Upper Jay Vacations from $355

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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.

The Latest Upper Jay vacation packages

Price found within the past 48 hours. Click for updated prices.
Swanson Inn of Vermont

Swanson Inn of Vermont

3 out of 5
Price was $508, price is now $355 per person
$355
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Burlington (BTV)
9.6/10 Exceptional! (154 reviews)
A mixed bag. Nice views of brook, woods & mountain. Frank was very helpful! The room was comfortable but the door was broken. No pancakes or waffles; just a lousy continental breakfast & bad coffee.

Reviewed on Jul 21, 2025

Outbound Stowe

Outbound Stowe

3.5 out of 5
Save 100% on your flight
Price was $2,363, price is now $1,606 per person
$1,606
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Burlington (BTV)
9/10 Wonderful! (187 reviews)
Pool area was unkept with towels and clothing strewn about. Food was great! Beds were comfy. Shower pressure was less than optimal

Reviewed on Aug 24, 2025

Club Wyndham Smugglers’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

3.5 out of 5
Save 100% on your flight
Price was $2,100, price is now $1,487 per person
$1,487
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Burlington (BTV)
8.4/10 Very Good! (190 reviews)
Great room. Nice walking trails.

Reviewed on Aug 21, 2025

Eastern Inn & Suites

Eastern Inn & Suites

2 out of 5
Save 100% on your flight
Price was $498, price is now $369 per person
$369
per person
Oct 16 - Oct 20
found 15 hours ago
Roundtrip flight included
Tampa (TPA) to Burlington (BTV)
8.4/10 Very Good! (1,009 reviews)
Front desk staff Went above and beyond at checkin. Friendly.

Reviewed on Aug 26, 2025

The Village of Loon Mountain Fixed Rooms

The Village of Loon Mountain Fixed Rooms

2 out of 5
Price was $1,272, price is now $954 per person
$954
per person
Oct 2 - Oct 5
found 11 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Burlington (BTV)
8.8/10 Excellent! (45 reviews)
We really enjoyed our stay. The room was so much fun. Our son loved the loft bed. We had everything to make food before our morning hike.

Reviewed on Aug 17, 2025

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Upper Jay Hotel Deals

Brookside Motor inn

Brookside Motor inn

2.5 out of 5
7 Springfield Rd, Upper Jay, NY
$104 nightly
The price is $118 total per night from Sep 25 to Sep 26
$118 total
Sep 25 - Sep 26
Total with taxes and fees
8.2/10 Very Good! (263 reviews)
"There brook in the background is great. This place is an old style, but we’re ok with it. This is our second stay. The staff is very nice and does everything to help you. Right off the road, but quiet. Nearby town for food. No elevator for second floor. Again, fine for us. No AC, but you don’t usually ..."

Reviewed on Aug 25, 2025

Brookside Motor inn
ADK Trail Inn

ADK Trail Inn

3 out of 5
11757 St. Route 9N, Upper Jay, NY
$134 nightly
The price is $151 total per night from Aug 28 to Aug 29
$151 total
Aug 28 - Aug 29
Total with taxes and fees
8.8/10 Excellent! (265 reviews)
"Rustic charm and comfort."

Reviewed on Aug 17, 2025

ADK Trail Inn
Grand Peaks Lodge, Ultimate Log Luxury, Stunning Views, Hot Tub & Sauna, EV Charger, 3D Tour

Grand Peaks Lodge, Ultimate Log Luxury, Stunning Views, Hot Tub & Sauna, EV Charger, 3D Tour

Jay
10/10 Exceptional! (50 reviews)
"Perfect house."

Reviewed on Jul 20, 2025

Get rates
Grand Peaks Lodge, Ultimate Log Luxury, Stunning Views, Hot Tub & Sauna, EV Charger, 3D Tour
See all 1,095 properties in Upper Jay
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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Frequently asked questions

How much does an Upper Jay vacation package cost?
You'll find cheap prices from $355 on Expedia for your Upper Jay escape. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Upper Jay costs.
What are the cheapest months to go to Upper Jay?
You can typically find reduced prices and greater availability in April, September and November. Browse our cheap Upper Jay vacation packages and you could get some excellent off-season deals.
How many days is enough for Upper Jay?
Generally, a handful of days is enough to see the main attractions during your Upper Jay vacation. But if you'd like to have more time to rest or take day trips, consider extending your trip.
How to find the best Upper Jay package deals?
Use Expedia's filters to help you find some great Upper Jay package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Upper Jay package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book an Upper Jay vacation as a package?
You can enjoy significant savings on your next Upper Jay break by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to see some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Upper Jay?
If you're planning a spontaneous Upper Jay vacation, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land amazing deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Upper Jay vacation packages?
If you're like us, you love traveling but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Upper Jay trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.