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Hotels in Chesterfield

Choose from 512 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! (2,229 reviews)
❤️

Reviewed on Apr 6, 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! (895 reviews)
Love that place. Does need a little sprucing up. Staff great and accomodating

Reviewed on Apr 5, 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! (1,009 reviews)
Excellent breakfast for a quick unexpected benefit

Reviewed on Apr 5, 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! (173 reviews)
Brava, to all the staff here

Reviewed on Mar 31, 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! (1,005 reviews)
Close to the Smith campus and downtown Northampton. A great place to stay.

Reviewed on Apr 5, 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)
Hotel was very clean and newly renovated, although they were doing construction on the second floor, which made a strong paint smell, but besides that in excellent stay.

Reviewed on Apr 2, 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! (707 reviews)
Clean room. Friendly staff.

Reviewed on Apr 4, 2026

Courtyard by Marriott Hadley Amherst
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! (1,001 reviews)
The bathroom was a little dingy, particularly the tub, but upon closer inspection, it was wear and not dirt, so I think it could just be spruced up. Staff was very friendly.

Reviewed on Apr 3, 2026

Red Roof Inn PLUS+ South Deerfield – Amherst
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! (1,002 reviews)
Breakfast was fine. Orange juice though was just orange colored water

Reviewed on Apr 4, 2026

Fairfield Inn & Suites Springfield Northampton/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! (1,004 reviews)
The lobby was great, the room was clean, comfortable, and quiet. While not the most up to date in terms of style, nothing was worn out. If you want a nice place to stay with great staff for a good price, you can’t go wrong here

Reviewed on Apr 6, 2026

Hotel UMass
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! (784 reviews)
Rooms were lovely. Dinner was amazing, but be sure to male reservations!

Reviewed on Apr 5, 2026

Inn on Boltwood
Candlewood Suites West Springfield by IHG

Candlewood Suites West Springfield by IHG

2.5 out of 5
572 Riverdale St West Springfield MA
  • 46 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. Our guests praise the helpful staff ...
8.4/10 Very Good! (858 reviews)
The was plenty of space in the room with a big comfy chair. They also supplied Dove shampoo, conditioner and body wash which was a pleasant surprise.

Reviewed on Apr 4, 2026

Candlewood Suites West Springfield by IHG
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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