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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, (1009)
"Everything was perfect: clean room, great breakfast, courteous staff!"
United States
Tiffany
The price is NZ$175
includes taxes & fees
30 Dec - 31 Dec
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, (997)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is NZ$179
includes taxes & fees
25 Dec - 26 Dec
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, (2247)
"The room was clean quiet and breakfast is great!! "
United States
Amanda
The price is NZ$219
includes taxes & fees
2 Jan - 3 Jan 2026
D. Hotel Suites & Spa

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, (110)
"New and still working some kinks out but overall a great stay. "
United States
Jesse
The price is NZ$226
includes taxes & fees
12 Jan - 13 Jan 2026
Blue – A Modern Hotel, an Ascend Collection Hotel

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
2.5 star property
Hadley
9.2 out of 10, Wonderful, (1005)
"Good hotel, staff and breakfast. "
United States
Julie
The price is NZ$239
includes taxes & fees
28 Dec - 29 Dec
Comfort Inn & Suites Hadley - Amherst

Best Western Springfield West Inn

Best Western Springfield West Inn
2.5 star property
West Springfield
7.8 out of 10, Good, (1001)
"Decent breakfast"
United States
Jennifer
The price is NZ$185
includes taxes & fees
30 Dec - 31 Dec
Best Western Springfield West Inn

The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (928)
"Clean, lovely staff and breakfast "
United Kingdom
MICHAEL
The price is NZ$237
includes taxes & fees
4 Jan - 5 Jan 2026
The Ellery

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very good, (817)
"Very pet friendly and the night check in agent was super kind and friendly"
United States
olivia townsend
The price is NZ$226
includes taxes & fees
21 Jan - 22 Jan 2026
Hampton Inn Westfield

Hampton Inn West Springfield

Hampton Inn West Springfield
2.5 star property
West Springfield
8.2 out of 10, Very good, (1000)
"nearby eateries"
United States
Majorie
The price is NZ$193
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn West Springfield

Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
2.5 star property
Holyoke
9.2 out of 10, Wonderful, (598)
"Room was very clean, the breakfast was delicious!"
United States
William
The price is NZ$227
includes taxes & fees
25 Dec - 26 Dec
Fairfield Inn & Suites Springfield Holyoke

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, (1001)
"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 NZ$165
includes taxes & fees
30 Dec - 31 Dec
Red Roof Inn PLUS+ South Deerfield – Amherst

Hotel UMass

Hotel UMass
2.5 star property
Amherst
8.8 out of 10, Excellent, (1007)
"Love staying on campus when we visit!"
United States
Joan
The price is NZ$244
includes taxes & fees
25 Dec - 26 Dec
Hotel UMass

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1003)
"The staff is always so helpful & nice, and the rooms are always clean and comfortable. This is my favorite place to stay in Lee!"
United States
Cooper
The price is NZ$159
includes taxes & fees
11 Jan - 12 Jan 2026
Quality Inn Lee - Lenox South

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, (810)
"Great staff"
United States
JOHN
The price is NZ$194
includes taxes & fees
6 Jan - 7 Jan 2026
Candlewood Suites West Springfield by IHG

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is NZ$246
includes taxes & fees
2 Jan - 3 Jan 2026
Hilton Garden Inn Lenox Pittsfield

Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield
3.0 star property
West Springfield
9.2 out of 10, Wonderful, (585)
"Quiet, convenient… a bit pricey "
United States
Mihai
The price is NZ$233
includes taxes & fees
29 Dec - 30 Dec
Courtyard by Marriott West Springfield

Hotel Northampton

Hotel Northampton
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1004)
"Very good stay"
United States
Richard
Hotel Northampton

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (904)
"We left too early for breakfast. Parking was fine "
United States
Virginia
The price is NZ$180
includes taxes & fees
11 Jan - 12 Jan 2026
Quality Inn Westfield - Springfield

Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
2.5 star property
Hadley
9.0 out of 10, Wonderful, (959)
"Great welcome at front desk."
United States
RAYMAN
The price is NZ$251
includes taxes & fees
29 Dec - 30 Dec
Hampton Inn Hadley-Amherst Area

Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
3.0 star property
Hadley
9.4 out of 10, Exceptional, (715)
"great location and huge room, very nice hotel suite!"
United States
Lihong
The price is NZ$272
includes taxes & fees
8 Jan - 9 Jan 2026
Homewood Suites by Hilton Hadley 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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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 traveller data. Two other choices for your visit to the area are Holiday Inn & Suites Pittsfield-Berkshires by IHG and Berkshire Mountain Lodge. See all available top hotels, or vacation rentals in Chesterfield.
What are some of the best holiday rentals that Chesterfield has to offer?
Peace and quiet on the lake: This holiday home rental outside of Chesterfield 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 Chesterfield.
If I need to cancel my hotel reservation in Chesterfield, will I receive a refund?
Yes, you'll find most hotel room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chesterfield.
What is staying in Chesterfield like?
Visitors can enjoy all that Chesterfield has to offer, including the restaurants, shopping and parks. There are 487 hotels and other accommodation options in the surrounding area. Find out more about Chesterfield.
What should I do while I'm visiting Chesterfield?
Natural beauty is on display at Chesterfield Gorge, Chesterfield Gorge Reservation and Westfield River. A couple of additional sights to add to your itinerary are Chesterfield Public Library and Chesterfield Town Hall. Take a look at what more there is to see and do in Expedia's Chesterfield guide.
What's the seasonal weather in Chesterfield?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Chesterfield are January, February, November and March, with each month seeing an average of 16 cm of snowfall.

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