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Hotels in Chesterfield

Choose from 513 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. ...
9.2/10 Wonderful! (2,206 reviews)
Nice continental breakfast

Reviewed on Apr 28, 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! (918 reviews)
From the check in to the check out was amazing. The rooms were very clean and I would come and stay again

Reviewed on Apr 28, 2026

Berkshire Mountain Lodge
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! (1,006 reviews)
Would not stay again . Felt dated and not clean :(

Reviewed on Apr 27, 2026

Hotel UMass
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 ...
9.4/10 Exceptional! (1,009 reviews)
Well equipped room.

Reviewed on Apr 28, 2026

Comfort Inn & Suites Hadley - Amherst
Quality Inn West Springfield

Quality Inn West Springfield

2.5 out of 5
1150 Riverdale St West Springfield MA
  • 43 min drive from Chesterfield Gorge
Book a stay at this golf hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7/10 Good! (1,005 reviews)
I feel like the picture has nothing to do with the place. The place was nothing like the picture but when you need something last minute, it is what it is.

Reviewed on Apr 27, 2026

Quality Inn West Springfield
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! (1,005 reviews)
Room was clean. Patrons were running in the halls woke us at 1:23 am the first night. Second night at 5 am people yelling in the halls. Not sure we would stay there again as our sleep was disturbed both nights!

Reviewed on Apr 27, 2026

Red Roof Inn PLUS+ South Deerfield – 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! (183 reviews)
Everything was good, room was very clean and smelled good.

Reviewed on Apr 27, 2026

Blue – A Modern Hotel, an Ascend Collection Hotel
River Valley Inn

River Valley Inn

2 out of 5
20 West St West Hatfield MA
  • 5 min drive from Chesterfield Gorge
Stay at this motel in West Hatfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Pioneer Valley Indoor Karting and Connecticut ...
8.6/10 Excellent! (138 reviews)
This place was a real find. Clean room. Spotless, generous and comfy bedding better than hotel chains (lots of pillows, extra blanket). More than enough towels. We didn't have to request ANYTHING. Walmart and supermarket 5 minutes away. Amherst College and UMass are a little farther away than where ...

Reviewed on Apr 27, 2026

River Valley Inn
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! (1,003 reviews)
Such a sweet spot, so glad we were able to get a reservation. Wish we'd been hungrier and didn't have breakfast plans , but we did check out the offerings and they were lovely. And the community space was perfect as well, and the opportunity to grab a coffee, tea, cookie, yogurt etc at any hour was ...

Reviewed on Apr 27, 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! (1,014 reviews)
It was a very friendly environment And a beautiful hotel. I rested and enjoyed my stay with my daughter. We created memories this weekend! ❤️

Reviewed on Apr 28, 2026

Tru by Hilton Chicopee Springfield
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! (716 reviews)
Staff was very sweet and it had so many food places. Chilis was very good across the street

Reviewed on Apr 25, 2026

Courtyard by Marriott Hadley Amherst
Hampton Inn West Springfield

Hampton Inn West Springfield

2.5 out of 5
1011 Riverdale St West Springfield MA
  • 44 min drive from Chesterfield Gorge
Book a stay at this business-friendly hotel in West Springfield. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,004 reviews)
Needs more variety

Reviewed on Apr 24, 2026

Hampton Inn West Springfield
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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