The Best Hotels Closest to Bearpen Mountain Sports in Prattsville - 2026 Updated Prices

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Our top choices for Bearpen Mountain Sports hotels

A covered porch with outdoor seating, a staircase, and potted plants.

A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.

A cozy room with a white sofa, a wooden table with a lamp, and a chair with a patterned cushion. There's a reception desk with a computer and a sign that says "Welcome".

A swimming pool with a fenced deck, lounge chairs, and umbrellas.

1. The Colonial Motel

5.8 mi from Bearpen Mountain Sports

Eric

£68

includes taxes & fees

19 Oct - 20 Oct

A large, white, two-story house with a turret and a wrap-around porch, surrounded by lush greenery.

A hotel room with a bed, white curtains, and wall-mounted light fixtures.

A bathroom with a blue-tiled shower enclosure, a shelf with toiletries, and a handheld showerhead.

A modern bathroom with a glass sink, wooden vanity, and a large mirror.

2. Shadowcrest

9.6 mi from Bearpen Mountain Sports

David

£110

includes taxes & fees

8 Oct - 9 Oct

A log cabin with a deck, outdoor seating, and a view of a forest.

A wooden covered bridge in a forested area with a paved path leading to it.

A woman in a black swimsuit stepping out of a pool into a room with wooden ceiling beams, large windows, and wooden lounge chairs.

A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.

3. Hotel Vienna

11.6 mi from Bearpen Mountain Sports

Toni-Diane

£99

includes taxes & fees

6 Oct - 7 Oct

A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.

A stone building with a chimney, a pool, and a sign for Shandaken Inn.

A two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.

A stone fireplace with a fire, two patterned armchairs, a shelf with books and a decorative owl.

4. Shandaken Inn

11.8 mi from Bearpen Mountain Sports

Karina

£120

includes taxes & fees

27 Oct - 28 Oct

A large, two-story house with multiple porches and string lights.

A room with a wooden floor, a chair, a lamp, and a view through a window with a decorative frame.

A grassy field with a wooden structure overhead, possibly a gazebo or pavilion.

A building with a porch and outdoor seating area.

5. Albergo Allegria Hotel

11.6 mi from Bearpen Mountain Sports

Roy

£142

includes taxes & fees

6 Oct - 7 Oct

A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

A covered outdoor seating area with picnic tables and umbrellas, surrounded by a forest.

A reception desk with a mirror, potted plants, a welcome sign, and a bench with patterned cushions.

A person walking towards a yellow door with stone walls and a bench to the left.

6. Starlite Motel

11.2 mi from Bearpen Mountain Sports

Danielle

£106

includes taxes & fees

6 Oct - 7 Oct

A two-story building with a balcony, surrounded by well-maintained lawns and trees.

A compact living space with a kitchen, dining area, and seating.

A dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.

A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.

7. The Winwood Condominiums

11 mi from Bearpen Mountain Sports

Abdul

£103

includes taxes & fees

1 Nov - 2 Nov

A river flowing through a forested area with rocks and autumn-colored trees.

A dining area with a wooden table and a single green chair.

A front door with a WiFi sign, a Christmas wreath, and a bear statue.

A wooden sign for Black Bear Lodge with a phone number.

8. Black Bear Lodge

4 mi from Bearpen Mountain Sports

Gerald

£122

includes taxes & fees

7 Oct - 8 Oct

A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.

A dining room with a wooden table, chairs, a chandelier, and a vase of flowers.

A covered outdoor seating area with wicker chairs and a table, surrounded by white railings and hanging planters.

A wooden staircase leading to a second floor, a red sofa with floral cushions, and a wooden floor.

9. Antique Rose Inn Windham

12 mi from Bearpen Mountain Sports

David

£110

includes taxes & fees

6 Oct - 7 Oct

A swimming pool with lounge chairs and potted plants.

A hotel room with two beds, a desk, a chair, and a TV on a stand.

A two-story motel with a central staircase, balconies, and a grassy front yard.

A two-story building with a large front porch, a chimney, and a balcony.

10. Moore's Motel

2.6 mi from Bearpen Mountain Sports

Marika

£98

includes taxes & fees

6 Oct - 7 Oct

A wooden cabin with a triangular roof, a wooden door, and a bench outside.

A bar area with wooden beams, a bar counter, and four bar stools.

A round wooden table with a hanging light fixture, surrounded by four stools, set against a backdrop of a large window with a view of trees and a wooden deck.

A wooden cabin with a balcony, surrounded by snow-covered trees.

11. Eastwind Windham

11.6 mi from Bearpen Mountain Sports

Sharon

£238

includes taxes & fees

7 Oct - 8 Oct

A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.

A pool table with balls and a cue stick.

A bar with wooden chairs, a bar counter, and various bottles and glasses.

A wooden room with a bed, a nightstand with a lamp, and a wall with tree decorations.

12. Jimmy OConnors Windham Mountain Inn

10.9 mi from Bearpen Mountain Sports

Robin

£109

includes taxes & fees

12 Oct - 13 Oct

A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.

A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.

A room with two blue armchairs, a small round table, a lamp, and a large window with curtains.

Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.

13. Wylder Hotel Windham

11.5 mi from Bearpen Mountain Sports

Yousung

£256

includes taxes & fees

29 Oct - 30 Oct

A bedroom with a bed, a sliding door, a TV, a shelf, and a clock.

A cozy living room with a sofa, coffee table, and a foosball table. There are framed pictures on the wall and a window with blinds.

A coffee machine dispensing coffee into a glass cup, a lamp, and a book on a table.

A room with a wooden ceiling, a black TV on the wall, a black bookshelf, and a window with blinds.

14. The Vine on main

12 mi from Bearpen Mountain Sports

Dana

£157

includes taxes & fees

6 Oct - 7 Oct

A dining area with a round wooden table and four chairs, a chandelier with lights, and a white door in the background.

A pool table with balls and a cue stick, a wooden chair, and a table with chairs in the background.

A swimming pool with lounge chairs and a building in the background.

A cozy room with a fireplace, a wooden table with books and glasses, and a blue sofa.

15. Catskill Seasons Inn

11 mi from Bearpen Mountain Sports

Severn

£149

includes taxes & fees

27 Oct - 28 Oct

A bedroom with a large window, a bed, and a view of a forest.

A large, multi-story wooden house with a snow-covered roof and several lit windows, surrounded by bare trees and snow.

A spacious living room with a stone fireplace, wooden staircase, and modern furniture.

A wooden cabin with a door, surrounded by greenery and a stone pathway.

16. The Haüs Windham

11.6 mi from Bearpen Mountain Sports

Erica

£214

includes taxes & fees

7 Oct - 8 Oct

A large building with a prominent entrance, a parking area with several vehicles, and a landscaped area with trees and shrubs.

A living room with two sofas, a coffee table, a fireplace, and a mirror.

A gazebo in a grassy field with mountains in the background.

A spacious lobby with a high ceiling, wooden beams, a reception desk, and leather seating.

17. Hanah mountain resort and country club

11.4 mi from Bearpen Mountain Sports

Michael

£123

includes taxes & fees

5 Nov - 6 Nov

18. Windham NY Escape

12 mi from Bearpen Mountain Sports

Miguel

£410

includes taxes & fees

6 Oct - 7 Oct

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Compare popular hotels close to Bearpen Mountain Sports

Property	Property class	Guest rating
The Colonial Motel	9.6 Exceptional 496 reviews	View
Shadowcrest	9.8 Exceptional 290 reviews	View
Hotel Vienna	9.4 Exceptional 881 reviews	View
Shandaken Inn	10.0 Exceptional 321 reviews	View
Albergo Allegria Hotel	9.6 Exceptional 288 reviews	View

Top Bearpen Mountain Sports Hotel Reviews

All Seasons Retreat in Prattsville, N.Y. Hiking/Swimming/Skiing & Snowboarding

8/10 Good

"I saw a deer in the woods near the house. It was a bit tricky to get to but the road close to the house has beautiful views of the mountains. All in all, a good stay."

Mountain Retreat close to Hunter/Windham Mountain

10/10 Excellent

"This property is located in a beautiful mountain setting with great views. It is well furnished and equipped with all kitchen and household necessities. Due to a mix-up between our host and his cleaning staff the house had not been done from the previous renters upon our check-in. Our host Peter was immediately contactable and the situation quickly rectified along with a fair refund for the minor inconvenience caused. We would definitely recommend this property to others."

Swim. Float. Fish. on private waterfront w/Hot Tub.Fire Pit.Views. Hiking.Games.

10/10 Excellent

"We had an amazing stay at Catherine and Diego’s place. It was extremely clean which I appreciated so much. It may the stay that much more comfortable. It was great to be far away. The peacefulness was what we needed. Would love to stay here again in the future! Everything was as described. Catherine communicated well and response was quick. Thank you again for an amazing stay!"

Black Bear Lodge

8/10 Good

"Nice place to spend the night, but very easy to pass by the place at night."

Large Group Catskills Mountain Retreat near Hunter & Windham Mountains

10/10 Excellent

"I came here for a low-key bachelorette party with my girlfriends, and we had the best time. The views are even better in person and the house was PERFECT for a large group trip!"

Summer fun in the Catskills

10/10 Excellent

"Everything about our stay was great. The home was warm, welcoming, and accurately described. Our host was very responsive, answered all of our questions, and provided clear, detailed instructions. We loved taking advantage of the full kitchen and the lovely hot tub, and there was plenty to do in the surrounding area.Bonus tip: The host actually stocks plenty of spices and condiments, so unless you have specific preferences, there's no need to bring your own!"

Catskill Mountain Retreat -- private, beautiful views, hot tub, game rm, firepit

10/10 Excellent

"Perfect weekend getaway, no complaints here"

'Bearpen Lodge' on 125 Acres - Near Belleayre Mtn!

10/10 Excellent

"I had a fantastic vacation and cannot recommend it enough. The host, Adina, was top notch. She made sure we were welcome and comfortable.The kitchen was well equipped with everything we needed and the cabin's location was great. We are looking forward to come back and enjoy it during a different season"

Charming chalet with 5 bedrooms and WiFi, in peaceful Roxbury

10/10 Excellent

"Coming off of winter the property was somewhat disheveled, including some minor fixes needed on deck. This was not an issue as we understand that sometimes Vrbo owners don’t live right next door to their rental properties and therefore need a little more time to get things ship shape. The host was very responsive to my recommendations. The house is cool and set up well for a large group, although it would be good get more bowls in the house and maybe let people know the coffee maker is a nespresso cup maker and that the ping pong room is under construction and has no electricity, so game play is limited to day light hours. I am sure this will be remedied soon. Also the address doesn’t indicate that it is the south fork of the road and therefore if you plug into something other than maps they might take you the north fork. Which is a dead end and even my local friend who came to visit said she does not recommend. Roxbury is very charming. It has a darling little cafe and grocery store, and the locals are friendly. There is a food lion pretty close by if you need a bigger grocery store. Overall had a blast and I recommend, even with the little issues we had."

Other attractions near Bearpen Mountain Sports

Zadock Pratt Museum

You can spend time exploring the galleries in Zadock Pratt Museum during your trip to Prattsville.

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Pratt Museum

You can spend time exploring the galleries in Pratt Museum in Prattsville.

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Ashland Park

Explore the great outdoors at Ashland Park, a lovely green space in Windham. Discover the mountain views and cafes in this relaxing area.

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Ashland Town Hall

Ashland Town Hall is just one of the places to see in Ashland, so why not enjoy the other things to explore during your travels?

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Huntersfield State Forest

You can take time to visit Huntersfield State Forest during your travels to Windham. Discover the mountain views and cafes in this relaxing area.

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Gilboa Town Hall

After visiting Gilboa Town Hall, make a plan to see the other sights and activities in Gilboa.

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Gilboa Museum

You can spend time studying the exhibits at Gilboa Museum in Gilboa.

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Frequently asked questions

What's the area like around Bearpen Mountain Sports?

Bearpen Mountain Sports is located in Prattsville. You'll find 55 hotels and other accommodations within a few miles for a convenient home base.

Where is the best place to stay near Bearpen Mountain Sports?

Located 2.6 mi (4.1 km) from Bearpen Mountain Sports, Moore's Motel is one of the top choices for your stay based on our traveller data. Another good choice is Black Bear Lodge, located 4 mi (6.4 km) away.

How many hotels can I expect to find near Bearpen Mountain Sports?

Expedia has 55 hotels and other accommodation options a few miles from Bearpen Mountain Sports.

If I need to cancel the hotel reservation for my stay near Bearpen Mountain Sports, will I receive a refund?

Yes, the majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a non-refundable reservation, it may still be possible to cancel it and be given a refund within 24 hours of booking. Enter dates in and click on "Search", then you can use the "fully refundable" filter to review the best deals near Bearpen Mountain Sports.

Search Hotels Near Bearpen Mountain Sports, Prattsville

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Bearpen Mountain Sports hotels

1. The Colonial Motel

2. Shadowcrest

3. Hotel Vienna

4. Shandaken Inn

5. Albergo Allegria Hotel

6. Starlite Motel

7. The Winwood Condominiums

8. Black Bear Lodge

9. Antique Rose Inn Windham

10. Moore's Motel

11. Eastwind Windham

12. Jimmy OConnors Windham Mountain Inn

13. Wylder Hotel Windham

14. The Vine on main

15. Catskill Seasons Inn

16. The Haüs Windham

17. Hanah mountain resort and country club

18. Windham NY Escape

Compare popular hotels close to Bearpen Mountain Sports

Top Bearpen Mountain Sports Hotel Reviews

All Seasons Retreat in Prattsville, N.Y. Hiking/Swimming/Skiing & Snowboarding

Mountain Retreat close to Hunter/Windham Mountain

Swim. Float. Fish. on private waterfront w/Hot Tub.Fire Pit.Views. Hiking.Games.

Black Bear Lodge

Large Group Catskills Mountain Retreat near Hunter & Windham Mountains

Summer fun in the Catskills

Catskill Mountain Retreat -- private, beautiful views, hot tub, game rm, firepit

'Bearpen Lodge' on 125 Acres - Near Belleayre Mtn!

Charming chalet with 5 bedrooms and WiFi, in peaceful Roxbury

Other attractions near Bearpen Mountain Sports

Zadock Pratt Museum

Pratt Museum

Ashland Park

Ashland Town Hall

Huntersfield State Forest

Gilboa Town Hall

Gilboa Museum

Frequently asked questions