Favorite Escapes

Westchester has it all this fall! From apple picking to pumpkin patches, spooky Halloween adventures to family friendly fun, you’ll find your perfect autumnal getaway in Westchester. Choose one of our weekend itineraries below, or try them all. See the colorful foliage, breathe in the crisp air and enjoy all Westchester has to offer during one of our favorite seasons of the year.

Fall is also the perfect time for hiking, biking and outdoor fun. Explore our active
adventures here.
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Family Funtivities

Robert P. Astorino, County Executive

Westchester is chock full of activities that appeal to all ages.
Destinations
  • Hudson River Museum
  • Muscoot Farm
  • Westchester Children's Museum
  • Westchester County Center
  • Where to Stay

Westchester Without a Car

You don't need four wheels to enjoy a Westchester getaway. Discover the best of the Hudson River via mass transit.
Destinations
  • Bistro 12
  • Castle Hotel & Spa
  • Doubletree by Hilton Tarrytown
  • Metro-North at Grand Central Terminal
  • Old Croton Aqueduct Trail
  • Tarrytown Music Hall
  • Tarrytown Waterfront

Tasting Tour & Picnic

Taste the best of Westchester. Sample delicious local delicacies at each stop on this itinerary, culminating with a sunset picnic.
Destinations
  • Crabtree’s Kittle House
  • Mt. Kisco Smokehouse
  • Sleeping accomodations
  • Tarry Lodge
  • Ward Pound Ridge Reservation

Famous Families

Since Henry Hudson’s 1609 exploration, Westchester has been home to many famous and influential families.
Destinations
  • Kykuit – The Rockefeller Estate
  • Lyndhurst
  • Old Dutch Church and Burying Ground
  • Phillipsburg Manor
  • Sunnyside
  • Van Cortlandt Manor
  • Where to Stay

Yonkers for the Young at Heart

Whether you’ve got kids or you just want to feel like one, bustling Yonkers, NY is for you. Get ready to learn, discover and play.
Destinations
  • Empire City Casino at Yonkers Raceway
  • Hudson River Museum
  • La Bella Havana
  • Where to Stay
  • X2O – Xaviars on the Hudson
  • Science Barge
  • Yonkers Brewing Company
Tarrytown Music Hall

Musical Rest

Mark Morganelli

A Jazz musician and producer, Mark Morganelli shares some of his favorite spots around Westchester, with a focus on his specialty, music.
Destinations
  • City Limits Diner
  • Jazz Forum Arts
  • Muscoot Farm
  • Rockefeller State Park
  • Rue de Crepes
  • Tarrytown Music Hall
  • Where to Stay
Ella Fitzgerald Statue

African American Heritage Trail

Explore the rich African American background of Westchester County in this two-day itinerary.
Destinations
  • Day 1 – Downtown Tarrytown
  • Day 1 – Foster Memorial AME Zion Church
  • Day 1 – John Jay Homestead
  • Day 1 – Philipsburg Manor
  • Day 1 – Stay Over!
  • Day 2 - Come back soon!
  • Day 2 - Ella Fitzgerald Statue
  • Day 2 - Lunch in Rye
  • Day 2 - Philipse Manor Hall
  • Day 2 - Villa Lewaro
  • Day 2 - African Cemetery
  • Day 2 - Saint Paul’s Church National Historic Site
  • Where to Stay
Croton Aqueduct

Artistic Adventure

Kacey Morabito

Kacey Morabito helps wake up Westchester and the Hudson Valley as the co-host of Mike & Kacey in the morning, on 100.7 WHUD.
Destinations
  • Croton Aqueduct Walkway
  • Doral Arrowwood
  • Iron Horse Grill
  • Paramount Center for the Arts
  • Schoolhouse Theatre
  • Xaviars X20 on the Hudson
Apple Picker's Paradise

Apple Picker's Paradise

Jon Chattman

This itinerary offers a few things you might want to do before and after your journey to the orchard.
Destinations
  • Harbor Island Park
  • Harvest Moon Farm & Orchard
  • Music Conservatory of Westchester
  • Westchester Marriott
Fall Family Fun

Fall Family Fun

Westchester is your ultimate fall family destination! Apples, pumpkins, foliage, hayrides and more await your family.
Destinations
  • Annual Tarrytown Halloween Parade
  • Fall Crafts at Lyndhurst
  • Muscoot Farm
  • Stone Barns Center’s 12th Annual Harvest Fest
  • Stone Manor 101
  • The Great Jack O'Lantern Blaze
  • The Westchester Marriott
Farm to Table: Farms

Farm to Table: Farms

Today the county boasts more than 7,400 acres of vegetable, dairy, poultry, meat and horse farms. There are more than 30 farmers’ markets crisscrossing the county to explore
Destinations
  • Harvest Moon Farm & Orchard
  • Hemlock Hill Farm
  • Hilltop Hanover Farm and Environmental Center
  • Muscoot Farm
  • Outhouse Orchards
  • Seedswell Vegetable Farm
  • Stone Barns Center for Food and Agriculture
  • Stuart’s Farm
  • Sundial Farm
  • The Meadows Farm
  • Thompson’s Cider Mill
  • White Oak Farm
  • Wilkens Fruit and Fir Farm
  • Science Barge
Farm to Table: Where to Stay

Farm to Table: Where to Stay — & Eat

Here is a sampling where travelers looking for a locavore menu can stay and dine in style.
Destinations
  • Bedford Post Inn
  • Castle Hotel & Spa
  • Crabtree’s Kittle House Inn
  • Doubletree by Hilton
  • Hilton Westchester
  • Renaissance Westchester Hotel
  • Tarrytown House Estate
  • The Ritz-Carlton, Westchester
  • Westchester Marriott

Jazz and Soul Live Music

A day (or two) of diverse and intimate musical experiences awaits you in Westchester.
Destinations
  • Aaron Copland House
  • Blind Charlie’s Café
  • Division Street Grill
  • Holiday Inn Express Mt. Kisco
  • Inn on the Hudson
  • Jazz Forum Arts
  • Kirby’s Grill and Bar
  • Muscoot Farm
  • The Quiet Man Public House

Naturally Beautiful Driving Tour

Get in the car and take in the sites as you cruise the most colorful scenery in Westchester.
Destinations
  • Blue Dolphin Ristorante
  • Cross River Reservoir
  • Graham Hills Park
  • Holiday Inn Mt. Kisco
  • Saw Mill River Parkway
  • Scenic Hudson Park at Irvington
  • Sweet Grass Grill

Romantic Fall Getaway

Spend a romantic weekend taking in stunning views, enjoying intimate meals, and spending quality time along the Hudson River.
Destinations
  • Castle Hotel & Spa
  • Cellar 49
  • Endless Trail Bikeworx
  • Red Hat on the river
  • Sunset Cove
  • Temple of Love at Untermeyer Gardens
  • THANN Sanctuary Spa
  • The Garden Room at Equus
  • Washington Irving’s Sunnyside

Gorgeous Garden Strolls

Enjoy stunning vistas on the grounds of some of Westchester's most beautiful sites with these gardens that combine beauty, history and culture.
Destinations
  • Beaux Arts Gardens at Kykuit
  • Japanese Garden at Hammond Museum
  • Lasdon Park and Arboretum
  • Lyndhurst
  • Untermyer Park & Gardens
  • Where to Stay
Glen Island

Staying Social

Noel D'Allacco

Socialites take notice of the local gems uncovered in this itinerary.
Destinations
  • Bronxville Sidewalk Sale
  • Chat American Grill
  • Glen Island Park
  • Japan Inn
  • Noma Social
  • Where to Stay
The Crowne Plaza White Plains, Mix

Romantic Retreat

Kris Ruby

With everything Westchester has to offer, you’re definitely going to want to share it with that special someone.
Destinations
  • Arts Westchester
  • Greenburgh Nature Center
  • Moderne Barn
  • The Crowne Plaza, Mix
Sweetooth Katonah

Girls’ Weekend

Stacy Geisinger

Gather up your girlfriends for a trip filled with fun and relaxation.
Destinations
  • Bedford Post Inn
  • Crabtree’s Kittle House
  • Katonah Sweetooth
  • KD Studio
  • Suburban Groove
Fall Field & Stone Barn

Stone Barns Insider Tour

Stone Barns Center for Food and Agriculture

Celebrate Westchester's rich agrarian heritage with this itinerary sent to us by the folks at Stone Barns Center for Food and Agriculture
Destinations
  • Blue Hill at Stone Barns
  • Pleasantville Farmers Market
  • Rockefeller State Park Preserve
  • Stone Barns Center for Food and Agriculture
  • The Blue Pig
  • The Captain Lawrence Brewing Company
  • Union Church
  • Where to Stay
Rockefeller State Park

Head to Sleepy Hollow

Headless Horseman

The Headless Horseman shares his favorite spooky spots to ride around town.
Destinations
  • Bridge View Tavern
  • Great Jack O’Lantern Blaze
  • Horsefeathers
  • Old Croton Aqueduct
  • Rockefeller State Park Preserve
  • Tarrytown Music Hall
Spooky Spectacular Trails

Spooky Spectacular Trails

Get ready to get scared! The home of The Headless Horseman, Westchester is the ultimate haunted Halloween destination.
Destinations
  • Castle Hotel & Spa
  • Horseman’s Hollow
  • Irving’s “Legend”
  • Jay Gould’s House of Curiosities
  • Sleepy Hollow Cemetery Evening Guided Tour
  • The Great Jack O'Lantern Blaze
  • Washington Irving's Sunnyside
Farm to Table: Restaurants

Farm to Table: Restaurants

More and more chefs are shopping local farmers’ markets. On many menus, you’ll find the provenance of almost everything, from the meat and vegetables on your plate to the flowers on the table to the wine or cocktail in your glass.
Destinations
  • 121 Restaurant and Bar
  • Birdsall House
  • Blue Hill at Stone Barns
  • Cafe of Love
  • Harper's Restaurant and Bar
  • Harvest on Hudson
  • Inn at Pound Ridge
  • Peter Pratt’s Inn
  • Plates Restaurant
  • Purdy’s Farmer & the Fish
  • Red Hat on the River
  • Restaurant North
  • RiverMarket Bar and Kitchen
  • Tarry Lodge
  • The Cookery
  • The Twisted Oak
  • Thyme
  • X20: Xaviars on the Hudson

Adventure Seekers

Get your shoes muddy with a weekend of kayaking, fishing, camping and hiking.
Destinations
  • Anthony’s Nose
  • Croton Point Park
  • Fishing in Croton Point Park
  • L.L. Bean Outdoor Discovery School
  • Peekskill Coffee House

Everything Old is New Again

Hunt for vintage finds while antiquing and discover the charm of Westchester along the way.
Destinations
  • Antiquing in Chappaqua
  • Antiquing in Mount Kisco
  • Crabtree Kittle House Inn
  • Holiday Inn Mt. Kisco
  • Le Jardin du Roi
  • Little Crepe Street
  • The Rose Room

An Evening of Entertainment

Enjoy top-notch theater, music, comedy, film and dance throughout Westchester’s many performing arts venues.
Destinations
  • Emelin Theater
  • Empire City Casino at Yonkers Raceway
  • Paramount Hudson Valley
  • Purchase College Performing Arts Center
  • Tarrytown Music Hall
  • The Capitol Theatre
  • Westchester Broadway Theatre
  • Where to Stay

Explore Northern Westchester

Discover rural splendor and cultural magnificence Westchester has to offer north of the Cross Westchester Expressway.
Destinations
  • Caramoor Center for Music and the Arts
  • Crabtree’s Kittle House
  • Downtown Katonah
  • Katonah Museum of Art
  • Ward Pound Ridge Reserve
  • Where to Stay
  • Wolf Conservation Center
Pepsico’s Donald Kendall Sculpture Gardens

Destination Inspiration

Janet Langsam

Westchester is brimming with inspiration for you to tap into!
Destinations
  • ArtsWestchester Gallery
  • City Limits Diner
  • Downtown Music at Grace
  • The Dafco Gallery
Open Road

Car Lover's Getaway

Tom Christopher

With hundreds of miles of roads, Westchester is the perfect place to do some spring driving.
Destinations
  • Croton Creek Steakhouse
  • Katonah Art Museum
  • Lift Trucks Project
  • Spring Street Deli
  • The Pound Ridge Car Show
  • Ward Pound Ridge Reservation
  • Where to Stay
Teatown Lake Reservation

Play a Round in Westchester

Ralph Martinelli

Ralph Martinelli, the publisher of Westchester Magazine, shares with us his recommendations, along with his hobby – golf.
Destinations
  • Capitol Theatre
  • Teatown Lake Reservation
  • Westchester Magazine
  • Where to Stay
  • Winged Foot Golf Club
Blue Hill

Farms & Gardens

Vanessa Williams

Lifelong Westchester resident Vanessa Williams shares her Favorite Escapes, showing off the pastoral beauty that makes Westchester so lovely in the Spring.
Destinations
  • Blue Hill at Stone Barns
  • Daisy Hill Farms
  • Fox Hill Farms
  • King Street Restaurant and Bar
  • Kykuit: The Rockefeller Estate
  • Le Jardin du Roi
  • Where to Stay
Dobbs Ferry

Two Wheeled Fall Foliage

Norman E. Gaines, Jr.

Hop on your motorcycle and head to Westchester, minutes north of New York City.
Destinations
  • Historic River Towns
  • Motorcycle Shops (Just in Case!)
  • North to Westchester’s Border, Where Eagles Soar
  • Parks, Reservoirs and Reserves
The Valley Table

Farm to Table with “The Valley Table”

Discover our many flavors with a visit to the restaurants, farms and breweries that make us a top destination for great food and drink.
Destinations
  • Birdsall House
  • Crabtree’s Kittle House Inn
  • Purdy’s Farmer & the Fish
  • Stuart’s Farm
  • The Cookery
  • Wilkens Fruit and Fir Farm
Farm to Table: Breweries

Farm to Table: Breweries

Westchester has an ever-growing population of craft brewers, as well as a growing trend in distilling.
Destinations
  • Broken Bow Brewery
  • Captain Lawrence Brewing Company
  • Peekskill Brewery
  • Yonkers Brewing Company