Find & Book the Best Hotels in Town of Olive for 2026

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Top cities in Town of Olive

Shokan

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Our top choices for Town of Olive hotels

A wooden deck with a bench, surrounded by a forested area.

1. West Wing - a unique private space w/patio

Shokan

Ronald

AED 765 total

includes taxes & fees

16 Nov - 17 Nov

A wooden deck with a table and chairs, overlooking a body of water during sunset.

2. High Point Mtn House ~ Celebrate Summer ~ Privacy ~ SERENITY NOW~ Gorgeous VIEWS

Olivebridge

hannah c.

A wooden cabin with a front door, window with shutters, and a small porch area with plants.

3. Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

Olivebridge

Tanya R.

A spacious living room with a high ceiling, a fireplace, a television, and a large window overlooking a deck.

4. Relaxing Catskill Mountain Cottage.

West Shokan

Emily C.

A patio with Adirondack chairs, a fire pit, and a wooden deck with a staircase leading to a house.

5. Mid-Century Ranch, One-Level Living, Quiet Garden

Olivebridge

AED 2,300 total

includes taxes & fees

16 Dec - 17 Dec

A house with a sloped roof, a front porch, and a stone pathway leading to the entrance.

6. Modern Luxury Catskills Retreat - Sleeps 10

Olivebridge

Melissa V.

A spacious kitchen with a large island, wooden beams, pendant lights, and a view of the outdoors.

7. Catskills Family Hideaway

Olivebridge

Sarah H.

A deck with chairs overlooking a valley and mountains.

8. Stylish Mountain House with Reservoir Views, Near Woodstock NY

Shokan

"The home was lovely and the view was absolutely stunning. You get this view from all but 1 room. I rated at mid point because the primary rooms bathroom has 0 curtains. Which for the first day seemed fine, until I could see our neighbors walking about. After that we concluded that, yes they can see into the very back of the bathroom, even the toilet. I was very disenchanted at that point. As for the hot tub, the water never got beyond tepid and had issues that needed calls and effort to get back...

Joney B.

A two-story wooden house with a balcony, a staircase, and a garden area.

9. Catskills Retreat on 10 Acres w/ Private Creek

Olivebridge

Marci R.

A yellow house with a stone staircase leading to a front door, a porch, and a small garden area.

10. Charming 2-bedroom cottage on private 4 acres with modern amenities

Olivebridge

A modern house with a sloped roof, large windows, and a well-maintained lawn.

11. AutoCamp Catskills

Saugerties

Natalia Pérez

AED 549 total

includes taxes & fees

16 Dec - 17 Dec

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

12. Hunter Lodge, a Bluebird by Lark

Hunter

Marina

AED 602 total

includes taxes & fees

29 Nov - 30 Nov

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

13. Emerson Resort & Spa

Mount Tremper

Kathleen

AED 636 total

includes taxes & fees

6 Dec - 7 Dec

A large hotel with multiple floors, a parking lot, and a mountainous backdrop.

14. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Nabeel

AED 644 total

includes taxes & fees

24 Nov - 25 Nov

A modern cabin with a glass front, two white chairs, and a person sitting outside.

15. Hutton Brickyards Riverfront Hotel + Venue

Kingston

Margo

AED 1,206 total

includes taxes & fees

16 Dec - 17 Dec

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

16. The Graham & Co.

Phoenicia

Daniel

AED 450 total

includes taxes & fees

16 Nov - 17 Nov

A large white building with a central entrance, surrounded by well-maintained gardens and multiple American flags.

17. Beekman Arms and Delamater Inn

Rhinebeck Village

Julia

AED 482 total

includes taxes & fees

17 Nov - 18 Nov

A wooden deck with outdoor seating and a fire pit, overlooking a scenic landscape with a river and mountains.

18. Scribner's Catskill Lodge, A Member Of Design Hotels

Hunter

Shawna

A swimming pool with a glass ceiling, indoor seating, and a brick wall.

19. Kingston Regency Inn

Kingston

Colleen

AED 508 total

includes taxes & fees

24 Nov - 25 Nov

A large, multi-story hotel with a symmetrical facade, multiple balconies with flower boxes, and a central entrance with a fountain.

20. Mirbeau Inn & Spa

Rhinebeck Village

Elaine

AED 1,866 total

includes taxes & fees

7 Dec - 8 Dec

View all properties

Compare top hotels in Town of Olive

West Wing - a unique private space w/patio Shokan View	AutoCamp Catskills 5.0 star property Saugerties View	Hunter Lodge, a Bluebird by Lark 3.0 star property Hunter View	Emerson Resort & Spa 3.5 star property Mount Tremper View	Kaatskill Mountain Club & Condos by Vail Resorts 2.0 star property Hunter View
9.8 Exceptional 40 reviews	9.0 Wonderful 598 reviews	9.2 Wonderful 1,003 reviews	9.2 Wonderful 121 reviews	9.2 Wonderful 453 reviews
The price is AED 514 AED 765 total includes taxes & fees 16 Nov - 17 Nov	The price is AED 361 AED 549 total includes taxes & fees 16 Dec - 17 Dec	The price is AED 484 AED 602 total includes taxes & fees 29 Nov - 30 Nov	The price is AED 568 AED 636 total includes taxes & fees 6 Dec - 7 Dec	The price is AED 541 AED 644 total includes taxes & fees 24 Nov - 25 Nov
No Breakfast included No Pool No Spa No Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included No Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking	Yes, Breakfast included No Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool Yes, Spa Yes, Pet friendly No WiFi included Yes, Parking	No Breakfast included Yes, Pool No Spa No Pet friendly Yes, WiFi included Yes, Parking

Top Town of Olive Hotel Reviews

A hotel with a covered entrance, stone facade, and a sign indicating it is a Holiday Inn Express & Suites.

Holiday Inn Express & Suites Kingston-Ulster by IHG

Lake Katrine

10/10 Excellent

Maria

A two-story house with a front entrance, a staircase, and a signboard.

Twin Gables of Woodstock

Woodstock

10/10 Excellent

One of the coolest and most accommodating places I have ever stayed. If you are coming to Woodstock are even thinking about it this is the place for you. All the rooms are unique, they are super clean and look exactly like they do online. The owner is amazing and she will point you in the right direction for whatever you are looking to do in town. Seriously cannot recommend enough and can’t wait to come back.

Noah

A spacious lobby with a fireplace, comfortable seating, and large windows.

Residence Inn by Marriott Kingston

Kingston

10/10 Excellent

We loved the breakfast area. It offered many choices. It was fun. We usually never go to breakfast when it is offered in a hotel. We tried to make the breakfast everyday here. The lounge area and eating area were very comfortable. There was no coffee left out after breakfast though. The staff were very nice. I never used the pool or gym so I have no opinion there. The room was a one bedroom studio suite with a king bed. The bathroom was outside of the bedroom so my son didn’t have to walk...

Anonymous traveler

Shandaken Inn

Shandaken

10/10 Excellent

Anonymous traveler

Emerson Resort & Spa

Mount Tremper

10/10 Excellent

Karla

A swimming pool with clear water, surrounded by walls with emergency contact information and pool rules.

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Saugerties

10/10 Excellent

Melissa

A white picket fence, a grassy lawn, and a body of water in the background.

Rhinecliff Hotel

Rhinecliff

10/10 Excellent

Sandra

A spacious living area with stone pillars, leather sofas, a fireplace, and a kitchen in the background.

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Hyde Park

10/10 Excellent

Sheri

A hotel lobby with a reception desk, a seating area with two leather chairs and a small table, and a framed artwork on the wall.

Americas Best Value Inn New Paltz

New Paltz

10/10 Excellent

Evelia

A traditional Japanese-style building with a wooden entrance, surrounded by lush greenery and stone pathways.

Elmrock Inn

Stone Ridge

10/10 Excellent

Patricia

Howland House

Mount Tremper

10/10 Excellent

A very nice experience, the Howland House is a very charming guesthouse with cozy, rooms, an excellent restaurant, Oliver’s, right downstairs and a really welcoming atmosphere. Staff were helpful and friendly, really couldn’t have asked for a nicer stay. We had a standard room with a shared bathroom, but the way it was setup made it totally comfortable. Highly recommended place if you’re in the area and we’ll almost certainly return.

Ira