Charlemont Vacation Packages 2026 from $564

Charlemont flight + hotel vacation packages

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

Boston Lodge and Suites

Dorchester

$564

per person

Nov 4 - Nov 8

found 5 hours ago

Roundtrip flight included

Atlanta (ATL) 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.

Luxury Apartments by Hyatus at Boston Everett

$1,336

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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.

Good Hotels Boston

South End

$1,238

per person

Oct 14 - Oct 18

found 24 hours ago

Roundtrip flight included

Atlanta (ATL) 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.

The Inn at Hastings Park, Relais & Chateaux - Boston

Save 100% on your flight

$1,153

per person

Oct 19 - Oct 23

found 2 hours ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.

Four Seasons Hotel Boston

Bay Village

Save 100% on your flight

$1,695

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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, laundry service, and valet parking. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.

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.

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

Aug 31 - Sep 1

Total with taxes and fees

This aparthotel 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

The Yankee Inn

461 Pittsfield Rd Lenox MA

Free Cancellation

Reserve now, pay when you stay

$158 nightly

$176 total

Sep 14 - Sep 15

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.

Pool

Hot Tub

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Free Cancellation

Reserve now, pay when you stay

$125 nightly

$139 total

Aug 31 - Sep 1

Total with taxes and fees

This aparthotel 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

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

$61 nightly

$68 total

Aug 31 - Sep 1

Total with 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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

1055 South Street Pittsfield MA

Free Cancellation

$119 nightly

$133 total

Sep 14 - Sep 15

Total with taxes and fees

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

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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 $564, 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.