The Best Covered Outdoor Wedding Venues in Middletown, DE

The Best Covered Outdoor Wedding Venues in Middletown, DE

How do we sort results, including Sponsored Ads and personalized results?

4 Wedding Venues in Middletown, DE

Covered outdoor
Clear
Quick responder
Cairnwood Estate 

5.0

  • Up to 230 guests
  • Select services
  • Indoor & outdoor
  • Starts at $3,000

For over a century, Cairnwood has been hosting wedding receptions within its halls. The tradition began with John and Gertrude Pitcairn opening their home for a marriage celebration in 1896. Today, the Estate is available for sit-down dinners with 200 guests or an opulent stations-style event for up to 275. The graciousness of the Estate provides a setting that departs from the ordinary with endless indoor and outdoor possibilities. The distinguished architecture, terraces, grand staircase, balconies, and flowering gardens inspire couples to welcome guests into their own spacious mansion for a unique and memorable celebration.

Why you'll love this venue

  • Has a dance floor to dance the night away
  • Space for a large guest list
  • Natural elegance with open spaces

Venue considerations

  • Limited cleanup and setup services
  • No free parking
  • Best for events with big guest lists
Awarded Best of Zola
“The team at Cairnwood was great to work with from our first tour til our wedding day. They are very helpful with finding additional vendors including hotel blocks and shuttles. We had the wedding of our dreams thanks to this venue!”
Karli K., 5 months ago
Quick responder
Ballroom At Windsor - McCarthy Tree Farm 

4.4

Middletown, DE
  • Up to 150 guests
  • Select services
  • Indoor & outdoor
  • Starts at $6,899

Here at the Ballroom at Windsor, we've created a venue experience with the ideal blend of country charm & sophisticated elegance. Celebrate your wedding all in 1 location. Imagine exchanging vows in a charming country setting, surrounded by greenery, beautiful trees, & flowers with views of the C&D canal. The rustic charm of the countryside provides a beautiful backdrop for your special day. As you step onto our country porch & enter our climate-controlled space, you'll be struck with the unique blend of rustic & elegant design. Our floors were crafted from reclaimed 100-year-old beams & the Pub's custom bar is made from reclaimed wood unmatched in beauty. The 1800s large windows, bring in plenty of natural light, contributing to the overall charm of the space. The main rooms offer a custom fireplace. Also included are exclusive use of the farm property, 1st floor of the venue, private area to get ready, wedding pavilion, cocktail pavilion, custom benches, tables, and chairs.

Why you'll love this venue

  • Private area for the wedding party
  • Both indoor and outdoor options
  • Has a dance floor for celebration

Venue considerations

  • Not for you if you are looking for something nontraditional
  • No on-premises lodging options
  • Additional event staff required
Awarded Best of Zola
“We attended a wedding at this venue that we had no idea existed when we booked our Daughter's wedding venue. What an amazing hidden gem! They have a fantastic outdoor wedding site under trees with a water view. The barn inside was extremely beautiful and comfortable. And what can I say about the inside bar! I just loved that room. I will definitely be recommending this venue. Do yourself a favor and check it out.”
Lucille B., a year ago
Quick responder
Thousand Acre Farm 

5.0

Middletown, DE
  • Up to 180 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $6,200

Thousand Acre Farm is a unique, rustic waterfront venue. We host weddings, parties, corporate events and fundraisers. Our main barn has 3 levels: The first floor Lodge room, the main floor for dining and dancing and our loft which consists of fun sitting areas for your guests as well as a bridal suite and salon. We also have the smaller Cider Barn where the groom and groomsmen get ready as well as an upstairs luxurious suite for an overnight stay.

Why you'll love this venue

  • Pets can join the celebration
  • Provides a dedicated team on-site
  • Provides setup and cleanup

Venue considerations

  • Not for you if you don't want a rustic vibe
Awarded Best of Zola
“Thousand Acre Farm was the perfect venue for our wedding day. From our first inquiry, the staff was friendly, prompt, and incredibly helpful in guiding us through the planning process. The venue itself is truly breathtaking - the peaceful waterfront setting with stunning sunsets provided the most gorgeous backdrop for our special day. The rustic-glam barn was the ideal canvas to bring our vision to life, and the entire team went above and beyond to ensure everything ran seamlessly. The apple orchard was a must for our photos, and our guests raved about the delicious apples they were able to pick. We couldn't have asked for a more beautiful and memorable wedding day, thanks to the incredible team at Thousand Acre Farm.”
Melanie W., 2 months ago
Quick responder
Worsell Manor 

5.0

WARWICK, MD
  • Up to 225 guests
  • Select services
  • Indoor & outdoor
  • Starts at $8,000

Worsell Manor has an incredible history and a new life thanks to the loving restoration by its current owners. The estate was granted in 1683 and was a favored stopping ground for George Washington who enjoyed the parties thrown at this elegant and intimate property still nestled in natural woodlands and ag preserved lands.

Why you'll love this venue

  • Provides setup and cleanup
  • Rustic-chic setting
  • Allows pets

Venue considerations

  • Venue feels large for events with small guest lists
  • Not for you if you're looking for a sleek and contemporary space
  • No venue-provided food services
Awarded Best of Zola
“Worsell Manor could not have been a more perfect vendor for us! From the time we toured in September 2023 to our wedding in September 2024, there was constant communication and helpfulness with the staff there. We were required to have a day-of coordinator, and were so happy we picked one of the staff members at Worsell: Ashlee. We stayed at the house on the property with our wedding party and it was perfect. The staff at Worsell were extremely helpful day of - everything was done behind the scenes for us which was great for us so we didn’t feel stressed. I wish we could do the day all over again!”
Kayla B., 4 months ago

Location flexible? Discover venues near Middletown, DE

Quick responder
The Lewes Room at Irish Eyes

5.0 (1)

Lewes, DE
Quick responder
Baywood Weddings

5.0 (4)

Millsboro, DE
Quick responder
The Historic Cobalt Manor

5.0 (2)

Smyrna, DE
Quick responder
King Cole Farm

5.0 (1)

Dover, DE
Sunnybrae Mansion
Milford, DE
Quick responder
Bayside Resort & Golf Club

5.0 (4)

Selbyville, DE
Atlantic Sands Hotel & Conference Center
Rehoboth Beach, DE
Quick responder
Dogfish Head Brewings and Eats
Rehoboth Beach, DE
New
Dogfish Head Milton Brewery
Milton, DE
Historic Belmont Hall
Smyrna, DE
Boardwalk Plaza Hotel
Rehoboth Beach, DE
Fish On
Lewes, DE

Get inspired by real weddings in Middletown, DE

View all real weddings in Middletown, DE
Outdoor Summer Wedding at Mount Harmon Plantation
Classic Wedding at Ballrooms at Boothwyn
Ballroom Classic Fall Wedding
Romantic Fall Wedding at Rustic Farms
Classic Spring Wedding at Swan Harbor Farm
Classic Ballroom Wedding at the Chesapeake Inn
Spring Wedding in Wilmington
Romantic Spring Wedding at The Winery at Elk Manor
Natural Spring Wedding at the Brandywine River Museum Of Art
Glamorous Ballroom Wedding
Outdoor Summer Wedding in Chesapeake City
Romantic Spring Wedding in Greenville

Event types for wedding venues in Middletown, DE

About wedding venues in Middletown, DE

How much do wedding venues typically cost in Middletown, DE?

The cost of a wedding venue varies widely by location, number of guests, and many other details of the wedding package. Middletown, DE offers a range of options that can fit most budgets. Raw venue space rentals (which only include the space itself) start at $750 and average $1,200. All-inclusive packages start at $100 and average $5,000.

What types of venues can I find in Middletown, DE?

Middletown offers a wide range of venues, including Ballroom, Historic estate and Hotel and resort.

What are some of the best wedding and reception venues available in Middletown, DE?

Some of the most popular venues in this area include Thousand Acre Farm, The Farmhouse and Bellevue Hall. 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 Middletown, DE?

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 (73% in Middletown do) or whether the venue provides an event coordinator (82% in Middletown 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 Middletown, DE accommodate both small and large weddings?

Of course! Small wedding venues in Middletown, DE can host intimate parties while large venues can accommodate up to 3000. The average venue in Middletown can seat 150 guests.

What amenities do the reception venues in Middletown, DE offer?

The venues in Middletown, DE are known for the exceptional suite of services and amenities offered to couples and their wedding parties. The most common services provided are Wheelchair accessible, Event staff and Service staff. Some venues even offer Transportation!

What types of wedding venues are in Middletown, DE?

What other Middletown vendors will I need?

What other wedding venues are nearby?

What other wedding services are nearby?