Shaftsbury Vacation Packages
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Your Shaftsbury Vacation
Our vacation packages to Shaftsbury give you the power to customize your own adventure. Tailor your getaway to suit your interests and needs and make the most of your time in this fantastic city. Fill up your itinerary with visits to Sugar Shack, Lake Shaftsbury State Park and Park McCullough House, some of the attractions you shouldn't miss during your trip to Shaftsbury. Check out Expedia's extensive range of travel options and begin planning your ideal vacation to Shaftsbury today.
Top Shaftsbury Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Berkshire Mountain Lodge
Price was CA $952, price is now CA $861 per person
CA $861
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9/10 Wonderful! (618 reviews)
Very nice hotel, the suite was very large and the price was not bad. Very safe feel and nice looking area.
Reviewed on Sep 8, 2025
The Cornell Inn, Lenox & The Berkshires
Price was CA $1,396, price is now CA $1,147 per person
CA $1,147
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9/10 Wonderful! (1,000 reviews)
Very nice place. Quiet. The breakfasts are included and are upscale with excellent staff service.
Unless you are young and don't care, make sure you get a ground floor room - the upstairs rooms require a walk up a large staircase, and are inconvenient.
Would definitely return.
Reviewed on Sep 5, 2025
The Ponds at Foxhollow
Price was CA $1,045, price is now CA $937 per person
CA $937
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8.6/10 Excellent! (127 reviews)
The property is beautiful and very walkable, and well-located with Tanglewood, The Mount, Shakespeare & Co and downtown Lenox extremely nearby. Onsite amenities such as clubhouse, tennis courts and pool are convenient and the individual units are nicely laid out.
The property is a bit older and could some updating/refreshing.
Reviewed on Sep 3, 2025
Shaftsbury Hotel Deals
The Governor's Rock Motel DF ROCKLLC
4325 Vermont Rte 7a, Shaftsbury, VT
Fully refundableReserve now, pay when you stay
The price is CA $213 per night from Sep 10 to Sep 11
CA $213
CA $233 total
Sep 10 - Sep 11
includes taxes & fees
The Equinox Golf Resort & Spa
3567 Main Street Route 7A, Manchester, VT
The price is CA $142 per night from Sep 15 to Sep 16
CA $142
CA $230 total
Sep 15 - Sep 16
includes taxes & fees
Hotel Downstreet, an Ascend Collection Hotel
40 Main St, North Adams, MA
The price is CA $210 per night from Sep 14 to Sep 15
CA $210
CA $234 total
Sep 14 - Sep 15
includes taxes & fees
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.
Discover the most popular places to visit in Shaftsbury
Lake Shaftsbury State Park
Commune with nature and explore the great outdoors at Lake Shaftsbury State Park during your travels in Shaftsbury. Visit the spas or attend a sporting event in this quaint area.
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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.
