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

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Check availability on Chester Hotels with Pool

Tonight
27 Sep - 28 Sep
Tomorrow
28 Sep - 29 Sep
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

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.
2.781.815 ₫
3.199.087 ₫ total
includes taxes & fees
4 Oct - 5 Oct
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 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.

2. Clinton Motel

Clinton Motel
Clinton
  • Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
2.025.972 ₫
2.329.868 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Clinton Motel
A hotel room with a large bathtub, a desk with a lamp, a chair, and a bed with a red blanket.
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.
A tranquil park with a gazebo, a pond with a fountain, and a building in the background.

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 accommodation.
1.741.037 ₫
2.002.192 ₫ total
includes taxes & fees
25 Oct - 26 Oct
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 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.

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.
4.655.839 ₫
5.802.266 ₫ 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 lounge chairs along the wall.
A hotel room with a bed, a sofa, a table, and a lamp.
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.'

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.
2.233.232 ₫
2.568.216 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Sleep Inn & Suites Niantic North
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 spacious lobby with a fireplace, seating area, and a reception desk.

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.
3.487.009 ₫
4.529.541 ₫ total
includes taxes & fees
20 Oct - 21 Oct
Inn at Middletown
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.
An aerial view of a marina with boats docked, a parking lot, and buildings with a waterfront view.
A marina with boats docked, a fire pit table, and outdoor seating.

7. 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.
8.545.446 ₫
10.736.353 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Saybrook Point Resort & Marina
A modern bathroom with a glass-enclosed shower, a white toilet, and a vanity with a mirror.
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.

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.
2.948.568 ₫
3.390.854 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Best Western Niantic - New London/Mystic Area
A hotel reception area with a wooden counter, a coffee machine, and a buffet setup.
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.
A two-story hotel with a front porch, a brick entrance, and a car parked in the driveway.

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.
2.314.283 ₫
2.661.426 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Rodeway Inn Waterford - New London
An indoor swimming pool with clear blue water, surrounded by white lounge chairs and tables.
An outdoor patio area with tables and umbrellas, a covered seating area, and a view of the building's interior.
A hotel room with a sofa, two armchairs, a small table with a remote control, a lamp, a bathtub, and a walk-in closet.
A reception desk with a blue backdrop displaying the Baymont Inn & Suites logo.

10. 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.
2.571.426 ₫
2.957.140 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Baymont by Wyndham Branford/New Haven
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

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

8/10 Good
"Staff during check in barely made eye contact, barely spoke to us, and handed us our key cards and pointed to the elevator. Not exactly welcoming. Hotel was clean. Checkout was easy. Breakfast was good."
Meaghann 1-night trip
Posted 1 hour ago
Hyatt Place Uncasville - Casino Area
Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

10/10 Excellent
"Large, clean room- comfy beds."
Mary 2-night trip
Posted 18 hours ago
Clarion Inn North Haven - New Haven North
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Absolutely lovely resort, food and the spa is wonderful!"
Christa 2-night trip
Posted 19 hours ago
Saybrook Point Resort & Marina
Inn at Middletown

Inn at Middletown

10/10 Excellent
"Great hotel! Had a lot of character to it. Staff were great and the tavern at the property was great too."
Diego 2-night trip
Posted 23 hours ago
Inn at Middletown
Mohegan Sun

Mohegan Sun

10/10 Excellent
"What a wonderful experience, from the time of arrival to checkout."
Terri 1-night trip
Posted 1 day ago
Mohegan Sun
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 2 days ago
Regency Inn & Suites New London, Mystic
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

10/10 Excellent
"People very helpful. Good breakfast. Close to a lot of activity"
Carl 1-night trip
Posted 3 days ago
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Frequently asked questions

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 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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