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

Find a Bed and Breakfast in Pawling from CA $235

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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1

Our top choices for Pawling bed & breakfast

Dining

1. Homestead Inn

Homestead Inn
3.5 star property
New Milford
9.2 out of 10, Wonderful, (204 reviews)
"It was an all around great place to stay. "
United States
gerard
The price is CA $285
CA $328 total
includes taxes & fees
Sep 10 - Sep 11
Homestead Inn
Aerial view

2. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (84 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
The price is CA $332
CA $376 total
includes taxes & fees
Sep 13 - Sep 14
Millbrook Country House Bed & Breakfast
Exterior

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.
The price is CA $180
CA $235 total
includes taxes & fees
Sep 7 - Sep 8
Hudson Pond · Hideaway King Suite · GF Breakfast
Exterior

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
The price is CA $517
CA $595 total
includes taxes & fees
Sep 7 - Sep 8
West Lane Inn
Exterior

5. 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
The price is CA $201
CA $258 total
includes taxes & fees
Sep 8 - Sep 9
Hudson Pond · Garden Queen Suite · GF Breakfast
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

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

10/10 Excellent
"Very large and comfortable room"
Susan 1-night trip
Posted 2 hours ago
Comfort Suites Fishkill near Interstate 84

Find out more about Pawling

Pawling B&B information

Number of reviews
295
Accommodation
9 B&B
Lowest Price
CA $235
Highest Price
CA $595

Frequently asked questions

Searching for B&Bs in Pawling?
Whether you're traveling with your family and want a friendly place to stay, or you're a solo traveler hoping to meet fellow tourists, B&Bs can be a great choice for many travelers. When you want to venture out to explore Pawling, consider browsing the exhibits at John Kane House.
How do you know if a B&B is the right choice for you?
With attentive service, an atmosphere suited to mingling with other guests, and of course a full breakfast, B&Bs offer a one-of-a-kind setting.
What are the top B&Bs in Pawling?
Here are some B&Bs in the area: Homestead Inn: 16 rooms. 10 mi (16.1 km) from the heart of Pawling.Millbrook Country House Bed & Breakfast: 4 rooms. Situated 16.7 mi (26.9 km) from the heart of Pawling. Enjoy the free full breakfast and unique décor. Hudson Pond · Hideaway King Suite · GF Breakfast: 16.3 mi (26.2 km) from the heart of downtown. Hudson Pond · Garden Queen Suite · GF Breakfast: Located 16.3 mi (26.2 km) from the core of Pawling.
When is the best time to stay at a B&B in Pawling?
When you're planning your getaway to Pawling, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. Average annual precipitation for Pawling is 56 inches.
What is there to do in Pawling?
If cultural attractions are high on your list, Daryl's House Club and John Kane House are spots to check out. You might put Pawling Free Library and Pawling Village Hall on your list if you want to see more of the area.
How can I get to and around Pawling?
You can map out your trip in and around Pawling ahead of time with these transportation options. Fly into Danbury, CT (DXR-Danbury Municipal), which is located 14.4 mi (23.2 km) away from the heart of the city. You can also search for flights into Oxford, CT (OXC-Waterbury - Oxford), which is 24.7 mi (39.7 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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