Photo by Marina Timo

Book Pawling Bed & Breakfast

    price find illustration
    Change your mind
    Our total price for your stay includes taxes and fees
    deals illustration
    Treat yourself
    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6
In one month
Jul 18 - Jul 20
In two months
Aug 15 - Aug 17

Compare 6 B&B in Pawling with updated reviews, rates, and availability.

Homestead Inn
Dining

Homestead Inn

3.5 star property
9.2 out of 10, Wonderful, (179)
"I didn’t even realize how cute the Inn was. Such a nice addition to my trip and a wonderful surprise "
$206 nightly
The price is $237
Jun 22 - Jun 23
Total includes taxes and fees
Homestead Inn
West Lane Inn
Terrace/patio

West Lane Inn

3.5 star property
9.8 out of 10, Exceptional, (48)
"Wonderful inn with great breakfast, very safe, wonderful new bathrooms, comfortable clean beds with excellebt dining options nearby."
$374 nightly
The price is $430
Jun 17 - Jun 18
Total includes taxes and fees
West Lane Inn
Millbrook Country House Bed & Breakfast
Aerial view

Millbrook Country House Bed & Breakfast

4.0 star property
9.0 out of 10, Wonderful, (75)
"It was a very comfortable stay and the proximity to Millbrook was great. The proprietors very gracious. "
$198 nightly
The price is $224
Jul 7 - Jul 8
Total includes taxes and fees
Millbrook Country House Bed & Breakfast
Charming Grand View/Lake Loft in Brewster with WiFi, AC
Interior

Charming Grand View/Lake Loft in Brewster with WiFi, AC

10.0 out of 10, Exceptional, (2)
"I loved this place. I only wish I had more time to spend there.Orestes but so lovely to speak to and obviously takes great pride and sharing this air b and b. and the breakfast… Super delicious. I hope to be back."
Charming Grand View/Lake Loft in Brewster with WiFi, AC
The Bykenhulle House
Property amenity

The Bykenhulle House

3.5 star property
8.4 out of 10, Very Good, (168)
"Great BnB. Lovely staff. Breakfast was delicious. We will be back."
The Bykenhulle House
Saint Huberts Lodge
Billiards

Saint Huberts Lodge

3.5 star property
9.0 out of 10, Wonderful, (44)
"Our stay was rather disappointing. The property seems neglected. Some lightbulbs in the bathroom were not working . The coffee maker was really filthy inside. Instead of breakfast we were offered some packaged pastry from a gas station. Plus, there were a bunch of insects in the room. There was no drinking water in the property we ended up driving to get water. I don’t understand they can charge so much money "
Saint Huberts Lodge
Le Petit Chateau Inn
Interior

Le Petit Chateau Inn

3.0 star property
Le Petit Chateau 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 $224 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.