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
11 Aug - 12 Aug
Tomorrow
12 Aug - 13 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for Pawling 5-star hotels

Porch
Garden
Breakfast, lunch and dinner served
Couples treatment room(s), steam room, body treatments, aromatherapy

1. Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
Washington
United States
vera alice
HK$12,985
HK$15,388 total
includes taxes & fees
2 Sept - 3 Sept
Mayflower Inn & Spa, Auberge Collection
Exterior
Exterior
Premium bedding, in-room safe, desk, iron/ironing board (on request)
Terrace/patio

2. Troutbeck

Troutbeck
Amenia
United States
Charles
HK$3,468
HK$4,237 total
includes taxes & fees
23 Aug - 24 Aug
Troutbeck
Exterior
Private beach nearby, beach towels, fishing
Terrace/patio
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
HK$1,404
HK$1,615 total
13 Aug - 14 Aug
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
HK$856
HK$1,003 total
17 Aug - 18 Aug
includes taxes & fees
DoubleTree by Hilton Poughkeepsie Convention Center
The Litchfield Inn

The Litchfield Inn

432 Bantam Road Litchfield CT
HK$2,142
HK$2,464 total
26 Aug - 27 Aug
includes taxes & fees
9.2/10 Wonderful! (1,004 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.

Top Pawling Hotel Reviews

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 such as when you plan to travel and the length of your getaway. Our insider tip for scoring the best deal? Use our pricing filters to compare all of the available options for your selected dates.
  • Search for the lowest price per night from HK$1,003
What makes a hotel 5 stars in Pawling?
In Pawling, a hotel is required to offer a certain number of high-end amenities to be rated 5 stars. These can include on-site gyms, saunas and spas, gourmet restaurants, premium bedding, luxury bathroom products and more. What also sets 5-star hotels apart is their exceptional service. You can look forward to things like in-room massages, concierge services and nightly turn-down services. Some may also offer special touches such as a welcome gift.
Are there any 5-star all-inclusive resorts in Pawling?
Our handy filters are the quickest way to narrow down what you're looking for. Check the "All inclusive" and "5-star" boxes to see the most luxurious hotels in Pawling where your lodging, meals, entertainment and activities are included in the upfront price. At these escapes, your holiday is pure leisure from the moment you pull up to the entrance.

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