Chester Travel Guide

Tourist Guide

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

Where to stay in Chester

Find the best Chester areas 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 £85 per night from 30 Nov to 1 Dec
£85
30 Nov - 1 Dec
includes taxes & fees
Stay at this business-friendly hotel in Montville. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
Hyatt Place Uncasville - Casino Area
Mohegan Sun

Mohegan Sun

4.5 out of 5
1 Mohegan Sun Boulevard Montville CT
Stay at this luxury resort in Montville. Enjoy free Wi-Fi, free parking and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in their ...
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 £64 per night from 10 Nov to 11 Nov
£64
10 Nov - 11 Nov
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free Wi-Fi, free parking and a picnic area. Our guests praise the helpful staff and the clean rooms in their 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! (222 reviews)
"The room was nicely clean, dishes and cups all you need is the food and what you see in pictures that’s exactly what you get love it and will visit again perfect to unwind with your partner or alone very private and secure"

Reviewed on 8 Nov 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 Wi-Fi, 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 Sept 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
Stay at this beach cabin in East Lyme. Enjoy free Wi-Fi, a garden and patios. Popular attractions White Gate Farm and Cedar Ridge Golf Course are located ...
10/10 Exceptional! (150 reviews)
"We visited to celebrate our tenth anniversary and could not have been more in love with this little, secluded cabin a foot from the water. We enjoyed sitting out by the fire, walking the farm, and kayaking. We will be back!"

Reviewed on 25 Oct 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

Cities near Chester