Photo by Joe Vickiana

Hotels in Oliverea

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Check prices for these dates

This weekend
May 22 - May 24
Next weekend
May 29 - May 31

Where to stay in Oliverea?

Dinner served

Eastwind Oliverea Valley

Eastwind Oliverea Valley
3.5 star property
Big Indian
9.4 out of 10, Exceptional, (47 reviews)
Tucked away in Big Indian, this inviting hotel puts you minutes from Belleayre Mountain Ski Center and Catskill State Park. Enjoy a peaceful stay with free WiFi, complimentary parking, and optional breakfast to start your mountain adventures.
The price is $224
$298 total
includes taxes & fees
May 26 - May 27
Eastwind Oliverea Valley
Interior detail

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.4 out of 10, Exceptional, (239 reviews)
Nestled near Catskill Mountains and Belleayre Mountain Ski Center, this lodge offers indulgent massages, a warming sauna, and fine dining at the on-site restaurant. Enjoy complimentary WiFi and parking while exploring nearby natural attractions.
The price is $212
$237 total
includes taxes & fees
Jun 2 - Jun 3
Urban Cowboy Lodge
Lobby

The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream
3.0 star property
Woodstock
9.0 out of 10, Wonderful, (212 reviews)
Nestled along a serene millstream in Woodstock, this cozy hotel offers free breakfast, WiFi, and parking. Explore nearby SweetHeart Gallery and Woodstock Artists Association while enjoying the tranquil garden and terrace between your cultural adventures.
The price is $229
$256 total
includes taxes & fees
May 25 - May 26
The Woodstock Inn on the Millstream
Superior Room, Fireplace, River View | View from room

Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (275 reviews)
Tucked beside a train station in creative Woodstock, this hotel combines mountain charm with spa indulgences. Unwind with deep-tissue massages, sip drinks at the bar, or relax on the terrace after exploring nearby galleries and museums.
The price is $256
$326 total
includes taxes & fees
Jun 8 - Jun 9
Woodstock Way Hotel
Books, music library, stereo

Twin Gables of Woodstock

Twin Gables of Woodstock
3.0 star property
Woodstock
9.8 out of 10, Exceptional, (210 reviews)
Step back in time at this Victorian retreat in Woodstock. Hike nearby trails or go kayaking, then return to enjoy the garden terrace. Continental breakfast served daily complements free WiFi and parking.
The price is $159
$191 total
includes taxes & fees
May 31 - Jun 1
Twin Gables of Woodstock
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property

Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY
3.0 star property
Woodstock
8.6 out of 10, Excellent, (157 reviews)
Escape to a peaceful Woodstock B&B offering free breakfast and convenient parking near The Comeau Property. Enjoy outdoor tennis on-site while mountain biking and cross-country skiing await nearby. The garden provides a tranquil spot after exploring local attractions.
The price is $199
$223 total
includes taxes & fees
May 26 - May 27
Morning Glory B n B Woodstock NY
Outdoor spa tub

The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.8 out of 10, Exceptional, (114 reviews)
Discover this luxurious guesthouse offering complimentary bicycles and WiFi near The Comeau Property. After hiking local trails, unwind in the hot tub or garden. The terrace provides a peaceful spot to relax after exploring Woodstock's attractions.
The price is $220
$246 total
includes taxes & fees
Jun 8 - Jun 9
The Herwood Inn
Standard Double Room | Travel crib, free rollaway beds, free WiFi, bed sheets

SunView Motel

SunView Motel
2.5 star property
Tannersville
8.6 out of 10, Excellent, (595 reviews)
Surrounded by Hunter Mountain hiking trails and winter sports, this cozy motel offers free WiFi and parking. Adventure awaits with nearby kayaking options while helpful staff ensure a comfortable stay in clean rooms with garden and terrace access.
The price is $139
$150 total
includes taxes & fees
May 26 - May 27
SunView Motel
Exterior

Deer Mountain Inn

Deer Mountain Inn
2.0 star property
Haines Falls
9.4 out of 10, Exceptional, (6 reviews)
Escape to this charming Haines Falls retreat with Hunter Mountain just a short drive away. Free breakfast fuels your adventures while the on-site restaurant and bar provide perfect evening relaxation. Enjoy complimentary WiFi and parking amid serene garden and terrace views.
The price is $298
$346 total
includes taxes & fees
May 26 - May 27
Deer Mountain Inn
Grand Cabin | Exterior

Inness

Inness
5.0 star property
Accord
9.2 out of 10, Wonderful, (94 reviews)
Nestled in Accord with easy access to Minnewaska State Park, this luxury lodge offers a 9-hole golf course and indulgent spa. Cool off in the indoor or outdoor pool after a workout. Savor delicious meals at the restaurant while enjoying free WiFi and parking.
The price is $699
$828 total
includes taxes & fees
May 31 - Jun 1
Inness
Exterior

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (564 reviews)
Tucked in Tannersville near Hunter Mountain, this cozy hotel offers adventure seekers access to hiking, biking, and kayaking. Enjoy free continental breakfast daily and convenient parking, with mountain trails and ski centers just moments away.
The price is $179
$193 total
includes taxes & fees
May 26 - May 27
Hotel Mountain Brook
Breakfast, lunch and dinner served

Stonehill's Farmhouse

Stonehill's Farmhouse
3.5 star property
Accord
9.2 out of 10, Wonderful, (54 reviews)
This charming farmhouse B&B offers a relaxing escape next to a golf course. Rejuvenate in the sauna, dine at Farmhouse Tavern, or enjoy drinks at the bar. Located near Minnewaska State Park with free WiFi and parking.
The price is $117
$181 total
includes taxes & fees
May 25 - May 26
Stonehill's Farmhouse
Dinner served

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (945 reviews)
Just a short drive from Hunter Mountain and Kaaterskill Falls, this lodge offers free breakfast, WiFi, and parking. Guests rave about the clean rooms and helpful staff. Enjoy dinner at Hunter Tavern after a day of outdoor adventures.
The price is $118
$149 total
includes taxes & fees
Jun 1 - Jun 2
Hunter Lodge, a Bluebird by Lark
Exterior

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (293 reviews)
Mountain charm meets outdoor adventure at this cozy B&B. Located in Maplecrest, just a short drive from Windham Mountain Resort and Hunter Mountain. Enjoy free breakfast and WiFi, then explore hiking trails, kayaking, and mountain biking nearby.
The price is $169
$183 total
includes taxes & fees
May 25 - May 26
Mountain Treasure B&B
Exterior

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (360 reviews)
Feel the thrill of mountain adventure at this Hunter hotel with ski-in, ski-out access. After hitting the slopes, unwind in the outdoor pool, sauna, or steam room. Van Winkles restaurant serves American favorites, while free WiFi keeps you connected in this scenic mountain escape.
The price is $193
$229 total
includes taxes & fees
May 26 - May 27
Kaatskill Mountain Club & Condos by Vail Resorts
Exterior

Fairlawn Inn

Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (437 reviews)
Situated minutes from Hunter Mountain, this charming B&B offers free breakfast and parking. Adventure seekers will love the nearby skiing and mountain biking options, while Windham Mountain Resort provides additional outdoor fun just a short drive away.
The price is $259
$280 total
includes taxes & fees
Jun 13 - Jun 14
Fairlawn Inn
Loft Duplex w/ Deck | In-room dining

The Leeway

The Leeway
2.0 star property
Mount Tremper
10.0 out of 10, Exceptional, (21 reviews)
The price is $229
$256 total
includes taxes & fees
May 26 - May 27
The Leeway
Front of property

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (130 reviews)
Escape to this charming Victorian B&B, just minutes from Windham Mountain Resort. Wake up to a complimentary full breakfast before heading out with ski passes. After a day on the slopes, unwind in the garden or terrace, with free WiFi and parking.
The price is $135
$146 total
includes taxes & fees
May 25 - May 26
Antique Rose Inn Windham
Property grounds

Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.0 out of 10, Wonderful, (68 reviews)
Surrounded by the majestic Catskill Mountains, this tranquil resort offers rejuvenating deep-tissue massages at the spa. Unwind at the bar or maintain your routine in the 24-hour fitness center, just minutes from Emerson Place Kaleidoscope.
The price is $197
$221 total
includes taxes & fees
May 25 - May 26
Emerson Resort & Spa
Interior

The Haüs Windham

The Haüs Windham
2.0 star property
Windham
7.8 out of 10, Good, (28 reviews)
Feel the mountain magic at this Windham hotel, just 5 minutes from Windham Mountain Resort. After a day of skiing and snowboarding, return to comfort with free WiFi and parking. The Windham Country Club and Hudson Valley's natural beauty await your exploration nearby.
The price is $148
$241 total
includes taxes & fees
May 26 - May 27
The Haüs 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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Top landmarks in Oliverea

Giant Ledge Trailhead

4.8/5 (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.
See properties

Learn more about Oliverea

Oliverea is well-known for its attractions such as Giant Ledge Trailhead and Catskill Mountains. The city has something for everyone including sights like Esopus Creek within a secluded setting.

See all hotels in Oliverea
Photo by Joe Vickiana
Open Photo by Joe Vickiana

Check out reviews of Oliverea hotels guests love

Woodstock Way Hotel

Woodstock Way Hotel

10/10 Excellent
"Amazing an unique place to stay"
Mary 1-night trip
Posted 1 hour ago
Woodstock Way Hotel

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.