A wooden boardwalk with a wooden chair and a sign reading "Swamp River Boardwalk."

Find 5 Star Hotels in Pawling, NY from AED 490

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Check availability on Pawling 5 Star Hotels

Tonight
25 Sep - 26 Sep
Tomorrow
26 Sep - 27 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

Our top choices for Pawling 5-star hotels

Porch
Breakfast, lunch and dinner served
Couples treatment rooms, steam room, body treatments, aromatherapy
Lobby

1. Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
Washington
United States
Angela
AED 4,251
AED 5,102 total
includes taxes & fees
4 Oct - 5 Oct
Mayflower Inn & Spa, Auberge Collection
Exterior
Grand Room (Benton House) | Terrace/patio
Exterior
River Cottage 1 Bed | Premium bedding, in-room safe, desk, iron/ironing board (on request)

2. Troutbeck

Troutbeck
Amenia
United States
Charles
AED 1,889
AED 2,284 total
includes taxes & fees
27 Sep - 28 Sep
Troutbeck
Exterior
Family House | Living area | TV, fireplace, offices, printers
Private beach nearby, beach towels, fishing
Luxury House | Living area | TV, fireplace, offices, printers

3. Las Flores Villa

Las Flores Villa
New Preston
AED 9,917
AED 12,874 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 Pawling.
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

15 Milestone Road Danbury CT
Get ratesHotel Zero Degrees Danbury
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

40 Civic Center Plz Poughkeepsie NY
AED 419
AED 490 total
1 Oct - 2 Oct
includes taxes & fees
DoubleTree by Hilton Poughkeepsie Convention Center
The Litchfield Inn

The Litchfield Inn

432 Bantam Road Litchfield CT
AED 1,283
AED 1,476 total
30 Sep - 1 Oct
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
The Litchfield Inn
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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 Pawling

Hike the scenic Appalachian Trail segment that passes through town, then explore the historic John Kane House where George Washington once stayed. Outdoor enthusiasts can paddle Candlewood Lake or visit Edward R Murrow Park, while history buffs shouldn't miss the Victorian-era Akin Free Library's unique collections.

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A wooden boardwalk curving through a field of purple flowers under a clear sky.

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Pawling?
How much you pay for a 5-star hotel in Pawling depends on factors like when you want to go and the length of your vacation. An insider tip for scoring the best deal? Use our pricing filters to check out all of the available accommodations for your preferred dates.
  • Search for the lowest price per night from AED 490
What makes a hotel 5 stars in Pawling?
In Pawling, a hotel must offer a certain number of high-end amenities to earn 5 stars. These may include on-site gyms, spas and saunas, gourmet restaurants, complimentary luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their superior service. You can expect things like in-room massages, concierge services and nightly turn-down services. Some may even offer additional touches like a welcome gift.
Are there any 5-star all-inclusive resorts in Pawling?
Use our handy filters to find a luxurious retreat in Pawling where everything you need is included. From there, narrow your results for hotels that have a 5-star rating and are categorized as "All inclusive." The first thing on the to-do list at these stays? Relaxation and enjoyment.

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