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.
The Charles Hotel
West Cambridge
Price was CA $2,842, price is now CA $1,711 per person
CA $1,711
per person
Mar 18 - Mar 24
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Room very well appointed and gym was the stand out
Reviewed on Jan 25, 2026
Boston Harbor Hotel
North End
Price was CA $2,201, price is now CA $1,490 per person
CA $1,490
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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
Maverick Suites at 245 Newbury St
Back Bay
Price was CA $1,511, price is now CA $1,069 per person
CA $1,069
per person
Mar 18 - Mar 24
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very Good! (151 reviews)
Room was clean and a good size. Location was perfect - walking distance to where I needed to be.
Reviewed on Dec 2, 2025
Charlemont Hotel Deals
Secluded Family Getaway w/ On-Site Creek in Hawley
Hawley Massachusetts
10/10 Exceptional! (1 review)
Everything about this house is ideal! The rooms are meticulously crafted. Two wood stoves to keep it cozy and books everywhere! The common space is large enough for everyone to gather for food and drinks and spending time together, but there are also sitting nooks throughout that you could have some ...
Reviewed on Nov 21, 2025
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 8 to Feb 9
CA $142
CA $174 total
Feb 8 - Feb 9
includes taxes & fees
8.6/10 Excellent! (2,221 reviews)
Everything was great, the staff, the room, and the amenities. We will be coming back.
Reviewed on Jan 25, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Feb 8 to Feb 9
CA $135
CA $181 total
Feb 8 - Feb 9
includes taxes & fees
9/10 Wonderful! (825 reviews)
We had a lovely extended family weekend here. The staff was outstanding, every staff member was helpful, friendly and courteous. The large room in back of the lobby was especially helpful for our large group to hang out in and be comfortable. Everyone enjoyed the pool and hot tub despite it being ...
Reviewed on Feb 1, 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.
