Stockbridge Holidays
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Top hotels in Stockbridge
The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is 4.104.050 ₫ per night from 10 Mar to 11 Mar
4.104.050 ₫
5.744.891 ₫ total
10 Mar - 11 Mar
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Great stay. The only thing I would say - and I’ve been staying at the hotel since the 80s - it might be time for a few updates here and there. It runs the risk of going from rustic charm to grandma’s house in the not tooooo distant future.
Reviewed on 29 Jan 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is 2.700.672 ₫ per night from 8 Feb to 9 Feb
2.700.672 ₫
3.301.596 ₫ total
8 Feb - 9 Feb
includes taxes & fees
8.6/10 Excellent! (2,221 reviews)
Everything was great, the staff, the room, and the amenities. We will be coming back.
Reviewed on 25 Jan 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is 2.562.455 ₫ per night from 8 Feb to 9 Feb
2.562.455 ₫
3.442.343 ₫ total
8 Feb - 9 Feb
includes taxes & fees
9/10 Wonderful! (827 reviews)
Room was clean and nicely equipped with kitchen. Will return if the future.
Reviewed on 1 Feb 2026
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.
Popular places to visit
Norman Rockwell Museum
You can spend time browsing the exhibits at Norman Rockwell Museum during your trip to Stockbridge. Wander the lakeside in this quaint area.
Berkshire Botanical Garden
Explore the great outdoors at Berkshire Botanical Garden, a lovely green space in Stockbridge. While you're in the area, stroll along the lakeside.
Schantz Galleries
You can spend an afternoon studying the exhibits at Schantz Galleries during your travels in Stockbridge. Wander the lakeside in this quaint area.
