Round Top Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Round Top
Hunter Lodge, a Bluebird by Lark
7433 Main St Hunter NY
Fully refundableReserve now, pay when you stay
S$201
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (1,016 reviews)
"Hunter Lodge is a pleasant, no frills stay for a reasonable price. The rooms are clean and the mountain view is lovely. Breakfasts are simple and basic. Sadly, breakfast upkeep and clean up is disappointing."
Reviewed on 27 Aug, 2026
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
282 Cairo Junction Rd Catskill NY
S$286
7 Sept - 8 Sept
includes taxes & fees
9.6/10 Exceptional! (286 reviews)
"Clean room, staff was easily accessible, wifi was good."
Reviewed on 26 Aug, 2026
AutoCamp Catskills
882 NY-212 Saugerties NY
Fully refundableReserve now, pay when you stay
S$254
17 Sept - 18 Sept
includes taxes & 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.
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?
- Pick your dates: What you'd like to do in Round Top and your preferred season can help you decide when to get away.
- 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.
- 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.
- 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
