The Best Vineyard & Winery Wedding Venues in Sherwood, MD

The Best Vineyard & Winery Wedding Venues in Sherwood, MD

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4 Wedding Venues in Sherwood, MD

Vineyards, wineries
150-200 guests
Available on May 30, 2026
Quick responder
District Winery 

5.0

Washington, DC
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $20,000

District Winery hosts full-service weddings for up to 200 guests. The first working winery in Washington, DC, District Winery is located in Navy Yard along the Anacostia River. Our modern, sophisticated, waterfront wedding venue with floor to ceiling windows, an outdoor terrace, and sweeping river views is the ideal venue for your wedding. District Winery include our highly regarded wedding cuisine and wines made onsite. Executive Chef Christian Fischhuber brings years of international culinary expertise to our venue, as he oversees every detail of your menu. Couples work with a District Winery event manager who will assist with all of the details, from helping curate the perfect menu to coordinating with vendors to ensure seamless execution. All District Winery weddings are turnkey and include the use of our custom walnut tables, chairs, high top tables, bar stools, marble topped bars, china, glassware, flatware, linen napkins, printed menus, table top items to enhance your decor.

Why you'll love this venue

  • Full catering menu to choose from
  • Allows pets
  • Has a dance floor for celebration

Venue considerations

  • No on-premises lodging options
  • No built-in audiovisual options
  • Best for events with big guest lists
Awarded Best of Zola
Words cannot express how grateful we are to everyone at District Winery, especially our coordinator Kat, for everything they did to make our wedding such a success. It exceeded our wildest dreams. Kat and the team were a joy to work with and made everything smooth and seamless from beginning to end. The food and drink were phenomenal, and the venue looked and felt incredible on the day of the wedding. Many of our guests said it was the best wedding they had ever attended and we certainly agree. We would recommend District Winery without reservation for any event and would love to host another event there one day.
Hannah and C., 7 months ago
Quick responder
Pinstripes North Bethesda 

5.0

North Bethesda, MD
  • Up to 500 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $2,000

Whether you are hosting a wedding reception, ceremony, bridal shower or bachelor(ette) party our dynamic ballrooms and private event spaces provide an upscale yet relaxed space for your special day. We host truly unique events and deliver sophisticated fun through combining our from-scratch Italian-America menu with the classic games of bowling and bocce ball. Let our talented event team work with you on a customized event to suit your personal style and help you bring your dream wedding to life to create a perfect day that you and all your guests will be sure to remember!

Why you'll love this venue

  • Multiple event spaces
  • All-inclusive venue packages
  • Rustic-chic setting

Venue considerations

  • Not wheelchair accessible
  • On-site parking not available
  • Does not allow pets
We LOVED working with Melanie and the Pinstripes team. They truly made our dreams become a reality. They helped make our day extremely special. Melanie is such a fabulous communicator and is extremely organized. She is amazing!
Kelsey H., 10 months ago
Quick responder
Robin Hill Farm and Vineyards 
Brandywine, MD
  • Up to 200 guests
  • Select services
  • Indoor & outdoor
  • Starts at $5,500

Robin Hill Farm and Vineyards offers a rustic yet elegant setting for weddings, surrounded by lush vineyards and scenic countryside. The venue's charming farmhouse and expansive grounds provide a picturesque backdrop for both ceremonies and receptions. With personalized service and attention to detail, Robin Hill Farm ensures a memorable celebration. Ideal for couples seeking a tranquil and natural environment, this venue captures the essence of rustic charm and sophistication.

Why you'll love this venue

  • Flexible event spaces
  • Bridal suite on site
  • Surrounded by beautiful vineyards

Venue considerations

  • Does not allow pets
  • Not for you if you prefer a more modern aesthetic
  • Couple must handle cleanup and setup
Quick responder
Monroe Bay Winery, Wedding on the Water 
Colonial Beach, VA
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor

Monroe Bay Vineyard is located on the water near Colonial Beach on the original birthplace Farm of our 5th President James Monroe. We have secluded and tranquil waterfront land to plan your perfect day. We have a large, unique barn made of natural, recycled materials of strawbales for insulation and recycled wine bottles for light and design. You no longer see the strawbales in the wall as they have been covered with a hydraulic lime the same material castles in France for hundreds of years have been made from. The inside is a museum quality white lime finish with unique curves with sun shining through the patterned wine bottle walls to give a unique backdrop.

Why you'll love this venue

  • Provides lighting and sound
  • Picturesque garden backdrop
  • Rustic charm with elegance

Venue considerations

  • Not wheelchair accessible
  • Venue feels large for events with small guest lists
  • Not for you if you're looking for a sleek and contemporary space

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