Find hotels in Chesterfield, MA from ¥12,378

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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, (1003)
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 ¥14,018
¥15,904 total
includes taxes & fees
Jan 12 - Jan 13
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, (1006)
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.

"Room was very comfortable and it was clean. Staff were nice and helpful. Christmas decorations were lovely!"
United States
Clare
The price is ¥15,370
¥17,168 total
includes taxes & fees
Jan 9 - Jan 10
Holiday Inn & Suites Pittsfield-Berkshires by IHG

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2254)
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 ¥16,227
¥18,849 total
includes taxes & fees
Jan 8 - Jan 9
D. Hotel Suites & Spa

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
2.5 star property
Hadley
9.2 out of 10, Wonderful, (1010)
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 ¥18,145
¥20,268 total
includes taxes & fees
Feb 1 - Feb 2
Comfort Inn & Suites Hadley - Amherst

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 ¥18,346
¥20,996 total
includes taxes & fees
Jan 25 - Jan 26
Blue – A Modern Hotel, an Ascend Collection Hotel

The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (931)
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 ¥19,299
¥21,557 total
includes taxes & fees
Jan 11 - Jan 12
The Ellery

Hampton Inn West Springfield

Hampton Inn West Springfield
2.5 star property
West Springfield
8.2 out of 10, Very Good, (1002)
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.

"nearby eateries"
United States
Majorie
The price is ¥16,591
¥18,989 total
includes taxes & fees
Jan 8 - Jan 9
Hampton Inn West Springfield

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1003)
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 ¥12,878
¥14,385 total
includes taxes & fees
Feb 1 - Feb 2
Quality Inn Lee - Lenox South

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, (1005)
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 ¥13,408
¥14,977 total
includes taxes & fees
Jan 8 - Jan 9
Red Roof Inn PLUS+ South Deerfield – Amherst

Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield
3.0 star property
West Springfield
9.2 out of 10, Wonderful, (591)
Located near Eastern States Exposition, this hotel offers a refreshing indoor pool and The Bistro restaurant. You'll appreciate the 24-hour fitness center, bar, and free parking. Clean rooms and friendly staff ensure a pleasant stay with easy access to Six Flags New England.

"Nice and very clean hotel ! "
United States
Morgan
The price is ¥18,531
¥21,207 total
includes taxes & fees
Jan 11 - Jan 12
Courtyard by Marriott West Springfield

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, (819)
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 ¥13,175
¥15,079 total
includes taxes & fees
Feb 1 - Feb 2
Candlewood Suites West Springfield by IHG

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 ¥18,507
¥20,672 total
includes taxes & fees
Jan 19 - Jan 20
Fairfield Inn & Suites Springfield Holyoke

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very Good, (820)
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 ¥18,134
¥20,256 total
includes taxes & fees
Jan 21 - Jan 22
Hampton Inn Westfield

Best Western Springfield West Inn

Best Western Springfield West Inn
2.5 star property
West Springfield
7.8 out of 10, Good, (1002)
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 ¥14,663
¥16,781 total
includes taxes & fees
Jan 11 - Jan 12
Best Western Springfield West Inn

Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
3.0 star property
Hadley
9.4 out of 10, Exceptional, (721)
Hadley's Homewood Suites offers spacious rooms near University of Massachusetts Amherst. Guests love the helpful staff, indoor pool, and fitness center. Enjoy free breakfast, WiFi, and parking while exploring nearby Autobahn and Cinemark At Hampshire Mall.

"great location and huge room, very nice hotel suite!"
United States
Lihong
The price is ¥21,862
¥24,419 total
includes taxes & fees
Feb 1 - Feb 2
Homewood Suites by Hilton Hadley Amherst

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 ¥19,701
¥22,182 total
includes taxes & fees
Jan 5 - Jan 6
Hotel UMass

Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
2.5 star property
Hadley
9.0 out of 10, Wonderful, (964)
Discover this Hadley hotel with an indoor pool for morning swims, just minutes from UMass Amherst. Guests love the helpful staff and clean rooms. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Hadley Farm Museum.

"Great welcome at front desk."
United States
RAYMAN
The price is ¥19,934
¥22,267 total
includes taxes & fees
Feb 1 - Feb 2
Hampton Inn Hadley-Amherst Area

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 ¥20,057
¥22,404 total
includes taxes & fees
Jan 9 - Jan 10
Hilton Garden Inn Lenox Pittsfield

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (906)
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 ¥14,285
¥15,956 total
includes taxes & fees
Feb 1 - Feb 2
Quality Inn Westfield - Springfield

Hotel Northampton

Hotel Northampton
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1004)
Immerse yourself in this historic landmark hotel featuring 2 restaurants, including Wiggins Tavern serving American cuisine. Located just 6 minutes from the train station, guests praise the peaceful rooms, welcoming staff, and central position near Calvin Theatre.

"Nice historic inn! Great location, walk to restaurants and shopping!!"
United States
Helen
Hotel Northampton
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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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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