Round Top Vacations from $804
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Your Round Top Vacation
Come and discover this captivating city for yourself with a Round Top vacation package. Consider spending some time in the neighborhood of Jefferson Heights, which is great for golfing and walking, and your time here is sure to be unforgettable. Fill your spare time with tours of Kaaterskill Falls, North-South Lake Campground & Day Use Area and Mountain Top Arboretum, some of the top attractions you simply have to see during a trip to Round Top. Expedia will help you escape the everyday. Tailor your vacation to Round Top to match your travel style, whatever that may be.
The Latest Round Top vacation packages
Price found within the past 48 hours. Click for updated prices.
Round Top Hotel Deals
Hunter Lodge, a Bluebird by Lark
7433 Main St Hunter NY
Fully refundableReserve now, pay when you stay
$155 nightly
$168 total
Sep 30 - Oct 1
Total with taxes and fees
9.2/10 Wonderful! (1,005 reviews)
"It was a great stay. We checked in and there were warm chocolate chip cookies in the lounge. Our room was unexpectedly large, with a sitting area and great view of the mountains. The breakfast that was included had fruit, hard-boiled eggs, muffins, bagels, yogurt in addition to all that you need ..."
Reviewed on Sep 20, 2026
Pocketbook Hotel and Bath
549 Washington Street Hudson NY
Fully refundableReserve now, pay when you stay
$236 nightly
$267 total
Sep 21 - Sep 22
Total with taxes and fees
Courtyard by Marriott Kingston
500 Frank Sottile Blvd Kingston NY
Fully refundableReserve now, pay when you stay
$127 nightly
$142 total
Oct 4 - Oct 5
Total with taxes and 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.
Find the Best Round Top Vacation Packages
Round Top Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Hunter Mountain, Kaaterskill Falls and Zoom Flume |
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Frequently asked questions
How much does a Round Top vacation package cost?
You'll find cheap prices from $804 on Expedia for your Round Top escape. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Round Top costs.
What are the cheapest months to go to Round Top?
If you'd like to snag a cheap Round Top vacation package, consider traveling in February, March and October. You'll typically find lower rates on accommodations and flights during these months — perfect for a budget-friendly getaway.
How many days is enough for Round Top?
The ideal duration for your Round Top vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you plenty of time to visit all the leading sights and explore some hidden gems along the way.
How to find the best Round Top package deals?
Use Expedia's handy filters to find some terrific Round Top package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Round Top package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Round Top vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Round Top vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Round Top?
If you're planning an impromptu Round Top vacation, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Round Top vacation packages?
Your Round Top getaway should be a relaxing escape from your busy life, not a reason for money worries. So to give you that extra flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
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- Indian Head Mountain
- Hunter Mountain
- Visit Tannersville
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- Visit Purling
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- North-South Lake Campground & Day Use Area
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- Visit Cairo
- Saugerties Village Beach
- George J. Terpening Sr. Memorial Park
- Visit Haines Falls
- Visit Round Top
- Mountain Trails Cross Country Ski and Snowshoe Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
