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

Hotels with Swimming Pool in Chester, Connecticut

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Check availability on Chester Hotels with Swimming Pool

Tonight
Aug 25 - Aug 26
Tomorrow
Aug 26 - Aug 27
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

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 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.
A hotel room with a large bed, a bathroom with a bathtub, a TV on a wooden cabinet, and a chair.

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.
P6,242
P7,178 total
includes taxes & fees
Sep 20 - Sep 21
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 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.
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.
P4,875
P5,606 total
includes taxes & fees
Sep 2 - Sep 3
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 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.

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.
P4,970
P5,715 total
includes taxes & fees
Aug 31 - Sep 1
Econo Lodge Inn & Suites Old Saybrook Westbrook
A shower stall with a grab bar, a handheld showerhead, and a seat.
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.

4. 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.
P5,770
P6,635 total
includes taxes & fees
Sep 14 - Sep 15
Sleep Inn & Suites Niantic North
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.

5. 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.
P14,385
P17,607 total
includes taxes & fees
Sep 14 - Sep 15
Water's Edge Resort & Spa
An indoor swimming pool with clear water, a metal ladder, and a tiled floor.
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."
A cozy dining area with a brick fireplace, wooden chairs, and tables set for a meal.

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.
P10,367
P13,157 total
includes taxes & fees
Sep 8 - Sep 9
Inn at Middletown
A swimming pool area with blue walls, multiple chairs, and a lifeguard sign.
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.
A modern hotel with multiple floors, large windows, and a sign for Springhill Suites.

7. Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell
Cromwell
  • Splash into relaxation at this indoor pool retreat with fitness center and firepit fun.
P7,343
P8,445 total
includes taxes & fees
Aug 26 - Aug 27
Springhill Suites by Marriott Hartford Cromwell
An indoor swimming pool with metal ladders and a tiled edge.
A hotel bathroom with a sink, mirror, and toilet.
A hotel room with a large bed, two bedside tables, a nightstand, a window with a view of greenery, and wall-mounted lights.
A multi-story hotel with a glass entrance and a sign reading "HYATT PLACE".

8. Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area
Montville
  • Year-round swimming perfection awaits in the indoor pool, just steps from Mohegan Sun Casino.
P6,541
P7,522 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Place Uncasville - Casino 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 kitchen with a coffee maker, fruit bowl, pitcher, and a tray of pastries.
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.
P5,748
P6,611 total
includes taxes & fees
Sep 15 - Sep 16
Rodeway Inn Waterford - New London
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 two-story Victorian-style house with a balcony, a porch, and a small tower.
An aerial view of a marina with boats docked, a parking lot, and buildings with a waterfront view.

10. 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.
P22,771
P28,346 total
includes taxes & fees
Sep 3 - Sep 4
Saybrook Point Resort & Marina
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

Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites

8/10 Good
"the pool water was really really cold, but the overall stay was good."
Gina 2-night trip
Posted 4 hours ago
Best Western Plus New England Inn & Suites
Hampton Inn Norwich

Hampton Inn Norwich

10/10 Excellent
"Shuttle to casino. Nice pool. Breakfast not great expected more at this price point. Liked noon check out. Liked coffee tea and chocolate in lobby."
Eireann 1-night trip
Posted 12 hours ago
Hampton Inn Norwich
Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

10/10 Excellent
"Everything was good wishing the food stayed open later."
Kiarah 1-night trip
Posted 16 hours ago
Hyatt Place Uncasville - Casino Area
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

8/10 Good
"Clean nice stuff shuttle was convenient"
Kendall 2-night trip
Posted 1 day ago
Microtel Inn & Suites by Wyndham Uncasville Casino Area
Holiday Inn New London - Mystic Area by IHG

Holiday Inn New London - Mystic Area by IHG

10/10 Excellent
"Excellent staff, clean"
John 2-night trip
Posted 4 days ago
Holiday Inn New London - Mystic Area by IHG
The Spa at Norwich Inn

The Spa at Norwich Inn

8/10 Good
"V"
Greg 1-night trip
Posted 7 days ago
The Spa at Norwich Inn

Frequently asked questions

What are some accommodations with pools in Chester?
Motel 6 New Haven - Branford, CT: Hotel located near Mohegan Sun Casino. Provides a snack bar/deli, an indoor pool, and buffet. Pier Blue Inn Old Saybrook - Essex: Offers a seasonal outdoor pool, an indoor pool, and a private beach. Hyatt Place Uncasville - Casino Area: Hotel located near Mohegan Sun Casino. Features daily, an indoor pool, and free self parking. Microtel Inn & Suites by Wyndham Uncasville Casino Area: Hotel located near Naval Submarine Base New London. Offers a snack bar/deli, an indoor pool, and buffet. Water's Edge Resort & Spa: Hotel located near Naval Submarine Base New London. Provides free self parking, an indoor pool, and complimentary wireless internet access.
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 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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