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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 9 Resorts in Chester with updated reviews, rates, and availability.

Mohegan Sun
Interior entrance

Mohegan Sun

4.5 star property
9.2 out of 10, Wonderful, (1869)
"Great place to stay with your family."
The price is AEDĀ 621
AEDĀ 805 total
includes taxes & fees
2 Jun - 3 Jun
Mohegan Sun
Water's Edge Resort & Spa
Exterior

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1000)
"Spa was fantastic, rooms are nothing extravagant but clean and well maintained. Everyone was polite, great stay"
The price is AEDĀ 731
AEDĀ 904 total
includes taxes & fees
13 May - 14 May
Water's Edge Resort & Spa
Available July 21-28, 2023
Indoor pool, a heated pool

Available July 21-28, 2023

8.8 out of 10, Excellent, (3)
"This rental was absolutely perfect. Room was exactly as described and very clean and well maintained. Very short walk to beach and pool. Waterā€™s Edge staff was extremely courteous and attentive. The grounds are gorgeous and well maintained. The pool and beach combo was perfect for a family with kids. The owner of this rental was very easy to communicate with and responded quickly. We have zero complaints. We will absolutely be back again!"
Available July 21-28, 2023
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Indoor pool, a heated pool

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Indoor pool, outdoor pool

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

8.0 out of 10, Very Good, (1)
"Comfortable space for a small family. We liked the flexibility of having a small beach on property and our own kitchen. The owner was easy to contact too."
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 4
Indoor pool, a heated pool

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 4

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 4
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Indoor pool, a heated pool

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Indoor pool, outdoor pool

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

10.0 out of 10, Exceptional, (1)
"Had a great stay for a long weekend getaway! The unit was in great shape, and we really enjoyed ourselves!"
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Water's Edge Resort & Spa May 23, 2025 - May 30, 2025
Pool

Water's Edge Resort & Spa May 23, 2025 - May 30, 2025

Water's Edge Resort & Spa May 23, 2025 - May 30, 2025
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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Other property types in Chester

Postcard Cabins Machimoodus
Exterior

Postcard Cabins Machimoodus

2.0 star property
10.0 out of 10, Exceptional, (14)
"Quite and intimate..great great time Definitely coming again!!!"
The price is AEDĀ 422
AEDĀ 634 total
includes taxes & fees
13 May - 14 May
Postcard Cabins Machimoodus
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access
Bar (on property)

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

7.4 out of 10, Good, (3)
"Really convenient location breakfast was good. Rooms were clean."
The price is AEDĀ 325
AEDĀ 447 total
includes taxes & fees
15 May - 16 May
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access
Private Guest House w/ Deck + Spectacular Views!
Property grounds

Private Guest House w/ Deck + Spectacular Views!

10.0 out of 10, Exceptional, (26)
"Great place. Great host"
Private Guest House w/ Deck + Spectacular Views!
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.

Frequently asked questions

What can I expect from a resort vacation in Chester?
You deserve to get away, and a resort is the ideal place to treat yourself to the services and amenities you need for a relaxing trip to Chester. One of the comfortable resort hotels in the surrounding area might be just what youā€™re searching for, whether youā€™re hoping for a luxurious suite, blissful spa treatments, or activities for the kids.
What's the best resort for my stay in Chester?
Our top-rated resorts around Chester: Mohegan Sun - Luxury resort. 21 mi (33.7 km) from Chester. Features 19 restaurants, 2 indoor pools, and 15 bars. Waterā€™s Edge Resort & Spa - Beach resort. 8.7 mi (14 km) from Chester. Has 3 restaurants, a private beach, and a full-service spa. Highly rated for its great beach location. Waterā€™s Edge Resort & Spa May 23, 2025 - May 30, 2025 - 8.8 mi (14.1 km) from Chester. Enjoy the fitness center and hot tub. Available July 21-28, 2023 - Family-friendly resort. 8.7 mi (14 km) from Chester. Amenities include a sauna, a fitness center, and concierge services.
What can I do in Chester?
Experience the local theater scene at Norma Terris Theater, or bring the kids to Essex Steam Train for some family fun. A few other attractions you may want to see are Connecticut River and Connecticut Valley Railroad State Park Trail.
What's the weather like in Chester?
The hottest months are usually July and August with an average temp of 70Ā°F, while the coldest months are January and February with an average of 35Ā°F. Average annual precipitation for Chester is 54 inches.
What's the best way to get to and around Chester?
Fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is located 23.1 mi (37.2 km) from the city center. You can also search for flights into New London, CT (GON-Groton - New London), which is 23.1 mi (37.2 km) away. If youā€™d like to venture out around the area, you may want a rental car for your journey.