Round Top Vacations from $408
Book a Hotel + Flight or Car together to unlock savings
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.
The Latest Round Top vacation packages
Price found within the past 48 hours. Click for updated prices.
The Hidden Inn
Price was $524, price is now $408 per person
$408
per person
Nov 19 - Nov 22
found 23 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Hudson (HCC)
9/10 Wonderful! (44 reviews)
Very charming and comfortable! Would happily stay here again and definitely recommend!
Reviewed on Sep 28, 2025
AutoCamp Catskills
Price was $565, price is now $430 per person
$430
per person
Nov 19 - Nov 22
found 23 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Hudson (HCC)
9/10 Wonderful! (417 reviews)
We enjoyed an overnight stay at this Air Stream when we visited Kaaterskill Falls for our anniversary. Clean & spacious bathroom, nice to be able to take a hot shower after a full day hike. Kitchenette well equipped with mini fridge, microwave, electric kettle & dinnerware & utensils. Private picnic table & fire pit outside for campfire & cooking but you have to buy the firewood which wasn’t included in the resort fee. Had dinner at the clubhouse kitchen, burger was delicious. In the morning hiked the trail around the campground, very peaceful & quiet. Overall we had a memorable stay.
Reviewed on Oct 4, 2025
Woodstock Way Hotel
Save 100% on your flight
Price was $1,078, price is now $828 per person
$828
per person
Nov 19 - Nov 22
found 23 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Hudson (HCC)
9.6/10 Exceptional! (180 reviews)
I loved the Tannery Brook suites is the way go.
Reviewed on Oct 3, 2025
Modern Catskills Escape w/ Open Living, Steam Shower, Fireplace & Hot Tub w/ Mountain Views, Minutes From Woodstock & Trails Suncliff Vista
Price was $1,020, price is now $811 per person
$811
per person
Nov 19 - Nov 22
found 23 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Hudson (HCC)
No reviews
The Herwood Inn
Price was $792, price is now $648 per person
$648
per person
Nov 19 - Nov 22
found 23 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Hudson (HCC)
9.6/10 Exceptional! (83 reviews)
Just lovely all around! I loved the attention to detail inside and on the grounds.
Reviewed on Oct 1, 2025
Round Top Hotel Deals
Crystal Brook Resort & Mountain Brauhaus
430 Winter Clove Road, Round Top, NY
8.8/10 Excellent! (97 reviews)
"We loved our stay at Crystal Brook…it is like The Land That Time Forgot! If you’re looking for comfort, delicious food and friendly owners and staff, you’ll love it!"
Reviewed on Sep 28, 2025
Hotel Vienna
107 State Route 296, Windham, NY
$111 nightly
The price is $120 total per night from Nov 6 to Nov 7
$120 total
Nov 6 - Nov 7
Total with taxes and fees
9.2/10 Wonderful! (657 reviews)
"Great, clean hotel"
Reviewed on Oct 3, 2025
Hunter Lodge, a Bluebird by Lark
7433 Main St, Hunter, NY
$132 nightly
The price is $143 total per night from Nov 2 to Nov 3
$143 total
Nov 2 - Nov 3
Total with taxes and fees
9.2/10 Wonderful! (774 reviews)
"Very nice and relaxing."
Reviewed on Oct 1, 2025
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.
Round Top Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Hunter Mountain, Kaaterskill Falls and Zoom Flume |
More vacations you might like
Frequently asked questions
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Hotels near Blackhead Mountain Country Club
- Purling Hotels
- Resorts & Hotels with Spas in Purling
- B&B in Purling
- Lodges in Purling
- Hotels & Resorts for Couples in Purling
- Hotels with Balconies in Purling
- Luxury Hotels in Purling
- Golf Hotels in Purling
- Cabin Rentals in Purling
- Hotels near North-South Lake Campground & Day Use Area
- Acra Hotels
- B&B in Acra
- Apartments in Acra
- RV Parks in Acra
- Motels in Acra
- Resorts in Acra
- Condo Rentals in Acra
- 5 Star Hotels in Acra
- Lodges in Acra
- Cairo Hotels
- Cabin Rentals in Cairo
- Cheap Hotels in Cairo
- Resorts in Cairo
- B&B in Cairo
- Motels in Cairo
- 5 Star Hotels in Cairo
- Cottages in Cairo
- Apartments in Cairo
- 3 Star Hotels in Cairo
- 4 Star Hotels in Cairo
- Condo Rentals in Cairo
- Guest Houses in Cairo
- Villas in Cairo
- Hotels near Kaaterskill Falls
- Haines Falls Hotels
- Cabin Rentals in Haines Falls
- Resorts in Haines Falls
- Historic Hotels in Haines Falls
- Motels in Haines Falls
- B&B in Haines Falls
- Condo Rentals in Haines Falls
- Romantic Hotels in Haines Falls
- Cheap Hotels in Haines Falls
- Chalets in Haines Falls
- Hotels near Mountain Top Arboretum
- South Cairo Hotels
- East Jewett Hotels
- Condo Rentals in East Jewett
- Resorts in East Jewett
- Farmstay in East Jewett
- B&B in East Jewett
- Cabin Rentals in East Jewett
- Chalets in East Jewett
- Palenville Hotels
- Cabin Rentals in Palenville
- B&B in Palenville
- Gay friendly Hotels in Palenville
- Hotels with a Pool in Palenville
- Resorts & Hotels with Spas in Palenville
- Motels in Palenville
- Condo Rentals in Palenville
- Guest Houses in Palenville
- Vacation Homes in Palenville
- Lodges in Palenville
- Pet-friendly Hotels in Palenville
- Chalets in Palenville
- Condo Resorts in Palenville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.