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

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Check availability on Pawling 5 Star Hotels

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Pawling 5-star hotels

A covered porch with wicker furniture, a table with drinks, and potted plants.
A large, two-story building with a symmetrical facade, surrounded by well-manicured gardens and hedges.
A large indoor swimming pool with clear blue water, surrounded by white walls and large windows.
A dining area with wicker chairs, a patterned floor, and wall-mounted decorative plates.

1. Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
Washington
United States
Angela
33.724.566 ₫
40.287.307 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Mayflower Inn & Spa, Auberge Collection
A stone building with a wooden staircase and a garden with white flowers.
A wooden deck with a railing, a cushioned chair, and a small table with a bottle and glass.
A spacious hotel room with a large bed, a sitting area with a sofa and chairs, a dining table, and a kitchen area with cabinets and a coffee machine.
A garden pathway surrounded by various flowering plants and a wooden structure in the background.

2. Troutbeck

Troutbeck
Amenia
United States
Charles
14.047.112 ₫
16.928.076 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Troutbeck
A hot tub in a backyard with a house, trees, and a clear sky.
A hot tub with a wicker basket, lounge chairs, and a barbecue grill in a backyard.
A spacious living room with a dining area, large windows, and a chandelier.
A beach with a playground and a white building in the background.

3. Las Flores Villa

Las Flores Villa
New Preston
69.973.200 ₫
90.835.321 ₫ total
includes taxes & fees
13 Nov - 14 Nov
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 rates
9.4/10 Exceptional! (1,003 reviews)
Hotel Zero Degrees Danbury
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

40 Civic Center Plz Poughkeepsie NY
2.847.650 ₫
3.335.310 ₫ total
11 Nov - 12 Nov
includes taxes & fees
DoubleTree by Hilton Poughkeepsie Convention Center
The Litchfield Inn

The Litchfield Inn

432 Bantam Road Litchfield CT
8.093.896 ₫
9.307.981 ₫ total
2 Nov - 3 Nov
includes taxes & fees
9.2/10 Wonderful! (1,003 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.

See all hotels in Pawling
A wooden boardwalk curving through a field of purple flowers under a clear sky.

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 3.335.310 ₫
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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