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

Chester Hotel Guide - Hotels with Pool in Chester, Connecticut

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chester Hotels with Pool

Our top choices for Chester hotels with a pool

Outdoor pool

SUNSETS IN OCEAN BEACH PARK: 6 QUEEN BEDS W/ 1MIL DOLLAR VIEW OF ATLANTIC OCEAN!

SUNSETS IN OCEAN BEACH PARK: 6 QUEEN BEDS W/ 1MIL DOLLAR VIEW OF ATLANTIC OCEAN!
New London
9.4 out of 10, Exceptional, (52 reviews)
SUNSETS IN OCEAN BEACH PARK: 6 QUEEN BEDS W/ 1MIL DOLLAR VIEW OF ATLANTIC OCEAN!
Exterior

Holiday Inn New London - Mystic Area by IHG

Holiday Inn New London - Mystic Area by IHG
3.0 star property
New London
8.6 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Splash into a stress-free escape with an indoor pool sanctuary at this New London hotel.
The price is €132
includes taxes & fees
16 Aug - 17 Aug
Holiday Inn New London - Mystic Area by IHG
Lobby sitting area

Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic
2.5 star property
New London
6.0 out of 10, (1,002 reviews)
  • cleanliness
    Serene pool and fitness centre at conveniently located hotel near shopping and highways for leisure stays.
The price is €109
includes taxes & fees
20 Jul - 21 Jul
Regency Inn & Suites New London, Mystic
Indoor pool, a heated pool

Regency Inn and Suites - No Smoking Double Bed

Regency Inn and Suites - No Smoking Double Bed
New London
9.0 out of 10, Wonderful, (2 reviews)
The price is €131
includes taxes & fees
16 Aug - 17 Aug
Regency Inn and Suites - No Smoking Double Bed
Indoor pool, a heated pool

Regency Inn and Suites - Non Smoking Double Bed with Kitchen

Regency Inn and Suites - Non Smoking Double Bed with Kitchen
New London
7.4 out of 10, Good, (3 reviews)
The price is €131
includes taxes & fees
16 Aug - 17 Aug
Regency Inn and Suites - Non Smoking Double Bed with Kitchen
Dining

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access
New London
6.0 out of 10, (4 reviews)
The price is €135
includes taxes & fees
16 Aug - 17 Aug
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access
Indoor pool, a heated pool

Regency Inn and Suites - Non-Smoking Double Bed With Kitchen

Regency Inn and Suites - Non-Smoking Double Bed With Kitchen
New London
6.0 out of 10, (1 review)
The price is €143
includes taxes & fees
19 Jul - 20 Jul
Regency Inn and Suites - Non-Smoking Double Bed With Kitchen
Dining

Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing
New London
6.0 out of 10, (5 reviews)
The price is €135
includes taxes & fees
16 Aug - 17 Aug
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing
Indoor pool, a heated pool

Regency Inn and Suites - Suite Non Smoking Double Bed

Regency Inn and Suites - Suite Non Smoking Double Bed
New London
The price is €242
includes taxes & fees
16 Aug - 17 Aug
Regency Inn and Suites - Suite Non Smoking Double Bed
Indoor pool, a heated pool

Regency Inn and Suites - Handicapped Non Smoking King

Regency Inn and Suites - Handicapped Non Smoking King
New London
The price is €130
includes taxes & fees
16 Aug - 17 Aug
Regency Inn and Suites - Handicapped Non Smoking King
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.
View all properties

Choose what matters most at hotels with a pool in Chester

Breakfast included
4 stars

Top Chester Hotel Reviews

Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area

10/10 Excellent
"Wonderfully engaged, friendly and helpful staff. The room and ground extremely clean! Dog friendly site which we may take advantage of in the future, gave no hint that a fur friend might have been enjoying the room in the past."
Wendy 1-night trip
Posted 15 hours ago
Best Western Niantic - New London/Mystic Area

Frequently asked questions

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