Charlemont Vacation Packages 2025/2026 from $379

Charlemont flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Boston Lodge and Suites

Dorchester

Save 100% on your flight

$379

per person

Nov 8 - Nov 10

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.

DoubleTree Suites by Hilton Hotel Boston - Cambridge

Allston

Save 100% on your flight

$709

per person

Nov 16 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free train station pick-up. Enjoy the 24-hour gym and perks like a free area shuttle.

Hampton Inn Manchester Downtown

Save 100% on your flight

$451

per person

Nov 20 - Nov 24

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

This hotel features a gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

D. Hotel Suites & Spa

$379

per person

Dec 19 - Dec 22

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Boston (BOS)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. You'll appreciate the gym, bar/lounge, and laundry facilities.

Pennyweight Hotel Boston, Curio Collection by Hilton

West End

Save 100% on your flight

$726

per person

Dec 4 - Dec 9

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

This hotel features a 24-hour gym and a bar/lounge. WiFi in public areas is free. Valet parking, express check-out, and dry cleaning are also offered.

Top Charlemont hotels deals

Bear Creek Cabin

$525 nightly

$586 total

Oct 4 - Oct 5

Total with taxes and fees

This cabin featured laundry facilities and barbecue grills.

Kitchen

Washer

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Williamstown, MA

Free Cancellation

Reserve now, pay when you stay

$128 nightly

$143 total

Sep 28 - Sep 29

Total with taxes and fees

This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.

Pool

Parking included

Hotel Downstreet, an Ascend Collection Hotel

40 Main St, North Adams, MA

Free Cancellation

Reserve now, pay when you stay

$145 nightly

$162 total

Oct 26 - Oct 27

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Enjoy the hot tub and perks like free self parking.

Berkshire Mountain Lodge

8 Dan Fox Dr, Pittsfield, MA

Free Cancellation

Reserve now, pay when you stay

$113 nightly

$126 total

Sep 28 - Sep 29

Total with taxes and fees

This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, laundry facilities, and barbecue grills are also on offer.

Pool

Hot Tub

The Williams Inn

101 Spring Street, Williamstown, MA

Free Cancellation

Reserve now, pay when you stay

$241 nightly

$270 total

Oct 27 - Oct 28

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Free self parking, a coffee shop, and a terrace are also offered.

Pet friendly

Parking included

Hotel UMass

1 Campus Center Way, Amherst, MA

Free Cancellation

Reserve now, pay when you stay

$153 nightly

$171 total

Sep 28 - Sep 29

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.

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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.

Popular places to visit

Berkshire East Ski Resort

4.5/5(30 reviews)

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

Zoar Outdoor/Deerfield Valley Canopy Tours

5/5(1 review)

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

Thunderbolt Mountain Coaster

Enjoy an outing to Thunderbolt Mountain Coaster during your stay in Charlemont. Amble around the area's parks or visit its monuments.

Frequently asked questions

How much are vacation packages to Charlemont?

With vacation packages being sold from as little as $379, it's not necessary to wipe out your bank balance for your getaway to Charlemont. Travelocity is here to help. Bundle your flights, hotels and tours into a package and receive some fantastic discounts. The more you book, the greater the savings.

Where can I get the best vacation package deals for Charlemont?

It's hard to look past Travelocity when it comes to putting together your Charlemont package deal. There are at least 400 airlines and 1,000,000 properties worldwide to select from. Secure your trip now and get ready to tick another amazing place off your to-do list.

Why should I purchase my Charlemont vacation bundle with Travelocity?

We take the stress out of travel planning. Whether you're looking for an amazing new place to explore or want to ensure you get the best deal around, we've got your back. Our 24/7 customer care, excellent service and Price Match Guarantee mean you can book with confidence.

Can I save money on my Charlemont car rental if I combine it with my hotel or flight?

Absolutely — combine your hotel, car and flight into a Charlemont vacation package and you'll save plenty. With so many things to do in the Charlemont area, that set of wheels will make exploring a joy. Once you've buckled up, put the stereo on and head toward Fenway Park, an unmissable sight about 90 mi from Charlemont.

Which airport is best for Charlemont?

One top option is Bradley Intl. Airport (BDL). From here, you'll need to travel north for roughly 50 mi to reach the heart of Charlemont. Another convenient choice is Albany Intl. Airport (ALB), which is 50 mi away from central Charlemont.

What is there to do in Charlemont?

You'll feel a certain kind of magic as you roam the streets of Charlemont. Charlemont Federated Church and Hail to the Sunrise Statue are just a couple of famous attractions that make this city such a sought-after destination, so put them on your must-see list.

Where should I stay when visiting Charlemont?

The Hawley Home w/ Deck: 4 Mi to Berkshire East Resort is the number one choice of many travelers. Book as soon as possible to avoid missing out.