Shoe’s Cup and Cork


All-inclusive venue

The venue takes care of it all - food and beverage, rentals, the works!

Full wedding (ceremony and reception) pricing

Starting at $1,500 for off-peak dates, and $2,500 for peak dates

Guest capacity

Up to 80 seated guests


About this venue

We love serving you craveable food and drinks in a historic and authentic setting that harkens back to a simpler time. Whether you are trying our craft cocktails, curated wines and local beers, our fair trade coffees, or our wholesome recipes and organic homemade ice creams, we hope that you’ll enjoy every bit of your experience with us. And, please know that we are honored and happy that you are here with us on your special day in our town “hangout,” where you’re a part of the “sole” of Leesburg.


Our event spaces

Poker Room

A step back in time with modern charm.

Step into the allure of a bygone era in our exclusive Poker Room on the second floor. This intimate wood-paneled space decorated with curated vintage accents is a nod to the timeless charm of the roaring 1920s and 1930s, setting the stage for an unforgettable event for you and your guests. A centerpiece of this nostalgic space is the Philco "Radiobar," a clever relic of Prohibition designed to swiftly disguise the "bar" should the police make an unexpected appearance.

Guest capacity

15-25 Seated

15-25 Standing

Ideal for

Rehearsal dinner, Wedding shower, Engagement party, Farewell brunch, Cocktail hour

Guests often feel this space is

“Luxurious and chic”

Included in this room:

- Lights fully dim - Full A/V with a TV - More Flexibility in seating arrangements - Only space that offers plated events

Room cost

Brunch: Mon-Fri $1,500, Dinner: Sun-Thurs $2,500, Dinner: Fri-Sat $3,000

Secret Garden

A serene garden escape with a playful twist

Tucked away in a secluded alley, the Secret Garden is an intimate and serene outdoor space that provides a charming setting for your celebration. The area is defined by a beautiful courtyard and equipped with cabanas for a relaxed, lounge-like feel. This unique venue offers a private entrance and a dedicated bar, ensuring an exclusive experience for you and your guests. The bocce ball court adds a playful element, making it perfect for lively gatherings and memorable moments.

Guest capacity

35-80 Seated

80-100 Standing

Ideal for

Wedding shower, Welcome party, Wedding ceremony, Elopement, Wedding reception, Rehearsal dinner, Engagement party, After party, Couples luncheon, Other, Cocktail hour

Guests often feel this space is

“Relaxed”

Included in this room:

- A Microhpone - An Easle for a sign -Full access to Bocce Court

Room cost

$3,000 for Brunch Mon-Fri, $6,500 for Dinner Sun-Thurs, $7,000 for Dinner Fri-Sat. For Weekend Brunch please contact for pricing.

Winter Garden

A place to slow down, snuggle up and stay a while.

Our heated and covered winter space offers two heated tents with thermostats and can seat up to 45 guests. In milder weather, the sides can be opened. The bocce court is included

Guest capacity

30-50 Seated

30-50 Standing

Ideal for

Wedding ceremony, Elopement, Wedding reception, Rehearsal dinner, Wedding shower, Engagement party, Welcome party, After party, Farewell brunch, Cocktail hour

Guests often feel this space is

“Warm and cozy”

Included in this room:

- Covered and Heated - Bocce Court Included

Room cost

Brunch: Mon-Fri $3,500, Dinner: Sun-Thurs $4,000, Dinner: Fri-Sat $4,500 Available October- Early May

Poker Room

A step back in time with modern charm.

Step into the allure of a bygone era in our exclusive Poker Room on the second floor. This intimate wood-paneled space decorated with curated vintage accents is a nod to the timeless charm of the roaring 1920s and 1930s, setting the stage for an unforgettable event for you and your guests. A centerpiece of this nostalgic space is the Philco "Radiobar," a clever relic of Prohibition designed to swiftly disguise the "bar" should the police make an unexpected appearance.

Guest capacity

15-25 Seated

15-25 Standing

Ideal for

Rehearsal dinner, Wedding shower, Engagement party, Farewell brunch, Cocktail hour

Guests often feel this space is

“Luxurious and chic”

Included in this room:

- Lights fully dim - Full A/V with a TV - More Flexibility in seating arrangements - Only space that offers plated events

Room cost

Brunch: Mon-Fri $1,500, Dinner: Sun-Thurs $2,500, Dinner: Fri-Sat $3,000


Available services that can be provided by Shoe’s Cup and Cork

Services & amenities

  • Bar services
  • Catering services
  • Clean up
  • Event staff
  • Lighting/Sound
  • Service staff
  • Set up
  • Wifi

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