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

Pawling 5 Stars Hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pawling 5 Star Hotels

Tonight
Oct 10 - Oct 11
Tomorrow
Oct 11 - Oct 12
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Our top choices for Pawling 5-star hotels

A covered porch with wicker furniture, a table with drinks, and potted plants.
A dining area with wicker chairs, a patterned floor, and wall-mounted decorative plates.
A large indoor swimming pool with clear blue water, surrounded by white walls and large windows.
A room with patterned wallpaper, a chandelier, a round table with stools, a fireplace, and a large plant.

1. Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
Washington
United States
Angela
NT$40,773
NT$48,740 total
includes taxes & fees
Nov 10 - Nov 11
Mayflower Inn & Spa, Auberge Collection
A stone building with a wooden staircase and a garden with white flowers.
A garden pathway surrounded by various flowering plants and a wooden structure in the background.
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.

2. Troutbeck

Troutbeck
Amenia
United States
Charles
NT$17,294
NT$20,841 total
includes taxes & fees
Nov 8 - Nov 9
Troutbeck
A hot tub in a backyard with a house, trees, and a clear sky.
A living room with a sofa, ottoman, glass coffee table, and a patterned rug. There are two lamps, a decorative statue, and a framed artwork on the wall.
A hot tub with a wicker basket, lounge chairs, and a barbecue grill in a backyard.
A beach with a playground and a white building in the background.

3. Las Flores Villa

Las Flores Villa
New Preston
NT$86,200
NT$111,900 total
includes taxes & fees
Oct 12 - Oct 13
Las Flores Villa
Save an average of 15% on thousands of hotels when you're signed in

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
NT$3,508
NT$4,109 total
Nov 1 - Nov 2
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
DoubleTree by Hilton Poughkeepsie Convention Center
The Litchfield Inn

The Litchfield Inn

432 Bantam Road Litchfield CT
NT$9,910
NT$11,397 total
Nov 2 - Nov 3
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
The Litchfield Inn
Still don't see what you're looking for?
See all properties in Pawling.
You can also use these popular filters to refine your search.
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?
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$4,109
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.

Explore a world of travel with Expedia