Romantic Hotels in Great Barrington, Massachusetts

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Check availability on Great Barrington Romantic Hotels

Tonight
Jul 5 - Jul 6
Tomorrow
Jul 6 - Jul 7
Next weekend
Jul 11 - Jul 13
In two weeks
Jul 18 - Jul 20

Top Great Barrington Romantic Hotels

Gedney Farm
Front of property

Gedney Farm

3.5 star property
9.2 out of 10, Wonderful, (120)
"Great staff. Quiet.. and an excellent chef! Unique property and well worth it!"
Gedney Farm
Manor House Inn
Interior detail

Manor House Inn

3.0 star property
9.2 out of 10, Wonderful, (135)
"Excellent bed and breakfast, room was clean and comfortable."
The price is P16,651
P18,483 total
includes taxes & fees
Jul 10 - Jul 11
Manor House Inn
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (112)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
The price is P9,352
P10,755 total
includes taxes & fees
Jul 14 - Jul 15
Blackberry River Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (809)
"Staff was welcoming and informative "
The price is P6,940
P7,752 total
includes taxes & fees
Jul 13 - Jul 14
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Gateways Inn & Restaurant
Iron/ironing board, free WiFi, bed sheets

Gateways Inn & Restaurant

3.0 star property
7.8 out of 10, Good, (188)
"Very well kept property, nice restaurant and is in a great area"
The price is P19,414
P22,656 total
includes taxes & fees
Jul 6 - Jul 7
Gateways Inn & Restaurant
The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (314)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is P11,420
P12,756 total
includes taxes & fees
Jul 15 - Jul 16
The Dewey
Whistler's Inn Bed & Breakfast
Property grounds

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (475)
"All was just as advertised and the family/staff was friendly and helpful. "
The price is P9,159
P10,231 total
includes taxes & fees
Jul 7 - Jul 8
Whistler's Inn Bed & Breakfast
The Constance by the Lenox Collection
Free WiFi, bed sheets

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (484)
"Had a fantastic stay, love this property. Cant wsit to go back"
The price is P10,056
P11,233 total
includes taxes & fees
Jul 15 - Jul 16
The Constance by the Lenox Collection
Brook Farm Inn
Front of property

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (152)
"This is a charming and very pleasant place to stay."
Brook Farm Inn
The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"I had excellent stay at the Red Lion Inn "
The price is P12,357
P16,324 total
includes taxes & fees
Aug 4 - Aug 5
The Red Lion Inn
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

Searching for romantic hotels in Great Barrington?
If you and your partner need some romantic time away, we've got just the ticket. Our guests also love Great Barrington for its hiking, skiing, and array of dining options. If you want to explore the area, you might head to Housatonic River Walk, Housatonic River, or Mahaiwe Performing Arts Center. If you're interested in staying near a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list.
What's the best hotel for a romantic vacation to Great Barrington?
Gedney Farm is a favorite hotel for couples, and features a garden-view restaurant and wedding services.
How many romantic hotels will we find in Great Barrington?
Expedia has 28 romantic Great Barrington hotels for you to get cozy in.
When is the best time of year for a romantic getaway to Great Barrington?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Great Barrington: The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Great Barrington are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Great Barrington?
There's nothing better than seeing a new destination with your sweetheart, so consider taking time to discover all that Great Barrington has to offer. Couples looking for a little of everything will enjoy Great Barrington for its live music, theater scene, and restaurants. You might consider a visit to Housatonic River Walk, Housatonic River, or Mahaiwe Performing Arts Center.
What's the best way to get to Great Barrington and around town during my romantic getaway?
This information about transportation options in Great Barrington might help your romantic trip get off to a smooth start: If you're looking to fly to Great Barrington, the closest major airport is Pittsfield, MA (PSF-Pittsfield Municipal), located 16.2 mi (26.1 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.