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

Book Pawling Bed & Breakfast

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23
In one month
Sep 4 - Sep 6
In two months
Oct 2 - Oct 4

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, (203 reviews)
"It was an all around great place to stay. "
United States
gerard
$206 nightly
The price is $237
Aug 10 - Aug 11
Total with taxes and fees
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
$240 nightly
The price is $272
Aug 6 - Aug 7
Total with taxes and fees
Millbrook Country House Bed & Breakfast
Exterior

3. 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
$374 nightly
The price is $430
Aug 9 - Aug 10
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pawling Hotel Reviews

La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury

10/10 Excellent
"They are in the process of making improvements so there was some construction, but it did not interfere with the stay. Nice room. Great breakfast. Friendly staff. A little difficult to find the place as the streets are one way but was able to manage."
Martha 1-night trip
Posted 10 hours ago
La Quinta Inn & Suites by Wyndham Danbury

Find out more about Pawling

Pawling B&B information

Number of reviews
341
Accommodation
9 B&B
Lowest Price
$237
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 $237 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.

Explore a world of travel with Expedia