A mountainous landscape with autumn foliage.

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Our top choices for Town of Olive hotels

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

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (40 reviews)
"Clean and beautifully decorated room. Very comfortable, excellent bed and linens. Friendly and knowledgeable staff. An "out of the way " place and that's its charm, yet close enough - short car rides- to restaurants and other attractions. We'd gladly return!"
United States
Ronald
The price is AU$305
includes taxes & fees
11 Nov - 12 Nov
West Wing - a unique private space w/patio

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

High Point Mtn House ~ Celebrate Summer ~ Privacy ~ SERENITY NOW~ Gorgeous VIEWS
Olivebridge
9.8 out of 10, Exceptional, (27 reviews)
"Bernadette’s home was beautiful, our group especially loved the sun room and the views from the deck. Very clean and well-stocked with necessities. We enjoyed our stay very much!"
United States
hannah c.
High Point Mtn House ~ Celebrate Summer ~ Privacy ~ SERENITY NOW~ Gorgeous VIEWS

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

Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Olivebridge
10.0 out of 10, Exceptional, (64 reviews)
"Clean and welcoming cottage in a great location. We would definitely stay there again. "
United States
Tanya R.
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

4. Relaxing Catskill Mountain Cottage.

Relaxing Catskill Mountain Cottage.
West Shokan
10.0 out of 10, Exceptional, (75 reviews)
"What a wonderful stay. "
United States
Emily C.
Relaxing Catskill Mountain Cottage.

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

Mid-Century Ranch, One-Level Living, Quiet Garden
Olivebridge
The price is AU$850
includes taxes & fees
11 Nov - 12 Nov
Mid-Century Ranch, One-Level Living, Quiet Garden

6. Modern Luxury Catskills Retreat - Sleeps 10

Modern Luxury Catskills Retreat - Sleeps 10
Olivebridge
10.0 out of 10, Exceptional, (3 reviews)
"Great host with clear, easy check-in instructions. The home is beautiful and spacious, perfect for a family getaway."
United States
Melissa V.
Modern Luxury Catskills Retreat - Sleeps 10

7. Catskills Family Hideaway

Catskills Family Hideaway
Olivebridge
10.0 out of 10, Exceptional, (17 reviews)
"This is a spacious home with a convenient and well equipped kitchen and lots of light! There are bedrooms and bathrooms on two levels -so staying with another couple or family is very easy and private. The location is convenient to many awesome Catskills attractions while also being very secluded. We loved it!!"
United States
Sarah H.
Catskills Family Hideaway

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

Stylish Mountain House with Reservoir Views, Near Woodstock NY
Shokan
6.0 out of 10, (1 review)
"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...
United States
Joney B.
Stylish Mountain House with Reservoir Views, Near Woodstock NY

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

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

10. AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (595 reviews)
"Very nice área to camp, everything was super clean. Would go back anytime of the year"
United States
Natalia Pérez
The price is AU$298
includes taxes & fees
9 Dec - 10 Dec
AutoCamp Catskills

11. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (1,011 reviews)
"Always a nice stay."
United States
Marina
The price is AU$233
includes taxes & fees
10 Dec - 11 Dec
Hunter Lodge, a Bluebird by Lark

12. Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.0 out of 10, Wonderful, (117 reviews)
"Lovely setting, room was clean and comfortable. We ate dinner and breakfast at the hotel restaurant and enjoyed both meals."
United States
Kathleen
The price is AU$280
includes taxes & fees
11 Nov - 12 Nov
Emerson Resort & Spa

13. 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, (452 reviews)
"Good overall stay, convenient location and would stay again if we visit the area."
United States
Nabeel
The price is AU$295
includes taxes & fees
22 Nov - 23 Nov
Kaatskill Mountain Club & Condos by Vail Resorts

14. The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.4 out of 10, Exceptional, (69 reviews)
"It was such an amazing stay! Staff was great, very kind, and accommodating. Everything was so clean! The bathrooms were very spacious and clean. Our stay was wonderful! We will definitely be booking again next year!"
United States
Cindy
The price is AU$255
includes taxes & fees
11 Nov - 12 Nov
The Graham & Co.

15. Hutton Brickyards Riverfront Hotel + Venue

Hutton Brickyards Riverfront Hotel + Venue
3.5 star property
Kingston
9.0 out of 10, Wonderful, (131 reviews)
"Nice to stay in the main Hutton House but also get to enjoy the bar and open air restaurant along the river, just a short walk away."
United States
Victoria
The price is AU$491
includes taxes & fees
22 Nov - 23 Nov
Hutton Brickyards Riverfront Hotel + Venue

16. Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.2 out of 10, Very good, (1,010 reviews)
"great place to stay"
United States
Julia
The price is AU$236
includes taxes & fees
11 Nov - 12 Nov
Beekman Arms and Delamater Inn

17. Kingston Regency Inn

Kingston Regency Inn
2.5 star property
Kingston
6.6 out of 10, (128 reviews)
"Good stay for the price."
United States
Colleen
The price is AU$201
includes taxes & fees
24 Nov - 25 Nov
Kingston Regency Inn

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

Scribner's Catskill Lodge, A Member Of Design Hotels
4.0 star property
Hunter
6.6 out of 10, (4 reviews)
"I love the property! The events for the children and accommodations for children was fantastic. The area around is a bit limited for restaurants and other activities. The restaurant on the property is mediocre for breakfast/lunch but was fantastic for dinner."
United States
Shawna
Scribner's Catskill Lodge, A Member Of Design Hotels

19. Mirbeau Inn & Spa

Mirbeau Inn & Spa
4.0 star property
Rhinebeck Village
9.6 out of 10, Exceptional, (379 reviews)
"Beautiful property, relaxing spa, clean, great food. Would stay again!"
United States
Maria
The price is AU$806
includes taxes & fees
15 Nov - 16 Nov
Mirbeau Inn & Spa

20. Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (326 reviews)
"The staff was amazing… the waterfall was blissful"
United States
Wayne
The price is AU$508
includes taxes & fees
1 Dec - 2 Dec
Woodstock Way Hotel
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.

Hotels recommended for families in Town of Olive

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