
Chesterfield Holidays
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Your Chesterfield Holiday
Our Chesterfield holiday packages offer endless opportunities to delve into new sights, sounds and experiences. And with all your travel plans taken care of, you can kick back and enjoy your city getaway to the fullest. If your trip to Chesterfield includes some sightseeing, take in famous attractions like Chesterfield Gorge, Swift River and Petticoat Hill. Browse Expedia's extensive range of travel options and start organising your dream holiday to Chesterfield today.
Chesterfield Holiday
Chesterfield Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 1,200 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Academy of Music Theatre, Calvin Theatre and Historic Northampton |
Our pick of the best Chesterfield Hotel Deals

D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (2,224 reviews)
We have stayed several times. I was rather disappointed this past weekend. The elevator was dirty and had a horrible, shirilling noise when opening and closing. Our room had black hair strands all over the blanket and under the blanket. The sink did not empty properly and had flakes of something ...
Reviewed on 9 Mar 2026

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is AU$201 per night from 1 Apr to 2 Apr
AU$201
1 Apr - 2 Apr
includes taxes & fees
9/10 Wonderful! (870 reviews)
This was great. I did not really need the kitchen for my stay but for future planning this wil be great! Plenty of room in the living area. Bed was comfortable. Just beautiful
Reviewed on 9 Mar 2026

Comfort Inn & Suites Hadley - Amherst
400 Russell St Hadley MA
Fully refundableReserve now, pay when you stay
The price is AU$173 per night from 22 Mar to 23 Mar
AU$173
22 Mar - 23 Mar
includes taxes & fees
9.2/10 Wonderful! (1,011 reviews)
Beautiful view from rooftop pool
Reviewed on 8 Mar 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.












