Top Hotels in Town of Olive - Compare Town of Olive Hotels

Town of Olive Accommodation: Most Popular Cities to Stay

A large lake with a bridge, surrounded by mountains and greenery.

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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

MIKE W.

includes taxes & fees

19 Oct - 20 Oct

A conservatory with wicker furniture, a glass coffee table, and a view of the outdoors.

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

Olivebridge

Elizabeth Z.

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

3. Relaxing Catskill Mountain Cottage.

West Shokan

Emily C.

A living room with a sofa, television, and plants.

4. Mid-Century Ranch * One-Level Living * Quiet Garden

Olivebridge

includes taxes & fees

27 Oct - 28 Oct

A bedroom with a bed, a nightstand, a lamp, and a window with curtains.

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

Olivebridge

Tanya R.

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

6. Catskills Family Hideaway

Olivebridge

Janine K.

A spacious living area with a high ceiling, a staircase, and a kitchen in the background.

7. NEW LISTING! Modern Luxury Catskills Retreat

Olivebridge

Melissa V.

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 kitchen with a large island, wooden beams, white cabinetry, and bar stools.

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

Olivebridge

A spacious living area with a high ceiling, wooden beams, and large windows. There are multiple seating arrangements including a sofa, chairs, and a dining table.

10. AutoCamp Catskills

Saugerties

Raquel

includes taxes & fees

4 Nov - 5 Nov

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

11. Hunter Lodge, a Bluebird by Lark

Hunter

Shubhangi

includes taxes & fees

26 Oct - 27 Oct

An aerial view of a resort with multiple buildings, a parking lot, and a road.

12. Emerson Resort & Spa

Mount Tremper

Ashley

includes taxes & fees

1 Nov - 2 Nov

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

13. The Graham & Co.

Phoenicia

Daniel

includes taxes & fees

2 Nov - 3 Nov

A multi-story building with outdoor seating and a stone-paved patio.

14. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Ryan

includes taxes & fees

4 Nov - 5 Nov

A historic white building with a porch, American flags, and a sign for Beekman Arms Inn.

15. Beekman Arms and Delamater Inn

Rhinebeck Village

Victoria and Scott

includes taxes & fees

27 Oct - 28 Oct

A wooden cabin with a circular window overlooking a lake and grassy area.

16. Hutton Brickyards Riverfront Hotel + Venue

Kingston

Georgiann

includes taxes & fees

7 Oct - 8 Oct

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

17. Mirbeau Inn & Spa

Rhinebeck Village

Maria

includes taxes & fees

4 Nov - 5 Nov

A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.

18. Hotel Mountain Brook

Tannersville

Kristen

includes taxes & fees

3 Nov - 4 Nov

An outdoor patio with a fire pit, seating, and a building in the background.

19. Courtyard by Marriott Kingston

Kingston

Ana

includes taxes & fees

25 Oct - 26 Oct

A wooden cabin with a balcony, surrounded by trees.

20. Woodstock Way Hotel

Woodstock

Vannetta

includes taxes & fees

2 Nov - 3 Nov

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Top Town of Olive Hotel Reviews

Quality Inn Hyde Park Poughkeepsie North

8/10 Good

"Staff was very professional and helpful. Breakfast left a lot to be desired. Room was clean and comfortable including the beds. Parking seriously needed to be repaved."

Urban Cowboy Lodge

8/10 Good

"Awesome to visit , relax, and enjoy the surroundings. The vibes were sooooo chill, the staff were so cool. But they had 1 big flaw, watch out for the hidden fees, check your bill and invoices before check. They add additional fees if you charge anything to your room for purchases which is crazy. Any charge to your room will be given a servicing fee. If you order breakfast, and pick it up yourself but charge it to your room, you get a fee. If you have dinner or drinks or lunch, and charge it to your room, there’s an extra fee.!!!! So bring cash or pay your bill up front… they use a system called Toast for their credit transactions, and they charge you the convenience / service fee for this system which can be as much as $40 per transaction."

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Town of Olive Accommodation: Most Popular Cities to Stay

Olivebridge

Check prices for these dates

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Our top choices for Town of Olive hotels

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

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

3. Relaxing Catskill Mountain Cottage.

4. Mid-Century Ranch * One-Level Living * Quiet Garden

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

6. Catskills Family Hideaway

7. NEW LISTING! Modern Luxury Catskills Retreat

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

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

10. AutoCamp Catskills

11. Hunter Lodge, a Bluebird by Lark

12. Emerson Resort & Spa

13. The Graham & Co.

14. Kaatskill Mountain Club & Condos by Vail Resorts

15. Beekman Arms and Delamater Inn

16. Hutton Brickyards Riverfront Hotel + Venue

17. Mirbeau Inn & Spa

18. Hotel Mountain Brook

19. Courtyard by Marriott Kingston

20. Woodstock Way Hotel

Top Town of Olive Hotel Reviews

Quality Inn Hyde Park Poughkeepsie North

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