The Best On-Site Accommodations Wedding Venues in Chestertown, MD

The Best On-Site Accommodations Wedding Venues in Chestertown, MD

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5 Wedding Venues in Chestertown, MD

On-site accommodations
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., 8 months ago
Quick responder
Deep Blue at Kitty Knight 
Galena, MD
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $8,250

Our historic establishment is dedicated to providing an exquisite setting for all wedding-related occasions, including showers, welcome parties, rehearsal dinners, and more. Whether you envision an indoor affair accommodating up to 125 guests or an enchanting outdoor celebration for 150+ guests, both options offer stunning views of the Sassafras River. Our dedicated team is committed to ensuring that every detail of your event is flawlessly executed. We offer our guests a comprehensive wedding package, which can be further tailored to meet the unique requirements of their special day. From menus to personalized touches, we strive to exceed expectations and create unforgettable memories for you and your loved ones. To add to the historical experience, our 18th-century historic Kitty Knight Inn is located on the property and is available for guests to stay in. The inn has 11 recently updated rooms but still keep their historic charm that we are so well known for.

Why you'll love this venue

  • All-inclusive venue packages
  • Caters to out-of-town guests
  • Provides setup and cleanup

Venue considerations

  • Does not allow pets
  • Large venue, not ideal for small guest lists
  • On-site parking not available
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

Location flexible? Discover venues near 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 $7,000.

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

Chestertown offers a wide range of venues, including Beach and waterfront, Historic estate and Barn and ranch.

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

Some of the most popular venues in this area include The Wylder Hotel, Black Walnut Point Inn 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 (74% in Chestertown do) or whether the venue provides an event coordinator (51% 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 180 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?

What other Chestertown vendors will I need?

What other wedding venues are nearby?

What other wedding services are nearby?