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
Oct 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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 living room with two sofas, a coffee table, a lamp, and a painting on the wall.
A dining area with tables and chairs, a clock on the wall, and a counter with food items.
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.
$97 nightly
$111 total
Nov 4 - Nov 5
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook
A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.
A balcony with a view of the ocean, a white railing, and two white chairs with blue cushions.
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.

2. 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.
$220 nightly
$253 total
Nov 10 - Nov 11
Total with taxes and fees
Water's Edge Resort & Spa
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 hotel room with a large bed, two bedside tables, a desk with chairs, a TV, and a small table with flowers.
A parking lot with a building in the background.

3. Clinton Motel

Clinton Motel
Clinton
  • Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
$78 nightly
$90 total
Oct 28 - Oct 29
Total with taxes and fees
Clinton Motel
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 marina with boats docked, a fire pit table, and outdoor seating.
An aerial view of a marina with boats docked, a parking lot, and buildings with a waterfront view.

4. 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.
$309 nightly
$356 total
Nov 3 - Nov 4
Total with taxes and fees
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 multi-story residential building with blue trim and large windows.
A tranquil park with a gazebo, a pond with a fountain, and a building in the background.

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 accommodations.
$72 nightly
$82 total
Oct 25 - Oct 26
Total with taxes and fees
Econo Lodge Inn & Suites Old Saybrook Westbrook
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 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.

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.
$190 nightly
$215 total
Oct 28 - Oct 29
Total with taxes and fees
Inn at Middletown
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.
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.

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.
$101 nightly
$116 total
Nov 4 - Nov 5
Total with taxes and fees
Sleep Inn & Suites Niantic North
Pool
A modern bathroom with a glass-enclosed shower, a white toilet, and a vanity with a mirror.
A modern hotel room with a wooden bed, a desk, and a chair.
A modern lobby with a wooden ceiling, a large sofa, a coffee table, and a seating area with armchairs.

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.
$114 nightly
$131 total
Oct 27 - Oct 28
Total with taxes and fees
Best Western Niantic - New London/Mystic Area
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 large, blue Victorian-style house with a prominent fountain in the front yard.
A glass-enclosed shower with a tiled floor and a white towel on the floor.

9. 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.
$237 nightly
$263 total
Nov 9 - Nov 10
Total with taxes and fees
The Bevin House Bed & Breakfast
A hotel room with a bed, bedside tables, a desk, a chair, a lamp, and a window.

10. Hampton Inn & Suites By Hilton North Haven

Hampton Inn & Suites By Hilton North Haven
North Haven
$118 nightly
$136 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn & Suites By Hilton North Haven
View all properties

Choose what matters most at hotels with a pool in Chester

Breakfast included
4 stars
Hot tub
5 stars
Spa

Top Chester Hotel Reviews

Mohegan Sun

Mohegan Sun

10/10 Excellent
"Excellent stay from start to end. Valet parking, easy check in, clean room and warm and friendly staff. Plenty of fabulous restaurants places to eat."
Patricia 3-night trip
Posted 6 hours ago
Mohegan Sun
The Spa at Norwich Inn

The Spa at Norwich Inn

10/10 Excellent
"No complaints! This was the perfect location for a solo trip full of relaxing."
Kiya 1-night trip
Posted 21 hours ago
The Spa at Norwich Inn
Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden

10/10 Excellent
"Pool needed to be heated. It was cold"
Suzanne 2-night trip
Posted 2 days ago
Hilton Garden Inn Wallingford/Meriden
Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

8/10 Good
"The same breakfast for three days and the last day they have only bagels. The coffee machine out of order."
jose 3-night trip
Posted 2 days ago
Clarion Inn North Haven - New Haven North
Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic

10/10 Excellent
"Was a good stay"
Shaneec 1-night trip
Posted 2 days ago
Regency Inn & Suites New London, Mystic
Holiday Inn Norwich by IHG

Holiday Inn Norwich by IHG

10/10 Excellent
"Nice and close to the casino"
Jasmine 1-night trip
Posted 2 days ago
Holiday Inn Norwich by IHG
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Beautiful place. Staff were very helpful and polite."
Deborah 1-night trip
Posted 2 days ago
Water's Edge Resort & Spa
Inn at Middletown

Inn at Middletown

10/10 Excellent
"Staff so friendly and helpful"
Sarah 2-night trip
Posted 3 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. 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 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 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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