The Best Vineyard & Winery Wedding Venues in Winchester, VA

The Best Vineyard & Winery Wedding Venues in Winchester, VA

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3 Wedding Venues in Winchester, VA

Vineyards, wineries
150-200 guests
Quick responder
Milton Ridge 

5.0

  • Up to 150 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $3,250
  • Offer

Located in the rolling hills of Maryland between Frederick, MD and Washington, D.C., Milton Ridge boasts exquisite setting and exceptional services. The beautifully restored Milton Ridge Historic Chapel and Reception Hall have been created exclusively for beautiful weddings and occasions with special attention given to every detail. Having your wedding ceremony and reception all in one location will make your wedding planning much easier. It gives you more control over timing and flow, as well as make things easier for your guests. At Milton Ridge, our event coordinator will assist in the planning of every detail of your wedding or special event. We have the ability to customize every detail to meet the specific needs for your special event. With our unique all-inclusive pricing, there are no surprises. You know the true costs up-front, which makes budgeting easier. It also allows us to offer beautifully personalized events at a tremendous value.

Why you'll love this venue

  • Has onsite accommodations
  • Classic, vintage atmosphere
  • Provides lighting and sound

Venue considerations

  • Not for you if you are looking for something nontraditional
  • Not for you if you don't want a rustic vibe
Awarded Best of Zola
Milton Ridge was an incredible place to get married! The beauty of the venue and the inclusive wedding options (i.e. catering, DJ, etc.) made this the absolute perfect place to say, "I do!" The getting ready suites were superb & made the day of preparation before the ceremony seamless. The chapel was so beautiful and such a great little spot off the side of 355. Our guests still comment on the simplicity of how we decorated the chapel, and how beautiful the white walls and natural light streaming in were during the ceremony. I was not sure how we'd get group photos on the property... and our photographers were able to use the beautiful stone and green areas within the venue to capture the most beautiful photos of the bride, groom and the wedding party! Guests are still RAVING about how convenient it was to walk up a few stairs to the cocktail hour AND into the reception. They marveled at the ease... park your car, attend the ceremony and then stay and party all night long until it's time to leave! The reception hall was beautiful; the buffet food was to die for; and Meghan and Brandi ensured that EVERY detail of our wedding day was accounted for, seamless and flowing without any hitch! I cannot recommend Milton Ridge enough! Thank you for making our wedding day the most memorable and BEST day of our lives! We owe it to this team, this venue and their support with planning our wedding every step of the way!
Christina D., a year ago
Quick responder
Rolling Hills Farm and Vineyard 

5.0

Winchester, VA
  • Up to 200 guests
  • Raw space
  • Outdoor & indoor
  • Starts at $1,375

Rolling Hills Farm and Vineyard is a rustic bank barn venue, built in the mid-1800s. Located in Winchester, VA, it is covered in spans of rolling hills and the Blue Ridge Mountains. Rolling Hills Farm and Vineyard is dedicated to ensuring that all couples who book with them feel home away from home. While at the property you may come across their mascot, Shiloh the golden retriever. He loves anyone he meets and will steal your heart. This beautiful rustic barn gives couples the opportunity to create their dream wedding through their indoor and outdoor ceremony spaces and receptions. Couples are also able to explore the property to obtain the best memories captured in photographs. Rolling Hills Farm and Vineyard has flexible rates with their packages and has the ability to create a unique package to suit your wants and needs. Reach out today to learn more about their services.

Why you'll love this venue

  • Dressing room available
  • Multiple event spaces
  • Rustic-chic setting

Venue considerations

  • Not wheelchair accessible
  • Limited cleanup and setup services
  • Additional event staff required
Rolling Hills Farm and Vineyard was the absolute best venue to work with for our wedding day. Their communication style was incredible - they were always in contact with us, helping out with EVERYTHING to make sure our day was perfect. The quality of their work and value was absolutely stunning, and they truly helped us create our dream wedding. They were so incredible to work with, and we are so happy we found them. They went above and beyond in so many ways, even giving us a special gift on our wedding day. I cannot recommend Rolling Hills Farm and Vineyard enough - they were the best venue to work with and helped make our special day unforgettable.
Breanna H., 8 months ago
Quick responder
West Oaks Farm Market 
Winchester, VA
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $5,000

We are a rustic farm venue with sights of apple orchards and rolling hills of our 200-acre farm. Our venue offers the beautiful country setting along with our elegant banquet room featuring a spacious reception space paired with wooden ceiling beams, ceiling-height fireplaces, rustic wooden trim, luxurious bridal suites, and restrooms for your guests. West Oaks Event Center accommodates large and small gatherings seeking country views with a modern and comfortable interior reception space. Multiple ceremony site options cast views of the gorgeous Shenandoah Valley to the south. Our venue is the perfect location for your special day to share with your loved ones and leave them remembering the beauty of our area for years to come.

Why you'll love this venue

  • Allows pets
  • Surrounded by beautiful vineyards
  • Provides setup and cleanup

Venue considerations

  • On-site parking not available
  • Not for you if you prefer a more modern aesthetic
  • Large venue, not ideal for small guest lists

Location flexible? Discover venues near Winchester, VA

About wedding venues in Winchester, VA

Winchester, Virginia creates a magical setting for weddings with its historic charm, rustic countryside and vineyard views. You'll love that the city offers same-day marriage licenses with no waiting period or blood tests; making it practical for couples who want simplified legal processes alongside beautiful venues showcasing the Shenandoah Valley's natural splendor.

What Makes Winchester Special for Weddings?

The Shenandoah Valley wedding scene perfectly blends historical significance with natural beauty. Downtown Winchester's Old Town district gives your guests a walkable area filled with shops and restaurants to enjoy between wedding events. The surrounding countryside offers stunning mountain views that create picture-perfect ceremony backdrops. Planning a winter wedding? Winchester's festively decorated downtown during December adds extra magic to your special day.

A Winchester wedding typically costs between $22,431 for 50 guests to $89,103 for 300 guests. Here's a breakdown:

  • 50 guests: $22,431
  • 100 guests: $37,379
  • 150 guests: $51,431
  • 200 guests: $63,988
  • 250 guests: $76,546
  • 300 guests: $89,103

How Do Winchester Venue Costs Compare Nationally?

You can expect to pay between $8,200-$10,000 for the average venue in Winchester which represents about 18% of your total wedding budget for a 150-guest celebration. This actually compares favorably to the national average of $6,500-$12,000 which typically eats up 25% of total wedding costs. Your Winchester venue dollar stretches further too; these venues often include more outdoor space and historical features than similarly priced options in larger metropolitan areas.

Which Accessible Venues Can You Find in Winchester, VA?

If accessibility is a priority for your wedding Winchester offers several excellent options. The Bright Box Theater in Old Town accommodates up to 450 guests with wheelchair accessibility and state-of-the-art sound and lighting systems. Hampton Inn N/Conference Center features 5,000 sq. ft. of meeting space with a built-in dance floor for up to 250 guests. For smaller ceremonies Fuller House Inn provides an open floor plan in Old Town with a beautiful garden setting while Hilton Garden Inn can host receptions for up to 100 guests in comfort.

How Can Remote Guests Participate in Winchester Weddings?

While remote participation features aren't standard at most Winchester venues places like Bright Box Theater can leverage their modern facilities for interactive remote experiences. You might consider integrating virtual tools at venues like Hampton Inn N/Conference Center which has modern AV technology that could support live streaming and conferencing tools. This helps include loved ones who can't make the journey but still want to share in your special day.

Where Can You Find Outstanding Food in Winchester Wedding Venues?

The George Washington Hotel offers excellent catering with options for elegant sit-down meals or casual strolling receptions in their charming brick pocket garden. Piccadilly Place gives you flexibility with its Victorian-style elegance and connections to local vendor recommendations ensuring high-quality food options. Hampton Inn N/Conference Center provides full-service catering in its Washington Room while Belle Grove Plantation creates spaces for custom catered events with high culinary standards. Your guests will remember the outstanding food as much as the beautiful setting.

Winchester, Virginia creates a magical setting for weddings with its historic charm, rustic countryside and vineyard views. You'll love that the city offers same-day marriage licenses with no waiting period or blood tests; making it practical for couples who want simplified legal processes alongside beautiful venues showcasing the Shenandoah Valley's natural splendor.

What Makes Winchester Special for Weddings?

The Shenandoah Valley wedding scene perfectly blends historical significance with natural beauty. Downtown Winchester's Old Town district gives your guests a walkable area filled with shops and restaurants to enjoy between wedding events. The surrounding countryside offers stunning mountain views that create picture-perfect ceremony backdrops. Planning a winter wedding? Winchester's festively decorated downtown during December adds extra magic to your special day.

A Winchester wedding typically costs between $22,431 for 50 guests to $89,103 for 300 guests. Here's a breakdown:

  • 50 guests: $22,431
  • 100 guests: $37,379
  • 150 guests: $51,431
  • 200 guests: $63,988
  • 250 guests: $76,546
  • 300 guests: $89,103

How Do Winchester Venue Costs Compare Nationally?

You can expect to pay between $8,200-$10,000 for the average venue in Winchester which represents about 18% of your total wedding budget for a 150-guest celebration. This actually compares favorably to the national average of $6,500-$12,000 which typically eats up 25% of total wedding costs. Your Winchester venue dollar stretches further too; these venues often include more outdoor space and historical features than similarly priced options in larger metropolitan areas.

Which Accessible Venues Can You Find in Winchester, VA?

If accessibility is a priority for your wedding Winchester offers several excellent options. The Bright Box Theater in Old Town accommodates up to 450 guests with wheelchair accessibility and state-of-the-art sound and lighting systems. Hampton Inn N/Conference Center features 5,000 sq. ft. of meeting space with a built-in dance floor for up to 250 guests. For smaller ceremonies Fuller House Inn provides an open floor plan in Old Town with a beautiful garden setting while Hilton Garden Inn can host receptions for up to 100 guests in comfort.

How Can Remote Guests Participate in Winchester Weddings?

While remote participation features aren't standard at most Winchester venues places like Bright Box Theater can leverage their modern facilities for interactive remote experiences. You might consider integrating virtual tools at venues like Hampton Inn N/Conference Center which has modern AV technology that could support live streaming and conferencing tools. This helps include loved ones who can't make the journey but still want to share in your special day.

Where Can You Find Outstanding Food in Winchester Wedding Venues?

The George Washington Hotel offers excellent catering with options for elegant sit-down meals or casual strolling receptions in their charming brick pocket garden. Piccadilly Place gives you flexibility with its Victorian-style elegance and connections to local vendor recommendations ensuring high-quality food options. Hampton Inn N/Conference Center provides full-service catering in its Washington Room while Belle Grove Plantation creates spaces for custom catered events with high culinary standards. Your guests will remember the outstanding food as much as the beautiful setting.

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