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

Find Hotels with a Pool in Chester, CT

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Check availability on Chester Hotels with a Pool

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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 spacious lobby with two sofas, a coffee table, and a flat-screen TV mounted on the wall.
A hotel lobby with a reception desk, two sofas, a coffee table, and a carpeted floor.

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.
NT$3,209
NT$3,690 total
includes taxes & fees
Oct 14 - Oct 15
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 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 hotel room with two beds, a desk, a chair, a window with curtains, and two wall-mounted lamps.

2. Clinton Motel

Clinton Motel
Clinton
  • Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
NT$2,506
NT$2,882 total
includes taxes & fees
Sep 27 - Sep 28
Clinton Motel
A hotel room with a large bathtub, a desk with a lamp, a chair, and a bed with a red blanket.
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.
A hotel lobby with a reception desk, a flat-screen TV mounted above a fireplace, and comfortable seating areas.

3. 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 accommodations.
NT$2,127
NT$2,446 total
includes taxes & fees
Oct 25 - Oct 26
Econo Lodge Inn & Suites Old Saybrook Westbrook
A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.
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.
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

4. 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.
NT$5,686
NT$7,086 total
includes taxes & fees
Oct 8 - Oct 9
Water's Edge Resort & Spa
An indoor swimming pool with a tiled floor, a pool ladder, and lounge chairs along the wall.
A hotel room with a bed, a desk, a chair, a sofa, and a window with curtains.
An electric vehicle charging station with a sign indicating 'Electric Vehicle Parking Only While Charging.'
A hotel room with a bed, a sofa, a table, and a lamp.

5. 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.
NT$2,728
NT$3,137 total
includes taxes & fees
Oct 18 - Oct 19
Sleep Inn & Suites Niantic North
An indoor swimming pool with clear water, a metal ladder, and a tiled floor.
A brick building with a sign that reads "Inn at Middletown."
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.
NT$4,259
NT$5,532 total
includes taxes & fees
Oct 20 - Oct 21
Inn at Middletown
An indoor swimming pool with clear blue water, surrounded by white lounge chairs and tables.
A reception desk with a blue backdrop displaying the Baymont Inn & Suites logo.
An outdoor patio area with tables and umbrellas, a covered seating area, and a view of the building's interior.
A hotel room with two beds, a desk, and a chair.

7. Baymont by Wyndham Branford/New Haven

Baymont by Wyndham Branford/New Haven
Branford
  • Splash into serene seclusion at this Connecticut hotel with a private pool and sauna.
NT$3,046
NT$3,503 total
includes taxes & fees
Oct 22 - Oct 23
Baymont by Wyndham Branford/New Haven
An indoor swimming pool with clear blue water, wooden beams, and lounge chairs.
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.
A marina with boats docked, a fire pit table, and outdoor seating.

8. 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.
NT$11,071
NT$13,842 total
includes taxes & fees
Oct 4 - Oct 5
Saybrook Point Resort & Marina
A hotel reception area with a wooden counter, a coffee machine, and a buffet setup.
A kitchen with a coffee maker, fruit bowl, pitcher, and a tray of pastries.
A hotel room with two beds, a TV, a dresser, a mirror, and a desk with a chair.
A reception desk with a wooden panel design, a private room sign, and a welcome sign listing amenities like breakfast, remote TV, and an exercise room.

9. Rodeway Inn Waterford - New London

Rodeway Inn Waterford - New London
Waterford
  • Tranquil seasonal outdoor pool awaits with perfect water temperature for your sun-soaked escape.
NT$2,684
NT$3,087 total
includes taxes & fees
Oct 14 - Oct 15
Rodeway Inn Waterford - New London
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.
A modern lobby with a wooden ceiling, a large sofa, a coffee table, and a seating area with armchairs.

10. 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.
NT$4,019
NT$4,622 total
includes taxes & fees
Oct 5 - Oct 6
Best Western Niantic - New London/Mystic Area
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

Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

10/10 Excellent
"I love the area! Clean hotel! The shuttle was perfect to Mohegan! Definitely come here again when in the area!"
kim 1-night trip
Posted 3 hours ago
Microtel Inn & Suites by Wyndham Uncasville Casino Area
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"The staff at the Bistro Bar weren't very good. Also the drinks sub par. I ordered a gin and tonic, they served me soda water twice."
Linda 3-night trip
Posted 11 hours ago
Water's Edge Resort & Spa
Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

10/10 Excellent
"Cleanliness"
Jimmy DeShaun 2-night trip
Posted 12 hours ago
Hyatt Place Uncasville - Casino Area
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Beautiful and clean room and property with a gorgeous marina view. Friendly and helpful staff. I thoroughly enjoyed my stay, and intend to return."
Joseph 1-night trip
Posted 1 day ago
Saybrook Point Resort & Marina
Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area

Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area

8/10 Good
"The hotel was nice, little old with some wearing, but generally good. The shuttle bus from the hotel to the Mohegan Casino was very helpful."
Yasuhiro 3-night trip
Posted 2 days ago
Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area
Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites

10/10 Excellent
"The property was very clean. Very well kept"
Eugene T 4-night trip
Posted 2 days ago
Best Western Plus New England Inn & Suites
Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic

8/10 Good
"It was quiet and clean"
Jeri 1-night trip
Posted 3 days ago
Regency Inn & Suites New London, Mystic
Mohegan Sun

Mohegan Sun

10/10 Excellent
"Very rude. Ni smiles. Made me feel sad."
Denise 1-night trip
Posted 3 days ago
Mohegan Sun
Inn at Middletown

Inn at Middletown

10/10 Excellent
"Very clean. Great location. Walkable to restaurants. Friendly staff. Busy place!"
David 1-night trip
Posted 4 days ago
Inn at Middletown

Frequently asked questions

What are some accommodations 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. Provides daily, an indoor pool, and free self parking. Microtel Inn & Suites by Wyndham Uncasville Casino Area: Hotel located near Mohegan Sun Casino. Offers 2 restaurants, an indoor pool, 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 Norma Terris Theater, Connecticut Valley Railroad State Park Trail, and Chester Creek Marina 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 with an outdoor swimming pool if you will be visiting Chester in the hottest months of July, August, or June when the average temperature is 70°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or March when the average temp is 35°F.

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