Deals on vacations and trips to Round Top

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Round Top flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Vienna

Hotel Vienna

3 out of 5
Price was $692, price is now $569 per person
$569
per person
Oct 5 - Oct 9
found 8 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Hudson (HCC)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. There's an indoor pool on site, and a terrace and a garden are also provided.
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
Price was $1,195, price is now $961 per person
$961
per person
Oct 5 - Oct 9
found 8 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Hudson (HCC)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a lobby fireplace, and a communal living room are also on offer.
Eastwind Windham

Eastwind Windham

3.5 out of 5
Price was $861, price is now $754 per person
$754
per person
Oct 5 - Oct 9
found 8 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Hudson (HCC)
This hotel features a restaurant and 2 bars/lounges. Enjoy the sauna and perks like free self parking and free WiFi. A lobby fireplace, a communal living room, and a picnic area are also on offer.

Top Round Top hotels deals

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
Free Cancellation
Reserve now, pay when you stay
$141 nightly
The price is $152 total per night
$152 total
Aug 10 - Aug 11
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. A lobby fireplace, a communal living room, and a library are also on offer.
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
$226 nightly
The price is $244 total per night
$244 total
Aug 23 - Aug 24
Total with taxes and fees
This cabin features a virtual front desk. Take advantage of the free self parking.
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212 Saugerties NY
$183 nightly
The price is $205 total per night
$205 total
Aug 19 - Aug 20
Total with taxes and fees
A restaurant and a bar/lounge are featured at this holiday park. Guests will appreciate free perks like free self parking and WiFi in public areas. A grocery/convenience store, a lobby fireplace, and a communal living room are also on offer.
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

3 out of 5
500 Frank Sottile Blvd Kingston NY
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $132 total per night
$132 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free parking, a coffee shop, and a terrace are also offered.
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
549 Washington Street Hudson NY
Free Cancellation
Reserve now, pay when you stay
$222 nightly
The price is $251 total per night
$251 total
Aug 12 - Aug 13
Total with taxes and fees
This smoke-free hotel features 3 indoor pools, a restaurant, and a bar/lounge. Enjoy the steam room and perks like free valet parking and free WiFi. Free self parking, a coffee shop, and a garden are also offered.
Pool
Spa
Emerson Resort & Spa

Emerson Resort & Spa

3.5 out of 5
5340 NY-28 Mount Tremper NY
$240 nightly
The price is $269 total per night
$269 total
Jul 26 - Jul 27
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. You'll appreciate the seasonal outdoor pool, bar/lounge, and coffee shop.
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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 are vacation packages to Round Top?
Your travel fantasies can all come true in Round Top from an impressive $569. Our package deals include flights and hotels, and they'll make booking your trip nice and easy. The only thing you'll have to focus on is having an incredible time.
How long should my Round Top vacation be?
Your Round Top getaway can be as long as you like, but the majority of people stay around 2 nights. Eager to get out and uncover some hidden treasures? Lock in a couple more nights and see a different side of this destination.
Where can I get the best vacation package deals for Round Top?
Grabbing the perfect package deal to Round Top is easy with Travelocity. With as many as 400 air carriers and 1,000,000 properties worldwide, you'll have loads of choice when selecting your hotels and flights.
Why should I book my Round Top vacation bundle with Travelocity?
We have experiences for every type of globetrotter, top-notch service and round-the-clock customer support. And the icing on the cake is we'll match any cheaper price you happen to find with our Price Match Guarantee.
Will I save money on my Round Top car rental if I combine it with a hotel or flight?
Certainly — bundle your hotel, flight and car into a Round Top vacation package and you'll save a handsome sum. With so many places to explore in the Round Top area, that rental car will come in handy. Once you're in the driver's seat, put the stereo on and make tracks to Times Square, a top sight about 100 mi from Round Top.
Which airport is best for Round Top?
You have two options for landing at Round Top, the first being Albany Intl. Airport (ALB). It's around 35 mi from the center of the city, while Stewart Intl. Airport (SWF) is 50 mi away from central Round Top.
What is there to do in Round Top?
Blackhead Mountain Country Club is one of the superb sights that make Round Top a popular place to visit. But give yourself enough time to discover the city's lesser-known attractions too. This is often where the best memories are created.
Where should I stay when visiting Round Top?
If you're searching for someplace comfortable to lay your head, have a look at the Crystal Brook Resort & Mountain Brauhaus. It's the top pick for many visitors.

Photos of local treasures

Browse Round Top vacation photos for more inspiration

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.