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Hotels in Oliverea

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Where to stay in Oliverea?

A rustic interior with a stone fireplace, wooden beams, and a chandelier.

A rustic interior with wooden beams, a chandelier, and a seating area with tables and chairs.

A table set for two with a view of a lush green landscape and hills in the background.

A rustic cabin interior with a large bed, a clawfoot bathtub, a leather sofa, and a wooden coffee table.

1. Urban Cowboy Lodge

Big Indian

$204

$229 total

includes taxes & fees

Sep 13 - Sep 14

A cozy dining area with wooden walls, large windows, and a central wood-burning stove. Tables are set with glasses and cutlery.

A wooden deck with two lounge chairs and a small table, overlooking a forested area.

A triangular wooden tent with a bed inside, featuring a view of a forest with yellow foliage.

A pool area with a wooden deck, benches, and a lifebuoy.

2. Eastwind Oliverea Valley

Big Indian

$263

$343 total

includes taxes & fees

Sep 20 - Sep 21

A restaurant interior with wooden floors, ceiling fans, and red cushioned chairs.

A red barn-style building labeled as 'Claryville Art Center' with a covered outdoor seating area.

A covered outdoor seating area with tables and chairs, a wooden exterior, and a number '4' on the wall.

A mirror reflecting a bed, a bedside lamp, and a vase with red roses on a wooden dresser.

3. Blue Hill Lodge

Claryville

$90

$101 total

includes taxes & fees

Sep 30 - Oct 1

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

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

A modern kitchen with dark cabinets, a brick backsplash, and a central island.

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

4. Starlite Motel

Big Indian

$125

$140 total

includes taxes & fees

Sep 14 - Sep 15

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

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.

5. Shandaken Inn

Shandaken

$225

$252 total

includes taxes & fees

Oct 1 - Oct 2

A bedroom with a bed, two bedside tables, a chair, a small table, and a window.

A dark-colored house with a metal roof, surrounded by trees and a fenced area.

A dining area with a dark wooden table and chairs, a woven basket, and a chandelier.

A compact kitchen with a central island, a microwave, a stove, a refrigerator, and a cabinet with glass doors.

6. Catskill Seasons Inn

Shandaken

$160

$179 total

includes taxes & fees

Sep 12 - Sep 13

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

A room with a curved wooden ceiling, large windows with wooden frames, two upholstered armchairs, a round table, and a potted plant.

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

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

7. Shadowcrest

Fleischmanns

$149

$163 total

includes taxes & fees

Sep 13 - Sep 14

A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.

A campfire with logs and rocks in a grassy field, surrounded by trees and a building with lights in the background.

A rustic cabin with a chimney, surrounded by dense trees and a gravel driveway.

A corridor with white walls, wooden slats, and a concrete floor.

8. The Graham & Co.

Phoenicia

$171

$191 total

includes taxes & fees

Sep 13 - Sep 14

A dining area with a stone fireplace, wooden beams, and large windows.

A spacious living room with a stone fireplace, wooden beams, and large windows.

A hammock between trees, a red cabin, and a blue chair in a wooded area.

9. Phoenicia Lodge

Phoenicia

$192

$215 total

includes taxes & fees

Sep 13 - Sep 14

A large two-story house with a snow-covered roof and a front porch.

A neatly made bed with patterned pillows, a painting above it, and two bedside lamps.

A neatly made bed with a headboard, two bedside tables with lamps, and a window with sheer curtains.

A neatly made bed with a tufted headboard, a bedside lamp, and decorative pillows.

10. Meadowood Inn

Arkville

$122

$134 total

includes taxes & fees

Sep 20 - Sep 21

11. The Wheelhouse Inn

Pine Hill

$170

$190 total

includes taxes & fees

Sep 19 - Sep 20

A living room with a fireplace, a television, a sofa, and a coffee table.

An aerial view of a motel with a long, single-story building, a parking lot, and a road in the foreground.

A spacious living room with a blue sofa, a red chair, a wooden desk, and a dining table with white chairs.

A cozy living room with a fireplace, two sofas, a coffee table, and a dining area with chairs and a table.

12. Margaretville Motel

Margaretville

$85

$110 total

includes taxes & fees

Sep 13 - Sep 14

A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.

A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.

A modern living room with a large window, a blue sofa, a wooden coffee table, and a rustic wooden wall.

A bedroom with a large window offering a view of a forested mountain.

13. Hunter Lodge, a Bluebird by Lark

Hunter

$135

$168 total

includes taxes & fees

Sep 21 - Sep 22

A swimming pool with lounge chairs and potted plants.

A wooden bed with a floral bedspread, a small table with a vase, and a poster on the wall.

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

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

14. Moore's Motel

Prattsville

$120

$130 total

includes taxes & fees

Sep 12 - Sep 13

A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.

A couple standing on a wooden deck overlooking a landscaped garden with a river view.

A spacious dining area with wooden beams, large windows, and a central island with tables and chairs.

A hallway with intricate carvings on the walls and a large vase in the center.

15. Emerson Resort & Spa

Mount Tremper

$220

$246 total

includes taxes & fees

Sep 13 - Sep 14

16. Suites on Main

Margaretville

$109

$158 total

includes taxes & fees

Sep 13 - Sep 14

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

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

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

17. Jimmy OConnors Windham Mountain Inn

Windham

$134

$144 total

includes taxes & fees

Oct 6 - Oct 7

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.

Two white Adirondack chairs in a forest with fallen leaves.

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

18. Black Bear Lodge

Prattsville

$149

$161 total

includes taxes & fees

Sep 13 - Sep 14

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.

19. Hotel Vienna

Windham

$129

$157 total

includes taxes & fees

Sep 13 - Sep 14

A house with a porch and a sign that reads "Kroer Kun bed & breakfast".

A bedroom with a large bed, two bedside tables, a nightstand, a door, and a window with curtains.

A cozy living room with a wicker sofa, a round coffee table, and a piano in the background.

A living room with a fireplace, red walls, and a patterned rug.

20. River Run Bed and Breakfast

Fleischmanns

$159

$175 total

includes taxes & fees

Sep 27 - Sep 28

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Go beyond your typical stay in Oliverea

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Top landmarks in Oliverea

Giant Ledge Trailhead

9.6/10 (17 reviews)

Giant Ledge Trailhead is 4 mi (6.4 km) from central Oliverea, why not stop by during your stay. If you like Giant Ledge Trailhead, you'll love Shandaken Dog Park, just a short drive away.

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Learn more about Oliverea

Oliverea is well-known for its attractions such as Giant Ledge Trailhead and Esopus Creek.

See all hotels in Oliverea

A mountainous landscape with a clear sky and scattered clouds.

Check out reviews of Oliverea hotels guests love

Kaatskill Mountain Club & Condos by Vail Resorts

8/10 Good

"The place need breakfast include"

Blue Hill Lodge

10/10 Excellent

"Very cute and quiet place. It is literally down in the holler so we had no cell service or Internet. A connection was offered but said could be limited and we had no luck getting connected. If you don't mind being off grid you will love it. I certainly didn't!!!"

Urban Cowboy Lodge

8/10 Good

"The property and stay was great. The reason for four stars vs. five were the expectations. The descriptions and their Instagram oversells the place so you go expecting more. A little more transparency and marketing the property for its true self - it's a fantastic spot."

Jimmy OConnors Windham Mountain Inn

10/10 Excellent

"Jimmy Conner Inn is truly one of the best places to stay if you’re looking for somewhere quiet, peaceful, and surrounded by nature. Everything is so convenient you have a bar and restaurant right on the property, so you don’t even need to leave. It’s incredibly peaceful and the perfect place to decompress from all the noise and craziness of the city. The service was excellent, and the whole experience made us feel so welcomed and taken care of. They even have a beautiful fire pit where you can relax and enjoy the evening. Highly recommend this place if you’re looking to disconnect, reconnect with nature, and just enjoy some peace and quiet! 🔥🌲"

Hotel Mountain Brook

10/10 Excellent

"The previous reviews were right on: from the moment you get out of the car the tranquil setting takes hold! Great night's sleep. Tye breakfast was awesome and kept us filled until dinner. Loved sitting outside in front of a fire wrapped in cozy blankets and made some new friends :) Only recommendation: check out nearby dinner spots in advance."

Twin Gables of Woodstock

10/10 Excellent

"Lovely property and very well maintained interior. Great location in the center of town. I’d create more parking out back (especially since the presence of deer poop all over the grass did not make for a good outdoor space to hang in). Loved morning yoga on the rooftop! Would’ve enjoyed coffee up there if there was more comfortable furniture. But, all in all a great experience."

Woodstock Way Hotel

10/10 Excellent

"Was a beautiful space made it great for a parents getaway."

Eastwind Windham

10/10 Excellent

"The staff was friendly and the room was clean and comfortable. Would love to come back again!"

Frequently asked questions

What accommodations do travelers like in Oliverea?

Guests like Urban Cowboy Lodge, Eastwind Oliverea Valley and Emerson Resort & Spa.

Can I book a refundable accommodation in Oliverea?

If you're looking for the flexibility to change your plans to Oliverea, most hotels provide refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Oliverea if I'm looking for an affordable accommodation?

Eastwind Oliverea Valley is an accommodation you might want to consider that'll save you money.

Where can I stay in Oliverea if I want a vacation home instead of a hotel?

Browse 5 vacation homes on our site. You can also book one of the 8 cabins for your stay.

What will the weather in Oliverea be like during my visit?

July and August are typically the warmest months in Oliverea when the average temp is 62°F. January and February are the coldest months when the average temperature is 24°F. August and July are the months with the most rain.

Why should I book my Oliverea accommodation with Hotels.com?

There are lots of reasons to book your Oliverea trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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