Photo by Elizabeth Massa Peroulakis

Find hotels in Chester, MA from SAR 267

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Compare 838 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Tru by Hilton Chicopee Springfield

2.5 star property
8.8 out of 10, Excellent, (1008)
"Staff is very accommodating and friendly "
The price is SAR 411
SAR 467 total
includes taxes & fees
3 Aug - 4 Aug
Tru by Hilton Chicopee Springfield

Hampton Inn Chicopee/Springfield

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Nice and Quiet, staff was awesome"
The price is SAR 455
SAR 516 total
includes taxes & fees
27 Jul - 28 Jul
Hampton Inn Chicopee/Springfield

Naomi's Inn Bed & Breakfast

3.5 star property
9.0 out of 10, Wonderful, (401)
"We had a great stay and breakfast was delicious!"
The price is SAR 424
SAR 481 total
includes taxes & fees
28 Jul - 29 Jul
Naomi's Inn Bed & Breakfast

Fairfield Inn & Suites Springfield Holyoke

2.5 star property
9.2 out of 10, Wonderful, (542)
"Easy to find, spacious and comfortable."
The price is SAR 443
SAR 494 total
includes taxes & fees
17 Aug - 18 Aug
Fairfield Inn & Suites Springfield Holyoke

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2251)
"Front desk staff was very welcoming and went above and beyond for us "
The price is SAR 610
SAR 708 total
includes taxes & fees
4 Aug - 5 Aug
D. Hotel Suites & Spa

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1010)
"Very nice stay"
The price is SAR 475
SAR 531 total
includes taxes & fees
27 Jul - 28 Jul
Best Western Plus Berkshire Hills Inn & Suites

Fairfield Inn & Suites Springfield Northampton/Amherst

3.0 star property
9.2 out of 10, Wonderful, (969)
"Would start here again"
The price is SAR 638
SAR 712 total
includes taxes & fees
28 Jul - 29 Jul
Fairfield Inn & Suites Springfield Northampton/Amherst

Hampton Inn Hadley-Amherst Area

2.5 star property
9.0 out of 10, Wonderful, (920)
"Front desk was very nice and helpful. Kitchen and cleaning staff were great as well."
The price is SAR 571
SAR 637 total
includes taxes & fees
30 Jul - 31 Jul
Hampton Inn Hadley-Amherst Area

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (731)
"Helpful, friendly staff. Clean, convenient, quiet."
Monument Mountain Motel

Hampton Inn Westfield

2.5 star property
8.4 out of 10, Very Good, (754)
"Lovely property, my kid's love the pool and breakfast "
The price is SAR 472
SAR 527 total
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn Westfield

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (764)
"Was great loved the jacuzzi tub "
The price is SAR 371
SAR 415 total
includes taxes & fees
4 Aug - 5 Aug
Howard Johnson by Wyndham Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Good lodgings in a great area to visit."
The price is SAR 603
SAR 673 total
includes taxes & fees
31 Jul - 1 Aug
Hampton Inn & Suites Berkshires-Lenox

The Little Lion

3.0 star property
8.6 out of 10, Excellent, (516)
"We greatly appreciate a pet friendly hotel with no extra pet fees! Hotel was dated but had charm and we loved using the pool at the beautiful Red Lion. "
The price is SAR 600
SAR 670 total
includes taxes & fees
27 Jul - 28 Jul
The Little Lion

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (639)
"Great place to stay. Excellent staff."
The price is SAR 615
SAR 687 total
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (566)
"After coming to Lenox for 15 years, I can easily say this is the best in town. "
The price is SAR 825
SAR 922 total
includes taxes & fees
27 Jul - 28 Jul
Courtyard by Marriott Lenox Berkshires

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Loved the Yankee Inn!"
The price is SAR 507
SAR 566 total
includes taxes & fees
30 Jul - 31 Jul
The Yankee, Trademark Collection by Wyndham

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (716)
"Nice outdoor seating areas, big pool, clean nicely appointed toom"
The price is SAR 776
SAR 867 total
includes taxes & fees
27 Jul - 28 Jul
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Homewood Suites by Hilton Holyoke-Springfield/North

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Needs an update , but very nice hotel , "
The price is SAR 536
SAR 598 total
includes taxes & fees
17 Aug - 18 Aug
Homewood Suites by Hilton Holyoke-Springfield/North

Residence Inn Springfield Chicopee

3.0 star property
9.2 out of 10, Wonderful, (414)
"I would go back! It was a good experience. "
The price is SAR 603
SAR 684 total
includes taxes & fees
13 Aug - 14 Aug
Residence Inn Springfield Chicopee

Residence Inn by Marriott West Springfield

3.0 star property
8.6 out of 10, Excellent, (451)
"Great stay"
The price is SAR 503
SAR 575 total
includes taxes & fees
3 Aug - 4 Aug
Residence Inn by Marriott West Springfield
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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Stay near popular Chester attractions

Chester Town Hall

Chester Town Hall

You can get tickets for a performance at Chester Town Hall during your trip to Chester. Wander the lakeside and forest in this relaxing area.

Learn more about Chester

Experience the hiking, camping, and waterfalls in Chester!

Frozen Sanderson Brook Falls 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?

D. Hotel Suites & Spa, located 19.1 mi (30.7 km) from the heart of Chester, is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are La Quinta Inn & Suites by Wyndham Springfield MA and Quality Inn West Springfield. See all available top hotels, or vacation rentals in Chester.

What are some of the best vacation rentals in Chester?

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets. : This vacation home rental outside of Chester offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. See all vacation rentals in Chester.

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

Yes! Most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

Where can I learn more about changing or cancelling my trip to Chester?

For additional details about picking new dates or cancelling your trip to Chester, go to https://www.expedia.com/service/.

What's the best accommodation near Logan International Airport (BOS)?

Hilton Boston Logan Airport is a popular 4-star hotel featuring a restaurant and an indoor pool. It's located a short 0.2 mi (0.4 km) from Logan Intl. Airport. Other accommodations close to the airport are Hyatt Regency Boston Harbor and Embassy Suites Boston Logan Airport.

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, theaters, and monuments. In Chester, there are 3 hotels and other accommodations to choose from. Find out more about Chester.

What should I see while I'm in Chester?

A favorite place to visit is Chester Town Hall. You'll also find Glendale Falls and Pyramid Lake in the area. Check out what more to see and do in Expedia's Chester guide.

What's the seasonal weather like in Chester?

The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Chester are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.