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

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

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3 Wedding Venues in Chestertown, MD

Historic estates, mansions
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Stepne Manor 
Chestertown, MD
  • Up to 250 guests
  • Raw space
  • Outdoor

Brittland Estates embraces a collection of heritage properties located in the historic Chestertown area of Maryland's Eastern Shore. Its distinctive properties are rich with history, expansive settings from fields to rivers, and a rural sophistication. Each property is an ideal venue for weddings, small retreats and meetings, reunions, and get-a-ways. Stepne Manor is a marvelous property. Boasting a front porch that looks out onto the expansive lawns, there is a cultivated sophistication to the building’s exterior. After you have been joined in matrimony at your outdoor ceremony, make your way indoors to delight at the interiors. Here, there is a great deal to appreciate. Stepne Manor’s dining room provides space for you and your guests to sit and eat, while the kitchen affords any hired culinary staff with an ideal preparation base. The great room, den, and sun porch provide ample room for everyone to kick back, relax, and enjoy the festivities.

Why you'll love this venue

  • Wheelchair accessible
  • Caters to out-of-town guests
  • Raw space for complete customization

Venue considerations

  • Venue feels large for events with small guest lists
  • No on-site bridal suite
  • Does not allow pets
Brittland Manor/ River Lodge 
Chestertown, MD
  • Up to 400 guests
  • Raw space
  • Outdoor
  • Starts at $45,000

Historic mansion, river vistas and forever fields, the world of Brittland personifies an old world luxury elegance in a rural setting. The hilltop setting commands magnificent views of the Chester River. Brittland Manor gives the discerning couple a series of settings and moods to create their distinctive celebration. This secluded mansion has a garden, pool, wildlife pond, 530 riverside acres, and woodside fields. A waterfront cottage perfectly compliments the 530 acre Brittland Manor estate. It offers a rustic riverside setting for ceremony and/or a rehearsal dinner.

Why you'll love this venue

  • Wheelchair accessible
  • Rustic yet refined style
  • Surrounded by nature

Venue considerations

  • Does not allow pets
  • No venue-provided food services
  • Does not have a dance floor
Great Oak Manor 
Chestertown, MD
  • Up to 150 guests
  • Select services
  • Indoor & outdoor

Great Oak Manor sits on the banks of the Chesapeake Bay on Maryland's Eastern Shore. The Georgian Mansion has twelve large guest rooms and a Carriage House. Because we are on the Bay, most weddings are waterfront on our expansive lawn with tented receptions. Smaller weddings and receptions might be held in our Conservatory.

Why you'll love this venue

  • Combines timeless elegance with history
  • Has onsite accommodations
  • Both indoor and outdoor options

Venue considerations

  • Does not have a dance floor
  • Lighting and sound are not included
  • On-site parking not available

Location flexible? Discover venues near Chestertown, MD

New Kent Winery Vineyard Estate

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The Estate at White Hall Vineyard

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Farm 1750

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Hustle, VA
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The Lewes Room at Irish Eyes

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Lewes, DE
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Baywood Weddings

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Millsboro, DE
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King Cole Farm

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Dover, DE
Atlantic Sands Hotel & Conference Center
Rehoboth Beach, DE
Sunnybrae Mansion
Milford, DE
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Bayside Resort & Golf Club

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Selbyville, DE
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The Historic Cobalt Manor

5.0 (2)

Smyrna, DE
Historic Belmont Hall
Smyrna, DE
Boardwalk Plaza Hotel
Rehoboth Beach, DE

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Event types for wedding venues in Chestertown, MD

About wedding venues in Chestertown, MD

How much do wedding venues typically cost in Chestertown, MD?

The cost of a wedding venue varies widely by location, number of guests, and many other details of the wedding package. Chestertown, MD offers a range of options that can fit most budgets. Raw venue space rentals (which only include the space itself) start at $250 and average $4,000. All-inclusive packages start at $1,000 and average $8,300.

What types of venues can I find in Chestertown, MD?

Chestertown offers a wide range of venues, including Beach and waterfront, Historic estate and Hotel and resort.

What are some of the best wedding and reception venues available in Chestertown, MD?

Some of the most popular venues in this area include Black Walnut Point Inn, Ocean Pines Yacht Club and Chesapeake Bay Beach Club. But just like finding "the one," finding the perfect wedding venue takes time and a little bit of magic. Start by envisioning your dream wedding - the ambiance, style, and location. Then, explore our extensive collection of carefully curated wedding venues. Our marketplace provides detailed information, stunning photos, and real couples' reviews to help you make an informed decision. Trust your instincts, and when you find that venue that gives you butterflies, you'll know it's the one.

What questions should I ask when booking a venue in Chestertown, MD?

It all depends on what you're looking for, but you may want to consider things like whether the venue has an on-site bridal suite (68% in Chestertown do) or whether the venue provides an event coordinator (52% in Chestertown do!).

Additionally, some venues work with certain caterers and require a minimum food and beverage spend in addition to the space rentals. Others might have a recommended list of preferred caterers that they'd like you to work with.

Can the venues in Chestertown, MD accommodate both small and large weddings?

Of course! Small wedding venues in Chestertown, MD can host intimate parties while large venues can accommodate up to 600. The average venue in Chestertown can seat 200 guests.

What amenities do the reception venues in Chestertown, MD offer?

The venues in Chestertown, MD are known for the exceptional suite of services and amenities offered to couples and their wedding parties. The most common services provided are Wi-Fi, Dressing room / Bridal Suite and On-site accommodations. Some venues even offer Transportation!

What types of wedding venues are in Chestertown, MD?

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