Chesterfield Holidays
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Top Flight + Hotel Deals in Chesterfield
Price found within the past 48 hours. Click for updated prices.
The Godfrey Hotel Boston
Downtown Boston
Price was €1,376, price is now €998 per person
€998
per person
5 Sept - 10 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (5,112 reviews)
Great hotel in a great location! Room was large enough and clean. Staff was very helpful.
Reviewed on 21 Jun 2026
Boston Harbor Hotel
North End
Price was €3,982, price is now €2,408 per person
€2,408
per person
8 Sept - 14 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent
Reviewed on 15 Jun 2026
The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was €3,673, price is now €2,489 per person
€2,489
per person
11 Sept - 18 Sept
found 24 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (562 reviews)
Although there only 1 night,everyone was so helpful snd rooms were lovely
Reviewed on 20 Jun 2026
Revere Hotel Boston Common
Bay Village
Price was €1,525, price is now €1,089 per person
€1,089
per person
8 Sept - 14 Sept
found 10 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,024 reviews)
Reception staff Abdel and Kaitlin were fantastic. Always smiling, super helpful and went the extra mile to make sure we enjoyed our stay.
Reviewed on 21 Jun 2026
Hotel AKA Boston Common
Downtown Boston
Save 100% on your flight
Price was €2,527, price is now €1,821 per person
€1,821
per person
11 Sept - 18 Sept
found 24 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (1,703 reviews)
Beautiful rooms in a great location. The complimentary wine hour was a pleasant treat.
Reviewed on 21 Jun 2026
Top hotels in Chesterfield
Hotel UMass
1 Campus Center Way Amherst MA
Fully refundableReserve now, pay when you stay
The price is €124 per night from 2 Jul to 3 Jul
€124
2 Jul - 3 Jul
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
"Had a great stay."
Reviewed on 21 Jun 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is €156 per night from 21 Jul to 22 Jul
€156
21 Jul - 22 Jul
includes taxes & fees
9/10 Wonderful! (993 reviews)
"Good"
Reviewed on 21 Jun 2026
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Fully refundableReserve now, pay when you stay
The price is €113 per night from 5 Jul to 6 Jul
€113
5 Jul - 6 Jul
includes taxes & fees
9.2/10 Wonderful! (2,146 reviews)
"Stay there often. Always a great stay"
Reviewed on 21 Jun 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.
Popular places to visit
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.
Explore a world of travel with Expedia
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- Becket Land Trust Historic Quarry
- Visit Sherwood Forest
- Visit Becket
- Berkshire Botanical Garden
- Charlemont Federated Church
- Charlemont Holidays
- Visit Charlemont
- Charles H. Baldwin & Sons
- Visit Cheshire
- Chesterwood
- French King Bridge
- Green Acres Equestrian Center
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- Visit Lee
- Mclennan Reservation
- Visit Middlefield
- Visit Mohawk Trail State Forest
- Visit Montague
- National Shrine of the Divine Mercy
- Naumkeag Museum
- Otis Holidays
- Visit Pittsfield
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- Visit Southampton
- Springfield Holidays
- Studio 21 South
- Tanglewood Music Center
- Visit Western Massachusetts
- Visit Whately
- White Barn Studio
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
