West Stockbridge Vacation Packages
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Your West Stockbridge Vacation
Enjoy amazing adventures when you lock in a West Stockbridge vacation package. Whether you're a history buff, foodie or just a traveler who loves to experience new places, there's something for everyone in this lively city. Every trip to West Stockbridge needs a well-thought-out itinerary. Fill yours with big-name attractions like Tanglewood Music Center, National Shrine of the Divine Mercy and Norman Rockwell Museum. Whoever you're taking a break with and whether your budget is big or small, your ultimate West Stockbridge vacation is only clicks away with Expedia.
Top West Stockbridge Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Sundowner on Lake George
Price was CA $2,102, price is now CA $1,845 per person
CA $1,845
per person
Jul 20 - Jul 24
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
7.6/10 Good! (247 reviews)
The place was nice and clean with plenty of room for 2 couples
Reviewed on Mar 1, 2026
West Stockbridge Hotel Deals
Shaker Mill Inn
2 Oak Street West Stockbridge MA
The price is CA $142 per night from May 11 to May 12
CA $142
CA $155 total
May 11 - May 12
includes taxes & fees
9.6/10 Exceptional! (453 reviews)
Really enjoyed my short stay. Looking forward to spending more time there.
Reviewed on May 7, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from May 24 to May 25
CA $120
CA $165 total
May 24 - May 25
includes taxes & fees
9/10 Wonderful! (925 reviews)
Room very spacious and clean. Full kitchen is a great bonus.
Reviewed on May 4, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from May 14 to May 15
CA $155
CA $173 total
May 14 - May 15
includes taxes & fees
9/10 Wonderful! (932 reviews)
Easy, comfortable and convenient; rooms and public spaces are nice, modern and stylish updates of modest 60s/70s original motel facilities.
Reviewed on May 6, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
