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

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3 Wedding Venues in Oakland, MD

Historic estates, mansions
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Milton Ridge 
Rating: 4.8 (25 reviews)
  • Up to 150 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $3,250
  • Offer

Located in the rolling hills of Maryland between Frederick, MD and Washington, D.C., Milton Ridge boasts exquisite setting and exceptional services. The beautifully restored Milton Ridge Historic Chapel and Reception Hall have been created exclusively for beautiful weddings and occasions with special attention given to every detail. Having your wedding ceremony and reception all in one location will make your wedding planning much easier. It gives you more control over timing and flow, as well as make things easier for your guests. At Milton Ridge, our event coordinator will assist in the planning of every detail of your wedding or special event. We have the ability to customize every detail to meet the specific needs for your special event. With our unique all-inclusive pricing, there are no surprises. You know the true costs up-front, which makes budgeting easier. It also allows us to offer beautifully personalized events at a tremendous value.

Why you'll love this venue

  • Has onsite accommodations
  • Classic, vintage atmosphere
  • Provides lighting and sound

Venue considerations

  • Not for you if you are looking for something nontraditional
  • Not for you if you don't want a rustic vibe
Awarded Best of Zola
“As soon as we arrived, we were so glad that we had chosen Milton Ridge and knew that we had made the right choice. All of the staff were very welcoming and helpful. They were with us through every step of our wedding day with lots of support and smiles. The cottage for getting ready is very cute, the chapel is beautiful, and the reception hall is great as well. They have many services included in their various wedding packages like catering, DJ, photographer, and cake. They also have outside vendors that they work with frequently, such as hair and make-up and a florist, who are all wonderful. They are inclusive, and they are supportive of LGBT weddings. My now wife and I are part of the LGBT community, and we were treated very well by the entire team. We were able to have our wedding exactly how we wanted, and they worked with us on every detail. On the day, they had the entire day scheduled and kept us on track, which is actually so necessary and helpful on a day when you're trying to do so many things. Everything went smoothly and as stress free as a wedding can be. It was truly a wonderful day. Thank you so much to the whole team! -Harley and Jackie”
Harley B., 2 years ago
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Drumore Mill 
Rating: 5.0 (10 reviews)
  • Up to 120 guests
  • Select services
  • Outdoor
  • Starts at $7,200

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
“This was the venue of my dreams. I love twilight and it felt like i was in Forks, WA. I also love that we were able to utilize the whole space. Chapel ceremony, waterfall lounge cocktail hour and reception in the barn. It was utterly perfect and sooo dreamy.”
Mazzy M., a year ago
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The Hummingbird Chateau 
Rating: 5.0 (9 reviews)
Manchester, MD
  • Up to 100 guests
  • Select services
  • Indoor
  • Starts at $5,500

Brand new barn venue! Now booking events for the 2025 wedding season. The Hummingbird Chateau centerpieces an eclectic mix of old and new, perfect for accommodating every couples unique style. The hummingbird symbolizes joy and happiness; its colorful appearance brings good luck and positive energy to our lives. Our vision is to provide a place for people to come together to celebrate and witness life’s most beautiful moments. The Hummingbird Chateau has multiple indoor and outdoor options for both ceremony and reception. Included in the venue rental is barn wood tables, white farm house chairs for reception, antique white folding chairs for outdoor ceremonies and pews for indoor ceremonies. With many more rental options available depending on your vision for the "Big Day"! We are in the process of completing renovations to the barn and grounds, more pictures to come! Contact us today to schedule a tour!

Why you'll love this venue

  • Offers full-service amenities
  • Caters to out-of-town guests
  • Provides a dedicated team on-site

Venue considerations

  • On-site parking not available
  • Not for you if you prefer a more modern aesthetic
  • Not wheelchair accessible
Awarded Best of Zola
“The moment my husband and I set foot at The Hummingbird Chateau, we knew it was the venue for us. After our initial tour, my husband (then fiancé) said, "is it weird to want to pick the first venue we look? Because this feels right." We had immediately fallen in love with its beauty, unique charm and the down to earth staff. Angela is a true fairy godmother! She brought our vision to life and made everything run so smoothly. The months before our wedding she was so helpful and responsive; no task was too difficult, no dream was impossible, she made it all happen! You can tell that Angela and her team truly love what they do. They put their heart and soul into making such a beautiful venue, and do whatever they can to help create the most perfect, stress free wedding day for their clients. Truly, our wedding was everything we could have dreamed of and more due to Angela and her staff's creativity and passion. I would highly recommend The Hummingbird Chateau to any and everyone. Thank you for making our day so special, and one we will never forget!”
Gia C., 2 years ago

Location flexible? Discover venues near Oakland, MD

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Heron's Hollow
Rating: 5.0 (1 review)
Stewartstown, PA
Twin Lakes Golf Course
Clifton, VA
Florida House On Capitol Hill
Washington, DC
GemHidden gem
Ballenger Farm
Rating: 5.0 (2 reviews)
Hamilton, VA
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Sylvanside Farm
Rating: 5.0 (8 reviews)
Purcellville, VA
The Westin Crystal City
Arlington, VA
Cacapon Resort State Park
Rating: 5.0 (1 review)
Berkeley Springs, WV
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Wind In The Willows
Rating: 5.0 (12 reviews)
Grantville, PA
Artemis
Red Lion, PA
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Osbornia Farm
Rating: 5.0 (7 reviews)
Quarryville, PA
Terrapin Station
Red Lion, PA
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The Company Stables
Rating: 5.0 (1 review)
Mt Pleasant, PA

Event types for wedding venues in Oakland, MD

About wedding venues in Oakland, 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.

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