The Best Vineyard & Winery Wedding Venues in Chester, MD

The Best Vineyard & Winery Wedding Venues in Chester, MD

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11 Wedding Venues in Chester, MD

Vineyards, wineries
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District Winery 

5.0

Washington, DC
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $15,000

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
“Let me start with District Winery is a fabulous wedding venue! For starters, it is gorgeous inside and out with a besutiful waterfront location. That alone wooed us, but the real wooing came from Latoria, the DW sales manager, who was fantastic to work with. She was incredibly patient answering all of our many questions before we signed the contract and afterwards letting us know the next steps. Another fantastic aspect of weddings at DW is that they assign you an event manager - and now this is where the big, huge thanks come into play. Samantha was absolutely incredible to work with! She was our event manager and left no detail unaccounted for. From our first email exchange to our final walkthrough and then the final, final details, she answered every question and ensured everything was set and ready to go. She is very detail oriented and the spreadsheet she gave us to complete with all of our decor, dietary restrictions, etc. ensured fantastic organization and that everyone was on the same page. Day-of, I could not believe how perfectly everything turned out with our decor, flowers, and food. The food at DW is fantastic - if you haven’t been yet for a visit - go! Everyone knows that you don’t go to a wedding and expect great food and wine, but that is not the case here at DW. After our unbelievable tasting night (which was just insanely awesome), we had to narrow down our favorites which was hard to do!One of my favorite aspects of a wedding is cocktail hour and they delighted with the passed hors d’oeuvres, food stations (including a cheese tower), and bar! Also, as my husband and I keep saying- the best money we spent was on the gorgeous and fun champagne tower! Obviously, I can’t say enough great things about our wedding at District Winery. If we could do it all over again, we would and we wouldn’t change a thing! Huge thanks to Samantha and District Winery for making our dream day come true!”
Linda L., 8 months ago
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La Banque de Fleuve 

5.0

Havre De Grace, MD
  • Up to 200 guests
  • Raw space
  • Indoor & outdoor

La Banque de Fleuve presents two distinct spaces, each with its own unique allure. The Historic Bank, with its lofty ceilings, ornate chandeliers, and intricate details, exudes the timeless opulence of a bygone era, where elegance beautifully intersects with history, creating an atmosphere that whisks you away to another time. On the other hand, the Seaplane Base offers a contrasting yet equally enchanting setting. Nestled alongside the river's edge, it provides sweeping panoramic views of the water, infusing your celebration with a natural serenity. With its open-air design and the soothing sounds of the water in the background, it becomes a tranquil oasis right in the heart of the city. OPEN HOUSE: Saturday January 4th | 11am-2pm

Why you'll love this venue

  • Multiple event spaces
  • Versatile for various event styles
  • Both indoor and outdoor options

Venue considerations

  • Dance floor not included
  • Best for events with big guest lists
  • Not wheelchair accessible
Awarded Best of Zola
“Our day was perfect because of the outstanding staff and the care given to this venue! The venue is gorgeous uand our guests raved about how classy the location was and the gorgeous views of our day. Kim checked in with our families throughout and the day to make sure our expectations were met and to alleviate and concerns or potential stressors. If you are looking for a quaint town to have your wedding, you must check out this hidden gem! It is a venue that will have you loving your big day and all the photo opportunities! They are an inclusive venue and never made us feel uncomfortable as an LGBT couple.”
Leslie & S., a year ago
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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., 6 months ago
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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
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The Wine Collective 
Baltimore, MD
  • Up to 50 guests
  • Select services
  • Indoor
  • Starts at $10,000

We are an urban winery located in “the Union Collective” building, an old Sears distribution facility with warehouse/industrial vibes and several other businesses. We are casual and a bit rustic, but our wine, vermouth and tapas all made in house is superb and refined.

Why you'll love this venue

  • Full catering menu to choose from
  • Perfect for a micro-wedding
  • Provides event staff

Venue considerations

  • No free parking
  • No built-in audiovisual options
  • Small venue, not ideal for a large guest lists
Patterson Mansion 
Washington, DC
  • Up to 60 guests
  • Select services
  • Indoor

The Patterson Mansion, once owned by socialite Eleanor Josephine Medill “Cissy” Patterson, has been the venue of choice for Washington’s elite for over a century. Its halls have hosted presidents and pioneers, from President Calvin Coolidge to aviator Charles Lindbergh. Located directly on DC’s iconic Dupont Circle and listed on the National Register of Historic Places, the Patterson Mansion is the premier venue for intimate to grand events.

Why you'll love this venue

  • Has a dance floor to dance the night away
  • Provides catering services
  • Allows pets

Venue considerations

  • On-site parking not available
  • Not wheelchair accessible
  • No in-house lighting and sound packages available
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Bohemia Manor Farm 
Chesapeake City, MD
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $4,000

Every moment becomes unforgettable. Award-winning VIVAMEE Resorts and Signature Hotels are destinations with bespoke wedding packages designed to suit your day with elegant venues, celebrated chefs, and an inspirational wedding team with wish lists to wow your guests.

Why you'll love this venue

  • Surrounded by beautiful vineyards
  • All-inclusive venue packages
  • Allows pets

Venue considerations

  • Not wheelchair accessible
  • No built-in audiovisual options
  • No free parking
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Bohemia Overlook 
North East, MD
  • Up to 300 guests
  • Select services
  • Indoor & outdoor
  • Starts at $5,000
  • Offer

Experience the perfect combination of luxury and timeless charm at Bohemia Overlook, a breathtaking estate nestled along the peaceful shores of the Elk River. With over 80 acres of picturesque landscapes and a refined old-money, country-club vibe, our property offers the elegance and sophistication that create an unforgettable wedding day. Choose from three stunning venues— The Manor, The Beach, and The Barn—to bring your vision to life. What Makes Bohemia Overlook Unique? 🌿 Stunning Venue Options: Whether you prefer the rustic elegance of The Barn, the classic charm of The Manor, or the relaxed luxury of The Beach, we have a space that fits your style perfectly. 🍷 A Full-Day Celebration: Enjoy early access to the venue, giving you the freedom to relax, prepare, and celebrate without feeling rushed. Our dedicated team is here to help you create a day that celebrates your love story in style and sophistication.

Why you'll love this venue

  • Has a dance floor for celebration
  • Dressing room available
  • Multiple event spaces

Venue considerations

  • Not wheelchair accessible
  • Does not provide event staff
  • No on-premises lodging options
The Lorien Hotel & Spa 
Alexandria, VA
  • Up to 100 guests
  • Select services
  • Indoor & outdoor

We are a boutique hotel of 107 rooms with just under 5,000 sq. ft. of flexible meeting space. Located in historic Old Town Alexandria, our indoor and outdoor space available all year round features bright, natural lighting with a neutral backdrop to be transformed and customized to suit your vision. Discover a perpetual Saturday state of mind at the Lorien Hotel & Spa in Alexandria. Here, life is lived in balance. Work and play. Productivity and pampering. Going full speed and slowing down. Being so close to Washington, DC makes it a breeze to be swept up in the energy of the capital, and as the only hotel and spa in Alexandria, a celebrated urban escape is just a step away.

Why you'll love this venue

  • Both indoor and outdoor options
  • Provides catering services
  • Romantic vineyard setting

Venue considerations

  • Not for you if you are drawn to more unconventional venues
  • Not wheelchair accessible
  • On-site parking not available
Osteria da Nino 
Arlington, VA
  • Up to 45 guests
  • All-inclusive
  • Indoor

We are a mom and pop Italian restaurant located in the heart of Shirlington, VA. We can host intimate rehearsal dinners or small weddings. We have a full bar, extensive wine list, wheelchair accessible. The private room can be fully closed off from the regular dining room & has a TV with HDMI to HDMI cable and speakers if you would like to run a slideshow or play your own music.

Why you'll love this venue

  • All-inclusive venue packages
  • Surrounded by beautiful vineyards
  • Has an intimate feel for a small guest list

Venue considerations

  • Not wheelchair accessible
  • Better for more intimiate events
  • On-site parking not available
The Stables of Rolling Ridge 
Gaithersburg, MD
  • Up to 100 guests
  • Select services
  • Indoor & outdoor

The Stables of Rolling Ridge is a family-owned and operated farm located just outside of Gaithersburg in Laytonsville, Maryland. This sophisticated venue is both a flower farm and equestrian facility, making it perfect for wedding couples seeking a scenic country venue for an intimate wedding or elopement. Celebrate your love and commitment to one another among secluded rolling hills, graceful stone barns, and lush green pasture. In addition to venue rental, this one-of-a-kind horse and flower farm also offer full-service floral design and event decor both onsite and throughout Maryland and the DMV.

Why you'll love this venue

  • Multiple event spaces
  • Rustic yet refined style
  • Lush gardens

Venue considerations

  • No built-in audiovisual options
  • Not wheelchair accessible
  • No all-inclusive dining options

Location flexible? Discover venues near Chester, MD

New Kent Winery Vineyard Estate

2.0 (1)

New Kent, VA
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The Estate at White Hall Vineyard

5.0 (11)

King George, VA
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Farm 1750

5.0 (2)

Hustle, VA
Boardwalk Plaza Hotel
Rehoboth Beach, DE
Fish On
Lewes, DE
Historic Belmont Hall
Smyrna, DE
Brittingham Farms Lavender & Lambs

5.0 (1)

Millsboro, DE
Lighthouse Cove Event Center
Dewey Beach, DE
Quick responder
The Lewes Room at Irish Eyes

5.0 (1)

Lewes, DE
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Baywood Weddings

5.0 (4)

Millsboro, DE
Atlantic Sands Hotel & Conference Center
Rehoboth Beach, DE

Get inspired by real weddings in Chester, MD

View all real weddings in Chester, MD
Intimate Summer Elopement at The Blackwall Hitch
Romantic Summer Wedding at Chesapeake Bay Beach Club
Soft Pink Waterfront Fête
Romantic Wedding at Maria's Love Point Bed & Breakfast
Pretty & Purple Annapolis Fête
Pink & White Beach-Themed Wedding in Maryland
Seaside Wedding at Silver Swan Bayside
Classic & Elegant Nuptials in Pink, White, & Gold
Natural Boho Wedding at the Chesapeake Bay Environmental Center
Rainy Coastal Wedding at Chesapeake Bay Beach Club
Bright & Colorful Waterfront Wedding
Nautical Celebration at Port Annapolis

Event types for wedding venues in Chester, MD

About wedding venues in Chester, MD

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

The cost of a wedding venue varies widely by location, number of guests, and many other details of the wedding package. Chester, 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 Chester, MD?

Chester 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 Chester, MD?

Some of the most popular venues in this area include Black Walnut Point Inn, Chesapeake Bay Beach Club and Ocean Pines Yacht 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 Chester, 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 Chester do) or whether the venue provides an event coordinator (52% in Chester 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 Chester, MD accommodate both small and large weddings?

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

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

The venues in Chester, 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 Chester, MD?

What other Chester vendors will I need?

What other wedding venues are nearby?

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