Book Guest Houses in Great Barrington
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Featured Guest Houses in Great Barrington
The Central Downtown Inn & Suites
20 W Housatonic St., Pittsfield, MA
The price is CA $160 per night
CA $160
CA $179 total
includes taxes & fees
24 Mar - 25 Mar
Stay at this 4-star guesthouse in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum are located nearby.
Pet-friendly
Parking included
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
The price is CA $215 per night
CA $215
CA $378 total
includes taxes & fees
23 Mar - 24 Mar
Stay at this guesthouse in North Granby. Enjoy a garden, concierge services, and patios. Popular attractions Town of Granby Preserve and Granby Land Trust Preserves are located nearby.
Air conditioning
Parking available
The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!
The price is CA $165 per night
CA $165
CA $346 total
includes taxes & fees
23 Mar - 24 Mar
Stay at this guesthouse in North Granby. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Lost Acres Vineyard and Kendall Stevens Preserve are located nearby.
Air conditioning
Parking available
9 Academy
9 Academy St, Salisbury, CT
The price is CA $671 per night
CA $671
CA $772 total
includes taxes & fees
14 Apr - 15 Apr
Stay at this 4-star guesthouse in Salisbury. Enjoy free WiFi, free parking, and a garden. Popular attractions Mount Frissell and Scoville Memorial Library are located nearby.
Parking included
Free WiFi
Hudson valley and The Berkshires Cottage
The price is CA $107 per night
CA $107
CA $423 total
includes taxes & fees
31 Mar - 1 Apr
Stay at this guesthouse in Hillsdale. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Catamount Aerial Adventure Park and Art et Industrie are located nearby.
Pet-friendly
Air conditioning
Renovated Private Guest House by Evergreen Home
Stay at this guesthouse in Great Barrington. Enjoy free WiFi, a garden, and patios. Popular attractions Art et Industrie and Lake Mansfield Park are located nearby.
Pet-friendly
Free WiFi
Guest House Sanctuary by Evergreen Home
Stay at this guesthouse in Becket. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Jacob's Pillow and Pyramid Lake are located nearby.
Free WiFi
Parking available
Jacob's Tanglewood Ranch
560 Stockbridge Rd, Lee, MA
Stay at this 3-star guesthouse in Lee. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Tanglewood Music Center and Greenock Country Club are located nearby.
Pet-friendly
Parking included
Vanderbilt Lakeside
161 Main St, Philmont, NY
Stay at this 3.5-star guesthouse in Philmont. Enjoy free breakfast, free WiFi, and free parking. Popular attractions High Falls Trail and Hudson Chatham Winery are located nearby.
Breakfast included
Parking included
1805 House Bed and Breakfast
775 Snydertown Road, Craryville, NY
Stay at this 3-star guesthouse in Craryville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Claverack Library and High Falls Trail are located nearby.
Breakfast included
Parking included
Don't see what you're looking for?
See all available properties in Great Barrington
View all propertiesLowest 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.
Top trending hotels in Great Barrington
East Rock Inn
304 State Rd, Great Barrington, MA
The price is CA $175 per night from Apr. 21 to Apr. 22
CA $175
CA $196 total
includes taxes & fees
21 Apr - 22 Apr
9.4/10 Exceptional! (24 reviews)
Great Barrington Guest Houses essential information
Accommodation | 11 Guest Houses |
|---|---|
Lowest Price | CA $95 |
Highest Price | CA $671 |
Popular accommodation | The Central Downtown Inn & Suites, A European Country Getaway ~ 1930s Stone Cottage In Connecticut!, The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!, 9 Academy , Hudson valley and The Berkshires Cottage, Renovated Private Guest House by Evergreen Home, Guest House Sanctuary by Evergreen Home, Jacob's Tanglewood Ranch, Vanderbilt Lakeside, 1805 House Bed and Breakfast , Chestnut Lodge |