Romantic Hotels & Resorts in Stockbridge from AU$196

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Check availability on Stockbridge Romantic Hotels

Best Stockbridge Romantic Hotels

Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (124)
"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 AU$289
includes taxes & fees
2 Sept - 3 Sept
Blackberry River Inn
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1007)
"Wonderful place to stay"
The price is AU$229
includes taxes & fees
8 Sept - 9 Sept
The Yankee, Trademark Collection by Wyndham
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (857)
"Consistently a clean room with welcoming staff."
The price is AU$196
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1004)
"Loved our visit"
The price is AU$385
includes taxes & fees
18 Aug - 19 Aug
The Red Lion Inn
Perfect Vacation Get Away - Historical New Marlborough
Property grounds

Perfect Vacation Get Away - Historical New Marlborough

9.4 out of 10, Exceptional, (55)
"Lovely place!"
Perfect Vacation Get Away - Historical New Marlborough
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (51)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
The price is AU$390
includes taxes & fees
18 Aug - 19 Aug
Harbour House Inn
Brook Farm Inn
Loft, Private Bathroom (Skylight Loft)

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (156)
"Wonderful cozy and warm feel. Property, location and service are all excellent."
Brook Farm Inn
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Exterior

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

9.8 out of 10, Exceptional, (18)
"The condo was clean and well located for easy access to the mountain. We were there for tri-state races and having easy acass to the mountain was exactly what we needed for a fun weekend. We would stay here again."
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Fridge, microwave, oven, stovetop

2 Bed Berkshire Apt minutes to Jiminy Peak Ski

8.2 out of 10, Very good, (11)
"The apartment is cozy, clean, and perfect for visiting Jiminy Peak."
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
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 Stockbridge Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"This Vacation Village is amazing, returning this week for a little time away. Stayed last week for work and came home and planned a 3 day trip based on the location. "
Andrea 1-night trip
Posted 4 days ago
Vacation Village in the Berkshires
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"We love the Red Lion. And had two excellent meals around our trips to Tanglewood concerts. We stayed at the Stevens house room 184. Sunny, sweet, fridge downstairs was helpful to store picnic items/wine. But the bed is soft and the bathtub was plastic insert which was unexpected for the cost per night, but more so the smell of mildew. "
Anonymous traveller 2-night trip
Posted 5 days ago
The Red Lion Inn

Frequently asked questions

Searching for romantic hotels in Stockbridge?
If you and your partner need a romantic escape, we've got just the ticket. Our guests also enjoy Stockbridge for its bars and historic landmarks. You might consider checking out some of the nearby sights and attractions such as Naumkeag Museum, National Shrine of the Divine Mercy or Norman Rockwell Museum. If you're interested in staying near a certain attraction, you can sort by neighbourhood or distance to top sights, so you and your partner will get to see everything on your list.
What's the best accommodation for a romantic getaway to Stockbridge?
The Red Lion Inn is a favourite hotel for couples, and features Frette Italian sheets and 24-hour room service. Another choice for a stay with your sweetheart is The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood.
How many romantic hotels should we expect to find in Stockbridge?
Expedia has 6 romantic Stockbridge hotels for you both to enjoy.
When is the best time of year for a romantic getaway to Stockbridge?
If you're hoping to get lost in the rain on your romantic getaway, take a look at these details about year-round temperatures in Stockbridge: 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 -3°C. The snowiest months in Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in Stockbridge?
There's nothing better than experiencing a new destination with your sweetheart, so consider checking out all there is to see and do in Stockbridge. If you're hoping to see some of the area's cultural attractions, you'll enjoy Stockbridge for its historic landmarks. You might think about stopping by Naumkeag Museum, National Shrine of the Divine Mercy or Norman Rockwell Museum while you're seeing the sights.
What's the best way to get to Stockbridge and around town during my romantic getaway?
These transportation options in Stockbridge might help your romantic trip get off to a smooth start: If you're looking to fly to Stockbridge, the closest major airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 9.6 mi (15.5 km) from the city centre. If you'd like to explore around the area, you may want to rent a car for your trip.