beach destination exudes a relaxed vibe, perfect for sunbathing and swimming. The sandy shores and gentle waves create an inviting environment for a day by the sea, ideal for unwinding and enjoying the coastal beauty.
  • Sylvester Manor: Just 8km away from Southold, this historic building provides a glimpse into the area's rich cultural heritage. Explore its beautiful grounds and learn about its fascinating history, offering a unique perspective on local traditions and the past.

Best time to go to Southold

The best time to visit Southold can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Southold falls in August, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Southold falls in January, visitor numbers are moderately low and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.6°F (2.0°C)Light RainMostly SunnyModerately LowSlightly Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageSlightly Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageSlightly Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyModerately HighSlightly High
July73.0°F (22.8°C)Light RainMostly SunnyModerately HighSlightly High
August73.4°F (23.0°C)Light RainMostly SunnyModerately HighSlightly High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
November49.6°F (9.8°C)Light RainMostly SunnyModerately LowAverage
December42.1°F (5.6°C)Light RainMostly CloudyModerately LowAverage

The nearest major airports for your trip to Southold

Accessing Southold, New York, is convenient via three major airports. John F. Kennedy International Airport (JFK) is 124km away, with nearby hotels such as The William Vale and Arlo Williamsburg, both 18km from the airport. Newark Liberty International Airport (EWR) is 153km distant, offering luxurious options like The Dominick and Four Seasons Hotel, both located 14km from the airport. LaGuardia Airport (LGA) is 126km from Southold, with excellent hotels including Hilton Club The Quin New York and The Plaza, both within 10km. Each of these airports provides various transportation services to ensure a smooth journey to Southold.

Frequently asked questions

Where is the best place to stay in Southold?
The Shoals Suites and Slips is one of the top choices for your stay based on our traveller data. This hotel offers a restaurant and private balconies. Other good choices for your stay in the area are Sound View Greenport and Pier Blue Inn Old Saybrook - Essex. See all available top hotels, or vacation rentals in Southold.
If I need to cancel my hotel reservation in Southold, will I receive a refund?
Yes, most hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Southold.
What's the best dog-friendly accommodation option in Southold?
White Blossom House Inn is a top hotel for people travelling with their pets, and offers free use of bicycles and in-room kitchens for its human guests. See more pet-friendly hotel accommodations in Southold.
What are some accommodation options with pools in Southold?
Sound View Greenport: Offers a private beach, a seasonal outdoor pool and 2 bars. The Atlantic Hotel and Water's Edge Resort & Spa are a couple of other choices that offer an on-site pool. View all hotels with pools in Southold.
What's it like to stay in Southold?
Visitors can enjoy all that Southold has to offer, including the wineries, beaches and gardens. Tourists can also enjoy the city's football games and monuments. In Southold, there are 141 hotels and other accommodation options to choose from. Find out more about Southold.
What should I do while I'm visiting Southold?
The picturesque setting of McCabe's Beach and Horton Lane Beach exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Sparkling Pointe and Croteaux Vineyards. Take a look at what more there is to see and do in Expedia's Southold guide.
What's the best way to get around Southold?
To see more of the larger area, hop aboard a train at Southold Station. If you want to venture out around the area, you may want a rental car in Southold for your journey.
What's the weather like in Southold?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Southold is 1452 mm.

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