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
$358 nightly
The price is $399 total per night
$399 total
Sep 28 - Sep 29
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
$209 nightly
The price is $233 total per night
$233 total
Sep 30 - Oct 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 | 1,345 hotels |
|---|---|
Lowest Price | $233 |
Highest Price | $399 |
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
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
5 out of 5
Posted 2 weeks ago
Travelocity Verified Review
"My stay at Diane’s bed and breakfast was absolutely wonderful. Diane herself is incredibly warm, welcoming, and genuinely informative — she made the entire experience feel personal and cared for. The room was quaint, cozy, and charming in that classic New England way, with comfortable beds, plenty of towels, and a generous selection of bath amenities that made settling in effortless. Breakfast was a standout: a truly amazing cook‑to‑order meal that felt both homemade and high‑end. Every dish was fresh, delicious, and clearly prepared with pride. Parking was plentiful and convenient, making arrival and departure stress‑free. Overall, this B&B is a gem — comfortable, inviting, and thoughtfully run. I’d happily return and recommend it to anyone looking for a relaxing stay."
A verified traveler stayed at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood