Hotels with Air Conditioning in Stockbridge from $202
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Top Stockbridge Hotels with Air Conditioning

The Inn at Stockbridge
30 East Street Lee MA
$263 nightly
The price is $294 total per night
$294 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This bed & breakfast features an outdoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, ...

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
$414 nightly
The price is $462 total per night
$462 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast ...

The Red Lion Inn
30 Main Street Stockbridge MA
Free Cancellation
Reserve now, pay when you stay
$180 nightly
The price is $202 total per night
$202 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
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 | 1,344 hotels |
|---|---|
Lowest Price | $202 |
Highest Price | $462 |
Popular hotels | The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, The Inn at Stockbridge, The Red Lion Inn |
Recent Stockbridge hotel reviews by fellow wanderers

The Red Lion Inn
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"The best of the best
A definite destination and accommodations"
A verified traveler stayed at The Red Lion Inn





