Great Barrington Vacation Packages

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Your Great Barrington Vacation

Say goodbye to the worries of planning and hello to a Great Barrington vacation package. With the finer details organized before you take off, you can focus on discovering the best of this city, starting with Canann Village Historic District, which is good for dining, culture and shopping. Fill your spare time with visits to Ski Butternut, Housatonic River Walk and Lake Buel, some of the things you simply have to see during a trip to Great Barrington. Expedia is here to help you escape the everyday. Tailor your vacation to Great Barrington to suit your travel style, whatever that may be!

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 CA $116 per night from Apr. 25 to Apr. 26
CA $116
CA $130 total
includes taxes & fees
Apr 25 - Apr 26
8/10 Very Good! (1,000 reviews)
"It was a nice stay and it was clean"

Reviewed on Apr. 1, 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 CA $92 per night from Apr. 21 to Apr. 22
CA $92
CA $102 total
includes taxes & fees
Apr 21 - Apr 22
8.8/10 Excellent! (582 reviews)
"Very serviceable. Basic, clean room with some amenities. Room was comfortable but if you are looking for fancy, this is not it. Appreciated that there was a refrigerator and microwave which are always handy on a road trip. Everything was neat and clean, bed was comfortable and pillows were good. ..."

Reviewed on Apr. 17, 2024

Monument Mountain Motel
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Apr. 21 to Apr. 22
CA $209
CA $234 total
includes taxes & fees
Apr 21 - Apr 22
9.2/10 Wonderful! (643 reviews)
Divine Mercy Sunday
"My family and I went to a religious event. The hotel staff was aware of the event; they were very welcoming. Customer service was amazing; continental breakfast was great!"

Reviewed on Apr. 12, 2024

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
See all 1,437 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.

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Frequently asked questions

How much does a Great Barrington vacation package cost?
Perhaps less than you might think — from a low , 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

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

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

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