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.
Hyatt Place Saratoga Malta
Price was CA $1,847, price is now CA $1,528 per person
CA $1,528
per person
Sep 6 - Sep 12
found 13 hours ago
Roundtrip flight included
St. John's (YYT) to Albany (ALB)
9/10 Wonderful! (1,007 reviews)
The staff was very helpful an I had a quick check in. The room was clean. I like a hot breakfast and it was delicious, I really appreciate that the scrambled eggs where nor just plain but that they had chives. It was easy to find parking close to the door.
What I did not like is the design of the shower door. It is not a door that closes fully and it ended up creating a lot of water outside of the shower.
Other than that, our stay was great and I will go back again!
Reviewed on Jun 24, 2026
Bluebird Spa City Motor Lodge
Downtown Saratoga Springs
Price was CA $2,048, price is now CA $1,740 per person
CA $1,740
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip flight included
Grande Prairie (YQU) to Albany (ALB)
9/10 Wonderful! (920 reviews)
This is a hidden gem. The location is right in the heart of town, so convenient to everything. They also have great spaces to enjoy your down time. The patio with fire pit overlooking Broadway was amazing. Top it with friendly attentive staff and your set. We will be back.
Reviewed on Jun 18, 2026
Motel 6 Lake George, NY – Adirondacks
Price was CA $1,882, price is now CA $1,627 per person
CA $1,627
per person
Sep 6 - Sep 12
found 13 hours ago
Roundtrip flight included
St. John's (YYT) to Albany (ALB)
9/10 Wonderful! (186 reviews)
This was a clean place and the staff was extremely helpful. I was unable to check in before check in time was closed and they accommodated me to allow my boyfriend to be the one to come check in instead of me.
Reviewed on Jun 14, 2026
Saratoga Casino Hotel
Price was CA $2,224, price is now CA $1,950 per person
CA $1,950
per person
Sep 6 - Sep 12
found 13 hours ago
Roundtrip flight included
St. John's (YYT) to Albany (ALB)
9.2/10 Wonderful! (1,010 reviews)
Pleasant staff, clean room, complimentary shuttle to the nearby concert
Reviewed on Jun 25, 2026
West Stockbridge Hotel Deals
Shaker Mill Inn
2 Oak Street West Stockbridge MA
The price is CA $261 per night from Jul 8 to Jul 9
CA $261
CA $286 total
Jul 8 - Jul 9
includes taxes & fees
9.6/10 Exceptional! (462 reviews)
"The room we had was spacious, and there are nice outdoor sitting areas. Breakfast is placed in your refrigerator and in a basket the day before. If you are hoping for a charming Berkshire bed and breakfast with a cooked breakfast and interaction with your host, you will be disappointed. If you are ..."
Reviewed on Jun 22, 2026
Pleasant Valley Motel West Stockbridge
42 Stockbridge Rd West Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Jul 23 to Jul 24
CA $107
CA $118 total
Jul 23 - Jul 24
includes taxes & fees
6.8/10 (1,000 reviews)
"WQW!!!! where do I start!!!!! SHOULD HAVE READ THE REVIEWS, but I thought "everything is nice in the Stockbridge area" WRONG!!!!!! Bad reviews from 10 years ago, so nothing has changed, place is almost falling down. Check-in was through a window, as if you were ordering takeout. An older woman, no ..."
Reviewed on Jun 23, 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is CA $204 per night from Jul 7 to Jul 8
CA $204
CA $228 total
Jul 7 - Jul 8
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"I had an excellent experience with the Yankee Inn. The room was updated and the house keeping was excellent. The location was good and the staff was very nice. The breakfast was very good. I would definitely recommend staying here."
Reviewed on Jun 23, 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.
