Great Barrington Vacations

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Find the Best Great Barrington Vacation Packages

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 AED 247 per night from Apr 15 to Apr 16
AED 247
AED 275 total
includes taxes & fees
15 Apr - 16 Apr
8.2/10 Very Good! (1,005 reviews)
"We like Great Barrington. This is a great location. This is a great value.. We will be back."

Reviewed on 29 March 2025

Quality Inn
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 AED 529 per night from Apr 3 to Apr 4
AED 529
AED 591 total
includes taxes & fees
3 Apr - 4 Apr
9.2/10 Wonderful! (692 reviews)
"Lovely receptionist"

Reviewed on 20 March 2025

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Little Lion
The Little Lion
3 out of 5
506 Stockbridge Road, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is AED 312 per night from Apr 14 to Apr 15
AED 312
AED 349 total
includes taxes & fees
14 Apr - 15 Apr
8.6/10 Excellent! (475 reviews)
"Enjoyed it alot"

Reviewed on 27 February 2025

The Little Lion
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.

Frequently asked questions

How much does a Great Barrington vacation package cost?
Offering excellent value package deals on Expedia, you’ll be thrilled with how little a vacation to Great Barrington costs! Expedia’s packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Great Barrington?
If you’d like to snag a cheap Great Barrington vacation package, consider visiting in March, April and November. You’ll generally find better prices on hotels and airfares during these months — ideal for travelers wishing to save money.
How to find the best Great Barrington package deals?
Use Expedia’s handy filters to find some unbeatable Great Barrington package deals. When you begin your search, just set your maximum budget and then order the results by “Price: low to high.” If you’re looking to save, plan your escape for midweek, or look for Great Barrington package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it’s typically best to book your vacation package well in advance.
Is it cheaper to book a Great Barrington vacation as a package?
You can enjoy significant savings on your Great Barrington escape by booking a personalized vacation package. Check the “Package” heading, then select your travel dates and destination to browse the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Great Barrington?
If you’ve got your Great Barrington travel dates confirmed, book as early as you can to score some outstanding deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for quick escapes.
How to plan a trip to Great Barrington?

  1. Pick the best time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to go to Great Barrington.
  2. Set your budget: Factor in costs such as flights, transportation and food when working out how much to set aside for your trip to Great Barrington. Then, choose a hotel that fits your budget, whether that’s a low-cost stay or a lavish getaway.
  3. Decide how long to go for: Now that you know more about Great Barrington, you can figure out the ideal length of your break. Put together a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that’s left is to find a Great Barrington vacation package that brings all your bookings together.

Discover the most popular places to visit in Great Barrington