Glastenbury Vacation Packages
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Your Glastenbury Vacation
Our vacation packages to Glastenbury let you customize your own adventure. Tailor your journey to your interests and style and make the most of your time in this wonderful city. Need some ideas on what to see or do first during your trip to Glastenbury? Check off top attractions like Lake Shaftsbury State Park. Whatever your travel plans or the size of your budget, organizing a tailored Glastenbury vacation is simple with Expedia.
Top Glastenbury 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
Glastenbury Hotel Deals
The Equinox Golf Resort & Spa
3567 Main Street Route 7A, Manchester, VT
The price is CA $138 per night from Sep 15 to Sep 16
CA $138
CA $225 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
The Williams Inn
101 Spring Street, Williamstown, MA
The price is CA $286 per night from Sep 23 to Sep 24
CA $286
CA $320 total
Sep 23 - Sep 24
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 Glastenbury
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.
