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7 Jan - 8 Jan
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8 Jan - 9 Jan
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9 Jan - 11 Jan
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16 Jan - 18 Jan

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Our top choices for Chesterfield hotels

Lobby
Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1001)
"Everything was perfect: clean room, great breakfast, courteous staff!"
United States
Tiffany
The price is AU$151
includes taxes & fees
13 Jan - 14 Jan
Tru by Hilton Chicopee Springfield
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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)
"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 AU$163
includes taxes & fees
23 Jan - 24 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby
Blue – A Modern Hotel, an Ascend Collection Hotel

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)
"New and still working some kinks out but overall a great stay. "
United States
Jesse
The price is AU$199
includes taxes & fees
28 Jan - 29 Jan
Blue – A Modern Hotel, an Ascend Collection Hotel
Lobby
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1004)
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is AU$136
includes taxes & fees
1 Feb - 2 Feb
Quality Inn Lee - Lenox South
Indoor pool
D. Hotel Suites & Spa

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2262)
"Great room and location."
United States
Karina
The price is AU$201
includes taxes & fees
8 Jan - 9 Jan
D. Hotel Suites & Spa
Exterior
Candlewood Suites West Springfield by IHG

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, (822)
"The room was clean and staff was friendly. "
United States
Brian
The price is AU$143
includes taxes & fees
1 Feb - 2 Feb
Candlewood Suites West Springfield by IHG
Front of property
The Ellery

The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (935)
"Clean, lovely staff and breakfast "
United Kingdom
MICHAEL
The price is AU$204
includes taxes & fees
21 Jan - 22 Jan
The Ellery
Reception
Red Roof Inn PLUS+ South Deerfield – Amherst

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)
"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 AU$142
includes taxes & fees
11 Jan - 12 Jan
Red Roof Inn PLUS+ South Deerfield – Amherst
Free daily buffet breakfast
Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (907)
"Owner was very rude at check in"
United States
Robert
The price is AU$155
includes taxes & fees
1 Feb - 2 Feb
Quality Inn Westfield - Springfield
Exterior
Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
2.5 star property
Hadley
9.2 out of 10, Wonderful, (1012)
"Clean room, great staff, and good options for breakfast."
United States
nancy
The price is AU$192
includes taxes & fees
1 Feb - 2 Feb
Comfort Inn & Suites Hadley - Amherst
Lobby
Hampton Inn West Springfield

Hampton Inn West Springfield

Hampton Inn West Springfield
2.5 star property
West Springfield
8.2 out of 10, Very good, (1000)
"Very good place to stay"
United States
Gloria
The price is AU$180
includes taxes & fees
11 Jan - 12 Jan
Hampton Inn West Springfield
Lobby
Berkshire Mountain Lodge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (808)
"great stall and friendly pet friendly place"
United States
bonnie
The price is AU$197
includes taxes & fees
1 Feb - 2 Feb
Berkshire Mountain Lodge
Front of property
Blooming Inn

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (126)
"Homey spot filled with extra Christmas cheer for the season. Hosts Ellie and Richard are so nice! "
United States
Allison
The price is AU$222
includes taxes & fees
12 Jan - 13 Jan
Blooming Inn
Lobby
Hampton Inn Westfield

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very good, (821)
"I will stay again"
United States
Jailene
The price is AU$194
includes taxes & fees
1 Feb - 2 Feb
Hampton Inn Westfield
View from property
Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
2.5 star property
Holyoke
9.2 out of 10, Wonderful, (601)
"Room was very clean, the breakfast was delicious!"
United States
William
The price is AU$196
includes taxes & fees
25 Jan - 26 Jan
Fairfield Inn & Suites Springfield Holyoke
37-inch LCD TV with cable channels, TV, iPod dock
Hotel UMass

Hotel UMass

Hotel UMass
2.5 star property
Amherst
8.8 out of 10, Excellent, (1006)
"Love staying on campus when we visit!"
United States
Joan
The price is AU$210
includes taxes & fees
11 Jan - 12 Jan
Hotel UMass
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (841)
"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 AU$141
includes taxes & fees
19 Jan - 20 Jan
Berkshire Inn
Indoor pool
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

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)
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
United States
Kira
The price is AU$203
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (660)
" Nice staff - beautiful hotel!"
United States
MARY
The price is AU$212
includes taxes & fees
23 Jan - 24 Jan
Hilton Garden Inn Lenox Pittsfield
Exterior
Best Western Springfield West Inn

Best Western Springfield West Inn

Best Western Springfield West Inn
2.5 star property
West Springfield
7.8 out of 10, Good, (1000)
"Decent breakfast"
United States
Jennifer
The price is AU$159
includes taxes & fees
14 Jan - 15 Jan
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

Chesterfield Gorge

Explore the great outdoors at Chesterfield Gorge, a lovely green space in Chesterfield. Wander the lakeside and forests 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

More cheap accommodation in Chesterfield

Riverdale Inn

Riverdale Inn

1500 Riverdale Street West Springfield MA
The price is AU$117 per night from 11 Jan to 12 Jan
AU$117
11 Jan - 12 Jan
includes taxes & fees
5.8/10 (1,001 reviews)

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 Quality Inn West Springfield. See all available top hotels, or vacation rentals in Chesterfield.
What are some of the best holiday rentals that Chesterfield has to offer?
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!: This holiday home rental outside of Chesterfield offers a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. 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 492 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 Krug Sugarbush. 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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