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

Chester Hotel with Pool

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Check availability on Chester Hotel with Pool

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Chester hotels with a pool

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.
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.

1. 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.
HK$1,230
HK$1,550 total
includes taxes & fees
4 Oct - 5 Oct
Water's Edge Resort & Spa
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 hotel lobby with a reception desk, two sofas, a coffee table, and a carpeted floor.
A spacious lobby with two sofas, a coffee table, and a flat-screen TV mounted on the wall.

2. 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.
HK$760
HK$874 total
includes taxes & fees
2 Nov - 3 Nov
Quality Inn Old Saybrook - Westbrook
An indoor swimming pool with clear blue water, wooden beams, and lounge chairs.
A two-story Victorian-style house with a balcony, a porch, and a small tower.
A marina with boats docked, a fire pit table, and outdoor seating.
A marina at sunset with boats docked, a fire feature on the deck, and a chair.

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.
HK$2,268
HK$2,882 total
includes taxes & fees
1 Nov - 2 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 hotel room with two beds, a desk, a chair, a window with curtains, and two wall-mounted lamps.
A motel with a large parking lot and multiple rooms.
A parking lot with a building in the background.

4. Clinton Motel

Clinton Motel
Clinton
  • Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
HK$612
HK$704 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 deck with a table and chairs under a blue umbrella, surrounded by a wooden deck and a white fence.
A hotel lobby with a reception desk, a flat-screen TV mounted above a fireplace, and comfortable seating areas.
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.
HK$526
HK$605 total
includes taxes & fees
25 Oct - 26 Oct
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 spacious lobby with a fireplace, seating area, and a reception desk.
A grand spiral staircase with a chandelier, marble flooring, and blue armchairs in a spacious lobby area.

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.
HK$1,053
HK$1,368 total
includes taxes & fees
20 Oct - 21 Oct
Inn at Middletown
An indoor swimming pool with a tiled floor, a pool ladder, and lounge chairs along the wall.
An electric vehicle charging station with a sign indicating 'Electric Vehicle Parking Only While Charging.'
A hotel room with a bed, a desk, a chair, a sofa, and a window with curtains.
A bathroom with a white sink, a mirror, a toilet, and a hairdryer on the wall.

7. 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.
HK$675
HK$776 total
includes taxes & fees
25 Oct - 26 Oct
Sleep Inn & Suites Niantic North
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.
An outdoor kitchen with a grill and a built-in stove, white chairs, and a red door.
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.

8. 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.
HK$1,227
HK$1,411 total
includes taxes & fees
1 Nov - 2 Nov
Homewood Suites by Hilton Wallingford-Meriden
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.
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 round tables, large windows, and a modern console table.
A Hilton Garden Inn with a covered entrance, landscaped gardens, and a clear sky.

9. 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.
HK$1,055
HK$1,213 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Wallingford/Meriden
A large, multi-story house with a balcony and a swimming pool.
A classic interior with a marble coffee table, two upholstered armchairs, a sofa, and a vintage radio.
A glass-enclosed shower with a tiled floor and a white towel on the floor.
A large, blue Victorian-style house with a prominent fountain in the front yard.

10. The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
East Hampton
  • Scenic Victorian hideaway with a sparkling seasonal pool and 24-hour access for summer splashing.
HK$1,994
HK$2,213 total
includes taxes & fees
5 Oct - 6 Oct
The Bevin House Bed & Breakfast
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

Mohegan Sun

Mohegan Sun

10/10 Excellent
"Everything was fantastic, and the casino is huge. You are lacking for nothing when you stay at this hotel."
Jennifer 1-night trip
Posted 3 hours ago
Mohegan Sun
Inn at Middletown

Inn at Middletown

10/10 Excellent
"Met my expectations and breakfast was wonderful!"
Dorothy 2-night trip
Posted 21 hours ago
Inn at Middletown
Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites

10/10 Excellent
"Manager Mar"
Zitong 1-night trip
Posted 1 day ago
Best Western Plus New England Inn & Suites
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"They upgraded us to a balcony and there was a lot to do there. The pool and hot tub were nice too!"
Beth 1-night trip
Posted 2 days ago
Water's Edge Resort & Spa
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

10/10 Excellent
"Clean, served its purpose on a quick trip. Would stay here again on my next visit."
Anthony 1-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham Uncasville Casino Area
Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic

8/10 Good
"This hotel is a good bargain. Although worn down in general, it suited our needs for one night. Very comfortable bed, quiet, and good buffet breakfast. Near shopping and the highway so convenient too."
Gail 1-night trip
Posted 7 days ago
Regency Inn & Suites New London, Mystic
Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven

10/10 Excellent
"Spent a Saturday night—happy with the experience. Clean, quiet, helpful staff"
samuel 1-night trip
Posted 3 weeks ago
Fairfield by Marriott Inn & Suites Wallingford New Haven

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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