Great Barrington Vacation Packages 2026 from $364

Great Barrington flight + hotel vacation packages

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

Vacation Village in the Berkshires

$364

per person

Oct 15 - Oct 18

found 2 hours ago

Roundtrip flight included

Dallas (DFW) to Albany (ALB)

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.

Marriott Albany

$753

per person

Aug 20 - Aug 23

found 5 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Albany (ALB)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and free airport shuttle. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Hyatt Place Albany/Downtown

Downtown Albany

$967

per person

Sep 22 - Sep 27

found 11 hours ago

Roundtrip non-stop flight included

Augusta (AGS) to Albany (ALB)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Country Inn & Suites by Radisson, Downtown Albany New York

Downtown Albany

$774

per person

Sep 22 - Sep 27

found 11 hours ago

Roundtrip non-stop flight included

Augusta (AGS) to Albany (ALB)

This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center, conference center, and conference space. There's a 24-hour gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.

La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

$741

per person

Aug 20 - Aug 23

found 5 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Albany (ALB)

This hotel features a 24-hour gym and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Great Barrington hotels deals

Quality Inn Great Barrington

372 Main Street Great Barrington MA

Free Cancellation

$118 nightly

$132 total

Aug 9 - Aug 10

Total with taxes and fees

A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A picnic area and barbecue grills are also provided.

The Little Lion

506 Stockbridge Road Great Barrington MA

Free Cancellation

Reserve now, pay when you stay

$140 nightly

$156 total

Jul 22 - Jul 23

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and express check-in are also on offer.

Prospect Berkshires

50 Prospect Lake Rd Egremont MA

$445 nightly

$497 total

Jul 28 - Jul 29

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the sauna and perks like free self parking and free WiFi. A coffee shop, a grocery/convenience store, and a picnic area are also on offer.

Pool

Spa

Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd Great Barrington MA

Free Cancellation

$139 nightly

$155 total

Jul 26 - Jul 27

Total with taxes and fees

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

Pool

Breakfast included

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

249 Stockbridge Rd Great Barrington MA

Free Cancellation

Reserve now, pay when you stay

$195 nightly

$217 total

Aug 10 - Aug 11

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Monument Mountain Motel

247 Stockbridge Rd Great Barrington MA

Free Cancellation

Reserve now, pay when you stay

$124 nightly

$138 total

Jul 22 - Jul 23

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area and barbecue grills are also provided.

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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 Great Barrington attractions

A lake surrounded by autumn-colored trees.

Lake Mansfield Park

9.0/10 (22 reviews)

Explore the great outdoors at Lake Mansfield Park, a lovely green space in Great Barrington. Experience the area's theater scene and live music.

See properties

Frequently asked questions

How much are vacation packages to Great Barrington?

Your vacation daydreams can become a reality in Great Barrington from an impressive $364. Vacation packages include flights and hotels, so they're bound to make booking easy as pie. All you'll have to worry about is getting out there and having a great time.

How long should my Great Barrington vacation be?

There aren't any hard and fast rules when it comes to how long you should spend in Great Barrington, but the majority of people like to stay around 2 nights. Got some flexibility with your departure date? Extend your vacation by an extra night or two. That way, you'll have sufficient time to check out the area's hidden treasures as well.

Where can I get the best vacation package deals for Great Barrington?

Travelocity has everything you need to score a great Great Barrington package deal. Choose from as many as 400 partner airlines and 1,000,000 properties worldwide and put together a vacation package that suits your style. With so much choice, it's easy to organize your next big getaway.

Why should I book my Great Barrington vacation package with Travelocity?

Because life is one amazing journey, and we have everything you need to help you on the way. With our exceptional service and Price Match Guarantee, you can book your trip with confidence. What's more, you can sleep easy on the road knowing you can reach us with our 24/7 support.

Can I save on my Great Barrington car rental if I book it with hotels and flights?

With a Great Barrington vacation package, you can bundle your car, hotel and flight bookings and save a whole lot. If you can't wait to explore the best of this impressive part of the world, why not make a beeline for Times Square? This top sight is 100 mi from Great Barrington. With your own wheels, you'll be there before you know it.

Which airport is best for Great Barrington?

Bradley Intl. Airport (BDL) is one of the busiest airports in Great Barrington. It's roughly 40 mi southeast of the city center. Your other choices are Albany Intl. Airport (ALB) (45 mi away from central Great Barrington) and Stewart Intl. Airport (SWF) (60 mi away from central Great Barrington).

What is there to do in Great Barrington?

You'll feel a certain kind of magic as you stroll through the streets of Great Barrington. Housatonic River Walk and Mahaiwe Performing Arts Center are just two attractions that lure visitors to this fantastic city, so add them to your itinerary.

Where should I stay when visiting Great Barrington?

If you're after someplace comfortable to lay your head, check out the Quality Inn. It's the top pick for many travelers.