Explore Pawling, A Small Town in the Harlem Valley

Find Local Attractions and Things To Do During Your Stay at the Station Inn, Pawling, NY

Located in the heart of downtown Pawling, the Station Inn is a stone’s throw from this historic village’s charming shops and restaurants and the scenic Appalachian trail. Enjoy local attractions, history, and shopping; soak up local history; or just sit back and adapt to a slower pace of life.

Learn more about Pawling, “a quaint place with acres of open space,” in this New York Times feature.

Nature & Outdoor Activities In & Around Pawling

Sign in woods

Pawling Nature Preserve

A beautiful, peaceful escape to hike and get in touch with nature. The reserve was donated to The Nature Conservancy in 1958 through a gift from local residents, the Akin Hall Association.

Visit Site
People walking in woods

The Deer Pond Farm Sanctuary

Deer Pond Farm covers 850 acres with 15 miles of trails and about 100 species of birds. Open year-round from dawn to dusk, sign up for guided programs or enjoy the trails on your own.

Visit Site

Nuclear Lake

If you’re looking for a quiet afternoon strolling around a beautiful lake, you’ll have a hard time finding a more perfect spot.

Visit Site

Little Whaley Lake

Little Whaley Lake is a reservoir located just 2.6 miles from Pawling. Find a variety of fish including rock bass, pickerel, pumpkinseed sunfish, smallmouth bass, and bullhead here.

Visit Site

The Ten Mile River Preserve

The Ten Mile River Preserve is a private membership club for outdoor enthusiasts with hunting, fishing, and sporting clays for its members and their guests.

Visit Site

Maybrook Trailway (Biking)

Rail trails abound in and around Pawling, providing a perfect opportunity to explore on two wheels. The Maybrook Trailway is a paved multi-use trail extending across Putnam and Dutchess counties. It intersects with the Appalachian trail near Whaley Lake in Pawling and connects to the Dutchess Rail Trail and onwards to the popular Walkway over the Hudson.

Visit Site
Hikers on elevated walkway

Appalachian Trail

The beautiful Appalachian Trail, which travels from Georgia to Maine, runs directly through Pawling. Thru-hikers are always welcome to bask in the luxury of a clean, cozy bed at Station Inn Pawling, while the rest of us can enjoy a day hike from nearby trailheads

Visit Site

Thunder Ridge Ski Area

Thunder Ridge is a family-friendly, rustic ski area featuring 22 trails, 3 chairlifts, and 4 magic carpets. There are slow and gentle slopes for beginners as well as more advanced trails.

Visit Site

Dutcher Golf Course

Within walking distance of the inn, The Dutcher Golf Course was established in 1890 and is the oldest 9-hole municipal golf course in the United States (Golf Digest, 2010)

Visit Site

Right in downtown

Right in downtown Pawling, Lakeside Park offers a scenic backdrop for hiking, biking, cross-country skiing, tennis courts, basketball courts, swimming, fishing, kayaking, fitness trail, and more.

Visit Site

Explore Local History & Other Special Interests in Pawling

Akin Hall Library

Akin Hall was built in 1880 and served as a community meeting space, and included both a library and kindergarten. The Library no longer circulates books, but its collections can be used on-site.

Visit Site

Quaker Hill Museum

The Historical Society's Quaker Hill Museum showcases artifacts from the Oblongs Quaker settlers, including clothing, farming equipment, and ledgers. A small but fascinating museum that will intrigue history buffs.

Visit Site

Oblong Friends Meeting House

The Quaker Meeting House is one of the oldest meeting homes in the area, built in the 1700s, and considered to be both an architecturally beautiful structure and an important part of Quaker history.

Visit Site

“The Quiet Place” House

A Quiet Place is an acclaimed supernatural horror film, directed and performed by John Krasinski, and his real-life wife, Emily Blunt. The farmhouse, where the family lives in the movie, is located in the town of Pawling, off a trail at 623 W Dover road.

Visit Site

The Kane House

From September to November 1778, General Washington based his military movements in Pawling and used John & Sybil Kane's house as his residence. Today, the John Kane House is the Historical Society's main museum, a popular historical site!

Visit Site

Visit Local Markets & Attend Seasonal Events Around Pawling

Farmers Market Sign

Pawling Farmer’s Market

The market, established in 2008, has produce, plants, farm products, foods, and goods, and operates on Saturday mornings throughout the summer months. For latest updates visit:

Visit Site

Pawling Chamber of Commerce and Dutchess Cruisers Car Show

Every year car collectors and enthusiasts in the area look forward to this annual car show and cruise. For more information and event news, visit the Dutchess Cruisers website.

Visit Site

Stormville Flea Market

Shoppers come to discover everything from antiques and collectibles, arts and crafts, and great deals on new merchandise at this popular local flea market.

Visit Site

The Elephant's Trunk Flea Market

Since 1976, treasure hunters, antique collectors, up-cyclers, deal seekers, and others have flocked to the famous Elephant’s Trunk Flea Market in New Milford, CT, every Sunday from April through December.

Visit Site

Find Fine Dining, Bakeries, Wine, & Entertainment in Pawling

O’Connors Pub

Enjoy drinks and traditional fare at this convivial neighborhood Irish pub. Fun atmosphere, friendly staff, and great food!

Visit Site

Daryl's House

Run by Daryl Hall of the legendary Hall & Oates, Daryl’s House restaurant and music club combines top-notch food with an amazing line-up of live music. Just a quick taxi ride away from Station Inn Pawling!

Visit Site

McKinney & Doyle Restaurant

An award-winning, casual but classy fine dining restaurant. that has been a Pawling staple since 1986. Rustic and cozy with excellent service, McKinney & Doyle has been a Pawling staple since 1986 and is just a three-minute walk away from Station Inn Pawling.

Visit Site

White Silo Farm & Winery

A family-operated boutique winery that produces all of its wine in small batches, White Silo is open for wine tastings April – December.

Visit Site

Sunflour Bakery

This family-owned neighborhood bakery features delicious baked goods, in-house coffee roasting, and popular lunch items. Sunflour is also known for its custom cakes for every occasion!

Visit Site

Shop & Enjoy All That Downtown Pawling Has to Offer

Good Tidings

This long-standing Pawling shop provides quality gifts in all price ranges, for all occasions, from a variety of fine product lines, and includes complimentary gift wrapping.

Visit Site

Pawling Antiques

A unique multi-dealer shop, Pawling Antiques offers an ever-changing array of antiques and art.

Visit Site

Spirits of Pawling

Find quality liquors and spirits at this locally owned and operated spirits shop.

Visit Site
Book store front

The Book Cove

This charming, cozy independent book store offers a well-curated selection of both new and out-of-print books. The Book Cove is right in the heart of Pawling and less than a five minute walk from the Station Inn.

Visit Site


Founded in 2020, NICÓLJOË features the latest men’s and women's fashion trends at affordable prices. NICÓL has curated an affordable, versatile collection. Combining up-scale fashion forward clothing brands with local, handmade accessories and the latest beauty trends.

Visit Site

T and M Rustic Home

This unique home decor shop offers repurposed furniture, rustic decor, hand-crafted cutting boards, handmade soy candles, gifts, and more!

Visit Site

The Blue Olive Shop

A family-owned olive oil and vinegar tasting room located in the village of Pawling.

Visit Site

Learn More About the Town of Pawling & the Local Community

Trinity-Pawling School

Founded in 1907, Trinity-Pawling School is an all-boys college preparatory school located just one mile from the inn

Visit Site
Train Tracks

Metro-North Station

Just a five-minute walk from the inn, with easy parking, the Pawling Station is a commuter rail stop on the Metro-North Railroad's Harlem Line. Trains leave for New York City every two hours and about every 30 minutes during rush hour. Average travel time to Grand Central is approximately one hour, 48 minutes.

Visit Site