A calm river with boats, wooden docks, and buildings along the shore.

Search Hotels with Swimming Pool in Chester

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Check availability on Chester Hotels with Swimming Pool

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Chester hotels with a pool

An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.
A hotel room with a large bed, a bathroom with a bathtub, a TV on a wooden cabinet, and a chair.
A living room with two sofas, a coffee table, a lamp, and a painting on the wall.
A hallway with a blue reception desk, framed artwork on the walls, and a wooden door with a men's restroom sign.

1. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
  • Plunge into pool paradise at this welcoming hotel with sun loungers and a relaxing indoor retreat.
₹9,200
₹10,580 total
includes taxes & fees
15 Nov - 16 Nov
Quality Inn Old Saybrook - Westbrook
A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.
A formal dining room with multiple tables and chairs, large windows with a city view, and a decorative carpet.
An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.
A balcony with a view of the ocean, a white railing, and two white chairs with blue cushions.

2. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
  • Pristine waters await at this coastal retreat with private beach access and year-round pools.
₹17,859
₹22,175 total
includes taxes & fees
1 Nov - 2 Nov
Water's Edge Resort & Spa
An indoor swimming pool with clear blue water, wooden beams, and lounge chairs.
A marina at sunset with boats docked, a fire feature on the deck, and a chair.
A marina with boats docked, a fire pit table, and outdoor seating.
A two-story Victorian-style house with a balcony, a porch, and a small tower.

3. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
Old Saybrook Center
  • Swim into serenity with three breathtaking pools and luxurious loungers for perfect poolside days at this resort.
₹25,540
₹32,693 total
includes taxes & fees
18 Nov - 19 Nov
Saybrook Point Resort & Marina
A rectangular swimming pool with a fenced area, surrounded by trees and a concrete deck with white metal loungers.
A parking lot with a building in the background.
A hotel room with a large bed, two bedside tables, a desk with chairs, a TV, and a small table with flowers.
A motel with a large parking lot and multiple rooms.

4. Clinton Motel

Clinton Motel
Clinton
  • Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
₹7,406
₹8,516 total
includes taxes & fees
28 Oct - 29 Oct
Clinton Motel
A hotel room with a large bathtub, a desk with a lamp, a chair, and a bed with a red blanket.
A hotel lobby with a reception desk, a flat-screen TV mounted above a fireplace, and comfortable seating areas.
A deck with a table and chairs under a blue umbrella, surrounded by a wooden deck and a white fence.
A multi-story residential building with blue trim and large windows.

5. Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
Old Saybrook
  • Soak in the serenity at this garden-view pool retreat offering refreshing summer escapes amid recently refreshed accommodation.
₹6,791
₹7,810 total
includes taxes & fees
1 Nov - 2 Nov
Econo Lodge Inn & Suites Old Saybrook Westbrook
An indoor swimming pool with clear water, a metal ladder, and a tiled floor.
A cozy dining area with a brick fireplace, wooden chairs, and tables set for a meal.
A grand spiral staircase with a chandelier, marble flooring, and blue armchairs in a spacious lobby area.
A brick building with a sign that reads "Inn at Middletown."

6. Inn at Middletown

Inn at Middletown
Washington Street Historic District
  • Dive into poolside luxury in this historic hotel with a blissful indoor retreat and hot tub sanctuary.
₹12,836
₹16,661 total
includes taxes & fees
26 Oct - 27 Oct
Inn at Middletown
A swimming pool area with blue walls, multiple chairs, and a lifeguard sign.
A modern hotel with multiple floors, large windows, and a sign for Springhill Suites.
A modern hotel lobby with a central seating area, a bar, and a large TV screen.
A hotel room with a bed, a desk, a sofa, and a large abstract painting on the wall.

7. Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell
Cromwell
  • Splash into relaxation at this indoor pool retreat with fitness centre and firepit fun.
₹14,621
₹16,814 total
includes taxes & fees
1 Nov - 2 Nov
Springhill Suites by Marriott Hartford Cromwell
An indoor swimming pool with a no diving sign, a tiled wall, and a seating area with chairs.
A hotel room with a bed, a sofa, a table, and a lamp.
A spacious living area with a wooden staircase, comfortable seating, and a large potted plant.
A Sleep Inn & Suites building with a brick facade, a covered entrance, and a clear sky.

8. Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North
Niantic
  • Refreshing indoor pool retreat just steps from the beach makes a splash for aquatic adventures.
₹9,603
₹11,044 total
includes taxes & fees
15 Nov - 16 Nov
Sleep Inn & Suites Niantic North
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.
A hotel lobby with a stone fireplace, multiple seating areas including a sofa and chairs, and a television mounted on the wall.
A multi-story hotel with a central entrance, a parking lot, and landscaped areas with shrubs and flowers.
A hotel room with a bed, a desk, a television, a sofa, and a window with a view of trees.

9. Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden
Wallingford
  • Splash into fun at this hotel with an indoor pool, fitness centre, and nearby skiing trails.
₹12,831
₹14,756 total
includes taxes & fees
22 Nov - 23 Nov
Homewood Suites by Hilton Wallingford-Meriden
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.
A modern interior with a reception desk, a coffee shop area, and a dining section.
A modern living room with a flat-screen TV, a red armchair, a grey sofa, a wooden entertainment unit, and a large window with curtains.
A hotel corridor with a carpeted floor, tables with white tablecloths, and large windows offering a view of greenery.

10. Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
Wallingford
  • Dive into year-round aquatic bliss at this hotel's pristine indoor pool sanctuary.
₹12,768
₹14,683 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Wallingford/Meriden
View all properties

Choose what matters most at hotels with a pool in Chester

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Chester Hotel Reviews

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

8/10 Good
"The front desk were super helpful, our room was clean."
Savannah 1-night trip
Posted 7 hours ago
Clarion Inn North Haven - New Haven North
Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

8/10 Good
"The room was clean and breakfast good. Bit of a squeeze having 6 people in the room, but it got the job done"
Katherine 2-night trip
Posted 8 hours ago
Hyatt Place Uncasville - Casino Area
Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area

Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area

10/10 Excellent
"The hotel was wonderful. Only 4 minutes by car to the casino and half the price! They do have a shuttle that runs back and forth but we chose not to use it. The continental breakfast was a nice bonus to the stay. The room was nice and big and very clean."
Matthew 1-night trip
Posted 8 hours ago
Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area
The Spa at Norwich Inn

The Spa at Norwich Inn

10/10 Excellent
"Hotel was beautiful and very well kept and clean! All staff we're welcoming and helpful. Top notch complimentary spa amenities. Wish we could have stayed another day to experience the spa offerings!"
Amy 1-night trip
Posted 15 hours ago
The Spa at Norwich Inn
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

8/10 Good
"The room was small but sufficient and clean. .No fridge or coffee in room but coffee 24/7 in the lobby. The water temp in the shower was scauldingly way too hot and took a bit to get to a good temperature. The TV kept buffering which was annoying. Loved the shuttle to and from the casino. Breakfast was good. Would stay there again."
June 1-night trip
Posted 16 hours ago
Microtel Inn & Suites by Wyndham Uncasville Casino Area
Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites

8/10 Good
"Needs a little updating but clean and staff good."
Kellen 2-night trip
Posted 20 hours ago
Best Western Plus New England Inn & Suites
Inn at Middletown

Inn at Middletown

10/10 Excellent
"Loved our stay. They accommodated a request for early check in, the meals from take out and dine in at The Armory (the restaurant / bar on site) were delicious and an extra pillow and cozy blanket in the closet for naps won me over. The courtesy takeaway coffee in the lobby in the mornings a warm hospitable touch, we will be back!"
Amanda 2-night trip
Posted 2 days ago
Inn at Middletown

Frequently asked questions

What are some accommodation options with pools in Chester?
Regency Inn & Suites New London, Mystic: Features a snack bar/deli, an indoor pool and buffet. Pier Blue Inn Old Saybrook - Essex: Hotel located near Mohegan Sun Casino. Provides a snack bar/deli, an indoor pool and buffet. Hyatt Place Uncasville - Casino Area: Features a seasonal outdoor pool, an indoor pool and a private beach. Motel 6 New Haven - Branford, CT: Hotel located near Mohegan Sun Casino. Features daily, an indoor pool and free self parking. Microtel Inn & Suites by Wyndham Uncasville Casino Area: Resort, 15-minute walk from Mohegan Sun Casino. Offers 19 restaurants, 2 indoor swimming pools and a full-service spa.
What is there to see and do in Chester?
Take in the natural beauty with a stop at Connecticut River. Discover sights such as Chester Creek Marina, Norma Terris Theater and Connecticut Valley Railroad State Park Trail during your stay.
When is the best time to book a hotel with a pool in Chester?
You may want to consider a place to stay that has an outdoor pool if you'll be visiting Chester in the hottest months of July, August or June, when the average temperature is 21°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or March, when the average temp is 2°C.

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