Charlemont Vacation Packages 2025/2026 from $440

Charlemont flight + hotel vacation packages

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

Boston Lodge and Suites

Dorchester

per person

Oct 12 - Oct 15

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.

YOTEL Boston

Seaport District

Save 100% on your flight

per person

Sep 17 - Sep 23

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Boston (BOS)

The hotel's 24-hour gym, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.

Parker Beach Lodge

Bass River

Save 100% on your flight

per person

Sep 22 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. Express check-in, express check-out, and luggage storage are also on offer.

Raffles Boston

Back Bay

Save 100% on your flight

per person

Sep 17 - Sep 23

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Boston (BOS)

A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.

Hotel 1620 Plymouth Harbor

Plymouth Downtown Waterfront District

Save 100% on your flight

per person

Oct 16 - Oct 19

found 20 hours ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

Free water park access and an indoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the conference center and conference space on site. Enjoy the 24-hour gym and perks like free self parking.

Top Charlemont hotels deals

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Williamstown, MA

Free Cancellation

Reserve now, pay when you stay

$158 nightly

$176 total

Aug 5 - Aug 6

Total includes 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

Berkshire Mountain Lodge

8 Dan Fox Dr, Pittsfield, MA

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$120 total

Sep 3 - Sep 4

Total includes 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

Hotel UMass

1 Campus Center Way, Amherst, MA

Free Cancellation

Reserve now, pay when you stay

$201 nightly

$224 total

Sep 2 - Sep 3

Total includes 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.

Breakfast included

Free WiFi

FairBridge Inn Express

16 Cheshire Road, Pittsfield, MA

Free Cancellation

Reserve now, pay when you stay

$70 nightly

$79 total

Aug 5 - Aug 6

Total includes taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. The front desk is staffed around-the-clock and laundry facilities are on offer.

Parking included

Free WiFi

The Williams Inn

101 Spring Street, Williamstown, MA

Free Cancellation

Reserve now, pay when you stay

$231 nightly

$259 total

Aug 11 - Aug 12

Total includes 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 Downstreet, Ascend Hotel Collection

40 Main St, North Adams, MA

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$160 total

Sep 2 - Sep 3

Total includes taxes and fees

This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and perks like free self parking and free WiFi. A communal living room, express check-out, and luggage storage are also on offer.

Pool

Hot Tub

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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 $440, 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.