Round Top, NY

Travel Guide

A mountainous landscape with dense forests and a rocky cliff.
A person lying on a hay bale in a field with multiple hay bales and trees in the background.
A girl sitting on a hay bale in a field with hay bales and trees in the background.
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
$155 nightly
The price is $168 total per night from Oct 25 to Oct 26
$168 total
Oct 25 - Oct 26
Total with taxes and fees
Stay at this hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9.2/10 Wonderful! (1,015 reviews)
"I love how rustic the decor is, the dog friendly policy was my ultimate favorite. My puppy, boyfriend and I had a marvelous time and stay. The staff was wonderful helped me with trails, the restaurant food was delightful and so was the bar. Will be coming back!!"

Reviewed on Sep 23, 2026

Hunter Lodge, a Bluebird by Lark
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
549 Washington Street Hudson NY
$249 nightly
The price is $281 total per night from Oct 19 to Oct 20
$281 total
Oct 19 - Oct 20
Total with taxes and fees
Stay at this hotel in Hudson. Enjoy free WiFi, free parking, and 3 indoor pools. Popular attractions Oakdale Beach and Hudson Area Library are located ...
Pocketbook Hotel and Bath
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

3 out of 5
500 Frank Sottile Blvd Kingston NY
$127 nightly
The price is $142 total per night from Oct 4 to Oct 5
$142 total
Oct 4 - Oct 5
Total with taxes and fees
Book a stay at this business-friendly hotel in Kingston. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Courtyard by Marriott Kingston
See all 2,217 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.
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
Stay at this cabin in Catskill. Enjoy free parking, furnished patios, and climate control. Popular attractions Catskill Golf Club and Angelo Canna Town Park ...
9.6/10 Exceptional! (307 reviews)
"A solo travelers dream."

Reviewed on Sep 23, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Micosta Leisure Inn

Micosta Leisure Inn

3 out of 5
3007 County Rd 20 Hudson NY
Book a stay at this business-friendly aparthotel in Hudson. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions FASNY Museum of Firefighting ...
9.2/10 Wonderful! (178 reviews)
"Far more than expected. Very reasonable and beautiful grounds"

Reviewed on Sep 23, 2026

Micosta Leisure Inn
1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Hunter NY
Book a stay at this golf chalet in Hunter. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions Hunter Mountain and Windham ...
9.4/10 Exceptional! (34 reviews)
"Had a great stay! We were there for just a day for a wedding and they were able to accommodate a bit of an early check in for my pregnant wife to have a little extra time getting ready. Would highly recommend this property!"

Reviewed on Sep 21, 2026

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
See all 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.

Stay near popular Round Top attractions

Blackhead Mountain Country Club

8.0/10 (6 reviews)
Enjoy a round of golf in Round Top at Blackhead Mountain Country Club. Discover the mountain views while you're in the area.
See properties

Frequently asked questions

Is Round Top worth visiting?
Round Top is worth visiting for travelers seeking a relaxing getaway, offering enjoyable North American and Italian dining experiences. Golf enthusiasts will appreciate the Blackhead Mountain Country Club, providing a pleasant leisure option for a memorable trip.
When is the best time to visit Round Top?
The best time to visit Round Top is from May through September. For fewer crowds and better value, the quieter months of November through February are a good option, when the weather is typically cooler for exploring the area.
What is a good itinerary length for Round Top?
A good itinerary length for Round Top is one day to fully experience Blackhead Mountain Country Club. Travelers can enjoy the club's amenities and diverse dining options, featuring North American, Italian, and Latin American cuisine, making for a relaxing visit focused on its offerings.
What are the top things to do in and around Round Top?
In Round Top, travelers can visit Blackhead Mountain Country Club, a notable landmark.
What cuisines can you find in Round Top?
In Round Top, you can find German cuisine, featuring dishes like Bratwurst, Schnitzel, Sauerkraut, and Pretzels. Travelers can also enjoy North American favorites, Italian pasta dishes, and Latin American flavors. The area also offers cozy coffee shops.
Can I book a refundable hotel in Round Top?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Round Top by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Round Top with Expedia?
Expedia makes it easier to plan your Round Top trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Round Top?
The best choice depends on your travel style. Hotels in Round Top can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Round Top trip on Expedia?
Once you've booked your Round Top trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Round Top trip?
Expedia offers customer support before, during, and after your Round Top trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Round Top?
If it's your first trip to Round Top, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Round Top hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Round Top hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Round Top

A forested mountain range with autumn foliage.

Catskill

A waterfall surrounded by lush green foliage.

Haines Falls

A waterfall cascading down a rocky cliff surrounded by trees.

Palenville

A lake surrounded by autumn-colored forest and mountains under a cloudy sky.

East Jewett

Explore a world of travel with Expedia