Charlemont Vacations from $307

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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.

The Latest Charlemont vacation packages

Price found within the past 48 hours. Click for updated prices.
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
Save 100% on your flight
Price was $504, price is now $307 per person
$307
per person
Oct 5 - Oct 8
found 7 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (2,226 reviews)
Consistently excellent stay

Reviewed on Aug 22, 2025

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $650, price is now $329 per person
$329
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
EVEN Hotels Manchester Airport by IHG

EVEN Hotels Manchester Airport by IHG

3.5 out of 5
South End
Save 100% on your flight
Price was $623, price is now $367 per person
$367
per person
Nov 15 - Nov 22
found 14 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.8/10 Excellent! (884 reviews)
Hotel is beautiful. Front desk staff not helpful and seemed put out to answer questions.

Reviewed on Aug 20, 2025

Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
Plymouth Downtown Waterfront District
Save 100% on your flight
Price was $658, price is now $394 per person
$394
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.2/10 Very Good! (1,007 reviews)
people and property where great the bathroom was spotless but needs upgrade

Reviewed on Aug 23, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,174, price is now $796 per person
$796
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Great location. Beautiful building and setting. Staff are helpful and friendly!

Reviewed on Aug 24, 2025

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Discover the most popular places to visit in Charlemont

Berkshire East Ski Resort

Hit the slopes in Charlemont with a visit to Berkshire East Ski Resort. Wander the forest or discover the area's waterfalls.

Berkshire East Ski Resort

Zoar Outdoor/Deerfield Valley Canopy Tours

Catch an event at Zoar Outdoor/Deerfield Valley Canopy Tours during your trip to Charlemont. Wander the forest or discover the area's waterfalls.

Zoar Outdoor/Deerfield Valley Canopy Tours

Hawley Bog Preserve

Explore the great outdoors at Hawley Bog Preserve, a lovely green space in Hawley. Wander the forest or discover the area's waterfalls.

Hawley Bog Preserve

Charlemont Hotel Deals

Bear Creek Cabin

Bear Creek Cabin

Charlemont
$539 nightly
The price is $602 total per night from Aug 25 to Aug 26
$602 total
Aug 25 - Aug 26
Total with taxes and fees
9.8/10 Exceptional! (35 reviews)
Awesome stay in the woods
"Great host, accommodated an early check in and had everything ready to go including fire wood, propane for grill, plastic silverware etc. couldn’t ask for a better stay."

Reviewed on Aug 7, 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
$130 nightly
The price is $145 total per night from Aug 27 to Aug 28
$145 total
Aug 27 - Aug 28
Total with taxes and fees
8.6/10 Excellent! (1,965 reviews)
"Beautiful location!"

Reviewed on Aug 21, 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
$108 nightly
The price is $120 total per night from Sep 7 to Sep 8
$120 total
Sep 7 - Sep 8
Total with taxes and fees
8.8/10 Excellent! (586 reviews)
"I stayed here for a work trip to a remote project site. This place was very impressive for the money. The rooms were large and had everything. The place was clean and staff very pleasant and accommodating. I didn’t expect a lot for what I paid but was pleasantly surprised."

Reviewed on Aug 23, 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.

Charlemont Ski Vacation Packages

Do things your way with one of our Charlemont ski vacation packages. Whether you're into an adrenaline-filled adventure, tranquility at altitude or both, your ultimate escape starts with Expedia. Make your way to Charlemont between December and April and you'll discover around 38 ski runs in operation at this well-known winter destination in United States of America. Wander around the ski village and stock up on any equipment you need for downhill skiing. If you're new to the slopes, there's at least one beginners' area where you can learn the basics. When you're ready to leave the slopes, make your way to the day spa here. It's an excellent way to recharge after hours of downhill action. The kids will enjoy themselves on your family ski vacation in Charlemont, with memorable activities such as night skiing, snowboarding and tobogganing available too.

How To Get Around

Many ski travelers who reserve one of our Charlemont vacation packages jet into Albany International Airport. From there, it's two hours before you're zigzagging down the slopes of Charlemont's favorite runs. From the middle of Charlemont, the ski runs are around under 5 minutes away by car and parking is free. In winter, it's best to carry tire chains. You can pick from five-day, season-pass, multi-resort pass and half-day tickets. When it's time to plan your ski vacation, scroll through Expedia's Charlemont ski package deals. Combine your flights, hotel and car rental and enjoy big savings on your snowy adventure.

Charlemont Things to do

Swap ski stories (and a few drinks) with friends at Crazy Horse Bar and Grill. It's the place to get your après-ski on when you're done with the slopes. Festivals, live DJs or bands and an exciting nightlife add to the great vibe of Charlemont. Whitewater activities, mountain biking, alpine coasters and zip-lining will keep you on the go if you'd prefer to travel in summer. Whether you're planning a Charlemont ski vacation or a summery escape, add some activities to your vacation package for the ultimate stay.

Charlemont Resort Ski Info

Average yearly snowfall
9.2 ft
Elevation of lowest ski lift
520 ft
Cost of 1-day lift pass
Under $100
Easy runs
11
Moderate runs
14
Advanced runs
13
Longest run
2.5 mi

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Frequently asked questions

How much does a Charlemont vacation package cost?
You'll find cheap prices from $307 on Expedia for your Charlemont getaway. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Charlemont costs.
What are the cheapest months to go to Charlemont?
If you're hoping to score a cheap Charlemont vacation package, consider traveling in June, November and December. You'll generally find better prices on airfares and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Charlemont?
Usually, a handful of days is enough to tick off the major attractions during your Charlemont vacation. But if you'd like to have more time to unwind or go on day tours, consider extending your itinerary.
Is it worth booking a vacation package to Charlemont?
Charlemont is a good vacation destination with attractions like Berkshire East Ski Resort among the many things to keep you busy. Whether you're traveling with the family or planning a trip with friends, a Charlemont vacation promises fun for everyone.
How to find the best Charlemont package deals?
Begin your search for a Charlemont package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Charlemont package deal right away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Charlemont escape underway.
Is it cheaper to book a Charlemont vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component individually. And you'll still get the freedom to create a customized Charlemont vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Charlemont?
If you're considering an impromptu Charlemont trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Charlemont vacation packages?
Your Charlemont break is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to give you more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.