Hiking trails, coffee spots, restaurants and all the essentials, here are our recommendations for what to see and do in Bedford, NY.
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Itineraries
Explore curated day trips and local itineraries within an hour of Bedford, New York — from Hudson Valley hiking trails and historic estates to architecture, antiques, family activities, and destination dining. Designed for guests of Chancton House, these guides highlight some of the most memorable experiences across Westchester County and the surrounding countryside.
Itinerary: Farm Stands, Animals & Hiking
A slower-paced countryside day built around open space, farm visits, and relaxed outdoor time. Ideal for families with younger children, this itinerary blends classic Bedford-area charm with easy walks and delicious local food. File thus under best family activities day near Bedford, New York!
Activities
Morning at Muscoot Farm
Short walk or picnic at Ward Pound Ridge Reservation
Food
Lunch at Farmer & The Fish
Ice cream or baked goods from Salinger's Orchard
Itinerary: Architecture Day Trip from Bedford, New York
An architectural day trip that moves between landscape, contemporary design, and quietly remarkable spaces. From modernist icons to thoughtful public architecture, this itinerary is best experienced slowly — with long lunches, scenic drives, and time to absorb the details.
Activities
Morning at The Glass House
Afternoon exploring Grace Farms
Food
Lunch at Elm
Dinner closer to home at The Inn at Pound Ridge by Jean-Georges
Itinerary: Hudson River Art & Scenic Walking
A balance of culture and outdoors, this day pairs contemporary art with dramatic Hudson Valley scenery. Spend the morning immersed in large-scale installations and the afternoon along the river, with small towns, trails, and expansive views.
Activities
Explore Dia Beacon
Easy riverfront walk in Cold Spring
Food
Lunch at Roundhouse
Coffee or pastries from The Pantry
Itinerary: Gardens & Estates of Westchester County & the Hudson Valley
Centered around historic estates and beautifully maintained grounds, this itinerary explores the longstanding tradition of country living north of New York City. Expect grand landscapes, quiet gardens, and destinations that feel both cultivated and deeply rooted in the region.
Activities
Tour Weathersfield Estate & Gardens
Walk the grounds at Untermyer Gardens Conservancy
Food
Lunch at Goosefeather
Cocktails or dinner at Bedford Post Inn
Antiquing in the Hudson Valley: A Bedford, New York Day Trip Itinerary
A day for collectors, designers, and anyone drawn to old-world craftsmanship and beautifully layered interiors. Winding through some of the Hudson Valley’s most character-rich towns, this itinerary combines antiques, independent shops, and destination-worthy dining with a distinctly countryside atmosphere.
Activities
Antiquing through Hudson or Cold Spring
Food
Lunch at Le Perche
Wine or dinner at Stissing House