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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

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

Mohegan Sun
Casino

Mohegan Sun

4.5 star property
9.2 out of 10, Wonderful, (1836)
"Great stay"
The price is AED 694
AED 890 total
includes taxes & fees
4 May - 5 May
Mohegan Sun
Water's Edge Resort & Spa
Exterior

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1004)
"Great stay "
The price is AED 621
AED 777 total
includes taxes & fees
6 May - 7 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. Water’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, (7)
"Loved how tranquil this site is. Was great to disconnect in nature. "
The price is AED 380
AED 585 total
includes taxes & fees
5 May - 6 May
Postcard Cabins Machimoodus
Regency Inn & Suites
1 bedroom, iron/ironing board, WiFi, bed sheets

Regency Inn & Suites

2.0 out of 10, (1)
"Hotel didn’t have out reservation even after we had paid for it - took an hour to check in at midnight - parking lot was full of random activity and people all hours of night and hall ways smelled like weed. Clientele was shady and co within of hotel rooms and surrounding area was dirty, worn out, in need of maintenance and overall place was a dump. Checked out a day early and forfeited a night because place was so disgusting. Expedia needs to remove them from hotel options and do a better job...
The price is AED 279
AED 458 total
includes taxes & fees
22 Apr - 23 Apr
Regency Inn & Suites
Oceanfront Beach House lay in bed and hear the waves, boats , birds
Exterior

Oceanfront Beach House lay in bed and hear the waves, boats , birds

10.0 out of 10, Exceptional, (18)
"We had a wonderful 2 day stay! We already knew the area……what a treat to stay so close to the beach in such a cozy cottage. Thank you!"
Oceanfront Beach House lay in bed and hear the waves, boats , birds
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 you’re searching for, whether you’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. Water’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. Available July 21-28, 2023 - Family-friendly resort. 8.7 mi (14 km) from Chester. Enjoy the sauna, fitness center, and concierge services. Water’s Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6 - Beach resort. 8.7 mi (14 km) from Chester. Amenities include a sauna, a fitness center, and beach sun loungers. Water’s Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6 - Beach resort. 8.7 mi (14 km) from Chester. Access to a sauna, a fitness center, and beach sun loungers.
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 70°F, while the coldest months are January and February with an average of 35°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 you’d like to venture out around the area, you may want a rental car for your journey.