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

Pawling 5 Stars Hotels

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Check availability on Pawling 5 Star Hotels

Tonight
Aug 22 - Aug 23
Tomorrow
Aug 23 - Aug 24
Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6

Our top choices for Pawling 5-star hotels

Porch
Spa
Lobby
Restaurant

1. Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
Washington
United States
vera alice
NT$41,650
NT$49,750 total
includes taxes & fees
Aug 28 - Aug 29
Mayflower Inn & Spa, Auberge Collection
Exterior
Grand Room (Benton House) | Terrace/patio
Balcony
River Cottage 1 Bed

2. Troutbeck

Troutbeck
Amenia
United States
Charles
NT$16,664
NT$20,128 total
includes taxes & fees
Aug 30 - Aug 31
Troutbeck
Exterior
Beach
Family House | Terrace/patio
Family House | Living area

3. Las Flores Villa

Las Flores Villa
New Preston
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
NT$5,877
NT$6,758 total
Sep 3 - Sep 4
includes taxes & fees
Hotel Zero Degrees Danbury
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

40 Civic Center Plz Poughkeepsie NY
NT$3,902
NT$4,570 total
Aug 30 - Aug 31
includes taxes & fees
DoubleTree by Hilton Poughkeepsie Convention Center
The Litchfield Inn

The Litchfield Inn

432 Bantam Road Litchfield CT
NT$8,700
NT$10,005 total
Aug 26 - Aug 27
includes taxes & fees
9.2/10 Wonderful! (1,002 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 through a lush, green landscape with trees and wildflowers.

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Pawling?
You'll find a range of pricing options for 5-star hotels in Pawling on Expedia. The amount you pay will depend on when you plan to travel, length of stay and other factors. Compare all of the available properties for your chosen dates and make use of our pricing and other filters to find the ideal luxury stay.
  • Search for the lowest price per night from NT$4,570
What makes a hotel 5 stars in Pawling?
Flawless guest service is the foundation of every 5-star hotel in Pawling. From the second you arrive, staff are at your beck and call, whether answering room service calls 24/7 or providing in-room massages. Also, hotels must offer upscale conveniences to be entitled to a 5-star rating. These can include deluxe baths, an on-site spa, pools, fine dining kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Pawling?
Use our handy filters to find an upscale retreat in Pawling where everything you need is included in the price. After your initial search, narrow down your results for accommodations that have a rating of 5 stars and are listed as "All inclusive." The main thing to look forward to at these stays? Relaxation and indulgence.

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