February 15, 2021

Woodstock Inn Wedding Venue: Planner’s Ultimate Guide

If you’re planning a Vermont wedding, there is no better venue to bring your friends and family than the Woodstock Inn & Resort. Nestled in the heart of the Green Mountains in the cozy town of Woodstock, the resort is the perfect spot for your family and friends to celebrate together in one place. We love the area so much that we plan weddings in Woodstock 2-3 times per year. Here’s why it is such a magical New England destination.

Why are weddings at the Woodstock Inn & Resort so special, and why do you love working there?

Woodstock Inn weddings are special to us for so many reasons, but what we love most is that the Inn offers guests all of the charm and recreation of a small Vermont town, but with the amenities and hospitality of a classic luxury resort. And, since Woodstock is a small town, it feels as if your wedding celebration takes over the whole town for the weekend— in the absolute best way!

woodstock inn wedding invitations

The Woodstock Inn property is cozy, and convenient, and offers a chance for your guests to experience the best of Vermont with ease. You will instantly feel welcomed when you are greeted atop the sprawling outdoor stairs by the concierge who tends to your luggage with a smile. Upon entering the foyer, you are instantly warmed by a large fireplace and lounge. Grab a coffee and read, or belly up to the bar at the Red Rooster to plan your next adventure. The Inn’s concierge team is amazingly attentive and offers vast knowledge of the town’s must-see spots.

The Inn itself is located directly on bustling Main Street in Woodstock, which is filled with shops, restaurants, and cafes to explore including F.H. Gillingham & Sons General Store—a Woodstock favorite.


Plus the Inn boasts a variety of stunning guest rooms and suites, several different indoor and outdoor ceremony locations, a beautiful front garden for cocktails, the expansive South Garden for tented events up to 300, an outdoor fire pit, the light-filled Rockefeller Room for brunch, a lower level game room, a spa with outdoor saltwater pool and hot tub, and two restaurants onsite.

Guests have access to the Golf Club and are within close proximity to ski resorts including the resort’s own Suicide Six. Plus, the neighboring town of Quechee boasts attractions including the beautiful Quechee Gorge and Simon Pearce Restaurant & Mill.  Does a trip to Vermont get any better than this?

For what type of couple do you recommend a wedding at the Woodstock Inn?

The Woodstock Inn is ideal for the couple who wants their wedding to feel like an elevated family reunion in the mountains—a rejuvenating weekend for their friends and family to come together, explore and connect with each other, even outside of the planned wedding events. We truly love it when family members and friends meet for the first time at the couple’s rehearsal dinner, then bump into each other at the spa or on the golf course later in the weekend. By the end of the trip, it is as if they have known each other forever.

Woodstock Inn wedding party

The Woodstock Inn is an ideal spot for the nature-loving couple that does not want to bring guests to a place that feels too remote or isolated. Most couples who love the Woodstock Inn actually live in bigger cities, but enjoy getting outdoors as much as possible. Just two hours away from Boston, and 4-5 hours from NY and Philly, it is an easy destination without having to hop on a plane.

Vermont destination wedding welcome bag

Most of our couples who get married here also like to plan fun activities for their guests throughout the weekend, including fly-fishing, morning golf for the groomsmen, a trip to Farmhouse pottery, hiking, skiing or mountain biking, spa treatments or time at the pool. Plus, the surrounding downtown area is walkable for guests to grab a coffee, some local produce and Vermont-made cheese.

How can we utilize the entire property for a wedding at the Woodstock Inn?

The options are endless here, but they vary based on season and guest count. So, we will start with the option we utilize in the summer/early fall months.

In the summer/early fall, most of our clients opt to get married on property atop Kelly Way Garden for mountain views, or at nearby Billings Farm surrounded by expansive farmland.

Another option on property is in front of the classic white Paul Barn, a quintessential Vermont background. These spaces host anywhere from 150-250 guests. Note: if you are bringing guests to Kelly Way or Billings, we always provide shuttle transportation as this is not walkable.

the Paul Barn at the Woodstock Inn
the Paul Barn at the Woodstock Inn

Following the ceremony, we host a cocktail hour in the front lawn of the inn, allowing us to keep the tent in the South Garden a dramatic surprise.

grand entrance on front steps of Woodstock Inn

wedding cocktail hour on Woodstock Inn front lawn

For the reception, the South Garden allows for a tent of up to 300 people, and it’s a magical space for dinner and dancing.