Round Top Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 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.

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Round Top Hotel Deals

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 CA $200 per night from Aug 4 to Aug 5
CA $200
CA $247 total
Aug 4 - Aug 5
includes taxes & fees
9.2/10 Wonderful! (992 reviews)
"Great location and stay for the price point! The rooms were spacious, and the shared common areas, along with outdoor spaces were comfortable. The rooms could benefit from a dehumidifier as it was quite moist inside even with the AC turned up (76 degrees)."

Reviewed on Jul 6, 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 CA $288 per night from Jul 20 to Jul 21
CA $288
CA $379 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (524 reviews)
"I booked this vacation on Expedia and on arrival check-in was quick and smooth. Everyone was very helpful. I liked the casual decor of the place and our interactions with the staff, along with their professionalism,. The airstreams are a perfectly sized and clean with all the appropriate memories ..."

Reviewed on Jul 6, 2026

AutoCamp Catskills
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
282 Cairo Junction Rd Catskill NY
The price is CA $254 per night from Aug 3 to Aug 4
CA $254
CA $336 total
Aug 3 - Aug 4
includes taxes & fees
9.6/10 Exceptional! (253 reviews)
"I brought my wife to the Poscard Cabin because a friend of owers told me about it. I have to tell you my wife had a blast we came here to celebrate her 66th Birthay and ower 20 years anniversary and it was the best choice I made. I will recommend to everyone I know."

Reviewed on Jul 1, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
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.
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Frequently asked questions

How much does a Round Top vacation package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a vacation to Round Top costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Round Top?
Plan your trip for the low or shoulder season and you're likely to find cheap Round Top vacation packages. Remember that public holidays and local festivals and events can impact prices, so do a little research before booking.
How many days is enough for Round Top?
Generally, a handful of days is enough to check out the major sights during your Round Top vacation. However, if you'd like to have time to chill out or take day tours, think about extending your itinerary.
How to find the best Round Top package deals?
Start your search for a Round Top package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Round Top package deal straight away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Round Top escape underway.
Is it cheaper to book a Round Top vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels separately. Better still, you can customize your Round Top escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Round Top?
Secure incredible discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Round Top vacation.
How to plan a trip to Round Top?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Round Top.
  2. Plan your budget wisely: As well as the price of your accommodations, you should factor in other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected costs that may arise during your trip to Round Top.
  3. Decide how long to go away for: Now that you're more familiar with Round Top, you can work out the perfect length of your vacation. Create a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a tailored Round Top vacation package.

Explore a world of travel with Expedia

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