Great Barrington Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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!

Top Great Barrington Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Albany-Wolf Road (Airport)

Hampton Inn Albany-Wolf Road (Airport)

2.5 out of 5
Price was CA $1,521, price is now CA $1,300 per person
CA $1,300
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Albany (ALB)
8.6/10 Excellent! (1,005 reviews)
Good tree an overnight stay

Reviewed on Sep. 1, 2025

Hotel Brookmere & Arbor Spa

Hotel Brookmere & Arbor Spa

4 out of 5
Price was CA $1,837, price is now CA $1,472 per person
CA $1,472
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Albany (ALB)
9/10 Wonderful! (106 reviews)
Fantastic experience

Reviewed on Sep. 1, 2025

27 Lincoln

27 Lincoln

2 out of 5
Price was CA $2,165, price is now CA $1,844 per person
CA $1,844
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Albany (ALB)
No reviews
Hilton Garden Inn Albany Airport

Hilton Garden Inn Albany Airport

3 out of 5
Price was CA $1,708, price is now CA $1,466 per person
CA $1,466
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Albany (ALB)
8/10 Very Good! (1,162 reviews)
Staff was inefficient and rude.

Reviewed on Aug. 31, 2025

La Quinta Inn & Suites by Wyndham Latham Albany Airport

La Quinta Inn & Suites by Wyndham Latham Albany Airport

3 out of 5
Price was CA $1,488, price is now CA $1,302 per person
CA $1,302
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Albany (ALB)
7.2/10 Good! (1,006 reviews)
Sub par for price paid

Reviewed on Aug. 24, 2025

Ready to book your vacation to Great Barrington?

 

Choose your dates

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 $127 per night from Sep 17 to Sep 18
CA $127
CA $142 total
Sep 17 - Sep 18
includes taxes & fees
Quality Inn
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
Fully refundable
The price is CA $170 per night from Sep 8 to Sep 9
CA $170
CA $190 total
Sep 8 - Sep 9
includes taxes & fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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 $207 per night from Sep 7 to Sep 8
CA $207
CA $232 total
Sep 7 - Sep 8
includes taxes & fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
See all 1,514 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Great Barrington

Lake Buel

Commune with nature and explore the great outdoors at Lake Buel during your travels in Great Barrington. While you're here, you can savor the top-notch restaurants.

Lake Buel

Lake Mansfield Park

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

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