Romantic Hotels in Stockbridge, Massachusetts

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Check availability on Stockbridge Romantic Hotels

Tonight
Jul 22 - Jul 23
Tomorrow
Jul 23 - Jul 24
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Top Stockbridge Romantic Hotels

Top Stockbridge Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"We could use the pool and other amenities available prior to our room being available. It was great to sit outside have dinner whilst listening to live music."
Mary 1-night trip
Posted 5 days ago
The Red Lion Inn
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"Everyone was very nice to us! "
Paul 2-night trip
Posted 2 months ago
Hampton Inn & Suites Berkshires-Lenox

Frequently asked questions

Searching for romantic hotels in Stockbridge?
If you and your partner need a romantic escape, we've got just the thing. 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'd like to stay close to a certain attraction, you can sort 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 couples in Stockbridge?
The Red Lion Inn is a favorite 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 can 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, check out these details about year-round temperatures in Stockbridge: 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 27°F. The snowiest months in Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Stockbridge?
There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover 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 go off without a hitch: If you're looking to fly to Stockbridge, the closest major airport is Pittsfield, MA (PSF-Pittsfield Municipal), located 9.6 mi (15.5 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.