Deals on vacations and trips to Great Barrington

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Great Barrington flight + hotel vacation packages

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

Albany Airport Inn

2.5 out of 5
Price was $509, price is now $436 per person
$436
per person
Dec 11 - Dec 14
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Free perks include buffet breakfast, free self parking, and an area shuttle.
Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $971, price is now $853 per person
$853
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A garden, a lobby fireplace, and a communal living room are also on offer.
Wilburton Inn

Wilburton Inn

3.5 out of 5
Price was $957, price is now $869 per person
$869
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
This hotel features an outdoor tennis court and a seasonal outdoor pool. Families will appreciate the picnic area and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.
Saratoga Casino Hotel

Saratoga Casino Hotel

4 out of 5
Price was $620, price is now $572 per person
$572
per person
Dec 24 - Dec 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
This smoke-free hotel features a casino, a nightclub, and a restaurant. Enjoy the indoor pool and perks like free self parking and a free area shuttle. You'll appreciate the 24-hour gym, bar/lounge, and snack bar/deli.
The White House Inn

The White House Inn

3.5 out of 5
Price was $809, price is now $749 per person
$749
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace and a garden are also provided.

Top Great Barrington hotels deals

Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Free Cancellation
$70 nightly
The price is $79 total per night
$79 total
Dec 1 - Dec 2
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.
Breakfast included
Parking included
Prospect Berkshires

Prospect Berkshires

3 out of 5
50 Prospect Lake Rd Egremont MA
$255 nightly
The price is $285 total per night
$285 total
Nov 30 - Dec 1
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
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

3 out of 5
249 Stockbridge Rd Great Barrington MA
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $160 total per night
$160 total
Nov 4 - Nov 5
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.
Pool
Breakfast included
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
415 Stockbridge Rd Great Barrington MA
Free Cancellation
$83 nightly
The price is $93 total per night
$93 total
Nov 30 - Dec 1
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
The Little Lion

The Little Lion

3 out of 5
506 Stockbridge Road Great Barrington MA
Free Cancellation
Reserve now, pay when you stay
$86 nightly
The price is $96 total per night
$96 total
Nov 1 - Nov 2
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.
Pet friendly
Parking included
Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd Great Barrington MA
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $74 total per night
$74 total
Nov 1 - Nov 2
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.
Parking included
Free WiFi
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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

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 $436. 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.

Photos of local treasures

Browse Great Barrington vacation photos for more inspiration

A row of parked cars along a street lined with brick buildings, including a sign for 'Vault Studio' and 'Hotpoint'.
A street lined with parked cars, trees, and buildings including a church and a bank.
A street scene with a restaurant named 'Baba Louie's' and a car parked on the side of the road.
A large stone church with a tall bell tower and arched windows.
A brick building with a white door, arched windows, and a clock tower.

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