Bearsville Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to £335 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Bearsville Holiday

Say farewell to planning hassles and hello to a Bearsville holiday package. With the finer details organised 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 holiday on Expedia.

Bearsville Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Hunter Mountain, Kaaterskill Falls and Ulster Performing Arts Centre

Our pick of the best Bearsville Hotel Deals

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
Stay at this family-friendly hotel in Kingston. Enjoy free breakfast, free parking and room service. Our guests praise the breakfast and the helpful staff in ...
7.8/10 Good! (1,000 reviews)
"Great spot in Kingston, perfect for venturing into the Historic district, or driving over to Woodstock or the Catskills. Check-in took a while due to short staffing."

Reviewed on 21 Jun 2025

Best Western Plus Kingston Hotel And Conference Center
Beekman Arms Hotel
Beekman Arms Hotel
3.5 out of 5
6387 MILL ST, Rhinebeck, NY
Stay at this 3.5-star business-friendly inn in Rhinebeck. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
8.2/10 Very Good! (720 reviews)
"Nice old inn and good breakfast"

Reviewed on 19 Jun 2025

Beekman Arms Hotel
Super 8 by Wyndham Kingston
Super 8 by Wyndham Kingston
2.5 out of 5
487 Washington Ave, Kingston, NY
Stay at this business-friendly motel in Kingston. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
6.2/10 (1,008 reviews)
"It was good but our room key wouldn’t work after numerous keys and running back and fourth and reserved and did online check in with time of arrival and had to wait almost an hr for a room anyway"

Reviewed on 14 Jun 2025

Super 8 by Wyndham Kingston
See all 2,408 properties in Bearsville
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Bearsville travel package cost?
Our Bearsville travel packages, which start from as low as , are the best way to save loads of cash. Select your favourite hotels, flights and more to create your perfect itinerary.
If I'm not able to travel, can I cancel my Bearsville travel package?
Because we know life can be unpredictable, the answer is yes. To learn more, visit our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it for no charge. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.
How do I get a cheap travel package to Bearsville?
Just imagine all the fun things you could do in Bearsville with a pile of extra cash in your pocket. Watch your savings stack up when you bundle your flights, hotels and extras into a Bearsville travel package. You have loads of choice when you book your trip with Expedia too. In fact, you can choose from over 550 airlines and 1,000,000 properties around the world. Whether you're taking a break with the entire family or surprising your special someone, organising a getaway to Bearsville is better with a package.
Does Expedia offer Book Now, Pay Later Bearsville holidays?
Expedia has teamed up with online lender Klarna to make booking your next break easier on your budget. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more money to spend while you're travelling. Klarna has several payment plans to pick from, so you're sure to find something that fits into your budget. Consider these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds best for you, Klarna can help. Paying in easy monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: If you'd like to pay off your getaway across multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you spot an amazing deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock in your escape.

Where should I stay in Bearsville?
A getaway to Bearsville wouldn't be complete without visiting Woodstock Public Library, Woodstock Golf Club and Woodstock Music Shop. Stay near these popular attractions and make sightseeing simple.
What are the top hotels in Bearsville?
Secure a room at Best Western Plus Kingston Hotel And Conference Centre. It's one of this area's most popular hotels. Another top option in Bearsville is Howard Johnson by Wyndham Saugerties.
How far in advance should I book my Bearsville holiday?
While prices change from time to time, we generally advise booking your holiday as early as possible. Many international fares are found on Expedia up to 12 months in advance. If you're booking last minute, you might still get lucky. Discount prices to Bearsville sometimes emerge in the weeks prior to departure.
What does an Expedia Bearsville travel package include?
Flights, hotels and a cool set of wheels for your road trip adventures. Simply mix and match your favourite bundle and get access to incredible deals. Once you've made your booking, add on some experiences and tours and watch your savings stack up. When it comes to crafting your Bearsville holiday, you're in charge!
What should I know before booking a Bearsville travel package?
We already have low prices. However, you'll enjoy even more bargains when you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and a terrific range of choice.
Can I choose my airline with a Bearsville Expedia travel package?
Yes --- and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our packages give you the freedom to pick from available flights, hotels and activities that suit you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.