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There is something about the fall season that just feels special. It’s that changing of the leaves from green to gold and the feeling of the air turning cool and crisp. 

Fall inspires us to get out and explore, making it the perfect time for a weekend adventure. 

For many people, that means a trip to the North Fork. But what if you’re looking for a getaway from the North Fork?

Here are four picks for fall escapes that allow you to relish the changing of the seasons elsewhere in the Northeast. 

The Berkshires, Massachusetts 

The Bistro and Bar at the Blantyre.

Stretching over 2,000 square miles and spanning the entire western border of Massachusetts, the Berkshires are a popular fall vacation destination known for vast outdoor activities, fall-foliage viewing, a farm-to-table food scene and thriving arts institutions. 


Cantina 229

Enjoy a thoughtful, world-inspired, farm-to-table menu in a stunning yet casual atmosphere that includes outdoor dining options, lawn games, bonfires, a wood stove and a great bar. 

229 Hartsville-New Marlborough Road, New Marlborough;



Originally built in 1902, this Tudor-style mansion and estate is a beautiful place to imbibe. To complement the setting, discover one of the Gilded Age-inspired cocktails at the Bistro Bar, which has been named “The Most Beautifully Designed Bar” in Massachusetts by Architectural Digest. 

16 Blantyre Road, Lenox;


Old Inn on the Green

This is picturesque New England country charm at its finest. The inn, surrounded by rolling fields and meadows, offers authentically restored guest rooms and fine dining in intimate candlelit dining rooms.

134 Hartsville-New Marlborough Road, New Marlborough;



Embracing all forms of art, MASS MoCA is one of the world’s liveliest campuses to experience vast galleries and collections of indoor and outdoor performing arts venues, including music, sculpture, dance, film, painting, photography, theater and more.

1040 Mass MoCA Way, North Adams;

Downtown Lancaster, Pennsylvania

Central_Market in Lancaster. (Credit: Elisa Rolle)

Providing the perfect contrast between modern life and the rustic allure of the surrounding Amish country, downtown Lancaster is rich with art, museums, restaurants and cafes, theaters, shops and boutiques.



Owners Taylor and Leeann Mason believe there is nothing more satisfying than inviting friends, family, farmers and neighbors into their home — they live above the restaurant — to enjoy soulful culinary traditions and techniques of the Old World. Everything on Ma(i)son’s small menu is handmade, includes very focused ingredients and flavors, and changes weekly.

230 North Prince St., Lancaster;


Lancaster Brewing Co.

Inspired by long-brewing traditions, Lancaster Brewing Co. is an award-winning craft brewery that produces more than 30 specialty, seasonal and year-round ales and lagers. For something a little different, try the Shoo-Fly Pie Porter, which the brewery describes as malt-forward and lightly hopped with smoky sweetness and a hint of vanilla. 

302 North Plum St., Lancaster;


Cork Factory Hotel

Spend your nights at the Cork Factory Hotel. Dating back to 1865, this structure was once home to Lancaster Cork Works. In the hotel’s rooms and suites you can still see the factory’s original brick interior walls. 

480 New Holland Ave., Lancaster;


Central Market

This site is an absolute must-visit while in Lancaster. Established in 1730, the Central Market is the oldest continuously operated public farmers market in the country. It is open every Tuesday and Friday from 6 a.m. to 4 p.m. and Saturday from 6 a.m. to 2 p.m. 

23 North Market St., Lancaster;

Newport, Rhode Island

Cliff Walk. (Credit: Rhode Island Commerce Corporation)

Referred to as “The Classic Coast,” this New England community consists of miles of coastal scenery, colonial and Gilded Age architecture and a vibrant dining scene. The fall is a great time to explore this seaside location, as the crowds are smaller.


White Horse Tavern

A National Historic Landmark serving guests since 1673, White Horse Tavern is America’s oldest tavern, and exudes colonial charm while providing a fresh and contemporary culinary experience. Dine fireside on chilly nights and don’t forget to check out the cozy upstairs bar for true rustic ambiance. 

26 Marlborough St.,


Newport Vineyards

Situated on over 100 acres of historically preserved farmland, Newport Vineyards is a can’t-miss destination for an afternoon of wine tasting. The vineyard’s portfolio includes pinot noir, sauvignon blanc, moscato, rosé and much more. 

909 East Main Road, Middletown, R.I.;


Rose Island Lighthouse

Have you ever dreamed of staying overnight in a lighthouse? Here’s your chance. Rose Island Lighthouse, located on its own private 18-acre island, provides a unique lodging experience, with five bedrooms for guests.

Rose Island, R.I.;


Cliff Walk

A trip to Newport wouldn’t be complete without walking the famed 3.5-mile trail of Cliff Walk — a National Recreation Trail developed during the Gilded Age. Enter near the Chanler Hotel, which leads you between the ocean on one side and Gilded Age mansions on the other.

Tarrytown, New York

A view of the Great Jack O’Lantern Blaze at Van Cortlandt Manor in Croton-on-Hudson. (Credit: Tom Nycz)

Just 38 minutes from Manhattan by train, the scenic village of Tarrytown, which hugs the eastern bank of the Hudson River, has been named one of the “Top 10 Prettiest Towns in America” by Forbes Magazine. There is much to do in and around this Hudson River Valley town. 


Blue Hill at Stone Barns 

For a truly magical culinary experience look no further than Blue Hill at Stone Barns. The working four-season farm and educational center is home to the ultimate farm-to-table multi-course feast. But be prepared: This meal is not your typical 1.5-hour restaurant experience. Instead, you’ll find yourself on a dining journey with roughly 25 courses lasting several hours. Highly coveted reservations are required and book out two months in advance.

630 Bedford Road, Tarrytown;


Red Hat on the River

Head to the rooftop lounge at Red Hat on the River for cocktails with spectacular 180-degree views of the Hudson. Located in the town of Irvington, just south of Tarrytown, this waterside restaurant and lounge is an ideal location to watch the sun set. 

1 Bridge St., Irvington;


Castle Hotel & Spa

Sleep like royalty at Castle Hotel & Spa. Perched high on a bluff overlooking the Hudson River Valley, this historic hotel is charming and elegant. Stroll the property and explore the lush, landscaped walking paths.

400 Benedict Ave., Tarrytown;


The Great Jack-O’-Lantern Blaze

A fall excursion to the Hudson Valley must include a visit to The Great Jack-O’-Lantern Blaze at Van Cortlandt Manor in Croton-on-Hudson. At this annual event, discover more than 7,000 illuminated jack-o’-lanterns, all designed and hand-carved on-site by local artisans. 

525 South Riverside Ave., Croton-on-Hudson;