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

Chester Hotel Guide - Hotels with Pool in Chester, Connecticut

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Check availability on Chester Hotels with Pool

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 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 living room with two sofas, a coffee table, a lamp, and a painting on the wall.
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.

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.
€99
includes taxes & fees
16 Nov - 17 Nov
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.
An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.
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.
€198
includes taxes & fees
1 Nov - 2 Nov
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 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.

3. Clinton Motel

Clinton Motel
Clinton
  • Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
€80
includes taxes & fees
16 Nov - 17 Nov
Clinton Motel
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 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.

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.
€317
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 multi-story residential building with blue trim and large windows.
A deck with a table and chairs under a blue umbrella, surrounded by a wooden deck and a white fence.

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 accommodation.
€73
includes taxes & fees
28 Oct - 29 Oct
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 grand spiral staircase with a chandelier, marble flooring, and blue armchairs in a spacious lobby area.
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.
€185
includes taxes & fees
26 Oct - 27 Oct
Inn at Middletown
Pool
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.
A spacious hotel lobby with a long row of blue chairs, a sofa, a TV mounted on the wall, and a wooden ceiling.

7. 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.
€122
includes taxes & fees
27 Oct - 28 Oct
Best Western Niantic - New London/Mystic Area
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 bathroom with a white sink, a mirror, a toilet, and a hairdryer on the wall.
A hotel room with a bed, a sofa, a table, and a lamp.

8. 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.
€96
includes taxes & fees
15 Nov - 16 Nov
Sleep Inn & Suites Niantic North
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
€121
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites By Hilton North Haven
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 hallway with a patterned carpet, a chandelier, and bookshelves on either side.
A large, blue Victorian-style house with a prominent fountain in the front yard.

10. 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.
€234
includes taxes & fees
16 Nov - 17 Nov
The Bevin House Bed & Breakfast
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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

10/10 Excellent
"Wonderful hotel. Clean, great breakfast that was open late, huge room."
John 2-night trip
Posted 3 hours ago
Hyatt Place Uncasville - Casino Area
Inn at Middletown

Inn at Middletown

8/10 Good
"We stayed for one night. The location is very convenient and within walking distance to quite a lot in the area. We had valet parking which was very nice since parking for the hotel is down the street. We had dinner and breakfast at the hotel restaurant. It was very good and the waitstaff very attentive. However, when we sat down for dinner the water glasses were filthy. Mine had old lipstick marks all around the edges and his was just plain dirty. Needless to say we asked for clean glassware. We had drinks in the bar. We were disappointed that they had a "Girl's Fun Night Out" thing going on in the bar they had psychic's there. We were not aware of it when we booked and it was very crowded in the bar. It took awhile to get drinks because they only had one barmaid working there. The drinks are too high! $20 for a tequila sunrise. We had 2 drinks and a beer and it cost us $45.00 not including the tip. Just be aware before you order to ask the price first! The room was large and clean. It was a handicap accessible room, however the sliding bathroom door is very heavy and hard to slide. The curtains in the room.... were actually dry rotted and had several holes. Room 117 if the hotel is reviewing this. I think for a high end hotel they can do better. We were not horribly disappointed but would not stay there again."
Pamela 1-night trip
Posted 6 hours ago
Inn at Middletown
Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic

8/10 Good
"Good stay there in Connecticut"
Peter 1-night trip
Posted 1 day ago
Regency Inn & Suites New London, Mystic
The Spa at Norwich Inn

The Spa at Norwich Inn

10/10 Excellent
"Everything"
Theresa 2-night trip
Posted 1 day ago
The Spa at Norwich Inn

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.