Romantic Hotels in Stockbridge, MA
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Stockbridge Romantic Getaways & Hotels

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
$335 nightly
The price is $374 total per night
$374 total
Mar 20 - Mar 21
Total with taxes and fees
Indulge in a romantic getaway at this upscale bed & breakfast, which offers a garden, a lobby fireplace, and luxury bedding. Couples will love the terrace and ...

The Red Lion Inn
30 Main Street Stockbridge MA
Free Cancellation
Reserve now, pay when you stay
$165 nightly
The price is $185 total per night
$185 total
Mar 31 - Apr 1
Total with taxes and fees
Indulge in a romantic getaway at this historic hotel, where you'll find spa services, al fresco dining, and a garden. Couples will love the lobby fireplace and ...
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.
Stockbridge hotels essential information
Accommodation | 1,346 hotels |
|---|---|
Lowest Price | $185 |
Highest Price | $374 |
Popular hotels | The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, The Red Lion Inn |
Recent Stockbridge hotel reviews by fellow wanderers

Vacation Village in the Berkshires
3 out of 5
Posted 7 hours ago
Travelocity Verified Review
"Looks way better in person than the pictures. Still old and dated but not as spooky as the pictures seem.
They don't tell you this at all, just expect you to read a packet - there is no housekeeping, no nothing. You are supposed to take your own trash out. They also do not really clean the room beforehand because there was trash leftover from the previous person. It's basically a rental home. Maybe I missed a description but do not expect this to be your standard hotel type setting.
Also, request a second floor room. We had someone above us who sounded like they were wearing their ski boots, thumping around the entire room non stop, through midnight and then restarted again at 6am. The hotel did not do any thing. We got zero sleep our last night and this entire experience has left a sour taste in my mouth.
Outside of the convenience of the location, there is zero reason to really want to come back... you can't beat the price but don't expect anything but the basics. "
A verified traveler stayed at Vacation Village in the Berkshires
More ways to wander Stockbridge
Explore More Ways to Travel with Travelocity
- Hotels near Berkshire Mountain Country Store
- Hotels near National Shrine of the Divine Mercy
- Hotels near Naumkeag Museum
- Hotels near Shakespeare and Company
- Hotels near Berkshire Botanical Garden
- Apartments in Lenox
- B&B in Lenox
- Cottages in Lenox
- Extended Stay Hotels in Lenox
- Boutique Hotels in Lenox
- Kid Friendly Hotels in Lenox
- Gay Friendly Hotels in Lenox
- Golf Resorts & in Lenox
- Historic Hotels in Lenox
- Hotels with Balconies in Lenox
- Hotels with Bar in Lenox
- Hotels with Hot Tubs in Lenox
- Hotels with an Indoor Pool in Lenox
- Hotels with smoking rooms in Lenox
- Pet Friendly Hotels in Lenox
- Romantic Getaways & Hotels in Lenox
- Hotels with Shopping in Lenox
- Hotel Wedding Venues Hotels in Lenox
- Winery Hotels in Lenox
- Lenox Hotels
- Resorts in Lenox
- Hotels near The Mount
- Hotels near Frelinghuysen Morris House and Studio
- Hotels near Chesterwood
- Apartments in South Lee
- Extended Stay Hotels in South Lee
- Hotels with Pools in South Lee
- Romantic Getaways & Hotels in South Lee
- South Lee Hotels
- Vacation Homes in South Lee
- Villas in South Lee
- B&B in Housatonic
- Cabins in Housatonic
- Cottages in Housatonic
- Housatonic Hotels
- Inns in Housatonic
- Rv Parks in Housatonic
- Hotels near Tanglewood Music Center
- Hotels near Norman Rockwell Museum
- Hotels near Greenock Country Club
- B&B in West Stockbridge
- Cabins in West Stockbridge
- Cottages in West Stockbridge
- Extended Stay Hotels in West Stockbridge
- Hotels with Hot Tubs in West Stockbridge
- Pet Friendly Hotels in West Stockbridge
- West Stockbridge Hotels
- Inns in West Stockbridge
- Vacation Homes in West Stockbridge
- Villas in West Stockbridge
- Hotels near Ventfort Hall Mansion and Gilded Age Museum
- Hotels near Wyndhurst Golf & Club
- Hotels near Animagic Museum of Animation
- Hotels near Lee Premium Outlets
- 4 Star Hotels in Lee
- Apartments in Lee
- B&B in Lee
- Cabins in Lee
- Chalets in Lee
- Condos in Lee
- Cottages in Lee
- Extended Stay Hotels in Lee
- Beach Resorts & in Lee
- Kid Friendly Hotels in Lee
- Golf Resorts & in Lee
- Hotels with Pools in Lee
- Hotels with Free Parking in Lee
- Hotels with Hot Tubs in Lee
- Pet Friendly Hotels in Lee
- Romantic Getaways & Hotels in Lee
- Ski Resorts and in Lee
- Spa Resorts & in Lee
- Hotel Wedding Venues Hotels in Lee
- Wyndham Hotels in Lee
- Lee Hotels
- Inns in Lee
- Lodges in Lee
- Motels in Lee
- Vacation Homes in Lee
- Resorts in Lee



