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

Search Resort Hotels in Chester from CA $281

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for Chester resorts

A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

1. Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,014 reviews)
"Front desk helpful! Indoor bar area nice area for single traveler plenty of space."
United States
Toni and Zak
The price is CA $223
CA $281 total
includes taxes & fees
Oct 4 - Oct 5
Water's Edge Resort & Spa
A large indoor swimming pool with clear blue water, surrounded by lounge chairs and potted plants, with a high ceiling and large windows.

2. Mohegan Sun

Mohegan Sun
4.5 star property
Montville
9.2 out of 10, Wonderful, (1,856 reviews)
"Stayed in the Sky tower the whole place was very clean and staff were nice."
United States
Sean
The price is CA $246
CA $326 total
includes taxes & fees
Nov 2 - Nov 3
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

Inn at Middletown

Inn at Middletown

10/10 Excellent
"Met my expectations and breakfast was wonderful!"
Dorothy 2-night trip
Posted 8 hours ago
Inn at Middletown

Find out more about Chester

Chester Resorts information

Number of reviews
1,014
Accommodation
5 Resorts
Lowest Price
CA $281
Highest Price
CA $326

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.
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 Chester Creek Marina.
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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