Find hotels in Chesterfield, MA from ฿2,988

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Go beyond your typical stay in Chesterfield

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Check prices for these dates

Tonight
6 Nov - 7 Nov
Tomorrow
7 Nov - 8 Nov
This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

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Our top choices for Chesterfield hotels

A hotel with a covered entrance, a flag, and a clear sky.

1. Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
2.5 star property
Hadley
9.2 out of 10, Wonderful, (1,000 reviews)
"Very clean spacious room and friendly staff. Will definitely stay here again!!"
United States
Jennifer
The price is ฿3,997
฿4,465 total
includes taxes & fees
1 Dec - 2 Dec
Comfort Inn & Suites Hadley - Amherst
A modern living room with a stone fireplace, a white sofa, a round coffee table, and a green armchair.

2. Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
3.0 star property
Northampton
9.2 out of 10, Wonderful, (1,006 reviews)
"Nice, clean, room; friendly staff; good breakfast options"
United States
Erik
The price is ฿4,941
฿5,519 total
includes taxes & fees
16 Nov - 17 Nov
Fairfield Inn & Suites Springfield Northampton/Amherst
A brick building with a green door, white porch chairs, and a pathway lined with pink flowers.

3. The Ellery

The Ellery
3.5 star property
Northampton
9.4 out of 10, Exceptional, (1,007 reviews)
"great and quaint stay"
United States
Adalie
The price is ฿3,470
฿3,876 total
includes taxes & fees
7 Dec - 8 Dec
The Ellery
A multi-story hotel with a prominent "Hotel Northampton" sign, featuring a classic architectural style with a brick facade and multiple windows.

4. Hotel Northampton

Hotel Northampton
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,000 reviews)
"nice place to stay in the heart of downtown Northampton"
United States
Beth
The price is ฿4,970
฿5,551 total
includes taxes & fees
12 Nov - 13 Nov
Hotel Northampton
A hotel room with two beds, a desk, a chair, a television, and a window with curtains.

5. River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.4 out of 10, Very good, (305 reviews)
"Super friendly and helpful staff, convenient parking, decently sized room."
United States
Brandon
The price is ฿3,147
฿3,516 total
includes taxes & fees
3 Dec - 4 Dec
River Valley Inn
A modern restaurant with high tables and bar stools, a fireplace, and a TV mounted on the wall.

6. Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst
2.5 star property
Northampton
7.2 out of 10, Good, (1,001 reviews)
"The hotel is a great place to stay for a trip in this area."
United States
Ni-Ling
The price is ฿3,954
฿4,416 total
includes taxes & fees
7 Dec - 8 Dec
Quality Inn & Suites Northampton - Amherst
An indoor swimming pool with clear water, surrounded by windows with a view of trees.

7. Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
2.5 star property
Greenfield
8.6 out of 10, Excellent, (978 reviews)
"Staff were excellent!!! THANK YOU!"
United States
Quentin
The price is ฿5,900
฿6,590 total
includes taxes & fees
6 Dec - 7 Dec
Hampton Inn & Suites Greenfield
A modern hotel lobby with a stone wall, a fireplace, a bar area, and seating arrangements.

8. Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
3.0 star property
Hadley
9.4 out of 10, Exceptional, (848 reviews)
"Great breakfast, excellent staff"
United States
Jenny
The price is ฿4,912
฿5,487 total
includes taxes & fees
29 Nov - 30 Nov
Homewood Suites by Hilton Hadley Amherst
A modern living room with a fireplace, red curtains, and a wooden dining table.

9. Hotel UMass

Hotel UMass
2.5 star property
Amherst
9.0 out of 10, Wonderful, (1,001 reviews)
"Lovely room, great location, staff excellent"
United States
Lyla
The price is ฿3,206
฿3,628 total
includes taxes & fees
9 Nov - 10 Nov
Hotel UMass
A modern hotel building with a prominent 'tru' logo, multiple floors, and a covered entrance area.

10. Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,003 reviews)
"The hotel was clean and fresh, my son enjoyed the games area. The room was comfortable and the bathroom had a great shower. Breakfast was good and the staff got me vegetarian options when asked."
United Kingdom
Shama
The price is ฿3,669
฿4,163 total
includes taxes & fees
7 Dec - 8 Dec
Tru by Hilton Chicopee Springfield
An outdoor patio with white chairs and tables, a central fire feature, and string lights.

11. D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,089 reviews)
"Very comfortable beds nice clean bathroom Excellent hot breakfast"
United States
Luke
The price is ฿3,943
฿4,613 total
includes taxes & fees
7 Dec - 8 Dec
D. Hotel Suites & Spa
A Fairfield Inn & Suites by Marriott hotel with a modern design, a covered entrance, and landscaped areas.

12. Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (709 reviews)
"Super clean room, excellent temperature control wihh the the room a/c. Breakfast was hot and fresh, eggs, sausage, fruit, yogurts, oatmeal with all the toppings"
United States
Caroline
The price is ฿4,204
฿4,695 total
includes taxes & fees
2 Dec - 3 Dec
Fairfield Inn & Suites Springfield Holyoke
An outdoor seating area with wicker furniture, a fire pit, and decorative lamps.

13. Courtyard by Marriott Hadley Amherst

Courtyard by Marriott Hadley Amherst
3.0 star property
Hadley
9.0 out of 10, Wonderful, (787 reviews)
":)"
United States
Eric
The price is ฿5,994
฿6,695 total
includes taxes & fees
11 Nov - 12 Nov
Courtyard by Marriott Hadley Amherst
A view of a red building by a waterway through a window.

14. Old Mill Inn

Old Mill Inn
3.0 star property
Hatfield
9.4 out of 10, Exceptional, (552 reviews)
"The Old Mill is a great, unique hotel for staying in Western MA. The room was well decorated to match the historic usage of the building. Also, the bed was comfortable and the bathroom was great. It’s very convenient for getting around by I91 and 5&10. The area is beautiful in the fall."
United States
Wayne
The price is ฿6,006
฿6,709 total
includes taxes & fees
9 Nov - 10 Nov
Old Mill Inn
An outdoor patio area with a circular fire pit surrounded by wicker chairs and tables.

15. TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.6 out of 10, Exceptional, (113 reviews)
"What a lovely property- such a great place to stay when in the Amherst area - staff is excellent- the rooms are all perfect and the amenities are outstanding"
United States
Sarah
The price is ฿4,807
฿5,370 total
includes taxes & fees
29 Nov - 30 Nov
TownePlace Suites by Marriott Hadley Amherst
A hotel reception area with a stone wall, leather chairs, a reception desk, and a sign indicating free Wi-Fi.

16. 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, (1,007 reviews)
"Room was neat and clean, air conditioning worked great and helped keep the room at a cool temperature. Friendly staff, easy location, a would recommend for a quick stay."
United States
Jack
The price is ฿2,988
฿3,338 total
includes taxes & fees
6 Dec - 7 Dec
Red Roof Inn PLUS+ South Deerfield – Amherst
A hotel lobby with a bar area, dining tables, and comfortable seating.

17. Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
2.5 star property
Hadley
9.0 out of 10, Wonderful, (1,001 reviews)
"SPacious room, indoor pool, easy drive to Northampton. We enjoyed our stay."
United States
Esther
The price is ฿4,056
฿4,530 total
includes taxes & fees
17 Nov - 18 Nov
Hampton Inn Hadley-Amherst Area
A hotel lobby with a reception desk, seating area, and a dining section.

18. Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very good, (933 reviews)
"It was a good family hotel."
United States
Shaleen
The price is ฿3,726
฿4,162 total
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn Westfield
A patio area with a stone fire pit, wicker furniture, and a view of the building's interior.

19. Residence Inn Springfield Chicopee

Residence Inn Springfield Chicopee
3.0 star property
Chicopee
9.4 out of 10, Exceptional, (557 reviews)
"We stay here multiple times a year. Rooms are clean and staff is great!"
United States
Ronald
The price is ฿5,661
฿6,422 total
includes taxes & fees
22 Nov - 23 Nov
Residence Inn Springfield Chicopee
A modern lounge area with sofas, a pool table, and a unique chandelier.

20. Blue A Modern Hotel, an Ascend Collection Hotel

Blue A Modern Hotel, an Ascend Collection Hotel
2.0 star property
West Springfield
9.2 out of 10, Wonderful, (401 reviews)
"Overall great stay! Very helpful staff and the rooms were beautiful. I stayed alone and felt very comfortable."
United States
Samantha
The price is ฿3,399
฿3,890 total
includes taxes & fees
26 Nov - 27 Nov
Blue A Modern Hotel, an Ascend Collection Hotel
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

Top Chesterfield Hotel Reviews

A brick building with a green door, white porch chairs, and a pathway lined with pink flowers.
The Ellery

The Ellery

The Ellery
Northampton

10/10 Excellent

Clean, lovely staff and breakfast
United Kingdom
MICHAEL
Reviewed December 10, 2025
The Ellery

Frequently Asked Questions

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. In Chesterfield, there are 3 hotels and other accommodation options to choose from. Find out more about Chesterfield.

What should I do while I'm visiting Chesterfield?

Natural beauty is on display at Chesterfield Gorge, Oak Hill and Knightville Dam & Reservation. 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.

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 traveller data. Two other choices for your visit to the area are D. Hotel Suites & Spa and Hampton Inn West Springfield. See all available top hotels, or vacation rentals in Chesterfield.