Located just 70 miles from New York City by car or 90 minutes by Metro North commuter train, The Pawling House Bed & Breakfast is a perfect get-away for those who appreciate the beautiful setting, rich history, wide range of recreational activities and wholesome charm of the immediate Pawling area as well as the greater Hudson Valley and Dutchess County contexts.

Pawling is also within close proximity to the Berkshires in Massachusetts, and the scenic Litchfield Hills area of Connecticut.

Of course, guests at The Pawling Bed & Breakfast may also choose to avail themselves of all that New York City has to offer.

Arts & Culture

Arts & Culture

Daryl’s House Restaurant and Music Club

Daryl’s House Restaurant and Music Club combining food and amazing artists.

Spectacular restaurant, bar and live music venue, presenting a series of well re-known artists. Daryl’s House is sure to be a highlight of your trip. Check out their website for upcoming shows and performances. You will enjoy their top-notch food and wide bar selection.

Tel.:  845 289 0185


Museums Open from May 15-October 15

John Kane House, Headquarters of George Washington

John Kane House (circa 1740) insert When Washington moved the Continental Army northward in the summer of 1778, following the British evacuation of Philadelphia and the battle of Monmouth, NJ, he chose to position his forces in the area extending from Danbury, CT. to Newburgh, NY and chose the John Kane house in Pawling as his headquarters.

Oblong Friends Meeting House

circa 1764 It was at the Oblong Meeting House in 1767, nearly 100 years before President Lincoln’s Emancipation Proclamation, that the first effective action for the abolition of slavery in the colonies was taken. This same meeting house witnessed a different scene during the winter of 1778-79 when the building was commandeered by General Washington’s officers for use as a military hospital.

Akin Hall

The Quaker Hill Museum, Olive Gunnison Natural History Museum, Akin Free Library: Akin Hall (circa 1898): which includes The Quaker Hill Museum, Olive Gunnison Natural History Museum and the Akin Free Library.

1st floor – Resource documents, rare volumes, ledgers, genealogies of early families, as well as contemporary literature, books by local authors, newspaper collections, and a children’s section.

2nd floor –Museum dedicated to Quaker Hill memorabilia including farm implements, turn of the century photographs, period.

The Pawling Concert Series

For over four decades the “Pawling Concert Series” has brought hundreds of musicians to Pawling and have developed a strong audience for good music. The artists in this year’s Series will challenge, entertain, and excite you with their programming and superb musicianship.

tel:  (845) 855 3100

Trinity Pawling School

circa 1909

Now a preparatory school for boys, grades 9-12, the facility was used during World War II as a cryptographic center and later as rehabilitation hospital.

Tel.: 845-855-3100

Fall & Winter Fun

Fall & Winter Fun

Pawling Farmers Market
Pumpkin Picking

Dykeman Farm Market

Thunder Ridge Ski Area

Got the winter blues? Tired of buildings surrounding you, need a break from your routine or just a breath of fresh air outside the city.

Jump on the Metro-North and in 90 minutes enter a different world.

Tel: (845) 878-4100



Formal Dining
Informal Dining
  • Karen’s Restaurant
  • Beekman Square Diner/Restaurant & Bar
  • Forrest’s Side Street Café
  • O’Connors Public House (Tavern & Restaurant)
  • Mama Pizza II
  • Gaudino’s Pizza
  • Vinny’s Deli & Pasta
  • Family Quick Stop

McKinney & Doyle Corner Bakery-Coffee Shop

Recreation/Things to do

Recreation/Things to do

Lakeside Park

Lakeside Park offering tennis, riding, swimming, boating, kayaking, cross country skiing and even tobogganing. for all offerings of the park, and for recreation.

Appalachian Trail

Appalachian Trail segment, part of the 2,000 mile hike stretching from Georgia through Main which passes by Pawling.

Cat Rock portions & Boardwalk portion can be accessed on Route 22, near the Metro North Railroad Appalachian Trail.


There are multiple biking trails surrounding the area.

Contact Pawling Cycle & Sport to get information directly.

West Mountain State Forest
Pawling Nature Reserve

The Pawling Nature Reserve is located in the northern section of the Town of Pawling, New York, United States. It is a 1,060-acre area located along the top of Hammersby Ridge, near Quaker Lake owned and managed by The Nature Conservancy.

Great Swamp

Canoeing in the 6,000 acre Great Swamp, one of NY State’s two largest remaining wetlands and a haven for animals such as the mink, muskrat, bobcat, turtles, herons, beaver, 200 species of birds, and even the black bear.

You can arrange activities in the swamp by visiting Rentals of equipment can be obtained at

Dutcher Golf Club

Enjoy a 9 or 18 hole golf experience for a day pass. Nestled in the rolling hills of the Harlem Valley sits one of golf’s hidden gems; the Dutcher Golf Course. This 42 acre course, built as a 3-hole course in 1885 on centuries-old pasture land, is the oldest municipally-owned 9-hole course in the country. It was expanded to a 9-hole course in 1890, and has flourished from that point forward.

This unique par 34 course offers majestic views of the Harlem Valley with some great challenges, including a stone wall that runs through the course. With a second set of tee boxes that give the course a much different layout, players of all levels can play a full round of eighteen holes.

Located in the bucolic town of Pawling, the course is located just a few hundred yards from the intersections of NYS Routes 22 and 55. The Dutcher Golf Course is located at 135 East Main Street in Pawling, 12564. You can reach them at 845-855-9845.

Other hiking trails close by
Angel Aura Spiritual Boutique

Spiritual seeker, need to know more about the unquestionably surrounding you?  Providing tarot, psychic, tee and other readings.  Meditation circles, workshops integrating body, mind & spirit.

Tel.: 845 493 0432

12 W. Main St., Pawling NY 12564

New York City

New York City

Of course, guests at The Pawling Bed & Breakfast may also choose to avail themselves of all that New York City has to offer!

We are sorry and thank you for thinking of us for your reservation, but we are closed.

The Pawling House is currently for sale. Interested parties please contact:

[email protected]


Thank you!