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

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Paca House And Garden 

5.0

Annapolis, MD
  • Up to 120 guests
  • Select services
  • Outdoor

Make you wedding day historic! Celebrate in the two-acre colonial garden in the heart of Downtown Annapolis. Our secret garden was once home to William Paca, a signer of the Declaration of Independence, Governor of Maryland and local lawyer. Hold your ceremony in front of our Summerhouse on the Bowling Green while your guests take in the view. The Paca House and Garden is located just blocks from the Maryland State House, The United States Naval Academy and Annapolis City Dock. Our tented terraces can accommodate seated events up to 120 guests or cocktail style up to 180 guests.

“Paca House and Garden was the perfect choice for our wedding venue. From the moment we started working with Deb, the event coordinator, we knew we were in good hands. Despite the chaos of wedding planning, Deb was incredibly professional and organized, making the process seamless. The venue itself was absolutely beautiful, with stunning gardens and a charming historic house that provided the perfect backdrop for our dream wedding. The Paca House team went above and beyond to cater to our specific cultural needs, coordinating the DJ, live music, chairs, and parking to ensure everything ran smoothly. We are so grateful to Deb and the entire Paca House team for making our special day truly unforgettable. The service, beauty, and value they provided made them the best choice for our wedding.”
Jessica M., 10 days 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.

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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.

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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.

Awarded Best of Zola
“We had our wedding at DW on September 1, and it was truly flawless. DW is such a well oiled machine and the night went incredibly smooth. It was such a pleasure to work with Latoria, Chloe, and Tori throughout the planning process. We had about 150 people with a band and it was the perfect fit. The room was STUNNING and the team was super accommodating with last minute changes and a huge wrench thrown our way on the big day. No one even flinched and they adapted beautifully. SO sad it's over and I wish we could do it again!!”
Nicole E., 2 months ago
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.

Bohemia Overlook 
North East, MD
  • Up to 300 guests
  • Select services
  • Indoor & outdoor

Bohemia Overlook sprawls over 160 idyllic acres and sits on the shore of the expansive Elk River with unparalleled views. In the center of it all sits Blue Elk Vineyard, 14 acres of the finest wine grapes Maryland has to offer. We offer two tented wedding venues on the water as well as a barn venue. No matter which site you choose to say your “I Do’s“ Bohemia Overlook can be your Destination Wedding, a little closer to home.

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La Banque de Fleuve 

5.0

Havre De Grace, MD
  • Up to 200 guests
  • Select services
  • 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. *Ask us about our Winter Special in The Historic Bank* | Available from November 2024 - March 2025 | 3 Hour Event Time Monday-Thursday | $650 Weekends | $950

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
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.

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.

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!

“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., 4 months ago
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.

Location flexible? Discover venues near Chester, MD

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The Lewes Room at Irish Eyes

5.0 (1)

Lewes, DE
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Baywood Weddings

5.0 (4)

Millsboro, DE
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The Historic Cobalt Manor

5.0 (2)

Smyrna, DE
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King Cole Farm

5.0 (1)

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

5.0 (3)

Selbyville, DE
Sunnybrae Mansion
Milford, DE
New Kent Winery Vineyard Estate

2.0 (1)

New Kent, VA
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The Estate at White Hall Vineyard

5.0 (8)

King George, VA
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Farm 1750

5.0 (2)

Hustle, VA
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Monroe Bay Winery, Wedding on the Water
Colonial Beach, VA
Good Luck Cellars

5.0 (1)

Kilmarnock, VA

Get inspired by real weddings in Chester, MD

View all real weddings in Chester, MD
Rainy Coastal Wedding at Chesapeake Bay Beach Club
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Stunning Seaside Affair at Chesapeake Bay Beach Club
Bright Soiree on the Waterfront
Seaside Summer Wedding at Chesapeake Bay Beach Club
Seaside Wedding at Silver Swan Bayside
Traditional Waterfront Wedding at Celebrations at the Bay
Classic Spring Wedding at the Historic Kent Manor Inn
Romantic Summer Wedding at Valley Country Club Inc
Fall Wedding Boho Style

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 Ocean Pines Yacht Club, Chesapeake Bay Beach Club and Ashore Resort & 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 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 (67% in Chester do) or whether the venue provides an event coordinator (50% 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?

What other wedding services are nearby?