
Bearsville Vacations from $963
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Your Bearsville Vacation
Say farewell to planning hassles and hello to a Bearsville vacation package. With the finer details organized before you take off, you can focus on discovering the best of this city, starting with Kingston Stockade District, which is great for families, festivals and markets. Overlook Mountain Trailhead, Bethel Woods Museum and Ashokan Rail Trail- Woodstock Dike Trailhead are just some of the attractions worth checking out during your trip to Bearsville. A few quick clicks is all it takes to create the ideal Bearsville vacation on Expedia.
The Latest Bearsville vacation packages
Price found within the past 48 hours. Click for updated prices.

Wylder Hotel Windham
Price was $1,120, price is now $963 per person
$963
per person
Dec 3 - Dec 7
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Hudson (HCC)
8.8/10 Excellent! (133 reviews)
El personal de recepcion fue muy atento y servicial. Nos encanto todas las amenidades del hotel y la energia del sitio. Definitavemente queremos volver.
Reviewed on Oct 26, 2026




The Haüs Windham
Price was $1,176, price is now $1,118 per person
$1,118
per person
Dec 3 - Dec 7
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Hudson (HCC)
8/10 Very Good! (39 reviews)
This stay was disappointing. The owners seem to be trying, but so many things were wrong that we wished we had stayed elsewhere.
The good: Great location for exploring the Catskills, especially in Fall, and convenient for skiing. Our Franklin Suite was spacious, beds comfortable, bathrooms remodeled, Wi-Fi good, and gym nice. Staff responded promptly to complaints.
The bad: Check-in required uploading photos and credit card information through a separate link despite booking through Hotels.com. With no front desk, finding our suite was difficult. Two junker cars blocked the signage and belonged to staff, who started them at 6:30 a.m. outside our window. One apparently had no muffler!
The room was more run-down than the photos suggested, with deferred maintenance, a hole in the ceiling from a previous leak, and sliding doors nearly impossible to open.
The “fully stocked kitchen” had one wine glass, two forks, dirty dishes, lipstick-stained glasses, and few supplies. No ice trays; we were told to buy ice. The dining table seated only four, although the suite sleeps six or more. Cleanliness was mediocre, with crumbs, dead bugs, and dirty dishes left behind. Even facial tissues were missing.
Bottom line: Staff were responsive, but cleanliness, maintenance, and attention to detail fell short. This might suit a group of guys on a casual ski weekend, but for a romantic Catskills getaway, we’d look elsewhere. Albergo Alegria or Wylder Windham, both nearby, looked much better.
Reviewed on Oct 24, 2026
Bearsville Hotel Deals

Hunter Lodge, a Bluebird by Lark
7433 Main St Hunter NY
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $141 total per night from Dec 2 to Dec 3
$141 total
Dec 2 - Dec 3
Total with taxes and fees

Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $189 total per night from Nov 30 to Dec 1
$189 total
Nov 30 - Dec 1
Total with taxes and fees
8.2/10 Very Good! (1,012 reviews)
"The staff was lovely & helpful, however the hotel is run down and needs some updates. Not a comfortable stay. Could be charming, historically aged & cozy - but it misses the mark."
Reviewed on Nov 1, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
282 Cairo Junction Rd Catskill NY
$192 nightly
The price is $207 total per night from Dec 1 to Dec 2
$207 total
Dec 1 - Dec 2
Total with taxes and fees
9.6/10 Exceptional! (332 reviews)
"We arrived while it was dark which made it difficult to navigate while driving. I've never stayed in a tiny home before and am not a camper, this is essentially camping indoors. It was very charming with picturesque views. This is not a reflection on the property these are just things that are helpful ..."
Reviewed on Nov 1, 2026
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.
Find the Best Bearsville Vacation Packages
Bearsville Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Ulster Performing Arts Center, Mount Tremper Arts and James Cox Gallery |
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