Round Top Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Round Top

Riedlbauer's Resort

Riedlbauer's Resort

3 out of 5
57 Ravine Dr. Round Top NY
8.4/10 Very good! (98 reviews)
"Our stay was nice and the staff was friendly. The resort had beautiful grounds and lots of things for kids to do. The room was spacious, but it could use some updating. I did not like that there was no refrigerator in the room. I would go back though."

Reviewed on 3 Oct 2025

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Riedlbauer's Resort
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 4.181.223 ₫ per night from 13 Jul to 14 Jul
4.181.223 ₫
5.083.736 ₫ total
13 Jul - 14 Jul
includes taxes & fees
9.2/10 Wonderful! (987 reviews)
"Room was nice very clean and comfortable. The staff was nice."

Reviewed on 2 Jul 2026

Hunter Lodge, a Bluebird by Lark
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212 Saugerties NY
Fully refundableReserve now, pay when you stay
The price is 5.338.291 ₫ per night from 20 Jul to 21 Jul
5.338.291 ₫
7.009.728 ₫ total
20 Jul - 21 Jul
includes taxes & fees
AutoCamp Catskills
See all 2,184 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.

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.

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