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

Best Resorts in Chester

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Our top choices for Chester resorts

1. Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,013 reviews)
"Everything was excellent!!!"
United States
DONNA
$218 nightly
The price is $251
Oct 7 - Oct 8
Total with taxes and fees
Water's Edge Resort & Spa

2. Mohegan Sun

Mohegan Sun
4.5 star property
Montville
9.2 out of 10, Wonderful, (1,863 reviews)
"Always great to stay and casino and restaurants are great"
United States
Mary
$201 nightly
The price is $231
Oct 7 - Oct 8
Total with taxes and fees
Mohegan Sun
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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Top Chester Hotel Reviews

Find out more about Chester

Chester Resorts information

Number of reviews
1,863
Accommodation
5 Resorts
Lowest Price
$231
Highest Price
$251

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: Water's Edge Resort & Spa - Beach resort. 8.7 mi (14 km) from Chester. Features 3 restaurants, a private beach, and a full-service spa. Highly rated for its great beach location. Mohegan Sun - Luxury resort. 21 mi (33.7 km) from Chester. Has 19 restaurants, 2 indoor pools, and 15 bars. French Country Villa, 1st floor, king bed, near Casinos, Golf,Spa, Mystic - 21.1 mi (34 km) from Chester. Enjoy the sauna, fitness center, and a car charging station. 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.

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