6 Romantic Places to Propose Around Westchester County

Choose one of these iconic Hudson Valley proposal spots for a resounding, “Yes!”

When the time comes to pop the big question, make sure to set the scene by picking a location that will ensure an “I do.”

Caramoor Center for Music and the Arts
Photo by Nicole DeTone

Caramoor Center for Music and the Arts

Katonah

Roslyn & Nicky proposal
Roslyn & Nicky. Photo by Nicole DeTone.

Roslyn & Nicky

For the culture buff, Caramoor is more than just a music venue. Visitors can also explore the enchanting Cedar Walk and gazebo, Italian Pavilion (inspired by the architectural elegance of Brunelleschi), and sunken garden of wildflowers and fluttering butterflies in summer months. The grounds are open to the public for exploring, picnicking, proposing, and taking in the sound art Thursdays through Sundays, and you can schedule a docent-led tour of The Rosen House.

Sam’s Point Preserve
Photo by Lin Pernille

Sam’s Point Preserve

Cragsmoor

Sam’s Point Preserve proposal
Photo by Lin Pernille
Pankti & Vinamra
Pankti & Vinamra. Photo by Lin Pernille

Pankti & Vinamra

For the outdoorsy couple, find Sam’s Point Preserve, located at the highest altitude of the Shawangunk Mountains stretching 5,000 acres in Minnewaska State Park. For avid hikers, a proposal on the Point will boast some gorgeous views. The full Sam’s Point and Verkeerderkill Falls Trail is a challenging loop stretching 8.6 miles, or you can hike to the falls and back for a moderate 5 miles with a myriad of gorgeous overlooks along the way. Note that parking reservations are required for weekends and holidays, April 15 through November 15.

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Untermyer Gardens
Photo by Regency Studios Productions

Untermyer Gardens

Yonkers

Kristine & Victor garden proposal
Kristine & Victor. Photo by Regency Studios Productions.

Kristine & Victor

A Westchester landmark since 1917, this 43-acre public garden stuns year-round, particularly in the spring and summer. There are a myriad of locations for a gorgeous proposal, like the Temple of Love pergola (a natural choice), The Vista and its marble columns overlooking the Hudson River, Color Gardens, and Rhododendron Walk. Admission is free, but if you’re planning on hiring a photographer, you’ll need to pull a permit first.

Mohonk Mountain House
Photo by Little But Fierce Photography.

Mohonk Mountain House

New Paltz

JJ & Emily
JJ & Emily. Photo by Little But Fierce Photography.

JJ & Emily

Voted #1 Resort in the Northeast and Mid-Atlantic Region by Condé Nast Traveler, this historic resort in the Hudson Valley has something to offer year-round, from swimming in Lake Mohonk in the summer to ice skating, cross-country skiing, and snowshoeing in the winter. Treat your betrothed to a spa treatment, yoga session, or meditation before dropping to a knee on the lakefront, in the manicured gardens, or amid Hudson Valley foliage on a hike on the mountainous landscape. Meals included in overnight rates.

Related: Festive Ideas for a Holiday Wedding in Westchester

Storm King Art Center
Photo by Little But Fierce Photography.

Storm King Art Center

New Windsor

Adam & Adam proposal
Adam & Adam. Photo by Little But Fierce Photography.

Adam & Adam

Art aficionados will love this 500-acre outdoor museum in the Hudson Valley, home to large-scale sculpture and site-specific commissions. Since 1960, this iconic living gallery has enhanced the area’s hills, meadows, and forests with contemporary art. Permanent works, like the towering “Suspended” sculpture (1977, pictured) by Menashe Kadishman, complement rotating exhibitions. Drop to one knee under one of these large wonders, or simply spread out a picnic on the landscaped grounds.

Playland Proposal
Photos by Christopher’s Studio
proposal
Photos by Christopher’s Studio

Playland

Rye

Julia & Frank

Nearly 100 years old, this Westchester institution is known for its Art Deco architecture and status as a National Historical Landmark. Playland also offers beach access on a gorgeous stretch of Long Island Sound, perfect for popping the question. After the “yes” (fingers crossed), celebrate by bringing out your inner child with more than 40 rides, endless carnival games, and a classic arcade.

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Playland
Photos by Christopher’s Studio
Julia & Frank
Julia & Frank. Photos by Christopher’s Studio.

Related: Incorporate Apricot Accessories Into Your Hudson Valley Home

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