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Check prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar

Our top choices for Pawling bed & breakfast

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)
"Great staff and stay for work"
United States
Paul
The price is AED 643
AED 727 total
includes taxes & fees
25 Jan - 26 Jan
Millbrook Country House Bed & Breakfast
Dining
Homestead Inn

Homestead Inn

Homestead Inn
3.5 star property
New Milford
9.2 out of 10, Wonderful, (196)
"Everything was as noted with a friendly staff"
United States
Colby
The price is AED 756
AED 869 total
includes taxes & fees
5 Jan - 6 Jan
Homestead Inn
Terrace/patio
West Lane Inn

West Lane Inn

West Lane Inn
3.5 star property
Ridgefield
9.8 out of 10, Exceptional, (54)
"Lovely home, very friendly staff"
United States
Alicia
The price is AED 1,263
AED 1,452 total
includes taxes & fees
5 Jan - 6 Jan
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

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

10/10 Excellent
"Room was great, and it’s nice to still rent a hotel room that has carpet in it. The staff was fantastic, I couldn’t say more positive things about this hotel."
Timothy 2-night trip
Posted 20 hours ago
Courtyard by Marriott Poughkeepsie

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 surrounding area: Homestead Inn: 16 rooms. 10 mi (16.1 km) from the heart of Pawling.Millbrook Country House Bed & Breakfast: 4 rooms. 16.7 mi (26.9 km) from the downtown core. Enjoy the free full breakfast and unique décor. Charming Grand View/Lake Loft in Brewster with WiFi, AC: 11.8 mi (19 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?
When you want to explore some things to do in town, John Kane House and Pawling Free Library are some notable sights to visit. You might put Pawling Village Hall and Pawling Town 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.