Romantic Hotels & Resorts in Great Barrington from NZ$582

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Check availability on Great Barrington Romantic Hotels

Tonight
29 Jul - 30 Jul
Tomorrow
30 Jul - 31 Jul
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Best Great Barrington Romantic Hotels

Blackberry River Inn
Cozy living room with a traditional fireplace, armchairs, and a sofa, perfect for relaxing.

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (120)
"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 NZ$318
includes taxes & fees
4 Aug - 5 Aug
Blackberry River Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Dine in style with a long table set for a memorable meal, surrounded by cushioned chairs and large windows offering a view of the outdoors.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (838)
"I like this place a lot and have stayed here many times over the years. Comfortable stay at a reasonable price at a convenient location in Pittsfield. "
The price is NZ$241
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (316)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is NZ$378
includes taxes & fees
26 Aug - 27 Aug
The Dewey
Perfect Vacation Get Away - Historical New Marlborough
Enjoy al fresco dining and socializing in this serene outdoor patio area surrounded by lush greenery and trees.

Perfect Vacation Get Away - Historical New Marlborough

9.4 out of 10, Exceptional, (55)
"Lovely place!"
The price is NZ$436
includes taxes & fees
31 July - 1 Aug
Perfect Vacation Get Away - Historical New Marlborough
The Red Lion Inn
Relax by the serene pool surrounded by lounge chairs and umbrellas.

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1011)
"I had excellent stay at the Red Lion Inn "
The price is NZ$428
includes taxes & fees
25 Aug - 26 Aug
The Red Lion Inn
Interlaken Inn & Resort
Relax on the deck with a swing chair and a comfortable cushioned chair, taking in the serene views of the water and forest.

Interlaken Inn & Resort

3.5 star property
8.2 out of 10, Very good, (254)
"nice area and close to the school we will visit. Hope we can be enrolled：）"
The price is NZ$483
includes taxes & fees
5 Aug - 6 Aug
Interlaken Inn & Resort
Berkshire Village Carriage House - Super Private!!
Enjoy cooking in this well-equipped kitchen with a central island, sink, and ample seating for two.

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (253)
"great place for "
The price is NZ$490
includes taxes & fees
31 July - 1 Aug
Berkshire Village Carriage House - Super Private!!
The Constance by the Lenox Collection
Situated in a tranquil setting, The Whittock offers a traditional home with a covered front porch and mature trees surrounding the property.

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (503)
"Property was excellent "
The price is NZ$327
includes taxes & fees
26 Aug - 27 Aug
The Constance by the Lenox Collection
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Charming cottage with a turquoise door, small window, and potted plants.

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

10.0 out of 10, Exceptional, (88)
"Enjoyed staying"
The price is NZ$440
includes taxes & fees
18 Aug - 19 Aug
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Brook Farm Inn
Relax in this inviting room with a comfortable bed, fireplace, and thoughtful amenities.

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (155)
"Maureen and her lovely staff operate a first class B&B. Thoughtful amenities and conveniences, clean and comfortable. Amazing home cooked breakfast, both plentiful and delicious. Thank you"
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.

Top Great Barrington Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Great help. Everything perfect"
Martha 4-night trip
Posted 4 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Miranda at the front desk was beyond accommodating. My mom and I enjoyed our stay in this historic hotel!"
Elana 1-night trip
Posted 8 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.
What's the best hotel for couples in Great Barrington?
Gedney Farm is a favourite hotel for couples, and features a garden-view restaurant and wedding services.
How many romantic hotels will we be able to find in Great Barrington?
Expedia has 28 romantic Great Barrington hotels for you to get cosy 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, 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.