Upper Jay Vacation Packages
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Your Upper Jay Vacation
Get ready to experience Upper Jay on your terms with a custom Upper Jay vacation package! Uncovering the treasures of this lively city is simple with a base in a neighborhood such as Lake Placid Club, which is great for golfing, among many other things. Eager to start exploring your surroundings? Santas Workshop, High Falls Gorge and Wilmington Town Beach are just a few of the best places to visit during a trip to Upper Jay. Check out Expedia's wide range of travel options and start organizing your ideal vacation to Upper Jay now.
Top Upper Jay Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Waitsfield Inn
Price was CA $1,194, price is now CA $1,102 per person
CA $1,102
per person
May 22 - May 25
found 3 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Burlington (BTV)
9/10 Wonderful! (352 reviews)
This is a wonderful place to stay in Waitsfield. My son and I stayed three nights and skied four days. It’s very clean and comfortable. The common spaces are very warm and inviting. The innkeeper, Tracy, is extremely helpful and friendly. I strongly recommend this inn.
Reviewed on Feb 28, 2026
Green Mountain Inn
Stowe Village Historic District
Price was CA $1,395, price is now CA $1,195 per person
CA $1,195
per person
May 22 - May 25
found 3 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Burlington (BTV)
9.4/10 Exceptional! (1,013 reviews)
Lots of history to this place and its gorgeous. Our favorite stay thus far in Vermont. Staff was super friendly. Beautiful room, huge jet tub and shower, lovely electric fireplace, and so quaint! Downside was that there were no curtains over the blinds on our windows, so we woke up with the sun.
Reviewed on Mar 25, 2026
Bluebird Cady Hill Lodge
Price was CA $1,300, price is now CA $1,151 per person
CA $1,151
per person
May 22 - May 25
found 3 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Burlington (BTV)
9.2/10 Wonderful! (657 reviews)
Great spot to stay for hitting the slopes at Stowe. Big indoor hot tub and the cool fire pit for s’mores!
Reviewed on Mar 15, 2026
Hampton Inn Colchester
Price was CA $1,325, price is now CA $1,209 per person
CA $1,209
per person
May 22 - May 25
found 3 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Burlington (BTV)
8.8/10 Excellent! (1,337 reviews)
Suite was spacious and kitchen area stocked. the bathroom was clean and had good water pressure. Room was quiet.
Reviewed on Mar 25, 2026
Smugglers' Notch Resort
Price was CA $1,496, price is now CA $1,369 per person
CA $1,369
per person
May 22 - May 25
found 3 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Burlington (BTV)
7.8/10 Good! (137 reviews)
Everything with the room itself was great. It was clean and in a great location. My issue with this reservation was the amenities. They are not inlcluded. So even though the listing says they have pools and hot tubs, don't expect to be able to use them unless you pay more when you get there. This should be made clear to anyone that books at this resort.
Reviewed on Feb 6, 2026
Upper Jay Hotel Deals
ADK Trail Inn
11757 St. Route 9N Upper Jay NY
9/10 Wonderful! (289 reviews)
Kitchen was fully equipped and the heating kept the room comfortable. Electric fireplace added ambiance and added warmth. Rocking chairs provided a comfrtable place to relax.
Reviewed on Mar 13, 2026
Grand Peaks Lodge, Ultimate Log Luxury, Stunning Views, Hot Tub & Sauna, EV Charger, 3D Tour
Jay NY
10/10 Exceptional! (55 reviews)
Beautiful home, perfect for our group. Gene is an excellent host, he is always available if we have any questions and always makes sure everything is good to go. We have been coming to Lake Placid for the last 20 years, by far the best place and host we have ever had.
Reviewed on Mar 11, 2026
Craftsman Log Cabin Near Whiteface • Hot Tub, Sauna & Swimming Hole
Upper Jay NY
10/10 Exceptional! (36 reviews)
Excellent house, perfect location, just secluded enough but not far from local businesses, Whiteface, and Lake Placid. Additional guest cabins were a great bonus. Made for a great family vacation that we would love to do again!
Reviewed on Jan 4, 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.
