Find Hotels with a Pool in Chester, CT

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Check prices for these dates

Tonight
14 Nov - 15 Nov
Tomorrow
15 Nov - 16 Nov
Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov

Our top choices for Chester hotels with a pool

A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.

1. Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,010 reviews)
  • cleanliness
    Pristine waters await at this coastal retreat with private beach access and year-round pools.
The price is SAR 500
SAR 640 total
includes taxes & fees
23 Nov - 24 Nov
Water's Edge Resort & Spa
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.

2. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,000 reviews)
  • cleanliness
    Plunge into pool paradise at this welcoming hotel with sun loungers and a relaxing indoor retreat.
The price is SAR 380
SAR 437 total
includes taxes & fees
6 Dec - 7 Dec
Quality Inn Old Saybrook - Westbrook
An indoor swimming pool with clear blue water, wooden beams, and lounge chairs.

3. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,003 reviews)
  • cleanliness
    Swim into serenity with three breathtaking pools and luxurious loungers for perfect poolside days at this resort.
The price is SAR 1,010
SAR 1,292 total
includes taxes & fees
7 Dec - 8 Dec
Saybrook Point Resort & Marina
A rectangular swimming pool with a fenced area, surrounded by trees and a concrete deck with white metal loungers.

4. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (351 reviews)
  • cleanliness
    Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
The price is SAR 293
SAR 337 total
includes taxes & fees
15 Nov - 16 Nov
Clinton Motel
An indoor swimming pool with clear water, a metal ladder, and a tiled floor.

5. Inn at Middletown

Inn at Middletown
3.5 star property
Washington Street Historic District
8.8 out of 10, Excellent, (684 reviews)
  • cleanliness
    Dive into poolside luxury in this historic hotel with a blissful indoor retreat and hot tub sanctuary.
The price is SAR 593
SAR 756 total
includes taxes & fees
14 Dec - 15 Dec
Inn at Middletown
A hotel room with a large bathtub, a desk with a lamp, a chair, and a bed with a red blanket.

6. Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (504 reviews)
  • cleanliness
    Soak in the serenity at this garden-view pool retreat offering refreshing summer escapes amid recently refreshed accommodations.
The price is SAR 268
SAR 309 total
includes taxes & fees
22 Nov - 23 Nov
Econo Lodge Inn & Suites Old Saybrook Westbrook
An indoor swimming pool with a no diving sign, a tiled wall, and a seating area with chairs.

7. Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North
2.5 star property
Niantic
8.4 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Refreshing indoor pool retreat just steps from the beach makes a splash for aquatic adventures.
The price is SAR 380
SAR 437 total
includes taxes & fees
6 Dec - 7 Dec
Sleep Inn & Suites Niantic North
A large, multi-story house with a balcony and a swimming pool.

8. The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (93 reviews)
  • cleanliness
    Scenic Victorian hideaway with a sparkling seasonal pool and 24-hour access for summer splashing.
The price is SAR 890
SAR 988 total
includes taxes & fees
16 Nov - 17 Nov
The Bevin House Bed & Breakfast
Pool

9. Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area
2.5 star property
Niantic
9.0 out of 10, Wonderful, (632 reviews)
  • cleanliness
    Scenic oasis awaits at Niantic hotel featuring seasonal pool, sun loungers, and umbrella-shaded areas.
The price is SAR 393
SAR 452 total
includes taxes & fees
24 Nov - 25 Nov
Best Western Niantic - New London/Mystic Area
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

10. Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Dive into year-round aquatic bliss at this hotel's pristine indoor pool sanctuary.
The price is SAR 459
SAR 527 total
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Wallingford/Meriden
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Chester

Breakfast included
4 stars

Top Chester Hotel Reviews

An indoor swimming pool with clear blue water, wooden beams, and lounge chairs.
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
Old Saybrook Center

10/10 Excellent

Loved the service and the relaxing and beautiful resort with history!
United States
Robin
Reviewed July 2, 2025
Saybrook Point Resort & Marina

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.