5 Enchanting Venues on New York's Iconic Westchester Waterfronts

From the sun-dappled forests of the Hudson River Valley to the sandy beaches of the Long Island Sound, New York's southernmost waterfronts have enchanted artists, writers, naturalists, and intellectuals for generations. Lined by quaint towns, granite cliffs, historic landmarks, and grand estates, it’s easy to forget you’re less than an hour outside of the Big Apple. With an eye towards embracing the area's natural beauty while preserving its classic elegance, these exquisite waterfront venues offer an unforgettably romantic backdrop for your wedding.

The Factoria at Charles Point

Peekskill, NY

Fab Features: cool, contemporary multi-functional venue that houses a craft brewery, restaurant, entertainment facilities, and event spaces • chic dressing suites and easy access to Peekskill's charming waterfront make for fab photo ops • enjoy cocktails on a sprawling balcony, then retire to the industrial-inspired interior, where floor-to-ceiling windows frame exquisite views of the Hudson, adjacent marina, and surrounding highlands

Catering: In-house
Price: $$

Monteverde at Oldstone

Cortlandt Manor, NY

Fab Features: beautifully restored 18th-century estate • picturesque ceremonies on the Grand Lawn overlooking the Hudson River • open-air cocktail hour on the Stone Patio, Terrace, or romantic Grape Arbor followed by late-night receptions in the tented pavilion

Catering: In-house
Price: $$$

Tappan Hill Mansion

Tarrytown, New York

Fab Features: a stunning historic home featuring a gorgeous brick-and-stone terrace • hold your romantic outdoor ceremony surrounded by tall trees and panoramic views of the sparkling Hudson River • continue your celebration in the impressive foyer with a rotunda and grand spiral staircase

Catering: In-house
Price: $$ • $$$

Hudson Loft

Irvington, NY

Fab Features: impressive, urban-style spot with a lofty ceiling of exposed ductwork, original concrete block walls, and a rich wood floor • huge rows of windows let in plenty of light and offer stunning views of the Hudson • cool perks include an artfully furnished dressing suite with a private bath

Catering: In-house
Price: $ • $$

Wainwright House

Rye, NY

Fab Features: impressive stone mansion modeled after a traditional 18th-century French chateau • waterside ceremonies with breathtaking views of Milton Harbor • cocktails on the velvety lawn before dinner and dancing under the glamorous peaked tent

Catering: In-house
Price: $$$


We couldn't possibly leave off this historic Hudson River gem—just a quick trip across the bridge!

The Historic Thayer Hotel at West Point

West Point, NY

Fab Features: historic hotel on a hilltop with breathtaking views of the Hudson River and the Military Academy at West Point • expansive Grand Ballroom outfitted with 20-foot ceilings, wrought-iron chandeliers, and gargoyle architectural details • luxurious guest rooms exude Old World charm and grandeur

Catering: In-house
Price: $$

Venue: The Briarcliff Manor

Are we friends yet? Join MyGuide for more goodness!

Some clients may have paid to be placed in our editorial and some of these links may be affiliate; however, we never include a venue, vendor, or product unless they have a proper place here. This is part of our Core Values. We create our website first and foremost to be good for the couples using it to plan their Big Day. We won't stray from that for a few advertising dollars. #scoutshonor

Find More Articles About...

All-Inclusive | Art Gallery | Ballroom | Barn | Beach / Ocean | Beach Wedding Ceremony | Brewery / Distillery | Bridal Fairs | Brides Want to Know | Budget Wedding Ideas | Business Functions / Meetings | Cakes | Ceremony | Chapel / Church / Temple | Checklists | City / Urban | Cityscape | Colorful | Covid | Creek / River | Cultural | Destination | DIY Wedding Ideas | DJ / Entertainment / Music | Dog | Elegant | Elopement Packages | Engagement / Proposal | Expert Advice | Flowers | Food | Forest / Woods | Fun | Garden | Give Back | Glam | Glossaries of Wedding Terms | Golf / Country Club | Great View | Green Weddings | Grooms / Groomsmen | Hills | Historic | Historic / Landmark Building | Honeymoons / Travel | Hotel | Indian | Inspiration Board | Invitations | Lake | Landscaped Grounds | Large Wedding | Late Night | LGBTQ+ Friendly | Local Weddings | Loft / Warehouse / Industrial | Makeup / Hair | Mansion | Modern | Moss | Mountain | Museum | Nightclub | Non-Profit | Ocean / Bay | Offbeat | On-Site Accommodations | Outdoor | Outdoor Ceremony | Panoramic | Park | Penthouse / Rooftop | Photography | Printable | Private Estate | Private Home | Questions To Ask Your... | Ranch / Farm | Reception | Rehearsal Dinner | Resort / Spa | Restaurant | Retreat | Romantic | Rustic | Shabby Chic | Small Wedding | Special Events / Parties | Unique | Unique | Valley | Vintage | Wedding Dresses / Accessories | Wedding Insurance | Wedding Registry | Wedding Venues / Locations | Weddings by Season | Wineries | Winery / Vineyard | Winter | Zoo / Aquarium