The Best Historic Estate & Mansion Wedding Venues in Pittsville, MD

The Best Historic Estate & Mansion Wedding Venues in Pittsville, MD

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7 Wedding Venues in Pittsville, MD

Historic estates, mansions
Quick responder
Drumore Mill 

5.0

  • Up to 125 guests
  • Select services
  • Outdoor
  • Starts at $4,700

Drumore Mill is a different world. It is nestled in a corner of the most rustic township in Amish Lancaster County, Pennsylvania. The mill was built in 1752 as a sawmill and a grist mill. It sits in a hollow with 30 acres of tall cliffs and old trees to provide privacy, warmth, and natural beauties. There is a pristine creek that meanders through the property. The Fishing Creek supports native trout and other rare small fishes. The waterfall is adjacent to the buildings. There is a hiking trail within the property. There is wetland and much more. The combination of rustic setting, natural beauties, and historical features makes Drumore Mill amazingly beautiful. One has to see it to believe it.

Why you'll love this venue

  • Venue is completely outdoors
  • Provides setup and cleanup
  • Has a glamorous vibe

Venue considerations

  • Does not allow pets
  • Not for you if you're looking for a sleek and contemporary space
  • Additional event staff required
Awarded Best of Zola
Drumore Mill was an absolutely stunning venue to use for our special day (really weekend). We loved the ease of booking the venue, touring with Thuy, and the promptness and flexibility they offer. An added bonus is the available on site lodging for rental, which we made great use of for our close friends, family, and wedding party to stay in the night before and night of the wedding. We enjoyed the Great Room in the Grist Mill for our rehearsal dinner. Our guests loved how spacious Drumore Mill was, and we appreciated all the attention to detail such as included (but still optional) decor and greenery, and the setup of chairs and other items for the ceremony space. Being able to bring in all of our own vendors at no additional cost was fantastic. The value for renting the property from Thursday to Saturday morning was unmatched and completely worth it. We would recommend Drumore Mill to anyone, and we look forward to booking the property in the future for non-wedding related stays with friends and family.
Maureen B., a year ago
Quick responder
King Cole Farm 

5.0

  • Up to 300 guests
  • Select services
  • Indoor & outdoor
  • Starts at $3,000
  • Offer

Your premier destination for a picturesque and enchanting wedding venue in Dover, Delaware. Nestled amidst scenic landscapes, our modern farm offers an idyllic setting for couples seeking an unforgettable celebration. As one of the top wedding venues in the Mid-Atlantic region, we pride ourselves on creating magical moments for your special day. Our charming farm, reminiscent of a fairytale, is perfect for those dreaming of a Castle wedding or seeking rustic elegance in barn wedding venues in Delaware. With sprawling fields and breathtaking views, King Cole Farm provides an unparalleled backdrop for your ceremony and reception. Whether you envision a cozy barn wedding or an outdoor celebration surrounded by nature, our versatile event spaces cater to your desires. Located conveniently near Dover, our farm offers a tranquil escape while remaining accessible to the city. Our facilities in Dover, Delaware, provide ample space for your guests to revel in the joyous occasion.

Why you'll love this venue

  • Both indoor and outdoor options
  • Rustic charm with elegance
  • Private area for the wedding party

Venue considerations

  • Not for you if you don't want a rustic vibe
  • No all-inclusive dining options
  • No built-in audiovisual options
From our first meeting with Rachel at King Cole Farm, we knew we were in good hands. Rachel was outstanding throughout the entire process - from our initial visit to the day of the event and even in the days after. She always had a warm smile on her face and took care of anything that came up, no matter how big or small. Rachel put us at ease and made the entire weekend a fabulous experience. The venue itself is absolutely stunning. The beautiful scenery where the ceremony took place, the lovely cocktail hour space, and the grand barn doors that the wedding party walked through - it was all an amazing experience. There was plenty of room for the caterer, bar, desserts, late night snacks, and of course, dancing! On the day of the event, we had the pleasure of working with the intern as well. She was so kind, giving rides to the ceremony and back to the cocktail hour and house for our elderly guests. She also helped us with the cleanup at the end of the night. The entire King Cole Farm staff is truly top-notch. I am still getting phone calls, text messages and social media posts that it was the best wedding they have ever attended! I would highly recommend King Cole Farm to any couple looking for a beautiful, well-run wedding venue. We had such a wonderful experience, and I hope to use them again in the future!
Melinda D., 16 days ago
Quick responder
Castle Farm 

5.0

Snow Hill, MD
  • Up to 500 guests
  • All-inclusive
  • Outdoor & indoor
  • Starts at $24,999

Castle Farm is a private, exclusive 150-acre premier equestrian estate & wedding and corporate event venue located in Snow Hill, on the beautiful Eastern Shore of Maryland. We are an authentic historic farm, breeding elegant Andalusian horses and adorable micro mini Scottish Highland cows. The barn is an immaculate timber-framed barn with hammered copper walls and the solid mahogany barn doors provide the perfect entrance to your fairytale. If you want an authentic barn wedding, where your guests will make lasting memories for years to come, taking photos with newborn foals, and being impressed with impeccable service AND a truly magical experience for your wedding, book Castle Farm today.

Why you'll love this venue

  • Accommodates more than 200 guests
  • Pets can join the celebration
  • Provides a dedicated team on-site

Venue considerations

  • Not for you if you don't want a rustic vibe
  • Best for events with big guest lists
Awarded Best of Zola
We have been working with [and for] Castle Farm since the beginning. We did the first wedding ever there! Every year they add something new and there are tons of places for pictures! The owners are great people and are extremely accommodating to everyone! You can have a beer pony, horses in your portraits and the guests truly love the interaction! No matter where you are you get an incredible view! I can't say enough about this place and the owners...it is definitely a one of a kind location you won't forget!
Andrew Nock Photography, a year ago
Sunnybrae Mansion 

5.0

Milford, DE
  • Up to 400 guests
  • Select services
  • Indoor & outdoor

Sunnybrae Mansion offers a historic and elegant setting for weddings. The venue features grand architecture, beautifully landscaped grounds, and a stately atmosphere. Sunnybrae Mansion's commitment to personalized service and attention to detail ensures a timeless and sophisticated celebration for couples and their guests.

Why you'll love this venue

  • Offers convenient lodging options
  • Accommodates more than 200 guests
  • Historic touches

Venue considerations

  • Not wheelchair accessible
  • Limited cleanup and setup services
  • Not for you if you prefer a more modern aesthetic
We recently got married at Sunnybrae and it is a beautifully stunning mansion. There are so many spots to take gorgeous photos. Having the mansion for the entire weekend with 9 bedrooms was the perfect solution for our out of town wedding. We absolutely recommend Sunnybrae to have the wedding of your dreams!
Caitlyn, a month ago
The Brandon Estate 
Parsonsburg, MD
  • Up to 600 guests
  • Select services
  • Outdoor & indoor
  • 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
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The Southern Mansion 
Cape May, NJ
  • Up to 150 guests
  • Select services
  • Outdoor & indoor
  • Starts at $11,175

The Southern Mansion is set on 1.5 acres of private tree-lined grounds, this architectural masterpiece boasts luxurious and spacious guest rooms, exquisite mahogany woodwork, intricately carved crown moldings, soaring fifteen feet ceilings, giant gilded mirrors, grand ballrooms, and 5,000 square feet of verandahs. A Victorian Cape May B&B. Circa 1863 the Mansion has been restored impeccably, winning national and local awards for its beauty. No other Cape May Inn offers such comforts and amenities available. With millions of dollars worth of antiques, a stay is “not to be missed” and its the “only place to stay in Cape May” (The New York Times). Southern Mansion is perfect for Cape May Weddings or Corporate Retreats.

Why you'll love this venue

  • Classic, vintage atmosphere
  • Caters to out-of-town guests
  • Has a dance floor for celebration

Venue considerations

  • Does not allow pets
  • No built-in audiovisual options
  • Not wheelchair accessible
Quick responder
The Oaks 
Easton, MD
  • Up to 250 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $75,000

Say “I Do” on Maryland’s Eastern Shore. The setting is magical and entirely yours. The Oaks and its grounds become a private preserve for you, your wedding party, and your guests. It’s all yours on the evening before, the day of, and the morning after your waterfront wedding. The meticulously landscaped grounds of our waterfront wedding venue in Maryland offer a wide variety of outdoor activities in a relaxing setting. The wedding celebration itself becomes part of enduring memories, tailored just to accommodate your preferences… and how you’ve always dreamed your wedding should be.

Why you'll love this venue

  • All-inclusive venue packages
  • Provides catering services
  • Provides event staff

Venue considerations

  • Large venue, not ideal for small guest lists
  • On-site parking not available
  • Not wheelchair accessible

Location flexible? Discover venues near Pittsville, MD

About wedding venues in Pittsville, MD

Maryland offers exceptional variety for couples planning their special day. You can choose from Chesapeake Bay's waterfront settings with their shimmering views, explore Baltimore's historic mansions filled with ornate architectural details, or celebrate in Eastern Shore's rustic barns surrounded by pastoral landscapes that create a picturesque backdrop for your celebration.

What's the True Cost of a Maryland Wedding?

The price tag for Maryland weddings varies significantly based on guest count. Small gatherings of about 50 guests average $22,754 while mid-sized celebrations with 150 guests typically run around $51,712. Large weddings hosting 300 guests can reach $89,329. Your venue will likely be your biggest expense at about $8,532 for a typical wedding; that's 16% of your total budget for a 150-person celebration, so choosing wisely matters.

Which Maryland Regions Offer the Best Wedding Settings?

# Baltimore Area

Baltimore venues showcase the area's rich architectural heritage and stunning harbor views. The Belvedere features incredible gilded ceilings crystal chandeliers and grand staircases that create perfect dramatic entrances for your big moment. Celebrations at the Bay gives you panoramic waterfront ceremony spaces with dedicated sunset photography locations that'll make your album spectacular. You'll appreciate their customizable reception layouts that comfortably fit up to 250 guests so everyone has space to enjoy.

# Eastern Shore

The Chesapeake Bay region delivers quintessential Maryland beauty that your guests will remember. Chesapeake Bay Beach Club offers private beaches for your ceremony waterfront ballrooms with floor-to-ceiling windows and charming oyster shell pathways that reflect the local maritime culture. Castle Farm combines beautiful equestrian elements with thoughtful accessible design including solid-surface walkways and convenient golf cart shuttles so all your guests can participate fully.

How Much Should You Budget for Wedding Services in Maryland?

For a 150-guest wedding in Maryland, expect these costs:

ServiceAverage CostPercentage of Total
Venue$8,53216%
Catering$6,82613%
Florals$6,54113%
Bar Service$5,46111%
Photography$4,9069%
Videography$3,9118%
Wedding Planner$4,0538%
Band/DJ$1,7503%
Cake/Desserts$1,4013%
Hair/Makeup$7902%

When Should You Book Your Maryland Venue?

Most couples in Maryland secure their venues about 14 months before their wedding date. You'll want to plan ahead since December sees the highest inquiry volume when many newly engaged couples start their search. Keep in mind that summer and fall wedding dates often come with premium pricing, so if you're flexible with your date you might find better value in other seasons.

Where Can You Find Accessible Wedding Venues in Maryland?

Castle Farm Weddings offers truly inclusive spaces for all your guests. You'll find accessible ceremony and reception areas with no steps wheelchair-friendly walkways designated handicapped parking and ADA-compliant restrooms throughout. Ten Point Acres Venue can comfortably seat up to 500 guests with fully accessible facilities including large handicap restrooms and climate control for year-round comfort so everyone can focus on celebrating your special day.

What Are Maryland's Best Venues for Remote Participation?

Chesapeake Bay Beach Club provides stunning waterfront settings that enhance the virtual experience for guests who can't attend in person. You'll love their post-event storytelling approach that keeps remote guests feeling connected. Graduate Annapolis gives you advanced tech infrastructure for high-quality streaming with nautical-themed digital backdrops that help engage virtual viewers and make them feel part of your celebration.

Which Maryland Venues Feature Outstanding Culinary Experiences?

Valley Country Club set in a grand 1850s mansion offers all-inclusive packages with elegant butlered hors d'oeuvres and complete meal service that impresses even the most discerning guests. Their crab cakes are simply phenomenal and often receive rave reviews from attendees long after the event. You'll benefit from their over 70 years of hosting expertise that ensures everything from appetizers to dessert flows seamlessly.

Maryland offers exceptional variety for couples planning their special day. You can choose from Chesapeake Bay's waterfront settings with their shimmering views, explore Baltimore's historic mansions filled with ornate architectural details, or celebrate in Eastern Shore's rustic barns surrounded by pastoral landscapes that create a picturesque backdrop for your celebration.

What's the True Cost of a Maryland Wedding?

The price tag for Maryland weddings varies significantly based on guest count. Small gatherings of about 50 guests average $22,754 while mid-sized celebrations with 150 guests typically run around $51,712. Large weddings hosting 300 guests can reach $89,329. Your venue will likely be your biggest expense at about $8,532 for a typical wedding; that's 16% of your total budget for a 150-person celebration, so choosing wisely matters.

Which Maryland Regions Offer the Best Wedding Settings?

# Baltimore Area

Baltimore venues showcase the area's rich architectural heritage and stunning harbor views. The Belvedere features incredible gilded ceilings crystal chandeliers and grand staircases that create perfect dramatic entrances for your big moment. Celebrations at the Bay gives you panoramic waterfront ceremony spaces with dedicated sunset photography locations that'll make your album spectacular. You'll appreciate their customizable reception layouts that comfortably fit up to 250 guests so everyone has space to enjoy.

# Eastern Shore

The Chesapeake Bay region delivers quintessential Maryland beauty that your guests will remember. Chesapeake Bay Beach Club offers private beaches for your ceremony waterfront ballrooms with floor-to-ceiling windows and charming oyster shell pathways that reflect the local maritime culture. Castle Farm combines beautiful equestrian elements with thoughtful accessible design including solid-surface walkways and convenient golf cart shuttles so all your guests can participate fully.

How Much Should You Budget for Wedding Services in Maryland?

For a 150-guest wedding in Maryland, expect these costs:

ServiceAverage CostPercentage of Total
Venue$8,53216%
Catering$6,82613%
Florals$6,54113%
Bar Service$5,46111%
Photography$4,9069%
Videography$3,9118%
Wedding Planner$4,0538%
Band/DJ$1,7503%
Cake/Desserts$1,4013%
Hair/Makeup$7902%

When Should You Book Your Maryland Venue?

Most couples in Maryland secure their venues about 14 months before their wedding date. You'll want to plan ahead since December sees the highest inquiry volume when many newly engaged couples start their search. Keep in mind that summer and fall wedding dates often come with premium pricing, so if you're flexible with your date you might find better value in other seasons.

Where Can You Find Accessible Wedding Venues in Maryland?

Castle Farm Weddings offers truly inclusive spaces for all your guests. You'll find accessible ceremony and reception areas with no steps wheelchair-friendly walkways designated handicapped parking and ADA-compliant restrooms throughout. Ten Point Acres Venue can comfortably seat up to 500 guests with fully accessible facilities including large handicap restrooms and climate control for year-round comfort so everyone can focus on celebrating your special day.

What Are Maryland's Best Venues for Remote Participation?

Chesapeake Bay Beach Club provides stunning waterfront settings that enhance the virtual experience for guests who can't attend in person. You'll love their post-event storytelling approach that keeps remote guests feeling connected. Graduate Annapolis gives you advanced tech infrastructure for high-quality streaming with nautical-themed digital backdrops that help engage virtual viewers and make them feel part of your celebration.

Which Maryland Venues Feature Outstanding Culinary Experiences?

Valley Country Club set in a grand 1850s mansion offers all-inclusive packages with elegant butlered hors d'oeuvres and complete meal service that impresses even the most discerning guests. Their crab cakes are simply phenomenal and often receive rave reviews from attendees long after the event. You'll benefit from their over 70 years of hosting expertise that ensures everything from appetizers to dessert flows seamlessly.

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