Find hotels in Chesterfield, MA from ￥11,454

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Oct 24 - Oct 25
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Oct 25 - Oct 26
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Oct 24 - Oct 26
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Compare 481 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very Good, (917)
"Enjoyable stay. Staff were very nice. "
United States
Claire
The price is ￥15,647
￥17,478 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Balcony
Inn on Boltwood
Inn on Boltwood
3.0 star property
9.4 out of 10, Exceptional, (733)
"Really enjoyed the stay, great atmosphere and excellent service."
Canada
Mark
Inn on Boltwood
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
9.4 out of 10, Exceptional, (55)
"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"
United States
Marti
The price is ￥21,822
￥24,375 total
includes taxes & fees
Nov 3 - Nov 4
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Lobby
Red Roof Inn PLUS+ West Springfield
Red Roof Inn PLUS+ West Springfield
2.5 star property
6.8 out of 10, (1002)
"The staff was very helpful and nice"
United States
Cristal
The price is ￥14,968
￥17,131 total
includes taxes & fees
Nov 2 - Nov 3
Red Roof Inn PLUS+ West Springfield
Basic Studio, 1 King Bed | Desk, laptop workspace, free WiFi, bed sheets
River Valley Inn
River Valley Inn
2.0 star property
8.6 out of 10, Excellent, (82)
"Great quiet motel. "
United States
Hector
The price is ￥18,158
￥20,282 total
includes taxes & fees
Nov 9 - Nov 10
River Valley Inn
Front of property - evening/night
Hotel On North
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (785)
"Nice hotel. Very friendly and professional staff. "
United States
Magen
The price is ￥14,823
￥16,556 total
includes taxes & fees
Nov 3 - Nov 4
Hotel On North
Exterior
Candlewood Suites West Springfield by IHG
Candlewood Suites West Springfield by IHG
2.5 star property
8.4 out of 10, Very Good, (772)
"Nice, friendly staff, clean room and comfortable suite.. highly recommend "
United States
Christopher
The price is ￥14,887
￥17,037 total
includes taxes & fees
Oct 26 - Oct 27
Candlewood Suites West Springfield by IHG
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (726)
"Great stay, perfect "
United States
Lawrence
The price is ￥14,158
￥19,209 total
includes taxes & fees
Nov 2 - Nov 3
Berkshire Mountain Lodge
Lobby
Hotel UMass
Hotel UMass
2.5 star property
8.8 out of 10, Excellent, (1000)
"Great stay!"
United States
Julie
The price is ￥21,482
￥24,165 total
includes taxes & fees
Oct 26 - Oct 27
Hotel UMass
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express
FairBridge Inn Express
2.5 star property
5.4 out of 10, (799)
"Good service and people"
United States
Jerod
The price is ￥10,254
￥11,454 total
includes taxes & fees
Nov 6 - Nov 7
FairBridge Inn Express
Check-in/check-out kiosk
Quality Inn West Springfield
Quality Inn West Springfield
2.5 star property
7.0 out of 10, Good, (1027)
"Convenient nice cozy hotel with breakfast included and spacious rooms. "
United States
Danielle
The price is ￥13,535
￥15,491 total
includes taxes & fees
Nov 5 - Nov 6
Quality Inn West Springfield
Lobby
Blue – A Modern Hotel, an Ascend Collection Hotel
Blue – A Modern Hotel, an Ascend Collection Hotel
2.5 star property
9.4 out of 10, Exceptional, (57)
"Wonderful staff and beautiful new, clean rooms!"
United States
Lori
The price is ￥18,554
￥21,234 total
includes taxes & fees
Nov 24 - Nov 25
Blue – A Modern Hotel, an Ascend Collection Hotel
Lobby
Fairfield Inn & Suites Springfield Northampton/Amherst
Fairfield Inn & Suites Springfield Northampton/Amherst
3.0 star property
9.2 out of 10, Wonderful, (1001)
"Clean room and friendly staff."
United States
Mark
The price is ￥23,194
￥25,908 total
includes taxes & fees
Nov 9 - Nov 10
Fairfield Inn & Suites Springfield Northampton/Amherst
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites
The Central Downtown Inn & Suites
4.0 star property
8.8 out of 10, Excellent, (330)
"The rooms were large and well appointed! You could easily stay for a while and cook in the room. Nice balcony, nice living room area and very comfy bed and pillows. We enjoyed our stay very much"
United States
Candee
The price is ￥14,720
￥16,441 total
includes taxes & fees
Nov 2 - Nov 3
The Central Downtown Inn & Suites
Lobby
Quality Inn
Quality Inn
2.5 star property
8.4 out of 10, Very Good, (1000)
"Staff was very helpful - easy location - clean rooms!"
United States
Karen
The price is ￥14,137
￥15,791 total
includes taxes & fees
Nov 9 - Nov 10
Quality Inn
Indoor pool
D. Hotel Suites & Spa
D. Hotel Suites & Spa
3.0 star property
9.4 out of 10, Exceptional, (2259)
"The staff is wonderful both at the hotel and dining ! "
United States
Laurette
The price is ￥17,683
￥20,542 total
includes taxes & fees
Oct 26 - Oct 27
D. Hotel Suites & Spa
View from property
Courtyard by Marriott West Springfield
Courtyard by Marriott West Springfield
3.0 star property
9.2 out of 10, Wonderful, (547)
"Staff was great , would stay again? "
Canada
Sandra
The price is ￥18,029
￥20,634 total
includes taxes & fees
Nov 13 - Nov 14
Courtyard by Marriott West Springfield
Lobby
Comfort Inn & Suites
Comfort Inn & Suites
2.5 star property
9.2 out of 10, Wonderful, (1022)
"Hotel was clean, bed was comfortable, staff was friendly and good breakfast options. "
United States
Brandi
The price is ￥19,239
￥21,490 total
includes taxes & fees
Nov 16 - Nov 17
Comfort Inn & Suites
Property amenity
Courtyard by Marriott Hadley Amherst
Courtyard by Marriott Hadley Amherst
3.0 star property
9.0 out of 10, Wonderful, (671)
"Great stay"
United States
Alan
The price is ￥24,458
￥27,319 total
includes taxes & fees
Oct 28 - Oct 29
Courtyard by Marriott Hadley Amherst
Desk, laptop workspace, blackout drapes, iron/ironing board
Red Roof Inn PLUS+ South Deerfield – Amherst
Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
7.2 out of 10, Good, (1040)
"Great location"
United States
Linda
The price is ￥14,282
￥15,953 total
includes taxes & fees
Nov 2 - Nov 3
Red Roof Inn PLUS+ South Deerfield – 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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Stay near popular Chesterfield attractions

Chesterfield Gorge

Explore the great outdoors at Chesterfield Gorge, a lovely green space in Chesterfield. Wander the lakeside and forest while you're in the area.
See properties

Krug Sugarbush

You can take time to visit Krug Sugarbush during your travels to Chesterfield. Amble around the area's parks or visit its shops.
See properties

Top Chesterfield Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"We loved this place. Quiet, very clean,attractive. Loved that it had a kitchen area. Second story, sliding glass doors overlooked the fall foliage in the back of the building. Very peaceful.."
Steven 4-night trip
Posted 2 days ago
Berkshire Mountain Lodge

More cheap stays in Chesterfield

Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield

1254 Riverdale Street, West Springfield, MA
The price is ￥14,968 per night from Nov 2 to Nov 3
￥14,968
￥17,131 total
Nov 2 - Nov 3
includes taxes & fees
6.8/10 (1,016 reviews)

Frequently asked questions

Where is the best place to stay in Chesterfield?
Located 21.7 mi (34.9 km) from the heart of Chesterfield, Berkshire Mountain Lodge is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Quality Inn West Springfield and D. Hotel Suites & Spa. See all available top hotels, or vacation rentals in Chesterfield.
What are some of the best vacation rentals that Chesterfield has to offer?
Amore Estate - beautiful room with many places to explore and relax in.: Visitors like this Chesterfield vacation home rental. It offers an outdoor pool, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all vacation rentals in Chesterfield.
If I need to cancel my hotel reservation in Chesterfield, will I receive a refund?
Yes, most 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 non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chesterfield.
Where can I learn more about changing or cancelling my trip to Chesterfield?
For additional details about rescheduling or cancelling your trip to Chesterfield, click here.
Where is the best place to stay close to Chesterfield Gorge?
Fiddlehead Inn is one of the top choices for your stay based on our traveler data, and this 3-star inn offers a restaurant and free parking. It's located 2.9 mi (4.7 km) from Chesterfield Gorge. Another good choice is Charming Farmhouse - quiet, private & peaceful, located 3 mi (4.9 km) away.
What's the best hotel for staying 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 Chesterfield like?
Visitors can enjoy all that Chesterfield has to offer including the restaurants, shopping, and parks. There are 481 hotels and other accommodations in the surrounding area. Find out more about Chesterfield.
What should I see while I'm in Chesterfield?
Natural beauty is on display at Chesterfield Gorge, Westfield River, and Knightville Dam & Reservation. A couple of additional sights to add to your agenda are Chesterfield Public Library and Chesterfield Town Hall. Check out what more to see and do in Expedia's Chesterfield guide.
What's the weather like in Chesterfield?
The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Chesterfield are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.

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