A mountainous landscape with a lake and dense forests.

Find Romantic Hotels in West Stockbridge, MA

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Check availability on West Stockbridge Romantic Hotels

Tonight
26 Sep - 27 Sep
Tomorrow
27 Sep - 28 Sep
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

Our top choices for West Stockbridge romantic hotels

Garden
Superior Suite, Private Bathroom (Honeymoon - Pets Allowed)
Deluxe Suite, Private Bathroom (Garden - Pets Allowed) | Miscellaneous
Standard Apartment, Private Bathroom (Greylock - No Pets)

1. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Mervin
AED 657
AED 721 total
includes taxes & fees
1 Oct - 2 Oct
Shaker Mill Inn
Superior Room, 1 King Bed, Jetted Tub | Jetted tub
Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, sun loungers
42-inch flat-screen TV with cable channels, TV
View from room

2. The Yankee Inn

The Yankee Inn
Lenox
United States
William
AED 397
AED 443 total
includes taxes & fees
27 Oct - 28 Oct
The Yankee Inn
Lake
Lake
Lake
Exterior

3. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Ann M
AED 506
AED 565 total
includes taxes & fees
28 Sep - 29 Sep
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Property grounds
Exterior
Outdoor pool, sun loungers
Pub

4. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
James
AED 562
AED 810 total
includes taxes & fees
29 Sep - 30 Sep
The Red Lion Inn
Lobby lounge
Terrace/patio
Lobby
Interior

5. Berkshires Untold

Berkshires Untold
Lenox
United States
Drue
AED 514
AED 574 total
includes taxes & fees
28 Sep - 29 Sep
Berkshires Untold
In-room dining
Lobby
Room, 1 Queen Bed | Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)
Property amenity

6. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
United States
Anna
AED 256
AED 286 total
includes taxes & fees
25 Oct - 26 Oct
Econo Lodge Lee - Great Barrington
Exterior
Lobby
Exterior
Exterior

7. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United States
Rosann
AED 564
AED 647 total
includes taxes & fees
27 Oct - 28 Oct
The Cornell Inn, Lenox & The Berkshires
Aerial view
Library
Lobby sitting area
Free daily buffet breakfast

8. Inn at Silver Maple Farm

Inn at Silver Maple Farm
East Chatham
United States
Jody
AED 786
AED 880 total
includes taxes & fees
28 Sep - 29 Sep
Inn at Silver Maple Farm
Desk, laptop workspace, iron/ironing board (on request), WiFi (free)
Interior detail
Front of property
Standard Room, 1 Bedroom, Non Smoking (Room 5) | Desk, laptop workspace, iron/ironing board (on request), WiFi (free)

9. Granville House

Granville House
Housatonic
United States
Nicole
AED 823
AED 919 total
includes taxes & fees
27 Sep - 28 Sep
Granville House
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu
Garden
Classic Double Room, 2 Queen Beds, Courtyard View | Premium bedding, pillowtop beds, in-room safe, blackout drapes
Exterior

10. East Rock Inn

East Rock Inn
Great Barrington
United States
ERIK
AED 525
AED 587 total
includes taxes & fees
12 Oct - 13 Oct
East Rock Inn
View all properties

Top West Stockbridge Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"A most amazing place to stay! Has everything a hotel should have - we had a very large room! Great porch! We have stayed there several times."
Roger 1-night trip
Posted 12 hours ago
The Red Lion Inn
Shaker Mill Inn

Shaker Mill Inn

8/10 Good
"Clean room. Location is in small town. Quiet place. Get the feel of the Berkshires."
Robert 1-night trip
Posted 2 days ago
Shaker Mill Inn
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Even in the off season it was beautiful."
Karen 1-night trip
Posted 5 days ago
Jiminy Peak Mountain Resort

Frequently asked questions

Searching for romantic hotels in West Stockbridge?
Are you looking for a romantic vacation? Our guests also enjoy West Stockbridge for its restaurants and gardens. If you want to explore the area, you might head to Stockbridge Bowl, Charles H. Baldwin & Sons, or Ebenezer II Gifts and Antiques. If you're interested in staying near a certain attraction, you can sort properties by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to West Stockbridge?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in West 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 West Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in West Stockbridge?
There's nothing better than wandering around a new place with your sweetheart, so consider taking time to discover all there is to see and do in West Stockbridge. Couples looking to get out in nature will enjoy West Stockbridge for its gardens. You might think about stopping by Stockbridge Bowl, Charles H. Baldwin & Sons, or Ebenezer II Gifts and Antiques while you're seeing the sights.
What's the best way to get to West Stockbridge and around town during my romantic getaway?
This information about transportation options in West Stockbridge might help your romantic trip get off to a smooth start: Make your way to West Stockbridge with a flight to Pittsfield, MA (PSF-Pittsfield Municipal), which is the closest major airport located 7.4 mi (11.9 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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