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

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Pawling bed & breakfast

A garden with a variety of plants and flowers, a white picket fence, and a small table with chairs.

1. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (85 reviews)
"Very nice experience! The room we stayed in was beautiful and comfortable. Breakfast was just right. The inn is filled with elegant furniture from Europe, some of it going back to the 17th century. The owner made us feel welcome and well cared-for."
United States
Beth
$240 nightly
The price is $272
Oct 4 - Oct 5
Total with taxes and fees
Millbrook Country House Bed & Breakfast
A house with a porch, outdoor seating, and string lights.

2. Hudson Pond · Garden Queen Suite · GF Breakfast

Hudson Pond · Garden Queen Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (4 reviews)
"What a hidden gem! Just minutes away from the hussel and bussle of the city! Beautiful gardens and well stocked kitchen!"
United States
Barbara
$130 nightly
The price is $147
Sep 23 - Sep 24
Total with taxes and fees
Hudson Pond · Garden Queen Suite · GF Breakfast
A house with a porch, outdoor seating, and string lights.

3. Hudson Pond · Hideaway King Suite · GF Breakfast

Hudson Pond · Hideaway King Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (3 reviews)
"This is a very old property, which adds to its charm. A tiny winding creaky staircase led to our room. The bed was extremely comfortable and the large walk in shower included a comfortable tile bench, which made my husband wish we had one in our own bath at home. The property is very large with several lovely seating areas, a pond and several lovely flower beds. We enjoyed fireflies, which appeared like fairy lights in the evening. The host provides a delicious breakfast. I believe there are...
United States
Shannon S.
$150 nightly
The price is $170
Oct 13 - Oct 14
Total with taxes and fees
Hudson Pond · Hideaway King Suite · GF Breakfast
A large, white, two-story building with a curved front porch and a sign that reads "The West Lane Inn Boutique Hotel."

4. West Lane Inn

West Lane Inn
3.5 star property
Ridgefield
9.8 out of 10, Exceptional, (56 reviews)
"Great place to stay!"
United States
Susan
$374 nightly
The price is $430
Sep 23 - Sep 24
Total with taxes and fees
West Lane Inn
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.
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Top Pawling Hotel Reviews

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

8/10 Good
"Good good clean nicely and good"
Marissa 5-night trip
Posted 3 hours ago
Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Pawling

Pawling B&B information

Number of reviews
85
Accommodation
9 B&B
Lowest Price
$272
Highest Price
$430

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Pawling?
Prices for B&Bs in Pawling often vary, but you can find a great deal from $272 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Pawling B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Pawling?
The best time to book a B&B in Pawling is during the spring months of March through May, with April being particularly popular. This season invites travelers to enjoy the blossoming landscapes and mild weather, great for outdoor activities such as hiking and exploring local parks. The pleasant temperatures, typically ranging from the low 40s to mid-70s Fahrenheit, create an inclusive setting for both relaxation and adventure.

During this peak season, Pawling comes alive with vibrant flora and fauna, making it an excellent choice for those looking to immerse themselves in nature. Outdoor enthusiasts can take advantage of the scenic trails at the nearby Appalachian Trail or enjoy leisurely strolls through the charming village, filled with boutique shops and cozy cafes.

For those seeking a more budget-friendly experience, visiting in December can be a delightful choice. The holiday season brings a unique charm to Pawling, with festive decorations and local events that capture the spirit of winter. It's cooler, this month offers a cozy ambiance great for enjoying indoor activities and the warmth of a welcoming B&B.
What is the difference between a Pawling Bed & Breakfast and a hotel?
Every Pawling B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Pawling B&Bs.

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