Charlemont Vacation Packages
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Your Charlemont Vacation
The fascinating city of Charlemont is calling your name. Discover its hot spots and hidden treasures with a Charlemont vacation package that's tailored to you. Berkshire East Ski Resort, Charlemont Federated Church and Hawley Bog Preserve are just a few of the many sights worth visiting during your trip to Charlemont. Browse Expedia's extensive range of travel options and start organizing your dream vacation to Charlemont now.
Top Charlemont Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer
West End
Price was CA $1,550, price is now CA $1,045 per person
CA $1,045
per person
May 7 - May 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
Clean facilities, friendly staff, super comfortable bedding!
Reviewed on Feb 15, 2026
Boston Harbor Hotel
North End
Price was CA $3,867, price is now CA $2,280 per person
CA $2,280
per person
May 1 - May 5
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.
Reviewed on Jan 25, 2026
The Colonnade Hotel Back Bay
Back Bay
Price was CA $1,961, price is now CA $1,226 per person
CA $1,226
per person
May 7 - May 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (2,268 reviews)
Easy check in, courteous staff, clean rm and great view. Prudential mall across Huntington Ave..
Reviewed on Feb 2, 2026
The Boston Hotel
Brighton
Price was CA $1,917, price is now CA $1,260 per person
CA $1,260
per person
May 7 - May 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
7.4/10 Good! (802 reviews)
Clean room, staff was great, chill and easy to access. Good price as well!
Reviewed on Feb 9, 2026
Charlemont Hotel Deals
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Feb 22 to Feb 23
CA $142
CA $173 total
Feb 22 - Feb 23
includes taxes & fees
8.6/10 Excellent! (2,235 reviews)
Fairly clean and staff were friendly
Reviewed on Feb 13, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Feb 16 to Feb 17
CA $155
CA $204 total
Feb 16 - Feb 17
includes taxes & fees
9/10 Wonderful! (840 reviews)
Perfect location, big rooms, nice staff.
Reviewed on Feb 10, 2026
The Williams Inn
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
The price is CA $257 per night from Mar 11 to Mar 12
CA $257
CA $288 total
Mar 11 - Mar 12
includes taxes & fees
9.6/10 Exceptional! (573 reviews)
A beautiful hotel to stay at while visiting the Williams campus. Our room had a nice view of the woods. Rooms were clean and with comfortable beds. The common areas of the hotel were beautiful and cozy with the fireplaces going. Easy check in and out with friendly staff.
Reviewed on Feb 7, 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.
