Compare and book 4 Star hotels in Pawling, New York

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Our top choices for Pawling 4-star hotels

Terrace/patio
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1001)
"Excellent property, great restaurant, professional prompt management. "
United States
Peter
The price is 3.810.514 ₫
4.382.091 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Hotel Zero Degrees Danbury
Ballroom
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
Downtown Poughkeepsie
8.4 out of 10, Very good, (1000)
"Courteous staff, clean and well outfitted rooms, nice breakfast buffet. "
United States
Kaye
The price is 2.674.896 ₫
3.132.970 ₫ total
includes taxes & fees
27 Dec - 28 Dec
DoubleTree by Hilton Poughkeepsie Convention Center
Library
The Litchfield Inn

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (959)
"The hotel is so big and spacious and the free breakfast and snacks are a nice touch."
United States
Shyna
The price is 6.425.581 ₫
7.389.418 ₫ total
includes taxes & fees
18 Dec - 19 Dec
The Litchfield Inn
Aerial view
Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (81)
"Gracious host and great breakfast "
United States
Gerald
The price is 5.208.786 ₫
5.892.505 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Millbrook Country House Bed & Breakfast
Free daily local cuisine breakfast
The Millbrook Inn

The Millbrook Inn

The Millbrook Inn
4.0 star property
Millbrook
10.0 out of 10, Exceptional, (5)
"Love it! beautiful inn and amazing food!"
United States
Yasmin
The Millbrook Inn
Indoor pool, outdoor pool
Crowne Plaza Danbury, an IHG Hotel

Crowne Plaza Danbury, an IHG Hotel

Crowne Plaza Danbury, an IHG Hotel
4.0 star property
Danbury
8.4 out of 10, Very good, (1000)
"Hotel is very clean, and the staffs are friendly. Very convenient location to hop on the freeway."
United States
Anonymous traveller
Crowne Plaza Danbury, an IHG Hotel
Porch
Brinckerhoff Inn

Brinckerhoff Inn

Brinckerhoff Inn
4.0 star property
Fishkill
9.6 out of 10, Exceptional, (60)
"We had a great stay at the Brinckerhoff Inn. The property is beautiful and it was obvious how much work went into the restoration. The decor was very "Presidential" and definitely felt like you were back in the 18th Century. My husband and I had a lovely stay. The en suite bathroom was spacious and Molton brown amenities added a nice touch. We even snuck in a few games of pool in the downstairs game room. Bob was a terrific host and made us a delicious breakfast with a beautiful...
United States
Stacey
Brinckerhoff Inn
Pool
ABC Stay - Connecticut Five Bedroom Home

ABC Stay - Connecticut Five Bedroom Home

ABC Stay - Connecticut Five Bedroom Home
4.0 star property
New Preston
ABC Stay - Connecticut Five Bedroom 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
The price is 25.546.728 ₫ per night from 6 Jan to 7 Jan
25.546.728 ₫
30.588.860 ₫ total
6 Jan - 7 Jan 2026
includes taxes & fees
9.2/10 Wonderful! (55 reviews)
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PoolSpaHot tubBreakfast includedWaterpark
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
Appalachian Trail

Top Pawling Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Pawling?
To find a 4-star hotel in Pawling that's within your budget, use Expedia's sort and search filters. Browse the availability during your travel dates and use our pricing filter to set your limit. You can also list your results by the most affordable escape first.

  • Search for the lowest price from 30.588.860 ₫

What's the difference between 5-star and 4-star hotels in Pawling?
Treat yourself to luxury during your Pawling holiday by checking in to a 4-star hotel. As well as featuring upmarket surroundings, these properties are typically filled with amenities such as bathrobes, large beds and plenty more. A 5-star hotel will go above and beyond to make your stay an even more lavish and special one. Round-the-clock concierge assistance, on-site spas and world-class dining are only the start of the first-rate conveniences and services you'll likely be able to enjoy.
Does Pawling have any 4-star all-inclusive resorts?
Enjoy a worry-free holiday experience where everything is included in the one upfront rate by using our "All inclusive" filter. Budgeting is easy when your room, food, activities and entertainment are already taken care of. Want more options? Check out the deals on our standard 4-star hotels in and around Pawling.

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