
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 Westin Boston Seaport District
Seaport District
Price was CA $2,094, price is now CA $1,350 per person
CA $1,350
per person
Jun 26 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (2,398 reviews)
Excellent front desk staff. All staff were polite and welcoming and very helpful.
Clean spacious room.
Just wish the restaurabt offered a few simpler meal options
Reviewed on Apr 5, 2026

Eurostars The Boxer
West End
Price was CA $3,889, price is now CA $2,414 per person
CA $2,414
per person
Jun 26 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,426 reviews)
Stayed 7 days. First day the door would not close and latch. Clearly a problem. It got fixed two days later. The location is great. Steps away from TD garden and North station. However, the property is clearly worn down and in need of updates. Also, they charge an amenity fee but there are no amenities to speak of. Getting tired of junk fees.
Reviewed on Apr 7, 2026

The Langham, Boston
Downtown Boston
Price was CA $2,578, price is now CA $1,644 per person
CA $1,644
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
The rooms were very clean, beds were comfortable, staff friendly and great amenities (I wish the pool was open until 10 pm).
Reviewed on Apr 4, 2026

Boston Harbor Hotel
North End
Price was CA $3,314, price is now CA $2,169 per person
CA $2,169
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
From the moment we arrived we knew we made the right decision. The property is beautiful and the staff are professional and friendly. We were very pleased with our room and the great view of Boston Harbor. Two minor issues were the water spot on the bathroom sinks were too short for the size of the sink, making it hard to use without making a mess (wide designs such things and knows). The other minor item was the quality of the toilet tissue, for a hotel of this caliber, the need to spend a little more there. I must say that these were minor issues considering how amazing this property is. We went to the Dark Bar twice and loved it, had breakfast in the hotel restaurant and couldn’t have been more pleased and also had room service dinner one night and were very impressed. I would highly recommend this property!
Reviewed on Apr 6, 2026
Charlemont Hotel Deals

Secluded Family Getaway w/ On-Site Creek in Hawley
Hawley MA
10/10 Exceptional! (3 reviews)
Self check in was easy and effortless. The home is beautiful, out in the country, very serene and relaxing, complete with stream nearby!
Reviewed on Mar 23, 2026

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from Apr 22 to Apr 23
CA $144
CA $176 total
Apr 22 - Apr 23
includes taxes & fees
8.8/10 Excellent! (2,327 reviews)
Did not used the pool but everything else was clean
Reviewed on Apr 7, 2026

Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
The price is CA $189 per night from May 6 to May 7
CA $189
CA $211 total
May 6 - May 7
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Indoor pool was great.
Reviewed on Apr 8, 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.








