Find hotels in Chesterfield, MA from ¥12,361

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Our top choices for Chesterfield hotels

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1001)
Splash in the indoor pool or unwind at the bar after exploring nearby MGM Springfield and Basketball Hall of Fame. This Chicopee hotel offers free breakfast, WiFi, parking, and 24-hour fitness center, with restaurants and shopping just steps away.

"Everything was perfect: clean room, great breakfast, courteous staff!"
United States
Tiffany
The price is ¥14,003
¥15,886 total
includes taxes & fees
Jan 13 - Jan 14
Tru by Hilton Chicopee Springfield

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1000)
Conveniently located a 6-minute walk from Pittsfield Intermodal Transportation Center, this hotel offers peaceful accommodations with an indoor pool. Enjoy the fitness center, bar, and coffee shop after exploring nearby Berkshire Museum and Colonial Theater.

"Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN"
United States
Melissa
The price is ¥15,347
¥17,143 total
includes taxes & fees
Jan 23 - Jan 24
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel
2.5 star property
West Springfield
9.6 out of 10, Exceptional, (115)
Explore attractions like Big E and MGM Springfield from this West Springfield hotel with free WiFi and parking. Enjoy hiking trails nearby or work out in the 24-hour fitness center after visiting the Basketball Hall of Fame.

"New and still working some kinks out but overall a great stay. "
United States
Jesse
The price is ¥18,319
¥20,966 total
includes taxes & fees
Jan 27 - Jan 28
Blue – A Modern Hotel, an Ascend Collection Hotel

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1004)
Experience tranquility at this welcoming hotel, just 15 minutes from Tanglewood Music Center. Guests praise the quiet atmosphere, helpful staff, and complimentary continental breakfast. Conveniently located near Lee Library and local restaurants with easy access to shopping.

"Safe, clean rooms, decent breakfast "
United States
Neil
The price is ¥12,858
¥14,363 total
includes taxes & fees
Feb 1 - Feb 2
Quality Inn Lee - Lenox South

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2262)
Adjacent to a golf course, this Holyoke spa hotel offers deep-tissue massages and body wraps. Enjoy American cuisine at The Mick restaurant, followed by drinks at the bar/lounge. The indoor pool and fitness center complement the full-service spa experience.

"Great room and location."
United States
Karina
The price is ¥18,228
¥21,175 total
includes taxes & fees
Jan 14 - Jan 15
D. Hotel Suites & Spa

Candlewood Suites West Springfield by IHG

Candlewood Suites West Springfield by IHG
2.5 star property
West Springfield
8.4 out of 10, Very Good, (821)
Convenient Springfield location just minutes from attractions like Naismith Basketball Hall of Fame. Unwind in the hot tub after workouts, grab a snack at the café, and appreciate rooms with microwaves and refrigerators. Clean accommodations and helpful staff enhance the experience.

"The room was clean and staff was friendly. "
United States
Brian
The price is ¥13,154
¥15,053 total
includes taxes & fees
Feb 1 - Feb 2
Candlewood Suites West Springfield by IHG

The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (935)
Steeped in New England charm, this cozy hotel offers free parking and Wi-Fi near the train station. Guests love the comfortable beds and friendly staff. Explore nearby Smith College Botanic Garden after enjoying the daily continental breakfast.

"Clean, lovely staff and breakfast "
United Kingdom
MICHAEL
The price is ¥19,270
¥21,525 total
includes taxes & fees
Jan 22 - Jan 23
The Ellery

Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
South Deerfield
7.2 out of 10, Good, (1007)
Discover convenience at this South Deerfield hotel, just minutes from Yankee Candle Village and Mount Sugarloaf State Reservation. Enjoy complimentary WiFi and parking, spotless rooms, and attentive 24-hour service, all within 15 minutes of UMass Amherst.

"Helpful and friendly staff, everything I needed was available and at hand, the room was spacious, and the location was perfect for my needs. "
United States
Max
The price is ¥13,387
¥14,954 total
includes taxes & fees
Jan 14 - Jan 15
Red Roof Inn PLUS+ South Deerfield – Amherst

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (907)
Enjoy peaceful accommodations praised by travelers for their quiet atmosphere. This business-friendly hotel provides free breakfast, WiFi, and parking, with helpful staff ready to assist. Conveniently located near General Wareham Park and Gateway Entrance Park.

"Owner was very rude at check in"
United States
Robert
The price is ¥14,643
¥16,356 total
includes taxes & fees
Feb 1 - Feb 2
Quality Inn Westfield - Springfield

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
2.5 star property
Hadley
9.2 out of 10, Wonderful, (1012)
Just 5 minutes from UMass Amherst, this hotel offers an indoor pool for year-round swimming and convenient fitness center. Guests praise the free breakfast, helpful staff, and comfortable beds. Explore nearby attractions like Autobahn and Cinemark At Hampshire Mall.

"Clean room, great staff, and good options for breakfast."
United States
nancy
The price is ¥18,118
¥20,237 total
includes taxes & fees
Feb 1 - Feb 2
Comfort Inn & Suites Hadley - Amherst

Hampton Inn West Springfield

Hampton Inn West Springfield
2.5 star property
West Springfield
8.2 out of 10, Very Good, (1000)
This West Springfield hotel offers a tranquil atmosphere despite its central location. Enjoy the fitness center and seasonal pool while staying minutes from MGM Springfield and Riverdale Shops. Guests consistently praise the helpful staff and immaculate accommodations.

"Very good place to stay"
United States
Gloria
The price is ¥16,566
¥18,959 total
includes taxes & fees
Jan 11 - Jan 12
Hampton Inn West Springfield

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (808)
Set in Pittsfield near Guido's Marketplace and Herman Melville's Arrowhead, this lodge offers an indoor pool and hot tub for relaxation. Enjoy free WiFi and parking while staying in clean rooms. The helpful staff ensures a pleasant mountain getaway.

"great stall and friendly pet friendly place"
United States
bonnie
The price is ¥15,455
¥20,762 total
includes taxes & fees
Feb 1 - Feb 2
Berkshire Mountain Lodge

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (126)
Explore Glacial Potholes from this welcoming guesthouse offering snowshoeing, sledding, and snowmobiling on site. Enjoy daily housekeeping and easy access to local attractions like the Shelburne Falls Bowling Alley, with Greenfield Station just a 16-minute drive away.

"Homey spot filled with extra Christmas cheer for the season. Hosts Ellie and Richard are so nice! "
United States
Allison
The price is ¥14,095
¥23,418 total
includes taxes & fees
Jan 11 - Jan 12
Blooming Inn

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very Good, (821)
Located in Westfield, this hotel offers a complimentary breakfast that guests rave about. Take a refreshing dip in the indoor pool, work out in the fitness center, or visit nearby General Wareham Park. Free WiFi and parking add convenience.

"I will stay again"
United States
Jailene
The price is ¥18,236
¥20,370 total
includes taxes & fees
Feb 1 - Feb 2
Hampton Inn Westfield

Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
2.5 star property
Holyoke
9.2 out of 10, Wonderful, (601)
Located just minutes from popular attractions, this hotel offers a refreshing indoor pool and fitness center. Each room includes convenient refrigerators and microwaves, while free breakfast, WiFi and parking enhance your value. Guests consistently praise the helpful staff.

"Room was very clean, the breakfast was delicious!"
United States
William
The price is ¥18,480
¥20,642 total
includes taxes & fees
Jan 25 - Jan 26
Fairfield Inn & Suites Springfield Holyoke

Hotel UMass

Hotel UMass
2.5 star property
Amherst
8.8 out of 10, Excellent, (1006)
Located on UMass Amherst campus, this hotel offers convenient access to Amherst College just 5 minutes away. Enjoy free breakfast, WiFi, and room service before exploring nearby Mullins Center and Fine Arts Center. The Commonwealth restaurant and bar/lounge serve lunch and dinner.

"Love staying on campus when we visit!"
United States
Joan
The price is ¥19,672
¥22,148 total
includes taxes & fees
Jan 11 - Jan 12
Hotel UMass

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (841)
This peaceful motel offers a seasonal outdoor pool and clean rooms just 15 minutes from Tanglewood Music Center. Close to Colonial Theater and Berkshire Museum, with free WiFi and parking. Guests praise the helpful staff and quiet, relaxing atmosphere.

"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is ¥13,331
¥14,890 total
includes taxes & fees
Jan 19 - Jan 20
Berkshire Inn

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (73)
Located 10 minutes from Tanglewood Music Center, this hotel provides complimentary breakfast, WiFi, and parking. After exploring nearby attractions, unwind in the indoor pool or soothing hot tub for a peaceful end to your Pittsfield adventure.

"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
United States
Kira
The price is ¥19,191
¥21,437 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (660)
Explore Berkshire County from this Pittsfield hotel featuring an indoor pool and fitness center. Enjoy meals at Jae's Asian Fusion restaurant and bar, plus in-room refrigerators and microwaves. Nearby attractions include Herman Melville's Arrowhead and Guido's Marketplace.

" Nice staff - beautiful hotel!"
United States
MARY
The price is ¥20,026
¥22,369 total
includes taxes & fees
Jan 30 - Jan 31
Hilton Garden Inn Lenox Pittsfield

Best Western Springfield West Inn

Best Western Springfield West Inn
2.5 star property
West Springfield
7.8 out of 10, Good, (1000)
Unwind in this quiet retreat featuring free WiFi, parking, and daily continental breakfast. Just 15 minutes from Six Flags New England and MGM Springfield, guests love the helpful staff and convenient location for business or leisure travel.

"Decent breakfast"
United States
Jennifer
The price is ¥14,641
¥16,756 total
includes taxes & fees
Jan 14 - Jan 15
Best Western Springfield West Inn
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

Top Chesterfield Hotel Reviews

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Frequently asked questions

Where is the best place to stay in Chesterfield?
Located 14.5 mi (23.3 km) from the heart of Chesterfield, D. Hotel Suites & Spa is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Holiday Inn & Suites Pittsfield-Berkshires by IHG and Quality Inn West Springfield. See all available top hotels, or vacation rentals in Chesterfield.
What are some of the best vacation rentals that Chesterfield has to offer?
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!: Visitors like this Chesterfield vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. 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 492 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, Chesterfield Gorge Reservation, and Westfield River. A couple of additional sights to add to your agenda are Chesterfield Public Library and Krug Sugarbush. 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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