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.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,008, price is now CA $536 per person
CA $536
per person
Nov 1 - Nov 3
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $3,755, price is now CA $2,164 per person
CA $2,164
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on Aug. 20, 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Price was CA $2,709, price is now CA $1,724 per person
CA $1,724
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul. 17, 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was CA $2,160, price is now CA $1,429 per person
CA $1,429
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (1,108 reviews)
Heather was unbelievable in every way. Because of her past excellent service we returned!! She makes this hotel experience a true pleasure. Thank you Heather for your kind and gracious assistance.

Reviewed on Aug. 21, 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Price was CA $2,203, price is now CA $1,469 per person
CA $1,469
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very Good! (571 reviews)
The location was great and we were able to get to all the sites easily. Also, liked having two beds and two bathrooms for the price. However, everything was very cheap in there. The sheets were nubbie because they were cheap and worn. The toliet paper was so awful we had to buy our own. The beds had little support. The place was clean though. So if you don't care much about the bed, sheets, and toliet paper it is a good pick. If you do maybe pick somewhere else.

Reviewed on Aug. 17, 2025

Ready to book your vacation to Charlemont?

 

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Charlemont Hotel Deals

Bear Creek Cabin

Bear Creek Cabin

Charlemont
The price is CA $555 per night from Aug 24 to Aug 25
CA $555
CA $831 total
Aug 24 - Aug 25
includes taxes & fees
9.8/10 Exceptional! (34 reviews)
"The cabin was the perfect place to stay after our rafting adventure. Loved the oversized kitchen table. We were all able to eat together, play games, etc. Wish we had stayed another night to explore more of the local scenery. The owner was easy to communicate with through the whole process, and even ..."

Reviewed on Jul. 29, 2025

Bear Creek Cabin
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Aug 27 to Aug 28
CA $150
CA $183 total
Aug 27 - Aug 28
includes taxes & fees
8.6/10 Excellent! (1,961 reviews)
"The property was nice and had activities like a volley ball net and basketball court however no balls were provided. All together the property was very nice but had potential to be nicer. Also daytime front desk staff were not very helpful and actually cranky sounding. Not so pleasant to deal ..."

Reviewed on Aug. 20, 2025

Vacation Village in the Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is CA $91 per night from Sep 7 to Sep 8
CA $91
CA $133 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (583 reviews)
Satisfied customer
"as good as the last time we stayed there."

Reviewed on Aug. 21, 2025

Berkshire Mountain Lodge
See all 1,446 properties in Charlemont
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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Frequently asked questions

How much does a Charlemont vacation package cost?
Offering great value package deals from CA $536 on Expedia, you'll be surprised at how little a vacation to Charlemont costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Charlemont?
Plan your trip for the off-peak season and you're likely to get cheap Charlemont vacation packages. Bear in mind that school vacation periods and major events and festivals can have an impact on prices, so do your research before booking.
How many days is enough for Charlemont?
With a well-organized schedule, you can easily hit the most popular Charlemont sights in a handful of days. But if you want to venture off the beaten track or take day trips, consider booking your Charlemont vacation for longer.
Is it worth booking a vacation package to Charlemont?
Charlemont is a good vacation destination with attractions like Charlemont Federated Church among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, a Charlemont vacation promises fun for everyone.
How to find the best Charlemont package deals?
Use Expedia's handy filters to find some of the best Charlemont package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Charlemont package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Charlemont vacation as a package?
You can enjoy significant savings on your Charlemont getaway by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Charlemont?
Enjoy amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Charlemont break.
How to plan a trip to Charlemont?

  1. Pick your travel dates: The things you want to do in Charlemont and your favourite season can help you decide when to go.
  2. Plan your budget wisely: On top of the price of your accommodations, you'll need to consider other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected costs that could arise during your trip to Charlemont.
  3. Decide how many days away: Start by listing all the activities and attractions you want to get to in Charlemont. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a tailored Charlemont vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.