The Eastern Shore offers a distinct setting for weddings, combining waterfront views, open landscapes, and a slower, more relaxed pace. Spanning coastal Delaware and Maryland, this region is home to some of the most sought-after venues in the area, from private estates along the Chesapeake Bay to coastal properties that feel completely removed from the everyday.
Choosing a venue on the Eastern Shore often means balancing beauty with logistics. Many properties are more private and spread out, creating a more immersive experience but requiring additional planning for transportation and accommodations. For many couples, that trade-off is exactly what makes the setting so appealing, especially for those planning a full wedding weekend rather than a single-day event. It’s worth taking time to plan your transportation and guest logistics early, particularly for waterfront or more remote venues.
Popular areas include St. Michaels, Easton, and Chesapeake Bay waterfront properties, each offering a slightly different experience. Some venues lean coastal and relaxed, while others feel more refined and estate-driven. If you’re still exploring different styles, you can also browse more unique wedding venues in Delaware to compare settings and find the right fit.
We’ve curated a selection of Eastern Shore wedding venues that highlight the range this region has to offer, from coastal celebrations to estate-style gatherings with room to make the day your own.
Kent Island Resort
Kent Island Resort sits on 220 acres along the shores of the Chesapeake Bay in Stevensville, on Maryland’s Eastern Shore. Three distinct venues – the Farmstead, the Pavilion, and the Garden House – give couples real options, from a barn-style reception with exposed beams and sweeping water views to an intimate waterfront dinner for 80 in a space that works equally well for a rehearsal dinner or farewell brunch. On-site accommodations in the historic Manor House mean the wedding party doesn’t have to scatter at the end of the night. The kitchen at 18TWENTY handles catering in-house, and the food earns consistent praise from guests.
At-a-Glance:
Address: 500 Kent Manor Drive, Stevensville, MD 21666
Capacity & Style: Up to 277 seated / 400 standing; rustic-elegant barn, sailcloth pavilion, and intimate waterfront house
On-Site Perks: Manor House accommodations, on-site catering via 18TWENTY restaurant, getting-ready suites, golf course, waterfront activities
Ceremony Options: Outdoor waterfront, Garden House gazebo, Farmstead grounds, Pavilion
What Makes it Special: Three venues in one property, each with a distinct feel – couples can mix and match spaces across the weekend for rehearsal dinners, ceremonies, and after-parties without ever leaving the grounds.
Bohemia Overlook
Tucked away on 80+ acres of scenic waterfront in North East, Maryland, Bohemia Overlook is a luxury wedding destination with breathtaking views, peaceful charm, and three unique venues to choose from. Whether you envision a toes-in-the-sand ceremony at The Beach, a romantic celebration at the historic 1936 Manor, or an intimate gathering at The Barn surrounded by open fields, each space offers its own unforgettable backdrop. With open-air reception tents, panoramic views of the Elk River, a 14-acre vineyard, and an inviting Tasting Room, Bohemia Overlook delivers a full weekend wedding experience. As a family-owned and operated venue, they’re dedicated to making every couple feel at home—because here, you’re not just hosting a wedding, you’re starting your forever.
What We Love:
- Three Stunning Venues – From beachfront bliss to historic elegance and rustic charm
- Breathtaking Views – Panoramic waterfront backdrops and peaceful surroundings
- Weekend Wedding Experience – Vineyard, Tasting Room, and a warm, family-owned touch
Bayside Resort Golf Club
Bayside Resort Golf Club is nestled on nearly 1,000 picturesque acres overlooking the Assawoman Bay, Bayside Resort Golf Club offers a stunning backdrop for weddings on the Eastern Shore. This master-planned community, featuring a Jack Nicklaus Signature Golf Course, is a sophisticated choice for couples seeking both elegance and versatility. Whether you envision an intimate indoor gathering or a grand outdoor celebration, Bayside delivers with breathtaking views, customizable event spaces, and an expert events team dedicated to bringing your vision to life. Their goal is to provide exquisite cuisine and exceptional service in a relaxed yet refined setting, making every moment of your special day unforgettable.
What We Love:
- Scenic Setting – Overlooks Assawoman Bay and a championship golf course.
- Indoor & Outdoor Options– Perfect for ceremonies, receptions, and everything in between.
- Experienced Planning Team – Professional support every step of the way.
Address: 12021 N Hvn Dr, Selbyville, DE 19975
Addy Sea Historic Oceanfront Inn
The Addy Sea is a beautifully preserved coastal retreat located in the heart of Bethany Beach. As one of the area’s original homes, this adults-only inn offers a blend of timeless elegance and modern comfort—perfect for a serene, seaside wedding celebration.
What We Love:
- Historic Charm – Host your special day at a venue rich with history, reimagined for modern romance.
- Oceanfront Ceremony Spaces – Celebrate with up to 130 guests on the lush lawn or steps from the Atlantic.
- Exclusive Coastal Retreat – Enjoy in-house catering and overnight accommodations in the charming Guest House and historic main home.
Address: 99 Ocean View Pkwy Bethany Beach, DE 19930
