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

Hotels with Swimming Pools in Chester

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Check availability on Chester Hotels with Swimming Pools

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 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 large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.
A formal dining room with multiple tables and chairs, large windows with a city view, and a decorative carpet.
A balcony with a view of the ocean, a white railing, and two white chairs with blue cushions.

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.
S$299
includes taxes & fees
10 Nov - 11 Nov
Water's Edge Resort & Spa
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.
A hallway with a blue reception desk, framed artwork on the walls, and a wooden door with a men's restroom sign.
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, seating area, and a snack bar.

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.
S$143
includes taxes & fees
8 Nov - 9 Nov
Quality Inn Old Saybrook - Westbrook
A rectangular swimming pool with a fenced area, surrounded by trees and a concrete deck with white metal loungers.
A motel with a large parking lot and multiple rooms.
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.

3. Clinton Motel

Clinton Motel
Clinton
  • Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
S$115
includes taxes & fees
28 Oct - 29 Oct
Clinton Motel
An indoor swimming pool with clear water, a metal ladder, and a tiled floor.
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.
A brick building with a sign that reads "Inn at Middletown."

4. 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.
S$245
includes taxes & fees
21 Oct - 22 Oct
Inn at Middletown
An indoor swimming pool with clear blue water, wooden beams, and lounge chairs.
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.
An aerial view of a marina with boats docked, a parking lot, and buildings with a waterfront view.

5. 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.
S$456
includes taxes & fees
3 Nov - 4 Nov
Saybrook Point Resort & Marina
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 tranquil park with a gazebo, a pond with a fountain, and a building in the background.
A multi-story residential building with blue trim and large windows.

6. 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.
S$99
includes taxes & fees
25 Oct - 26 Oct
Econo Lodge Inn & Suites Old Saybrook Westbrook
An indoor swimming pool with a tiled floor, a pool ladder, and lounge chairs along the wall.
A hotel room with a bed, a sofa, a table, and a lamp.
A bathroom with a white sink, a mirror, a toilet, and a hairdryer on the wall.
An electric vehicle charging station with a sign indicating 'Electric Vehicle Parking Only While Charging.'

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.
S$149
includes taxes & fees
10 Nov - 11 Nov
Sleep Inn & Suites Niantic North
Pool
A spacious hotel lobby with a long row of blue chairs, a sofa, a TV mounted on the wall, and a wooden ceiling.
A modern hotel room with a wooden bed, a desk, and a chair.
A modern bathroom with a glass-enclosed shower, a white toilet, and a vanity with a mirror.

8. Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area
Niantic
  • Scenic oasis awaits at Niantic hotel featuring seasonal pool, sun loungers, and umbrella-shaded areas.
S$167
includes taxes & fees
27 Oct - 28 Oct
Best Western Niantic - New London/Mystic Area
A hotel room with a bed, bedside tables, a desk, a chair, a lamp, and a window.

9. Hampton Inn & Suites By Hilton North Haven

Hampton Inn & Suites By Hilton North Haven
North Haven
S$180
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites By Hilton North Haven
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 modern hotel lobby with a central bar area, refrigerated beverage dispensers, and a seating area with tables and chairs.
A Hilton Garden Inn with a covered entrance, landscaped gardens, and a clear sky.

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.
S$198
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

Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area

Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area

10/10 Excellent
"Nice place to stay."
Sue 1-night trip
Posted 2 hours ago
Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area
Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

8/10 Good
"Everything was good. The only issues I had was the hot water temp in the shower. You could only turn it up so much . I like hot and it was barely hot. The sink however you could burn your hand so it didn't make sense. Could use better plates and utensils for breakfast very cheap. Other then that it was clean and very comfortable."
Tashula 3-night trip
Posted 3 hours ago
Hyatt Place Uncasville - Casino Area
Mohegan Sun

Mohegan Sun

10/10 Excellent
"Wonderful overnight stay!!"
Beth 1-night trip
Posted 1 day ago
Mohegan Sun
Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites

8/10 Good
"The lady who does breakfast is exceptional. Friendly and keeps her station spotless and loaded up with items. The hotel should be very proud to have her. I didn't see her name, but having stayed at this hotel a few times she is the regular lady here."
Sean 3-night trip
Posted 2 days ago
Best Western Plus New England Inn & Suites
Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden

10/10 Excellent
"We were there for only 1 night for a concert, but the grounds, public areas and rooms were clean, comfortable and relaxing. The staff was friendly, kind and helpful. Would stay again and I would recommand you to friends and relatives. Food wise was okay, but pricey."
Laurel 1-night trip
Posted 4 days ago
Hilton Garden Inn Wallingford/Meriden
Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

10/10 Excellent
"Room and bedding super clean. Staff very friendly and helpful. Property was messy because of construction. Not great for walking your dog."
Lorraine 1-night trip
Posted 5 days ago
Clarion Inn North Haven - New Haven North

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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