Deals on vacations and trips to Round Top

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Price found within the past 48 hours. Click for updated prices.
The Hidden Inn

The Hidden Inn

4 out of 5
Save 100% on your flight
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hudson (HCC)
A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking.
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
Save 100% on your flight
per person
Oct 2 - Oct 5
found 9 hours ago
Roundtrip flight included
Detroit (DTW) to Hudson (HCC)
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.
Coldbrook Bed and Breakfast

Coldbrook Bed and Breakfast

4 out of 5
Save 100% on your flight
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hudson (HCC)
This bed & breakfast features free WiFi in public areas, a virtual front desk, and free self parking. Enjoy the free self-serve breakfast each morning. A terrace, a garden, and a picnic area are also on offer.
Cortland by Avantstay Charming Heritage Estate w/ Private Lake & Pool

Cortland by Avantstay Charming Heritage Estate w/ Private Lake & Pool

3.5 out of 5
Save 100% on your flight
per person
Oct 2 - Oct 5
found 9 hours ago
Roundtrip flight included
Detroit (DTW) to Hudson (HCC)
An outdoor pool, free self parking, and concierge services are featured at this cottage. WiFi in public areas is free. Barbecue grills are provided for your convenience.
Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
Save 100% on your flight
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Hudson (HCC)
A bar/lounge and a coffee shop are featured at this hotel, along with free self parking. WiFi in public areas is free. A terrace, a garden, and a snack bar/deli are also on offer.

Top Round Top hotels deals

Crystal Brook Resort & Mountain Brauhaus

Crystal Brook Resort & Mountain Brauhaus

2.5 out of 5
430 Winter Clove Road, Round Top, NY
Free Cancellation
$207 nightly
The price is $224 total per night
$224 total
Aug 19 - Aug 20
Total includes taxes and fees
A nightclub and a restaurant are featured at this hotel. Enjoy the outdoor tennis court and free perks like cooked-to-order breakfast and free self parking. You'll appreciate the seasonal outdoor pool, bar/lounge, and barbecue grills.
Pool
Breakfast included
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
$169 nightly
The price is $183 total per night
$183 total
Sep 11 - Sep 12
Total includes 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.
Breakfast included
Pet friendly
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
Free Cancellation
Reserve now, pay when you stay
$134 nightly
The price is $145 total per night
$145 total
Sep 4 - Sep 5
Total includes taxes and fees
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.
Pool
Breakfast included
Hampton Inn Kingston

Hampton Inn Kingston

2.5 out of 5
1307 Ulster Ave, Kingston, NY
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $140 total per night
$140 total
Aug 24 - Aug 25
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Postcard Cabins Eastern Catskills

Postcard Cabins Eastern Catskills

2 out of 5
282 Cairo Junction Rd, Catskill, NY
$204 nightly
The price is $220 total per night
$220 total
Aug 20 - Aug 21
Total includes taxes and fees
This cabin features a virtual front desk. Take advantage of the free self parking.
Kitchen
Pet friendly
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
$136 nightly
The price is $152 total per night
$152 total
Sep 7 - Sep 8
Total includes 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.
Pool
Parking included
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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.

Popular places to visit

Blackhead Mountain Country Club

Enjoy a round of golf in Round Top at Blackhead Mountain Country Club. Discover the mountain views while you're in the area.

Blackhead Mountain Country Club

Frequently asked questions

How much are vacation packages to Round Top?
Your travel fantasies can all come true in Round Top from an impressive $296. 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

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