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Hotels in Chesterfield

Choose from 515 Chesterfield Hotel Deals

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd Holyoke MA
  • 20 min drive from Chesterfield Gorge
Book a stay at this spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. ...
9.4/10 Exceptional! (2,254 reviews)
Easy check in along with a nice breakfast that extended later in the morning.

Reviewed on Apr 12, 2026

D. Hotel Suites & Spa
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
  • 24 min walk from Chesterfield Gorge
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (905 reviews)
Very friendly staff. The hotel and property was very clean and well maintained the outside. The outside Jacuzzi was amazing. The pool was great very nice hotel all the way around.

Reviewed on Apr 12, 2026

Berkshire Mountain Lodge
Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst

2.5 out of 5
400 Russell St Hadley MA
  • 6 min drive from Chesterfield Gorge
Book a stay at this business-friendly hotel in Hadley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,022 reviews)
Clean room, plenty of pillows. Jus outdated decor but that’s not a big deal

Reviewed on Apr 13, 2026

Comfort Inn & Suites Hadley - Amherst
Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel

2.5 out of 5
1080 Riverdale St West Springfield MA
  • 44 min drive from Chesterfield Gorge
Book a stay at this business-friendly hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions MGM Springfield ...
9.6/10 Exceptional! (176 reviews)
Very modern and bright. Very clean and quiet

Reviewed on Apr 10, 2026

Blue – A Modern Hotel, an Ascend Collection Hotel
The Ellery

The Ellery

3.5 out of 5
259 Elm Street Northampton MA
  • 12 min drive from Chesterfield Gorge
Stay at this hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (1,011 reviews)
The complimentary breakfast was the icing on the cake, gluten free options, healthy and fresh offerings. Beds were heavenly, property was clean, quaint and beautiful. Felt like royalty!

Reviewed on Apr 14, 2026

The Ellery
Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

2.5 out of 5
440 Memorial Dr Chicopee MA
  • 38 min drive from Chesterfield Gorge
Stay at this hotel in Chicopee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
9/10 Wonderful! (1,004 reviews)
Room was clean. Bed was comfortable. Parking was free and well lit. Breakfast was well stocked and attendant kept everything clean and fresh. I would suggest that you might include something simple like muffins or coffee rolls for grab n go. Thank you.

Reviewed on Apr 13, 2026

Tru by Hilton Chicopee Springfield
Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst

3 out of 5
115A Conz Street Northampton MA
  • 14 min drive from Chesterfield Gorge
Book a stay at this business-friendly hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,006 reviews)
Yes very good

Reviewed on Apr 10, 2026

Fairfield Inn & Suites Springfield Northampton/Amherst
Courtyard by Marriott Hadley Amherst

Courtyard by Marriott Hadley Amherst

3 out of 5
423 Russell St Hadley MA
  • 6 min drive from Chesterfield Gorge
Book a stay at this business-friendly hotel in Hadley. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (710 reviews)
The staff were extremely helpful for our stay. They had answers to all our questions about colleges in the area. I will stay here again for our next visit. The hotel is good, room was just what we needed. The shower was tricky the first time but I figured it out. You really can't get a better staff ...

Reviewed on Apr 7, 2026

Courtyard by Marriott Hadley Amherst
Hotel UMass

Hotel UMass

2.5 out of 5
1 Campus Center Way Amherst MA
  • 10 min walk from Chesterfield Gorge
Stay at this hotel in Amherst. Enjoy free breakfast, free WiFi, and 5 coffee shops/cafes. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (1,010 reviews)
The hotel was very clean, and the decor was up to date. Staff was lovely - very helpful with questions. Parking was easy. Breakfast was great - there was an assortment of foods. I would definitely come back!

Reviewed on Apr 12, 2026

Hotel UMass
Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 out of 5
9 Greenfield Rd South Deerfield MA
  • 13 min drive from Chesterfield Gorge
Stay at this hotel in South Deerfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
7.2/10 Good! (1,006 reviews)
Roman was ok. Drawer kept on opening by itself.

Reviewed on Apr 13, 2026

Red Roof Inn PLUS+ South Deerfield – Amherst
Inn on Boltwood

Inn on Boltwood

3 out of 5
30 Boltwood Ave. Amherst MA
  • 4 min drive from Chesterfield Gorge
Book a stay at this business-friendly hotel in Amherst. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (789 reviews)
Fantastic front desk/ concierge. Perfect location, very clean large rooms.

Reviewed on Apr 13, 2026

Inn on Boltwood
Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke

3 out of 5
229 Whiting Farms Road Holyoke MA
  • 37 min drive from Chesterfield Gorge
Book a stay at this business-friendly hotel in Holyoke. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (628 reviews)
Stayed 4 nights and three of the days had no hot water to our room. Reception suggested running both faucets to push water faster however after 20 minutes, still ice cold. Not too many other options in this area and would hesitate to stay here again. I’m a Bonvoy member but staff seemed disinterested ...

Reviewed on Apr 13, 2026

Fairfield Inn & Suites Springfield Holyoke
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.

Find cheap hotels in Chesterfield

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How many hotels are there in Chesterfield?

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