Chester, CT

Travel Guide

A calm lake surrounded by vibrant autumn foliage.
A historic waterfront estate with a large white building featuring a balcony and a flagpole.
A calm river with boats, wooden docks, and buildings along the shore.
A marina with boats docked, surrounded by autumn foliage and a cloudy sky.

Where to stay in Chester

Find the best Chester areas and neighborhoods for the activities you enjoy most.

Chester Center

If you're spending some time in Chester Center, Norma Terris Theater and Connecticut Valley Railroad State Park Trail are top sights worth seeing.

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
2049 Norwich Montville CT
The price is AED 371 per night from Nov 30 to Dec 1
AED 371
AED 427 total
30 Nov - 1 Dec
includes taxes & fees
Book a stay at this business-friendly hotel in Montville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hyatt Place Uncasville - Casino Area
Mohegan Sun

Mohegan Sun

4.5 out of 5
1 Mohegan Sun Boulevard Montville CT
The price is AED 694 per night from Dec 7 to Dec 8
AED 694
AED 909 total
7 Dec - 8 Dec
includes taxes & fees
Book a stay at this luxury resort in Montville. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in ...
Mohegan Sun
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
The price is AED 285 per night from Nov 15 to Nov 16
AED 285
AED 328 total
15 Nov - 16 Nov
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Pier Blue Inn Old Saybrook - Essex
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.
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
298 E Haddam Moodus Rd East Haddam CT
Stay at this cabin in East Haddam. Enjoy free parking and patios. Popular attractions Machimoodus State Park and Amasa Day House are located nearby.
9.4/10 Exceptional! (223 reviews)
"Everything was great just make sure you get there before it gets dark out. It’s relevantly hard to find the cabins in the pitch black. Overall the area was very quiet. We had neighbors but you really can’t hear anyone around you. It’s a great way to disconnect and unwind."

Reviewed on 12 November 2026

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2 mins/350 ft walk to West Beach 4-BR cottage in Westbrook, CT with large yard

2 mins/350 ft walk to West Beach 4-BR cottage in Westbrook, CT with large yard

Westbrook CT
Stay at this cottage in Westbrook. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Westbrook Town Beach and Tanger Outlets are located ...
9.4/10 Exceptional! (15 reviews)
"It was cozy"

Reviewed on 3 September 2026

2 mins/350 ft walk to West Beach 4-BR cottage in Westbrook, CT with large yard
Rustic Lakeside Cabin at White Gate Farm

Rustic Lakeside Cabin at White Gate Farm

East Lyme CT
Book a stay at this beach cabin in East Lyme. Enjoy free WiFi, a garden, and patios. Popular attractions White Gate Farm and Cedar Ridge Golf Course are located ...
10/10 Exceptional! (152 reviews)
"The cabin is a unique and, as expected, rustic but comfortable place for a peaceful reset on the lake."

Reviewed on 12 November 2026

Rustic Lakeside Cabin at White Gate Farm
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.

Stay near popular Chester attractions