Pawling Hotel Guide - 5 Stars Hotels in Pawling, New York

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Our top choices for Pawling 5-star hotels

Porch
Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
5.0 star property
Washington
9.2 out of 10, Wonderful, (55)
"Incredible place - will definitely return. "
United States
Andrew
The price is Rp13.318.465
Rp16.081.951 total
includes taxes & fees
25 Dec - 26 Dec
Mayflower Inn & Spa, Auberge Collection
Terrace/patio
Troutbeck

Troutbeck

Troutbeck
5.0 star property
Amenia
Troutbeck
Exterior
Las Flores Villa

Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1)
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
The price is Rp2.419.663 per night from 4 Jan to 5 Jan
Rp2.419.663
Rp2.782.545 total
4 Jan - 5 Jan 2026
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
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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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Appalachian Trail

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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 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 Rp1.982.417

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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