Great Barrington Vacations from US$438

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Your Great Barrington Vacation

Our Great Barrington vacation packages give you the power to customize your own adventure. Tailor your journey to your needs and interests and make the most of your time in this exciting city. Fill your schedule with visits to Ski Butternut, Housatonic River Walk and Mahaiwe Performing Arts Center, some of the attractions you just have to see during your trip to Great Barrington. Stop dreaming and start doing. Explore the broad range of options on Expedia today and put your Great Barrington vacation plans in motion!

The Latest Great Barrington Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Parker Inn & Suites

The Parker Inn & Suites

3.5 out of 5
Seward Place
per person
Aug 23 - Aug 26
found 24 hours ago
Roundtrip non-stop flight included
Chattanooga (CHA) to Albany (ALB)
7.6/10 Good! (429 reviews)
I just needed a bed for the night, as I was in Schenectady for a wedding. I read good reviews from the past, and recent bad reviews, but stayed here anyway. The room was fine. Bed, comfortable. Microwave, and mini fridge (Slightly cold).The shower, large, but the shower head is terrible. No pressure… seems they are under renovation, and trying to make things better. AC not working, but fan provided. One man running everything, (He was very nice when he was actually there…), but Front desk often vacant. Only a cell phone number to call, and you may get no answer… No bar, breakfast, ice or coffee (yet). Still, I liked my room, and would stay here again. Less expensive than other nearby hotels. Great location, right next to Proctors Theater, restaurants, and Sunday large Farmers Market across the street.

Reviewed on 26 Aug 2022

Hilton Garden Inn Albany Airport

Hilton Garden Inn Albany Airport

3 out of 5
per person
Aug 23 - Aug 26
found 24 hours ago
Roundtrip non-stop flight included
Chattanooga (CHA) to Albany (ALB)
7.8/10 Good! (1,009 reviews)
Not bad! Especially for the price

Reviewed on 30 May 2024

Hampton Inn Albany-Wolf Road (Airport)

Hampton Inn Albany-Wolf Road (Airport)

2.5 out of 5
per person
Aug 23 - Aug 26
found 24 hours ago
Roundtrip non-stop flight included
Chattanooga (CHA) to Albany (ALB)
8.6/10 Excellent! (1,001 reviews)
Very comfortable and filling breakfast.

Reviewed on 10 May 2024

Fairfield Inn & Suites by Marriott Albany Downtown

Fairfield Inn & Suites by Marriott Albany Downtown

3 out of 5
Downtown Albany
per person
Aug 23 - Aug 26
found 24 hours ago
Roundtrip non-stop flight included
Chattanooga (CHA) to Albany (ALB)
8.6/10 Excellent! (1,001 reviews)
The property could be cleaner, the staff was great

Reviewed on 26 May 2024

Hampton Inn & Suites Albany Airport

Hampton Inn & Suites Albany Airport

2.5 out of 5
per person
Aug 23 - Aug 26
found 24 hours ago
Roundtrip non-stop flight included
Chattanooga (CHA) to Albany (ALB)
8.4/10 Very Good! (1,171 reviews)
Clean, prompt, well managed

Reviewed on 30 May 2024

Great Barrington Essential Information

Language
English
Currency
U.S dollars
Population
2,200
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Norman Rockwell Museum, Ski Butternut and Bash Bish Falls State Park

Great Barrington Hotel Deals

Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is $104 per night from Jun 9 to Jun 10
$104
$116 total
includes taxes & fees
9 Jun - 10 Jun
8/10 Very Good! (1,002 reviews)
"Clean and friendly staff"

Reviewed on 30 May 2024

Quality Inn
Monument Mountain Motel
Monument Mountain Motel
2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is $90 per night from Jun 2 to Jun 3
$90
$101 total
includes taxes & fees
2 Jun - 3 Jun
8.8/10 Excellent! (598 reviews)
"Motel was very clean, very nice staff, didn’t have any tissues left in the box, only about 3 pieces then empty. Sadly the room we were in the bed was not comfortable… sunk in the middle, could not get comfortable, did not get much sleep."

Reviewed on 25 May 2024

Monument Mountain Motel
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires
2 out of 5
400 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is $75 per night from Jun 2 to Jun 3
$75
$84 total
includes taxes & fees
2 Jun - 3 Jun
7.4/10 Good! (459 reviews)
"No amenities but that didn’t matter to us. Just needed a clean and quiet place for the night. I would stay here again"

Reviewed on 24 May 2024

Travelodge by Wyndham Great Barrington Berkshires
See all 1,419 properties in Great Barrington
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.

Great Barrington Ski Vacation Packages

Do it your way with one of our Great Barrington ski vacation packages. Whether you're after an adrenaline-filled adventure, some respite at altitude or a bit of both, your ultimate getaway begins with Expedia. Travel to Great Barrington between December and March and choose from about 22 runs operating at this renowned ski spot in United States of America. Make your way to a beginners' area and hone your skills before going downhill skiing. If you need some extra gear, you can rent it at the ski village. When it's time to hang up your skis, head on over to the resort's day spa. It's the perfect way to recharge your batteries following hours of endless fun. A family ski vacation in Great Barrington is a wonderful opportunity to enjoy new things with your gang. Once you've all honed your skiing technique, be sure to go snowboarding and tobogganing.

How To Get Around

Pick up one of Expedia's Great Barrington vacation packages and your next unforgettable adventure is just a flight away. After landing at Albany International Airport, it's one hour to reach this terrific ski destination. It takes 10 minutes to arrive at the runs from the middle of Great Barrington, and parking is free. If you're driving during winter, tire chains are recommended. Save big bucks on your ski vacation when you bundle your bookings. Select from a season-pass ticket or a full-day ticket, then combine your hotel, flights and a car rental into a package to get the cheapest price possible. Scroll through our Great Barrington ski package deals for some ideas.

Great Barrington Ski Accommodations

Expedia also has your back if you'd prefer a vacation package that includes a hotel. You'll find 2 lodging options in and around Great Barrington where you can rest up after an energetic day on the snow. Here are our best picks:

For even more inspiration, browse Expedia's entire selection of Great Barrington accommodations and start planning your ski vacation!

Great Barrington Resort Ski Info

Average yearly snowfall
10 ft
Elevation of lowest ski lift
820 ft
Cost of 1-day lift pass
Under $75
Easy runs
8
Moderate runs
8
Advanced runs
6
Longest run
1.5 mi

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Great Barrington vacation package cost?
Perhaps less than you might think — from a low US$438, in fact! By bundling flights, hotels and car rentals into a custom-built package, your getaway to Great Barrington is just a few clicks away.
How do I get a cheap travel package to Great Barrington?
Combine your hotels and flights, add extras such as activities, and save with a Great Barrington vacation package. You won’t just score big discounts on your trip — you’ll have loads of choice at your fingertips too. When you book through Expedia, you can choose from more than 550 airlines and 1,000,000 properties globally. Your next grand adventure starts right here, right now!
Where should I stay in Great Barrington?
It makes sense to stay near the action. Many travelers like to book hotels within easy reach of top sights, like Ski Butternut, Housatonic River Walk and Lake Buel.
What are the top hotels in Great Barrington?
If it’s your first visit to Great Barrington, make a reservation at 2 - Nestled Minutes From Main Street or Stunning Luxury Berkshire Home With Pool. Both have good amenities and are favorites with many savvy travelers.
How far in advance should I book my Great Barrington vacation?
Travelers are generally able to compare international airfares on Expedia within 12 months of the departure date. Booking at the last minute? With a bit of luck, it’s still possible to nab a cheaper ticket only weeks before your flight.
What does an Expedia Great Barrington travel package include?
Hotels, flights and a cool car for all your road trip adventures. Simply mix and match your preferred bundle and get access to incredible deals. Once you’ve made your booking, add on a couple of activities and tours and watch your savings pile up. When it comes to creating your Great Barrington getaway, you’re the one in control!
What should I know before booking a Great Barrington travel package?
You can look forward to saving with an Expedia travel package. Bundle your flights, rental cars and hotels and score exciting discounts. You’re not restricted to hotels, though. Book with us and choose from island villas, cabins in the mountains and even castles and houseboats!
Can I choose my airline with a Great Barrington Expedia vacation package?
You can, and with over 550 airlines to select from throughout the world, you have loads of choice. Browse the available options and see which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Great Barrington vacation package?
We get that life doesn’t always go according to plan. If you’ve booked a Great Barrington vacation package and need to cancel or amend it, we can help. It’s always worth browsing our Customer Service Portal first for information. But generally speaking, if you’ve booked your package in the last 24 hours, you may be able to amend or cancel your itinerary for free. If it’s more than 24 hours, your airline, hotel or car rental company may impose a fee.

Discover the most popular places to visit in Great Barrington

Image for Ski Butternut

Ski Butternut

4.5/5(37 reviews)

Hit the slopes in Great Barrington with a visit to Ski Butternut. While you're in the area, stroll along the lakeside.

Ski Butternut
Image for Housatonic River Walk

Housatonic River Walk

4/5(2 reviews)

You can take time to visit Housatonic River Walk during your travels to Great Barrington. Experience the area's theater scene and live music.

Housatonic River Walk
Image for Mahaiwe Performing Arts Center

Mahaiwe Performing Arts Center

You can enjoy a show at Mahaiwe Performing Arts Center on your trip to Great Barrington. While you're here, you can savor the top-notch restaurants.

Mahaiwe Performing Arts Center

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.