Stockbridge Hotel Guide - Romantic Hotels in Stockbridge, Massachusetts

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Check availability on Stockbridge Romantic Hotels

Top Stockbridge Romantic Hotels

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Enjoy meals in this inviting dining room with a large table, comfortable chairs, and ample natural light.

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is €453
includes taxes & fees
21 Jul - 22 Jul
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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, (1001)
"I had excellent stay at the Red Lion Inn "
The price is €226
includes taxes & fees
22 Jul - 23 Jul
The Red Lion 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.

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.