Round Top Holidays

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Your Round Top Holiday

Lock in a Round Top holiday package and get ready to experience this fascinating city the stress-free way. Consider spending some time in the neighbourhood of Jefferson Heights, which is great for golfing and walking. Love to venture out and explore? Kaaterskill Falls, North-South Lake Campground & Day Use Area and Mountain Top Arboretum are among the most popular places to visit during a trip to Round Top. Expedia is here to help you escape the everyday. Tailor your holiday to Round Top to match your travel style, whatever that may be!

Round Top Holiday

Round Top Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Hunter Mountain, Kaaterskill Falls and Zoom Flume

Our pick of the best Round Top Hotel Deals

Crystal Brook Resort & Mountain Brauhaus

Crystal Brook Resort & Mountain Brauhaus

2.5 out of 5
430 Winter Clove Road, Round Top, NY
The price is AU$344 per night from 24 Aug to 25 Aug
AU$344
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (95 reviews)
"Beautiful property overseen by a lovely person, Wendy was hospitable in every sense of the word; would absolutely love to come back to this amazing retreat in the woods. Also worth mentioning is the amazing waterfall within walking distance of the property."

Reviewed on 6 Jun. 2025

Crystal Brook Resort & Mountain Brauhaus
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
The price is AU$256 per night from 25 Aug to 26 Aug
AU$256
25 Aug - 26 Aug
includes taxes & fees
9.2/10 Wonderful! (737 reviews)
"Nice lodge with a great view. Staff was very friendly."

Reviewed on 16 Aug. 2025

Hunter Lodge, a Bluebird by Lark
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (619 reviews)
"Beautiful property. Lovely room with a very comfortable bed. Extremely helpful desk staff—I would like to extend my thanks especially to her."

Reviewed on 20 Aug. 2025

Get rates
Hotel Vienna
See all 2,086 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.
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Frequently asked questions

How much does a Round Top holiday package cost?
You'll find cheap prices 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 holiday to Round Top costs.
What are the cheapest months to go to Round Top?
To score cheap Round Top holiday packages, organise your trip outside of peak times such as public holidays. You'll generally find better availability and lower prices for flights and hotels.
How many days is enough for Round Top?
Typically, a handful of days is enough to tick off the major attractions during your Round Top holiday. However, if you want to have some time to chill out or take day trips, think about extending your itinerary.
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 holiday package well in advance.
Is it cheaper to book a Round Top holiday as a package?
Expedia holiday 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 personalised Round Top holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Round Top?
If you're planning an impromptu Round Top holiday, 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.
How to plan a trip to Round Top?

  1. Pick your dates: What you'd like to do in Round Top and your preferred season can help you decide when to get away.
  2. Work out your budget: Make sure you have enough money to cover everything from meals and transportation to experiences and flights. Your accommodation will likely be the biggest expense during your trip to Round Top.
  3. Set the duration of your trip: Start by compiling a list of the activities and sights you want to experience in Round Top. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your accommodation and airfare: After you've settled on your dates and duration, lock in the perfect Round Top holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.