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
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Pawling bed & breakfast

A spacious living room with hardwood floors, a large dining area, and a cozy seating area with a red sofa and matching cushions.

1. Homestead Inn

Homestead Inn
3.5 star property
New Milford
9.2 out of 10, Wonderful, (210 reviews)
"The room was updated to a high end accommodation , it was Beautiful, the inn keepers were nice and accommodating. Location was perfect , to walk around New Milford Room was on a busy road A hot breakfast should have been included"
United States
Priscilla
The price is AED 756
AED 870 total
includes taxes & fees
15 Nov - 16 Nov
Homestead Inn
A house with a porch, outdoor seating, and string lights.

2. Hudson Pond · Hideaway King Suite · GF Breakfast

Hudson Pond · Hideaway King Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (7 reviews)
"The host the home and grounds were just lovely! Exactly what we needed for a weekend getaway with our pets. Thank you!"
United States
Stephen
The price is AED 404
AED 507 total
includes taxes & fees
2 Dec - 3 Dec
Hudson Pond · Hideaway King Suite · GF Breakfast
A garden with a variety of plants and flowers, a white picket fence, and a small table with chairs.

3. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (86 reviews)
"the minute we arrived the host was helpful, and very nice. He even asked if we needed dinner reservations. The room was clean and pristine. the breakfast was excellent. the host was very cordial and helpful. would definitely recommend. would definitely stay again if in that area"
United States
kenneth
The price is AED 882
AED 997 total
includes taxes & fees
5 Nov - 6 Nov
Millbrook Country House Bed & Breakfast
A covered porch with a stone pathway leading to a bench.

4. Hudson Pond · Garden Queen Suite · GF Breakfast

Hudson Pond · Garden Queen Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (6 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 AED 404
AED 507 total
includes taxes & fees
23 Nov - 24 Nov
Hudson Pond · Garden Queen Suite · GF Breakfast
A large, white, two-story house with a wrap-around porch, surrounded by a well-maintained lawn and trees.

5. West Lane Inn

West Lane Inn
3.5 star property
Ridgefield
9.8 out of 10, Exceptional, (58 reviews)
"Great place to stay!"
United States
Susan
The price is AED 1,373
AED 1,579 total
includes taxes & fees
9 Nov - 10 Nov
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

Studio 6 Extended Stay Fishkill Westage Center NY

Studio 6 Extended Stay Fishkill Westage Center NY

8/10 Good
"Good job"
Salah 2-night trip
Posted 1 day ago
Studio 6 Extended Stay Fishkill Westage Center NY

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. Charming Grand View/Lake Loft in Brewster with WiFi, AC: Located 11.8 mi (19 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, John Kane House and Daryl's House Club 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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