Round Top Vacations from $892

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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.
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
per person
Aug 14 - Aug 19
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Hudson (HCC)
9.2/10 Wonderful! (655 reviews)
The room are very spacious.

Reviewed on Jun 12, 2025

Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
Save 100% on your flight
per person
Aug 14 - Aug 19
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Hudson (HCC)
9.4/10 Exceptional! (156 reviews)
We liked how they implemented many things from the days of Woodstock.

Reviewed on Jun 4, 2025

AutoCamp Catskills

AutoCamp Catskills

5 out of 5
per person
Aug 14 - Aug 19
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Hudson (HCC)
9/10 Wonderful! (399 reviews)
Amazing experience with the family. Will definitely be coming back again!

Reviewed on Jun 21, 2025

Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
per person
Aug 14 - Aug 19
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Hudson (HCC)
9.2/10 Wonderful! (240 reviews)
We had great stay !

Reviewed on Jun 23, 2025

Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort

3 out of 5
per person
Aug 14 - Aug 19
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Hudson (HCC)
No reviews
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Round Top Hotel Deals

Howard Johnson by Wyndham Saugerties
Howard Johnson by Wyndham Saugerties
2 out of 5
2764 Route 32, Saugerties, NY
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $114 total per night from Jul 14 to Jul 15
$114 total
Jul 14 - Jul 15
Total includes taxes and fees
7.4/10 Good! (1,002 reviews)
"Was adequate"

Reviewed on Jun 27, 2025

Howard Johnson by Wyndham Saugerties
Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by Lark
3 out of 5
7433 Main St, Hunter, NY
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $158 total per night from Jun 30 to Jul 1
$158 total
Jun 30 - Jul 1
Total includes taxes and fees
9.2/10 Wonderful! (660 reviews)
"Great place! Love the lodge's decorations!"

Reviewed on Jun 27, 2025

Hunter Lodge, a Bluebird by Lark
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
2.5 out of 5
12740 State Route 9 W, West Coxsackie, NY
Fully refundable
$103 nightly
The price is $111 total per night from Jul 20 to Jul 21
$111 total
Jul 20 - Jul 21
Total includes taxes and fees
8.4/10 Very Good! (894 reviews)
"Nice size room, clean, and reasonably priced."

Reviewed on Jun 25, 2025

Holiday Inn Express Hotel & Suites West Coxsackie by IHG
See all 2,084 properties in Round Top
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 $892 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.