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

Find 4 Star Hotels in Pawling, NY from $138

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Check availability on Pawling 4 Star Hotels

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Pawling 4-star hotels

A hotel with multiple floors, outdoor seating area, and a well-lit entrance.
A modern living room with a sofa, coffee table, and ottomans. There is a television mounted on the wall and a window with curtains.
A modern hotel lobby with a sofa, dining area, and artwork.
A modern living room with a fireplace, large windows, and a flat-screen TV.

1. Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
Danbury
United States
Andrew
Hotel Zero Degrees Danbury
A modern gym with treadmills, elliptical machines, and weightlifting equipment.
A hotel reception area with a modern design, featuring a reception desk, a large mirror, and a chandelier.
A conference room with multiple tables and chairs, chandeliers, a whiteboard, and an exit sign.
A spacious lobby with a reception desk, seating area, and a large window.

2. DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
Downtown Poughkeepsie
Canada
Amanda
$118 nightly
$138 total
Oct 7 - Oct 8
Total with taxes and fees
DoubleTree by Hilton Poughkeepsie Convention Center
A lobby with a chandelier, a reception desk, and a sign indicating an exit.
A spacious living room with a fireplace, a dining area, and a sofa.
A rustic bedroom with a large bed, wooden headboard, and a wooden floor. There is a chair and a small table with a lamp.
A white building with a covered patio area, a brick chimney, and a garden with various plants and flowers.

3. The Litchfield Inn

The Litchfield Inn
Litchfield
Canada
Wei
$334 nightly
$384 total
Sep 30 - Oct 1
Total with taxes and fees
The Litchfield Inn
A spacious balcony with wooden flooring, a ceiling fan, and a view of the city.
An outdoor patio area with tables and chairs, a barrel, and umbrellas.

4. Brinckerhoff Inn

Brinckerhoff Inn
Fishkill
United States
Joshua
Brinckerhoff Inn
A bright room with white walls, large windows, and a skylight. There are tables and chairs arranged for dining.
A white sign with "The Millbrook Inn" written on it, set against a backdrop of a large blue house with a porch, surrounded by greenery and trees.
A round table with four glass vases containing flowers, a vintage lantern, and a floral book.
A spacious bedroom with a large bed, a fireplace, a desk, and a chair.

5. The Millbrook Inn

The Millbrook Inn
Millbrook
United States
Yasmin
The Millbrook Inn
A garden with a variety of plants and flowers, a white picket fence, and a small table with chairs.
A hallway with a table, a vase with flowers, a framed picture, and a painting on the wall.
A formal dining table set with plates, cutlery, and wine glasses, surrounded by chairs.
A two-story white house with a front porch, a red door, and a well-maintained lawn.

6. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
Millbrook
United States
kenneth
$240 nightly
$272 total
Oct 4 - Oct 5
Total with taxes and fees
Millbrook Country House Bed & Breakfast
A modern living room with a fireplace, white furniture, and a view of a garden through large windows.
A modern living room with a white sectional sofa, a coffee table, and two armchairs. There is a large flat-screen TV on a wooden stand.
A modern kitchen with a central island, pendant lights, and a view of the outdoors.
A modern dining area with a wooden table, white chairs, a chandelier, and a large abstract painting.

7. Redding Retreat with Pool

Redding Retreat with Pool
Redding
$529 nightly
$609 total
Oct 29 - Oct 30
Total with taxes and fees
Redding Retreat with Pool
A deck with a table and chairs, an umbrella, and a grill.
A living room with a sofa, armchair, coffee table, TV stand, and a door leading to a balcony.
A bedroom with a bed, nightstands, a window, and a wardrobe.
A dining area with a round table set for four, a radiator, and a view into a bedroom.

8. Connecticut Retreat: Steps to Historic Downtown!

Connecticut Retreat: Steps to Historic Downtown!
Morris
United States
Michael
Connecticut Retreat: Steps to Historic Downtown!
A living room with a stone fireplace, a leather sofa, and a wooden coffee table.
A wooden bench outside a house with a blue door and a white porch.
A dining area with a wooden table and chairs, a bookshelf with decorative items, and a view of the outdoors through a window.
A dining area with a stone wall, wooden table, and white chairs.

9. Walk to Memorial Park: Pet-friendly Bethlehem Home

Walk to Memorial Park: Pet-friendly Bethlehem Home
Bethlehem
United States
Dana Power-Lewis
Walk to Memorial Park: Pet-friendly Bethlehem Home
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Pawling.
Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection

118 Woodbury Rd. Washington CT
$1,272 nightly
$1,462 total
Oct 4 - Oct 5
Total with taxes and fees
9.4/10 Exceptional! (65 reviews)
Mayflower Inn & Spa, Auberge Collection
Troutbeck

Troutbeck

515 Leedsville Rd Amenia NY
$592 nightly
$670 total
Oct 25 - Oct 26
Total with taxes and fees
10/10 Exceptional! (5 reviews)
Troutbeck
Las Flores Villa

Las Flores Villa

38 Strawberry Ridge Rd New Preston CT
$3,348 nightly
$3,850 total
Oct 1 - Oct 2
Total with taxes and fees
Las Flores Villa
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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

Find out more about Pawling

Pawling Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Pawling, New York are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Pawling 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Pawling. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Pawling, New York, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Pawling hotels offer everything your heart desires.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Pawling?
With Expedia's handy filter tool, landing a great deal on a 4-star hotel in Pawling just got simpler. Start by keying in your chosen arrival date and length of your break. Then list the results by price and pick a property that best matches your style and budget.
  • Search for the lowest price from $670
What's the difference between 5-star and 4-star hotels in Pawling?
If you decide to spend your vacation at a 4-star hotel in Pawling, you'll typically find lots of conveniences to ensure you're comfortable, such as a restaurant, pool and gym. You can look forward to excellent service and upscale surroundings. Pick a 5-star hotel and you'll have access to a few extra bells and whistles — think on-site spas, 24-hour front desk and opulent turndown services. You're likely to get more amenities and first-class services at a 5-star stay, but both are terrific options for luxury guests.
Does Pawling have any 4-star all-inclusive resorts?
Finding vacation bliss in Pawling is as easy as entering your travel dates and destination, and clicking on our "All inclusive" filter. Stay and play where almost everything is already taken care of like your accommodations, food, activities and entertainment, or opt for a standard 4-star resort in or around this top destination.

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