Romantic Hotels & Resorts in Great Barrington from AU$159

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Check availability on Great Barrington Romantic Hotels

Best Great Barrington Romantic Hotels

Front of property
Gedney Farm
Gedney Farm
3.5 star property
9.2 out of 10, Wonderful, (130)
"Great property"
United States
Blair
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, (915)
"Enjoyable stay. Staff were very nice. "
United States
Claire
The price is AU$177
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Interior
Berkshires Untold
Berkshires Untold
3.5 star property
9.0 out of 10, Wonderful, (772)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is AU$159
includes taxes & fees
2 Nov - 3 Nov
Berkshires Untold
Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1017)
"Good breakfast King rooms are the best facing the mountains Recently remodeled "
United States
Susan M
The price is AU$217
includes taxes & fees
2 Nov - 3 Nov
The Yankee, Trademark Collection by Wyndham
Library
Blackberry River Inn
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (148)
"A wonderful facility, lovely breakfast and way way more than you would expect in every catagory."
United States
Steve
The price is AU$290
includes taxes & fees
27 Oct - 28 Oct
Blackberry River Inn
Front of property
The Constance by the Lenox Collection
The Constance by the Lenox Collection
3.5 star property
8.4 out of 10, Very good, (554)
"Very quiet and comfortable "
United States
Beth
The price is AU$217
includes taxes & fees
17 Nov - 18 Nov
The Constance by the Lenox Collection
Outdoor pool, pool loungers
The Red Lion Inn
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1016)
"Picture perfect Inn"
United States
jeff
The price is AU$310
includes taxes & fees
4 Nov - 5 Nov
The Red Lion Inn
Fridge, microwave, oven, stovetop
Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (261)
"We enjoyed our stay. Excellent location to explore Western Mass!"
United States
Charles D.
The price is AU$326
includes taxes & fees
28 Oct - 29 Oct
Berkshire Village Carriage House - Super Private!!
Porch
Interlaken Inn & Resort
Interlaken Inn & Resort
3.5 star property
8.2 out of 10, Very good, (266)
"The staff is courteous and accommodating especially the restaurant staff."
United States
Christian
The price is AU$396
includes taxes & fees
26 Oct - 27 Oct
Interlaken Inn & Resort
Loft, Private Bathroom (Skylight Loft)
Brook Farm Inn
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (161)
"Inn was gorgeous and staff exceptional!"
United States
Joyce
Brook Farm 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.
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Top Great Barrington Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"In a very nice annex suite."
Julia 2-night trip
Posted 3 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.