The Best Barn & Farm Wedding Venues in Princess Anne, MD

The Best Barn & Farm Wedding Venues in Princess Anne, MD

How do we sort results, including Sponsored Ads and personalized results?


5 Wedding Venues in Princess Anne, MD

Farms, barns, ranches
150-200 guests
Available on May 30, 2026
Brittingham Farms Lavender & Lambs 

5.0

Millsboro, DE
  • Up to 300 guests
  • Select services
  • Outdoor
  • Starts at $4,500

Our working grain farm of 350 acres in Southern Delaware is located 30 minutes west of the Delaware and Maryland beaches. We offer a beautiful tented area in the 5 acre Lavender field, separate open sided barn, pond, sheep and unobstructed sunset view. Our farm is perfect for your wedding day!

Why you'll love this venue

  • Rustic-chic setting
  • Surrounded by beautiful vineyards
  • Has a relaxed and casual vibe

Venue considerations

  • Large venue, not ideal for small guest lists
  • Not for you if you prefer a more modern aesthetic
  • Does not allow pets
It can be challenging to find a venue on the Eastern Shore that feels unique and special–let me assure you that Brittingham Farms is one of those rare spots. I had the privilege of filming an event here and was so impressed with all the thoughtful details Laura and her team have thought of to make this space a dreamy spot for hosting guests. The private pond, fields upon fields of lavender, pergola cocktail area, wooded paths, and the adorable grazing sheep are just a few of the stunning backdrops for your special event and each is *chef's kiss* in creating that special, whimsical look any couple would love for their day. Highly recommend Laura Brittingham and this venue–book with them! ...Do it!!
Gretta Greenwald, 2 years ago
The Brandon Estate 
Parsonsburg, MD
  • Up to 600 guests
  • Select services
  • Indoor & outdoor
  • Starts at $15,000

Founded in 2003, the gated-entry Brandon Estate is a cherished and prized estate of the Brandon Family. An Fierm, which translates to “The Farm” in Irish, was originally a smaller four bedroom house, primarily used as a getaway cabin and romantic escape. Over the years, the Brandons added over 3000 square feet of living space and amenities including a great room, a stone wood-burning fireplace, a wine cellar, a pool, a game room, and a private balcony overlooking the estate. The mansion is now well over 5000 square feet- comprised of 6 bedrooms, 7 bathrooms, and a stunning designer kitchen. All in all, the mansion can sleep 16 people comfortably. With over 300 acres of private farm land, 200 acres of which is farmed crop. Loaded with scenic walking trails, barns, fresh water fish-stocked ponds, canoes, a stone chapel, and rolling landscape- the property is sure to keep you busy during your stay!

Why you'll love this venue

  • Allows pets
  • Caters to out-of-town guests
  • Has a dance floor to dance the night away

Venue considerations

  • Large venue, not ideal for small guest lists
  • Not wheelchair accessible
  • Not for you if you prefer a more modern aesthetic
Kylan Barn 
Delmar, MD
  • Up to 250 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $4,500

Welcome to Kylan Barn, where we’re dedicated to making your dreams a reality, not just for you but your guests as well. With us, you can expect a wedding experience that truly shines. Our elegant barn venue is tucked away amidst lush landscapes, just a short drive from local accommodations. Inside, you’ll find plenty of room for dancing under the stars, along with cozy spaces perfect for heartfelt conversations. Our experienced event team will work closely with you to ensure every detail is thoughtfully handled, from decor to catering. At Kylan Barn, we believe your wedding should be a reflection of your unique style and personality, and we’re here to bring that vision to life. Say "I do" at Kylan Barn, and let us create a day you and your guests will cherish forever.

Why you'll love this venue

  • Unique barn setting
  • Space for a large guest list
  • Offers full flexibility in setup and decor

Venue considerations

  • Additional event staff required
  • No on-site guest accommodations
  • Not for you if you prefer a more modern aesthetic
The Barn At Pleasant Acres 
Saint Leonard, MD
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor

We are a family owned and operated venue that brings you a unique kind of care. We will do everything we can to personalize your event. If you have a unique request, chances are we can make it happen! We offer a variety of different services based on the unique talents within our staff and the interests of our clients. We are committed to making your events as beautiful and special as they could possibly be. Not only will you have a unique experience at The Barn, but it will be a day that you always remember. We only support one event per weekend, which means it’s all yours!

Why you'll love this venue

  • Dressing room available
  • Wheelchair accessible
  • Provides lighting and sound

Venue considerations

  • Not for you if you prefer a more modern aesthetic
  • No venue-provided food services
  • No on-premises lodging options

Location flexible? Discover venues near Princess Anne, MD

About wedding venues in Princess Anne, MD

What types of wedding venues are in Princess Anne, MD?

What other Princess Anne vendors will I need?

What other wedding venues are nearby?

What other wedding services are nearby?