Charlemont Vacation Packages 2026 from $649

Charlemont flight + hotel vacation packages

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

Sunbird Cape Cod Resort

Save 100% on your flight

$649

per person

Sep 5 - Sep 12

found 14 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Boston (BOS)

This hotel features an indoor pool and a seasonal outdoor pool. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A garden, a picnic area, and barbecue grills are also on offer.

Luxury Apartments by Hyatus at Boston Everett

Save 100% on your flight

$1,070

per person

Sep 4 - Sep 7

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

This apartment features a gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the a rooftop terrace and perks like free self parking.

The Charles Hotel

West Cambridge

$1,216

per person

Aug 3 - Aug 7

found 1 hour ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.

Beacon Suites Hotel

Ward Two

Save 100% on your flight

$1,080

per person

Sep 24 - Sep 29

found 23 hours ago

Roundtrip flight included

Denver (DEN) to Boston (BOS)

Self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. Dry cleaning and luggage storage are also provided.

Good Hotels Boston

South End

Save 100% on your flight

$925

per person

Sep 11 - Sep 14

found 23 hours ago

Roundtrip flight included

Denver (DEN) to Boston (BOS)

Express check-in, express check-out, and luggage storage are available at this hotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Laundry facilities and a virtual front desk are also provided.

Top Charlemont hotels deals

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Hawley MA

Get rates

This vacation home features a garden, laundry facilities, and barbecue grills.

The Yankee Inn

461 Pittsfield Rd Lenox MA

$127 nightly

$142 total

Jul 6 - Jul 7

Total with taxes and fees

This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

$143 nightly

$159 total

Jul 6 - Jul 7

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.

Hotel UMass

1 Campus Center Way Amherst MA

$144 nightly

$161 total

Jul 2 - Jul 3

Total with taxes and fees

This hotel features 5 coffee shops/cafes and a bar/lounge. Enjoy a meal from the restaurant and perks like free continental breakfast and free WiFi. Self parking, a snack bar/deli, and a lobby fireplace are also offered.

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

$162 nightly

$181 total

Jul 30 - Jul 31

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.

Red Roof Inn PLUS+ South Deerfield – Amherst

9 Greenfield Rd South Deerfield MA

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$110 total

Jul 5 - Jul 6

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

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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.

Stay near popular Charlemont attractions

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.

See properties

Frequently asked questions

How much are vacation packages to Charlemont?

With vacation packages being sold from as little as $649, 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.