Photo by Elizabeth Massa Peroulakis

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Top hotels and accommodation in Chester

Fairfield Inn & Suites Springfield Holyoke

2.5 star property
9.2 out of 10, Wonderful, (559)
"Great place in a great location."
The price is NZ$223
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites Springfield Holyoke

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2226)
"always a good stay"
The price is NZ$203
includes taxes & fees
24 Aug - 25 Aug
D. Hotel Suites & Spa

River Valley Inn

2.0 star property
8.6 out of 10, Excellent, (39)
"Great quiet motel. "
The price is NZ$243
includes taxes & fees
20 Aug - 21 Aug
River Valley Inn

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (580)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.4 out of 10, Good, (544)
"Excellent location, friendly service, clean, comfortable room."
The price is NZ$141
includes taxes & fees
4 Sept - 5 Sept
Travelodge by Wyndham Great Barrington Berkshires

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (624)
"Convenient location for my trip"
The price is NZ$130
includes taxes & fees
20 Aug - 21 Aug
Wagon Wheel Inn

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1008)
"Lovely setting on the lake."
The price is NZ$239
includes taxes & fees
1 Sept - 2 Sept
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Ellery

3.5 star property
9.2 out of 10, Wonderful, (791)
"Great breakfast included in price!"
The price is NZ$347
includes taxes & fees
21 Aug - 22 Aug
The Ellery

Best Western Springfield West Inn

2.5 star property
7.8 out of 10, Good, (1002)
"Great stay"
The price is NZ$181
includes taxes & fees
24 Aug - 25 Aug
Best Western Springfield West Inn

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (739)
"A great mom & pop motel. Clean and friendly "
Monument Mountain Motel

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (687)
"Fun place and very clean. Friendly staff and an amazing outdoor area to hang out."
The price is NZ$302
includes taxes & fees
26 Aug - 27 Aug
Berkshires Untold

Element Lenox Berkshires

3.0 star property
9.6 out of 10, Exceptional, (4)
"New hotel very nice"
The price is NZ$287
includes taxes & fees
1 Sept - 2 Sept
Element Lenox Berkshires

Tru by Hilton Chicopee Springfield

2.5 star property
8.8 out of 10, Excellent, (1005)
"Clean, good breakfast options daily, great and helpful employees. "
The price is NZ$226
includes taxes & fees
3 Sept - 4 Sept
Tru by Hilton Chicopee Springfield

Naomi's Inn Bed & Breakfast

3.5 star property
9.0 out of 10, Wonderful, (407)
"We had a great stay and breakfast was delicious!"
The price is NZ$216
includes taxes & fees
24 Aug - 25 Aug
Naomi's Inn Bed & Breakfast

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (996)
"Clean and convenient. Great value."
The price is NZ$129
includes taxes & fees
24 Aug - 25 Aug
Pleasant Valley Motel West Stockbridge

TownePlace Suites by Marriott Hadley Amherst

3.0 star property
9.8 out of 10, Exceptional, (37)
"Loved the walk-in shower!"
The price is NZ$305
includes taxes & fees
7 Sept - 8 Sept
TownePlace Suites by Marriott Hadley Amherst

Hampton Inn Westfield

2.5 star property
8.4 out of 10, Very good, (771)
"Lovely property, my kid's love the pool and breakfast "
The price is NZ$246
includes taxes & fees
24 Aug - 25 Aug
Hampton Inn Westfield

Hampton Inn Chicopee/Springfield

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Nice and Quiet, staff was awesome"
The price is NZ$235
includes taxes & fees
3 Sept - 4 Sept
Hampton Inn Chicopee/Springfield

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (786)
"My stay was perfect. I can't wait to stay there again. "
The price is NZ$149
includes taxes & fees
8 Sept - 9 Sept
Howard Johnson by Wyndham Lenox

Fairfield Inn & Suites Springfield Northampton/Amherst

3.0 star property
9.2 out of 10, Wonderful, (977)
"The place is amazing "
The price is NZ$287
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites Springfield Northampton/Amherst
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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Learn more about Chester

Experience the hiking, camping and riverfront in Chester!

Photo by Elizabeth Massa Peroulakis
Open Photo by Elizabeth Massa Peroulakis

Top Chester Hotel Reviews

Frequently asked questions

What's the best place to stay in Chester?

Berkshire Mountain Lodge, located 17.2 mi (27.7 km) from the heart of Chester, is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Quality Inn West Springfield and La Quinta Inn & Suites by Wyndham Springfield MA. See all available top hotels, or vacation rentals in Chester.

What are some of the best holiday rentals that Chester has to offer?

Peace and quiet on the lake: This holiday home rental outside of Chester is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. See all vacation rentals in Chester.

If I need to cancel my hotel reservation in Chester, will I receive a refund?

Yes, the majority of room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

What is staying in Chester like?

Visitors can enjoy all that Chester has to offer, including the waterfalls, shopping and riverfront. Tourists can also enjoy the city's restaurants, theatres and monuments. In Chester, there are 2 hotels and other accommodation options to choose from. Find out more about Chester.

What is there to see in Chester?

A favourite place to visit is Chester Town Hall. You'll also find Glendale Falls and Pyramid Lake in the area. Take a look at what more there is to see and do in Expedia's Chester guide.

What's the weather like in Chester?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Chester are January, February, November and March, with each month seeing an average of 15 cm of snowfall.