The Best Retreat Wedding Venues in Chesapeake, VA

The Best Retreat Wedding Venues in Chesapeake, VA

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5 Wedding Venues in Chesapeake, VA

Lodges, retreats
Country Villa Weddings 
Rating: 5.0 (1 review)
Virginia Beach, VA
  • Up to 250 guests
  • Select services
  • Outdoor & indoor
  • Starts at $5,000

We have been renovating and updating our property for the better part of two and a half years, as we curate a magical elven forest/dark academia vibe. We welcome all happy couples and genuinely love helping to host a problem-free perfect wedding :)

Why you'll love this venue

  • Has a warm and cozy vibe
  • Rustic-chic setting
  • Has a dance floor to dance the night away

Venue considerations

  • Venue feels large for events with small guest lists
  • Additional event staff required
  • No free parking
“Country Villa Weddings made planning our wedding so easy from start to finish. The team answered every question quickly and gave us all the information we needed to feel confident in our choice. What really impressed us was how they brought our vision to life—they coordinated with our vendors, handled the setup, and took care of all the details on the day itself. The venue itself is stunning, and we loved having an outdoor space with the clear tent, fans, and AC units to keep everyone comfortable no matter the weather. Thanks to their day-of coordination add-on, we were able to actually enjoy our wedding instead of worrying about logistics. We'd highly recommend Country Villa Weddings to any couple looking for a beautiful venue with a team that truly cares.”
Victoria S., 13 days ago
The Flyway Lodge 
Rating: 5.0 (1 review)
Knotts Island, NC
  • Up to 200 guests
  • Select services
  • Outdoor & indoor
  • Starts at $8,000

If timeless charm, beautiful scenery and vintage flair are on your wedding venue checklist, the Flyway Lodge is the perfect location for your special day. The property allows brides and grooms to customize their wedding to match their individual vision and tastes. Our waterfront location and barn provide a rustic, yet elegant setting that blends together with vintage and modern wedding themes. The Flyway's architectural details make for endless photo opportunities and the private and scenic location set the scene of a magical night.

Why you'll love this venue

  • Multiple event spaces
  • Both indoor and outdoor options
  • Romantic vineyard setting

Venue considerations

  • Not for you if you don't want a rustic vibe
  • On-site parking not available
  • No on-site guest accommodations
“Michelle at The Flyway Lodge is amazing! She and the entire team worked tirelessly to make our wedding day absolutely perfect. The space itself is gorgeous - the perfect backdrop for an outdoor party wedding. We loved everything about the place, from the beautiful natural setting to the seamless service. Michelle and her staff ensured I was completely stress-free all day, allowing me to truly enjoy our special celebration. I have nothing bad to say about The Flyway Lodge - if you're looking for the perfect wedding venue, this is it!”
Casey H., 2 years ago
Quick responder
The Black Stallion 
Rating: 4.6 (12 reviews)
·Ratings include Zola and Google reviews
Corolla, NC
  • Up to 250 guests
  • Raw space
  • Indoor & outdoor

The Black Stallion is a unique 24-bedroom home, located in the heart of the gated Currituck Club golf community. The Black Stallion offers over 20,000 square feet of living space, along with beautifully landscaped grounds, spacious decks, and spectacular pool facilities. There is no other home in the Outer Banks that matches The Black Stallion's combination of luxury, privacy, location, comfort and amenities. Enjoy added perks with access to all The Currituck Club amenities and K Club exclusive membership benefits including added area attraction discounts, Kilmarlic Golf Club transportation, and more! The Black Stallion offers amenities far beyond your average accommodation. Whether you and your guests prefer to spend time with one another at home, gather for a round of golf at The Currituck Club golf course, or seek adventure with the many local activities, The Black Stallion is perfectly situated.

“From our first conversation, the team at The Black Stallion was responsive and easy to work with, answering every question we threw at them. The venue itself is stunning with gorgeous spaces for our ceremony, cocktail hour, reception, and dancing all in one spot. We loved how accommodating they were with our requests and the beachy vibe felt perfect for our wedding day. They had options for everything we could think of, from setup details to catering choices, which made planning stress-free. Our special day could not have been more perfect, and we owe so much of that to the staff's professionalism and willingness to go the extra mile. We'd recommend The Black Stallion to any couple looking for a venue that truly delivers.”
Carly W., a month ago
The Williamsburg Manor 
Williamsburg, VA
  • Up to 100 guests
  • All-inclusive
  • Outdoor

Our stately ole girl was born in 1927, during the Rockefeller’s reconstruction of Williamsburg, Virginia’s Historic area, she sits literally on the front steps of our American History. Her guests enjoy a glimpse of an earlier time when hospitality was a matter of pride and fine living was an art practiced in restful surroundings. Featuring six well-appointed guest rooms, three parlors, a kitchen pantry, and over-planted gardens with cozy outdoor spaces, her lodging serves as a welcome respite to our weary tourist travelers, a cozy laid-back experience for those simply looking to get away from it all, and acts as a home away from home for our families and their celebrations.

Why you'll love this venue

  • Combines timeless elegance with history
  • Dressing room available
  • Provides lighting and sound

Venue considerations

  • Not wheelchair accessible
  • On-site parking not available
  • Does not have a dance floor
Cary Hill 1741 
Charles City, VA
  • Up to 135 guests
  • Select services
  • Outdoor & indoor
  • Starts at $5,450

Cary Hill 1741 is an itimate and historic location with modern touches, creating a unique and ecclectic vibe. Our style is relaxed, with very few "requirements" so that you can create your celebration the way you want it to be.

Why you'll love this venue

  • Bridal suite on site
  • Rustic yet refined style
  • Provides a dedicated team on-site

Venue considerations

  • No venue-provided food services
  • Dance floor not included
  • Not wheelchair accessible

Location flexible? Discover venues near Chesapeake, VA

Lake Fungs Barn
Rating: 5.0 (10 reviews)
Disputanta, VA
Quick responder
Edgar Allan Poe Museum
Rating: 5.0 (1 review)
Richmond, VA
Brittland Manor/ River Lodge
Chestertown, MD
Delta Hotels By Marriott Richmond Downtown
Richmond, VA
Quick responder
Waverly Estate
Rating: 5.0 (7 reviews)
Lunenburg, VA
Donaldson Brown Riverfront Event Center
Rating: 5.0 (1 review)
Port Deposit, MD
Quick responder
The Barns of Kanak
Rating: 5.0 (8 reviews)
Prince George, VA
Chesapeake Bay Beach Club
Rating: 4.8 (12 reviews)
Stevensville, MD
Julep's New Southern Cuisine
Richmond, VA
Monroe Bay Winery, Wedding on the Water
Colonial Beach, VA
Under the Oaks Farm
Blackstone, VA
Quick responder
Worsell Manor
Rating: 5.0 (16 reviews)
WARWICK, MD

Event types for wedding venues in Chesapeake, VA

About wedding venues in Chesapeake, VA

Chesapeake's blend of waterfront settings and historic properties creates an exceptional wedding destination. You'll find everything from wheelchair-accessible facilities at Historic Greenbriar Farms to the sleek contemporary design of Venue 1225, giving you diverse backdrops for your special day without limiting your vision for the perfect ceremony and reception.

What Makes Chesapeake Wedding Venues Special?

Chesapeake venues feature unique characteristics tailored to different wedding styles and needs. Historic Greenbriar Farms offers wheelchair-accessible buildings alongside gorgeous outdoor settings where ancient oak trees create natural ceremony backdrops. Greenbrier Country Club takes the stress out of planning with comprehensive event services, professionally manicured lawns and dedicated coordinators who handle all those day-of logistics so you can focus on enjoying your celebration. Planning a 50-guest wedding in Chesapeake? You're looking at around $23,174 total. Your costs naturally increase with your guest count: 100 guests runs about $38,614 150 guests about $53,128 200 guests approximately $66,097 250 guests around $79,065 and large celebrations with 300 guests reaching $92,034. These figures help you budget realistically while understanding how guest count impacts your overall investment.

How Much Do Wedding Venues in Chesapeake Typically Cost?

Venues in Chesapeake typically represent about 18% of your total wedding budget with an average cost of $9,399. This aligns well with the national benchmark range of $6,500-$12,000 or about 25% of total wedding costs. You're getting competitive pricing in this beautiful Virginia region without sacrificing quality or experience. Other significant wedding costs include:

ServiceAverage CostPercentage of Total (150 guests)
Catering$7,51914%
Bar Services$6,01511%
Florists$5,97211%
Photographers$4,8269%
Videographers$4,4798%
Wedding Planners$4,1518%
Bands/DJs$1,5383%
Cakes/Desserts$8792%
Hair & Makeup$7881%

Which Chesapeake Venues Are Most Accessible?

Chesapeake Conference Center features accessible entrances and restrooms in a luxurious setting that works beautifully for large celebrations. You'll appreciate Historic Greenbriar Farms' year-round wheelchair accessibility with flexible indoor and outdoor options that don't compromise on charm. Greenbrier Country Club delivers accessible event spaces backed by their reputation for ease and professionalism. Venue 1225 accommodates intimate gatherings of up to 100 guests with an accessible kitchenette in a tastefully renovated setting you and your guests will find both comfortable and stylish.

Are There Chesapeake Venues That Support Remote Participation?

Chesapeake Conference Center comes equipped with modern amenities that support advanced AV setups for hybrid weddings. You can arrange custom livestreams and interactive displays so distant loved ones feel part of your celebration. The Barn offers flexible space for creative technical setups with designated areas for cameras and virtual guest interactions. Venue 1225's open layout adapts well to hybrid event technology though you'll need to bring in external AV services for enhanced remote experiences that truly connect your in-person and virtual guests.

When Should You Book Your Chesapeake Wedding Venue?

Most couples secure their Chesapeake venues approximately 16 months (471 days) before their wedding date with November being the most popular month for inquiries. Spring weddings from April through June and fall celebrations between September and October represent peak wedding seasons in Chesapeake. You'll want to book even earlier for these dates to ensure you get your preferred venue without compromise.

What Are Your Food Options at Chesapeake Wedding Venues?

While Chesapeake doesn't feature venues with famous chef affiliations you'll still find quality dining experiences at several locations. Greenbrier Country Club offers venue-based catering customized to your preferences with menus that can be tailored to your vision. If you're willing to venture slightly outside Chesapeake Steinhilber's Restaurant just 16 miles away is known for world-class food and professional service. Blue Pete's in Virginia Beach sits 19 miles from Chesapeake and serves excellent seafood in a gorgeous waterfront setting that adds another dimension to your celebration.

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