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Find hotels in Oliverea, NY from ฿3,135

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24 Dec - 25 Dec
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25 Dec - 26 Dec
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26 Dec - 28 Dec
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2 Jan - 4 Jan

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Our top choices for Oliverea hotels

Restaurant
Urban Cowboy Lodge

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.2 out of 10, Wonderful, (189)
Surrounded by pristine Catskill Mountains, this luxurious lodge features deep-tissue massages and a rejuvenating sauna. After exploring nearby Belleayre Mountain, unwind at the on-site restaurant and bar. Guests consistently praise the attentive staff who enhance every wilderness escape.
" Didn’t get the room shown on Expedia website so we were disappointed in that. Overall nice place and really enjoyed our stay. "
United States
Stuart
The price is ฿5,902
฿6,611 total
includes taxes & fees
4 Jan - 5 Jan 2026
Urban Cowboy Lodge
Terrace/patio
Eastwind Oliverea Valley

Eastwind Oliverea Valley

Eastwind Oliverea Valley
2.0 star property
Big Indian
9.2 out of 10, Wonderful, (35)
Located in Big Indian, this tranquil hotel offers easy access to Belleayre Mountain Ski Centre and Catskill State Park. Enjoy complimentary WiFi and parking during your mountain retreat, with breakfast available to fuel your adventures.
"Very cozy for a weekend gateway "
United States
Fiorentin
The price is ฿15,522
฿19,147 total
includes taxes & fees
29 Dec - 30 Dec
Eastwind Oliverea Valley
Breakfast, lunch and dinner served
Stonehill's Farmhouse

Stonehill's Farmhouse

Stonehill's Farmhouse
3.5 star property
Accord
9.6 out of 10, Exceptional, (49)
Escape to this Accord B&B where you'll enjoy a rejuvenating sauna, garden views, and on-site dining at Farmhouse Tavern. Free WiFi and parking complement your stay near Minnewaska State Park and unique local attractions.
"The cabins are wonderfully appointed and the inn is very comfortable. "
United States
Amy
The price is ฿12,536
฿15,608 total
includes taxes & fees
28 Dec - 29 Dec
Stonehill's Farmhouse
Property grounds
The Wheelhouse Inn

The Wheelhouse Inn

The Wheelhouse Inn
2.5 star property
Pine Hill
8.6 out of 10, Excellent, (129)
Free perks elevate this mountain retreat. The hotel offers complimentary WiFi and parking, with Belleayre Mountain Ski Centre and Pine Hill Community Centre just moments away for outdoor adventures.
"Great host, large and cozy rooms."
United States
Mohamed
The price is ฿2,800
฿3,135 total
includes taxes & fees
10 Jan - 11 Jan 2026
The Wheelhouse Inn
View from property
Black Bear Lodge

Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (131)
Peaceful lodging surrounded by nature, where complimentary parking and WiFi enhance your stay. Close to Ashland Park and Bearpen Mountain State Forest, this tranquil motel offers daily housekeeping for a refreshing mountain getaway.
"A great place to stay in the Catskills at a reasonable price point. "
United States
Peter
The price is ฿4,630
฿5,001 total
includes taxes & fees
21 Jan - 22 Jan 2026
Black Bear Lodge
Indoor wedding
Margaretville Mtn Inn B&B and Village Suites

Margaretville Mtn Inn B&B and Village Suites

Margaretville Mtn Inn B&B and Village Suites
3.0 star property
Margaretville
8.2 out of 10, Very good, (206)
Charming B&B in Margaretville with complimentary breakfast, WiFi, and parking. Relax in the hot tub after a day of sledding on-site, or explore nearby East Branch Delaware River and Canada Falls for outdoor excitement.
"Our stay at the Margaretville Mtn Inn was fantastic. The room was beautiful and very clean. The breakfast that was served was wholesome and delicious. I would definitely stay there again."
United States
Neal
The price is ฿4,195
฿4,926 total
includes taxes & fees
20 Jan - 21 Jan 2026
Margaretville Mtn Inn B&B and Village Suites
Mountain view
Catskill Seasons Inn

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very good, (241)
Tucked away in the Catskills, this charming inn offers a seasonal outdoor pool and tennis courts. Just minutes from Belleayre Mountain Ski Centre with free breakfast, WiFi and parking for a relaxing mountain retreat.
"Great Stay would definitely recommend "
United States
Jay
The price is ฿4,630
฿5,186 total
includes taxes & fees
7 Jan - 8 Jan 2026
Catskill Seasons Inn
Standard Room, 2 Queen Beds | Free WiFi, bed sheets
Blue Hill Lodge

Blue Hill Lodge

Blue Hill Lodge
3.0 star property
Claryville
9.0 out of 10, Wonderful, (455)
Surrounded by the Catskill Mountains, this welcoming lodge offers comfortable, clean accommodation with a bar/lounge and garden retreat. Enjoy complimentary WiFi and parking while exploring nearby Russian Mule Brewery and Red Hill Museum.
"Everything was great as usual. I stay here frequently. "
United States
michelle
The price is ฿2,797
฿3,132 total
includes taxes & fees
21 Jan - 22 Jan 2026
Blue Hill Lodge
Bar (on property)
Hasbrouck House

Hasbrouck House

Hasbrouck House
4.0 star property
Stone Ridge
9.0 out of 10, Wonderful, (51)
Charming retreat with a seasonal outdoor pool, bar, and restaurant. Relax with deep-tissue massages or unwind in the sauna after exploring nearby Tongore Park Beach. Free WiFi and parking make this countryside gem even more inviting.
"Cute place, staff very helpful"
United States
Rhonda
Hasbrouck House
Outdoor pool
Moore's Motel

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (158)
Tranquil accommodation provide a restful atmosphere at this Prattsville motel. Take a refreshing dip in the outdoor pool after exploring nearby Pratt Museum. Free WiFi and parking add value to this peaceful getaway.
"Stay here every time we are in the area. And its always a great stay and a good time down the street at the prattsville tavern. Moores is excellent"
United States
John
The price is ฿3,729
฿4,028 total
includes taxes & fees
23 Jan - 24 Jan 2026
Moore's Motel
Exterior
Inness

Inness

Inness
5.0 star property
Accord
9.2 out of 10, Wonderful, (90)
Immerse yourself in this luxurious Accord retreat featuring a 9-hole golf course and full-service spa offering massages and facials. Enjoy 3 bars, restaurant dining, and both indoor and outdoor pools. Minutes from the famous Garden Gnome attraction with free WiFi and parking.
"Amazing experience "
United States
Fernando
The price is ฿20,188
฿24,010 total
includes taxes & fees
4 Jan - 5 Jan 2026
Inness
Dining
Phoenicia Lodge

Phoenicia Lodge

Phoenicia Lodge
2.0 star property
Phoenicia
9.2 out of 10, Wonderful, (32)
Tucked away in Phoenicia, this cosy lodge sits within walking distance to the majestic Catskill Mountains. Enjoy complimentary breakfast and WiFi after exploring nearby hiking trails or mountain biking adventures.
"Had a great stay! "
United States
Lace
The price is ฿3,293
฿3,688 total
includes taxes & fees
20 Jan - 21 Jan 2026
Phoenicia Lodge
Presidential Duplex, Fireplace, Mountain View | Premium bedding, down duvets, memory-foam beds, free WiFi
The Haüs Windham

The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.6 out of 10, Excellent, (19)
Experience the charm of this mountain retreat just minutes from Windham Mountain Resort. Enjoy complimentary WiFi and parking while exploring nearby skiing and snowboarding trails. Windham Country Club awaits after a day of alpine adventure.
"Very good"
United States
Sophia
The price is ฿5,252
฿8,192 total
includes taxes & fees
13 Jan - 14 Jan 2026
The Haüs Windham
Front of property
Cave Mountain Motel

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (135)
Embrace alpine charm at this motel with complimentary buffet breakfast, WiFi, and parking. Just 5 minutes from Windham Mountain Resort, it offers easy access to hiking trails, vineyards, and winery attractions.
"I enjoyed my stay here. I found the owner to have a good sense of humor. They have a light breakfast and coffee available. The room had everything I needed to have a comfortable stay. Check in went smoothly."
United States
Alexander
The price is ฿4,320
฿4,665 total
includes taxes & fees
25 Jan - 26 Jan 2026
Cave Mountain Motel
Seasonal outdoor pool
The Graham & Co.

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (22)
Relax at this Phoenicia escape with a seasonal outdoor pool and volleyball court. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Empire State Railway Museum. The motel offers free bike rentals for scenic Catskill Mountains adventures.
"A beautiful and relaxing getaway in the Catskills. Highly recommended. The room and grounds are clean and well maintained. The staff is friendly and attentive without being intrusive."
United States
Brian
The price is ฿4,820
฿5,398 total
includes taxes & fees
7 Jan - 8 Jan 2026
The Graham & Co.
Front of property
Meadowood Inn

Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (266)
Mountain views surround this cosy B&B with local cuisine breakfast included daily. Guests praise the helpful staff and proximity to hiking trails, mountain biking, and skiing at Belleayre. Delaware & Ulster Railway offers nearby scenic adventures.
"I cant say enough positive things when it comes to the Meadowood Inn. Our hostess was informative, friendly, and cooked us up a gourmet breakfast each morning to get us on our way. The Inn itself was truly charming and we were excited to learn about the history of the house. I have stayed at a good amount of B&B's, and the cleanliness at the Inn was above excellent, spotless! "
United States
christoph
The price is ฿5,888
฿6,477 total
includes taxes & fees
26 Dec - 27 Dec
Meadowood Inn
Seasonal outdoor pool
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (344)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is ฿5,875
฿6,345 total
includes taxes & fees
20 Jan - 21 Jan 2026
Winwood Condominiums by Windham Mountain Club
Exterior
Hotel Vienna

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (727)
Unwind at this mountain retreat featuring an indoor pool and complimentary breakfast. Borrow free bikes to explore nearby trails or take a 5-minute drive to hit the slopes at Windham Mountain Resort. Guests rave about the helpful staff and prime location.
"Great service, nice and clean hotel."
United States
Mary
Hotel Vienna
Room 15 | Premium bedding, down duvets, individually decorated
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (270)
Surrounded by outdoor adventure, this charming B&B offers free WiFi and parking just 5 minutes from skiing. Hiking trails, kayaking, and mountain biking await, while the garden, terrace, and bike cleaning station welcome you back after exploring.
"Nice people and great breakfast. "
United States
Remelin
The price is ฿4,160
฿4,493 total
includes taxes & fees
6 Jan - 7 Jan 2026
Albergo Allegria Hotel & Breakfast Restaurant
Front of property
Antique Rose Inn Windham

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (125)
Ski enthusiasts will love this charming bed & breakfast, offering free perks like a daily full breakfast, WiFi, and parking. The Victorian property includes a terrace and garden, with ski passes available. Located near Windham Country Club.
"Very entertaining owner, comfortable bed, quiet at night, bathroom shareable with the other two rooms, all very clean and cure for details. Great breakfast, not very far from Windham. "
United States
Simona
The price is ฿4,195
฿4,531 total
includes taxes & fees
5 Jan - 6 Jan 2026
Antique Rose Inn Windham
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.
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Stay near popular Oliverea attractions

Giant Ledge Trailhead

Explore the great outdoors at Giant Ledge Trailhead, a lovely green space in Oliverea. Discover the mountain views in this relaxing area or seek out the hiking trails.
See properties

Learn more about Oliverea

Escape to secluded Oliverea! Enjoy its mountain views, skiing and festivals.

See all hotels in Oliverea
View from atop the giant ledge in the Catskill mountains of New York !!
Photo by Joe Vickiana
Open Photo by Joe Vickiana

Top Oliverea Hotel Reviews

Wylder Hotel Windham

Wylder Hotel Windham

10/10 Excellent
"everything was clean and new. gorgeous pillows, mattress and bedding. Restaurant was wonderful. Loved the balcony view of mountains and stream. Too cold to go bike riding but they had electric bikes."
Christopher M. 1-night trip
Posted 1 month ago
Wylder Hotel Windham

More cheap stays in Oliverea

Catskill Seasons Inn

Catskill Seasons Inn

178 Route 42 Shandaken NY
The price is ฿4,630 per night from 7 Jan to 8 Jan
฿4,630
฿5,186 total
7 Jan - 8 Jan 2026
includes taxes & fees
8/10 Very Good! (241 reviews)

Frequently asked questions

What's the best place for a stay in Oliverea?
Eastwind Oliverea Valley is ranked highly by Expedia customers. This hotel offers a restaurant and an outdoor pool. Urban Cowboy Lodge is another favourite option for your trip based on reviews. See all available top hotels, or vacation rentals in Oliverea.
If I need to cancel my hotel reservation in Oliverea, will I receive a refund?
Yes, most hotel bookings are refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Oliverea.
What is the favourite LGBTQ-friendly hotel in Oliverea?
Urban Cowboy Lodge is a top LGBTQ-friendly lodge, and features free Wi-Fi and comfy beds. See all available hotels listed as LGBTQ-friendly in Oliverea.
What's the best dog-friendly accommodation option in Oliverea?
Urban Cowboy Lodge is a top dog-friendly lodge, and offers a restaurant and a bar/lounge for its human guests. Eastwind Oliverea Valley is another option if you're bringing your pet along. See more pet-friendly hotel accommodations in Oliverea.
What's the best high-end place to stay in Oliverea?
Urban Cowboy Lodge is a luxury lodge with spa services and a deli, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Find more luxury hotels in Oliverea.
What are some accommodation options with pools in Oliverea?
Eastwind Oliverea Valley: Offers free self parking, an outdoor pool and complimentary wireless Internet access. Hotel Vienna and Kaatskill Mountain Club & Condos by Vail Resorts are two additional hotels that feature an on-site pool. View all hotels with pools in Oliverea.
What is staying in Oliverea like?
Visitors can enjoy all that Oliverea has to offer, including the mountain views, ski areas and festivals. Tourists can also enjoy so much more including its restaurants. A top sight in the area is Hunter Mountain. In Oliverea, there are 18 hotels and other accommodation options to choose from. Find out more about Oliverea.
What should I see while I'm in Oliverea?
Natural beauty is on display at Catskill Mountains, Esopus Creek and Giant Ledge Trailhead. Additionally, you'll find Hunter Mountain in the area. Take a look at what more there is to see and do in Expedia's Oliverea guide.
What's the weather like in Oliverea?
The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Oliverea are January, February, December and March, with each month seeing an average of 24 cm of snowfall.

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