Deals on vacations and trips to Bearsville

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Bearsville flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Eastwind Windham

Eastwind Windham

3.5 out of 5
Save 100% on your flight
Price was $1,422, price is now $1,116 per person
$1,116
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) 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.
Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

3 out of 5
Save 100% on your flight
Price was $3,301, price is now $2,379 per person
$2,379
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Hudson (HCC)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.
Scenic Catskills Retreat Pool, Hot Tub, Game Room, Lake & Views Mountainview Estate by Avantstay

Scenic Catskills Retreat Pool, Hot Tub, Game Room, Lake & Views Mountainview Estate by Avantstay

3 out of 5
Price was $17,228, price is now $12,573 per person
$12,573
per person
Jul 19 - Jul 26
found 4 hours ago
Roundtrip flight included
Houston (HOU) to Hudson (HCC)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the arcade/game room and barbecue grills. An outdoor pool and a terrace are also provided.
The Haüs Windham

The Haüs Windham

2 out of 5
Price was $1,825, price is now $1,384 per person
$1,384
per person
Jul 19 - Jul 26
found 4 hours ago
Roundtrip flight included
Houston (HOU) to Hudson (HCC)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A 24-hour gym and barbecue grills are also provided.
Perfect Family Vacation Home in the Mountains

Perfect Family Vacation Home in the Mountains

2 out of 5
Save 100% on your flight
Price was $2,692, price is now $2,134 per person
$2,134
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Hudson (HCC)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is also provided.

Top Bearsville hotels deals

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

Bearsville NY
Get rates
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
Free Cancellation
Reserve now, pay when you stay
$87 nightly
The price is $98 total per night
$98 total
May 6 - May 7
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a garden, and a grocery/convenience store are also offered.
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
282 Cairo Junction Rd Catskill NY
$189 nightly
The price is $204 total per night
$204 total
Apr 30 - May 1
Total with taxes and fees
This cabin features a virtual front desk. Take advantage of the free self parking.
Kitchen
Pet friendly
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
$155 nightly
The price is $168 total per night
$168 total
May 10 - May 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.
Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

3 out of 5
800 Frank Sottile Boulevard Kingston NY
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $160 total per night
$160 total
May 10 - May 11
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Free Cancellation
Reserve now, pay when you stay
$247 nightly
The price is $279 total per night
$279 total
Apr 30 - May 1
Total with taxes and fees
A restaurant and a bar/lounge are featured at this inn. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Guests will appreciate freebies like continental breakfast and free self parking.
Breakfast included
Pet friendly
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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 Bearsville?
With Travelocity vacation packages, you can be living it up in Bearsville for as little as $1,116. Hotels, flights and adventures — we have it all. You'll save loads just for bundling your bookings. And with everything taken care of before you leave, you don't have to worry about a thing.
Where can I get the best vacation package deals for Bearsville?
With around 400 airlines and 1,000,000 hotels around the world, it's tough to beat Travelocity. Scroll through our extensive range and score an incredible package deal to Bearsville. Doesn't it feel amazing when organizing a trip is that easy?
Why should I book my Bearsville vacation bundle via Travelocity?
Travel should be about making cherished new memories and leaving all your troubles behind — which is why we provide you with a team of experts on hand around-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our broad range of vacation packages. So what are you waiting for? There's no time like the present to secure that vacation you've always wanted.
Will I save money on my Bearsville car rental if I combine it with a hotel or flight?
You certainly can — and if you also add an activity or experience to your Bearsville vacation package, you'll pick up even greater savings. With a package, you can find things to do in the region that are right for you. Then, jump in your rental car and work your way through the list. Times Square is one renowned attraction to visit. You'll find it 90 mi from Bearsville.

Photos of local treasures

Browse Bearsville vacation photos for more inspiration

Foliage colors aerial view at Catskills Woodstock in New York