A rustic barn surrounded by autumn foliage on a hillside.

Pine Plains 5 Stars Hotels

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Check availability on Pine Plains 5 Star Hotels

Tonight
3 Sept - 4 Sept
Tomorrow
4 Sept - 5 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Our top choices for Pine Plains 5-star hotels

Reception
Exterior
Exterior
Premium bedding, down duvets, Tempur-Pedic beds, in-room safe

1. AutoCamp Catskills

AutoCamp Catskills
Saugerties
United States
Raquel
HK$1,126
HK$1,569 total
includes taxes & fees
24 Sept - 25 Sept
AutoCamp Catskills
Exterior
Premium bedding, in-room safe, desk, iron/ironing board (on request)
Terrace/patio
Exterior

2. Troutbeck

Troutbeck
Amenia
United States
Charles
HK$4,033
HK$4,876 total
includes taxes & fees
27 Sept - 28 Sept
Troutbeck
Exterior
Living area
Private beach nearby, beach towels, fishing
Living area

3. Las Flores Villa

Las Flores Villa
New Preston
HK$21,170
HK$27,482 total
includes taxes & fees
1 Oct - 2 Oct
Las Flores Villa
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Pine Plains.
The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel

41 Cross Street Hudson NY
HK$1,756
HK$1,985 total
14 Sept - 15 Sept
includes taxes & fees
The Wick, Hudson, A Tribute Portfolio Hotel
Mirbeau Inn & Spa

Mirbeau Inn & Spa

46 West Market St Rhinebeck NY
HK$2,876
HK$3,541 total
8 Sept - 9 Sept
includes taxes & fees
9.6/10 Exceptional! (362 reviews)
Mirbeau Inn & Spa
Kingston Carriage House

Kingston Carriage House

85 Abeel St Kingston NY
HK$1,454
HK$1,694 total
9 Sept - 10 Sept
includes taxes & fees
9.2/10 Wonderful! (51 reviews)
Kingston Carriage House
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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.

Learn more about Pine Plains

Hike the trails of Stissing Mountain for panoramic views of this charming Hudson Valley town and its surrounding countryside. Spend afternoons exploring local farm stands or enjoying the peaceful waters of Stissing Lake with a picnic from Main Street businesses.

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A rustic barn surrounded by autumn foliage on a hillside.

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Pine Plains?
There are many different pricing options for 5-star hotels in Pine Plains on Expedia. The amount you pay will depend on when you plan to travel, length of your trip and other factors. Compare available accommodation for your desired dates and use our pricing and other filters to discover the perfect high-end stay.
  • Search for the lowest price per night from HK$1,694
What makes a hotel 5 stars in Pine Plains?
From fine dining restaurants and all-day gyms to pools and dreamy bedding, the 5-star experience in Pine Plains is all about luxury and relaxation. But it requires more than just upscale conveniences to earn a 5-star rating. Stays also have to provide superior guest-focused services like massage treatments, on-site laundry and concierge services.
Are there any 5-star all-inclusive resorts in Pine Plains?
Our handy filters are the quickest way to narrow down what you want. Check the "All inclusive" and "5-star" boxes to see the most upscale resorts in Pine Plains where your room, meals, entertainment and activities are included in the upfront price. At these escapes, your trip is absolute indulgence from the moment you step foot in the lobby.

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