A green field with a small red-roofed building in the distance, surrounded by trees and hills under a cloudy sky.

Upper Jay Vacations from $734

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.
  • Jan 11 - Jan 17

    The Essex Resort & Spa + Flight

    Essex Junction
    6 nights
    4.0 star property
    9.0/10 - Wonderful (1,007 reviews)
    Roundtrip • Orlando (MCO) - Burlington (BTV)
    MCO - BTV • 1 stop BTV - MCO • 1 stop
    $1,034
    $734
    per traveler
    found 10 hours ago
    The Essex Resort & Spa
  • Jan 11 - Jan 17

    Valcour Inn & Boathouse + Flight

    Peru
    6 nights
    3.0 star property
    8.8/10 - Excellent (151 reviews)
    Roundtrip • Orlando (MCO) - Burlington (BTV)
    MCO - BTV • 1 stop BTV - MCO • 1 stop
    $1,069
    $747
    per traveler
    found 10 hours ago
    Valcour Inn & Boathouse
  • Jan 11 - Jan 17

    Outbound Stowe + Flight

    Stowe
    6 nights
    3.5 star property
    9.0/10 - Wonderful (473 reviews)
    "Best location to stay at Stowe"
    Reviewed November 8, 2026
    Roundtrip • Orlando (MCO) - Burlington (BTV)
    MCO - BTV • 1 stop BTV - MCO • 1 stop
    $1,569
    $1,175
    per traveler
    found 2 hours ago
    Outbound Stowe
  • Jan 11 - Jan 17

    Stoweflake Mountain Resort & Spa + Flight

    West Branch
    6 nights
    3.5 star property
    7.8/10 - Good (1,011 reviews)
    Roundtrip • Orlando (MCO) - Burlington (BTV)
    MCO - BTV • 1 stop BTV - MCO • 1 stop
    $1,197
    $928
    per traveler
    found 10 hours ago
    Stoweflake Mountain Resort & Spa
  • Jan 11 - Jan 17

    Gorgeous Lakefront Home w Private Beach Views + Flight

    South Burlington
    6 nights
    2.0 star property
    Roundtrip • Orlando (MCO) - Burlington (BTV)
    MCO - BTV • 1 stop BTV - MCO • 1 stop
    $2,520
    $1,985
    per traveler
    found 10 hours ago
    Gorgeous Lakefront Home w Private Beach Views

Where to stay near Upper Jay

Upper Jay, New York, offers a blend of adventure and relaxation, perfect for outdoor enthusiasts and nature lovers. Explore scenic landscapes, enjoy friendly local vibes, and engage in recreational activities. Nearby areas provide a romantic and secluded atmosphere, making it an ideal getaway for any traveler.

Lake Placid

Discover Lake Placid, a welcoming destination perfectly suited for adventure seekers and families who will appreciate its stunning natural beauty and outdoor activities. With attractions like Mirror Lake for leisurely afternoons, Whiteface Mountain for thrilling ski adventures, and the Lake Placid Winter Olympic Museum for a dose of history, there’s something for everyone. Located about 20 miles by car from Upper Jay, Lake Placid offers a fantastic base for exploring the great outdoors while ensuring a memorable getaway.

Wilmington

Experience the charm of Wilmington, a fantastic hub for adventure-seeking travelers eager to explore attractions like Whiteface Mountain, Mirror Lake, and the whimsical Santa's Workshop. With a variety of outdoor activities and ski experiences available year-round, Wilmington offers a perfect getaway for families and nature lovers alike. Located about 6 miles by car from Upper Jay, it serves as a convenient base for your vacation plans. Choosing Wilmington ensures a delightful stay surrounded by stunning landscapes and exciting adventures.

Jay

If you are a nature enthusiast or adventure seeker, look no further than Jay, New York, which features stunning landscapes and outdoor activities. This charming destination offers access to popular attractions like Whiteface Mountain for skiing and hiking, the enchanting Santa's Workshop theme park, and the serene Mirror Lake for relaxation. Located about 4 miles by car from Upper Jay, Jay makes it easy to explore the great outdoors while enjoying a family-friendly atmosphere. Choosing Jay for your stay ensures a memorable vacation experience surrounded by nature.

Keene

Immerse yourself in Keene, where adventure seekers can easily access breathtaking outdoor activities and stunning scenery. This charming city, located about 6 miles by car from Upper Jay, invites families and nature enthusiasts to explore highlights like Whiteface Mountain, Mirror Lake, and the Olympic Jumping Complex. With a moderately seasonal visitor experience, the best time to visit is from July to September, making Keene a smart choice for your next vacation getaway.

Glenmore

Travelers seeking a family-friendly getaway will find Glenmore to be the ideal base for their vacation, featuring stunning outdoor adventures and natural beauty. Just a short drive from Upper Jay, this charming village offers easy access to attractions like Whiteface Mountain for skiing, the serene Mirror Lake, and the adventurous Rock and River Lodge. With a moderate seasonal flow of visitors, especially in July, August, and October, Glenmore makes for a smart choice for those looking to immerse themselves in nature.

Upper Jay Hotel Deals

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.

Frequently Asked Questions

How much does an Upper Jay vacation package cost?

You'll find cheap prices from $734 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.