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

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Our top choices for Pawling bed & breakfast

1. Homestead Inn

Homestead Inn
3.5 star property
New Milford
9.2 out of 10, Wonderful, (203 reviews)
"It was an all around great place to stay. "
United States
gerard
The price is AED 756
AED 870 total
includes taxes & fees
10 Aug - 11 Aug
Homestead Inn

2. West Lane Inn

West Lane Inn
3.5 star property
Ridgefield
9.8 out of 10, Exceptional, (54 reviews)
"Great place to stay!"
United States
Susan
The price is AED 1,373
AED 1,579 total
includes taxes & fees
9 Aug - 10 Aug
West Lane Inn

3. 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 AED 882
AED 997 total
includes taxes & fees
6 Aug - 7 Aug
Millbrook Country House Bed & Breakfast

4. Hudson Pond · Hideaway King Suite · GF Breakfast

Hudson Pond · Hideaway King Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (1 review)
"Nicole's renovation of this charming old farmhouse, both inside and outside, is a work of art and no doubt a labor of love.Clean rooms.Modern bathrooms.Beautiful property.Great breakfast.One caution: the staircase leading to the upstairs bedroom is probably unsuitable for older people. ."
United States
David Z.
The price is AED 459
AED 603 total
includes taxes & fees
19 Aug - 20 Aug
Hudson Pond · Hideaway King Suite · GF Breakfast

5. Hudson Pond · Garden Queen Suite · GF Breakfast

Hudson Pond · Garden Queen Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (3 reviews)
"Hudson Pond was a beautiful, peaceful and relaxing setting, both inside and out. Our host readily shared her gift of hospitality which included her welcoming nature and the delicious breakfasts she prepared during our two day stay. We were truly blessed to celebrate our anniversary weekend full of special experiences and fond memories. Thank you!!"
United States
Doug H.
The price is AED 551
AED 706 total
includes taxes & fees
31 Aug - 1 Sep
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

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?
Below are some B&Bs in the surrounding area: Homestead Inn: 16 rooms. 10 mi (16.1 km) from the downtown core. 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.
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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