Search Romantic Hotels in Great Barrington

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Check availability on Great Barrington Romantic Hotels

Tonight
6 Nov - 7 Nov
Tomorrow
7 Nov - 8 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

Top Great Barrington Romantic Hotels

Front of property
Gedney Farm
Gedney Farm
3.5 star property
9.2 out of 10, Wonderful, (132)
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
Gedney Farm
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very good, (941)
"Enjoyable stay. Staff were very nice. "
United States
Claire
The price is ฿3,175
฿3,546 total
includes taxes & fees
21 Nov - 22 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.2 out of 10, Wonderful, (1000)
"Great place. Friendly staff and very well located. Great breakfast options. "
United States
Abiezer
The price is ฿3,287
฿3,671 total
includes taxes & fees
18 Nov - 19 Nov
The Yankee, Trademark Collection by Wyndham
Interior
Berkshires Untold
Berkshires Untold
3.5 star property
9.0 out of 10, Wonderful, (791)
"Easy parking, great community spaces, beautiful decor! "
United States
Kerry
The price is ฿3,001
฿3,353 total
includes taxes & fees
23 Nov - 24 Nov
Berkshires Untold
Outdoor pool, pool loungers
The Red Lion Inn
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1000)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is ฿4,860
฿6,876 total
includes taxes & fees
13 Nov - 14 Nov
The Red Lion Inn
Library
Blackberry River Inn
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (154)
"The highlight of our 10 day trip through the northeast"
United States
bruce
The price is ฿5,324
฿6,123 total
includes taxes & fees
1 Dec - 2 Dec
Blackberry River Inn
Porch
Interlaken Inn & Resort
Interlaken Inn & Resort
3.5 star property
8.2 out of 10, Very good, (268)
"Super clean and comfortable stay."
United States
Padgett
The price is ฿7,282
฿8,374 total
includes taxes & fees
23 Nov - 24 Nov
Interlaken Inn & Resort
Loft, Private Bathroom (Skylight Loft) | 1 bedroom, premium bedding, iron/ironing board, rollaway beds
Brook Farm Inn
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (162)
"This is our second stay at the Brook Farm Inn and we enjoyed it just as much as our first stay! Maureen and Joe are fantastic inn keepers. They are polite, full of knowledge and provide a wonderful experience. Our room was cozy and comfortable. The breakfast was delicious. We couldn’t ask for a better weekend away! "
United States
John
Brook Farm Inn
Balcony
The Nest Hudson
The Nest Hudson
3.5 star property
9.6 out of 10, Exceptional, (207)
"What a beautiful stay right in the heart of Hudson. Cute, cozy, super clean with everything you need! "
United States
Kseniya
The Nest Hudson
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.
View all properties

Top Great Barrington Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"We truly enjoyed our stay. Our room was spacious, beds comfy and the charm and history of the inn is truly enchanting. "
Lori 1-night trip
Posted 4 days ago
The Red Lion Inn

Frequently asked questions

Searching for romantic hotels in Great Barrington?
If you and your partner need a romantic holiday, 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 neighbourhood or distance to top sights, so you and your partner will get to see everything on your list.
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, take a look at these details about year-round temperatures in Great Barrington: The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Great Barrington are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in Great Barrington?
There's nothing better than experiencing 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, theatre 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 in Pittsfield, MA (PSF-Pittsfield Municipal), located 16.2 mi (26.1 km) from the city centre. If you'd like to venture out around the area, consider renting a car to explore more sights.