Retreats & Meetings

“The Woodstocker was ideal for our company meeting with a beautiful space, presentation tools and outstanding food.”

Thistle Cone
Chief Customer Officer
Discovery Bicycle Tours, Woodstock, VT  

Hold your corporate retreat or group meeting at The Woodstocker and infuse it with local experiences and unique team-building activities.

Ideally located in central Vermont, The Woodstocker is easily accessible from Boston (2 ½ hrs), New York (4hrs), and Montreal (4hrs), with Interstates I-89 and I-91 a mere 25 minutes away, Burlington international airport 90 minutes away and Lebanon regional airport 20 minutes away.

The Woodstocker is nestled at the foot of Mount Tom and its trail leading to the National Park, while being within walking distance of all the restaurants and shops of Woodstock. This quintessential New England town, among the most beautiful in America, is the perfect setting for your offsite.

When booking your group reunion or corporate retreat/business meeting at The Woodstocker, you will enjoy:

  • A relaxed stay in our 9 rooms and suites
  • The privacy of exclusive access to the property for your group only
  • Our amenities and concierge service to allow you to make the most of your retreat


Book all 9 renovated and luxurious rooms
King-size bed, plush robes and slippers, luxurious locally made bath products, flat screen TV, individually controlled heat and AC

and suites with unique features: in-room sauna, separate large seating area, private balcony, garden access, wine cooler

And enjoy all that our inn has to offer exclusively for your group:

    • Full breakfast menu cooked to order included
    • Farmhouse dining room with seating area
    • Living room
    • Library
    • Coffee and tea bar with snacks, fresh fruit, candy, and BYOB amenities 24/7
    • Garden seating in season


  • Large meeting/gathering room (up to 20 people) configured to your needs
  • 2 additional breakout rooms as needed
  • Easels with pads and markers as needed
  • Coffee, tea, refreshments, and snacks during your meetings or reunion
  • Lunch catering available
  • Arrangements for your team-building or group reunion, four-season activities (hiking, biking, snowshoeing, dog sledding, snow mobile, meditation, brewery and distillery tours, cooking, painting, woodworking or pottery workshops, charity-based activities, etc.)
  • Dinner and lunch reservations or arrangements for on-site dining

If you are looking for an intimate and confidential environment yet with all the amenities you would expect for your corporate retreat or group meeting, then The Woodstocker is your venue. With over 25 years of corporate careers and experience interacting with groups, we developed a first-hand understanding of what groups such as yours are looking for. Let us partner with you on your next retreat or group meeting!

Isabelle Chicoine and Karim Houry

Co-owners and Innkeepers, The Woodstocker B&B

Your Woodstock Experience

Here are a few examples of activities and indulgences for your team and their +1. Contact us for other opportunities and to customize your stay!


Walking Distance from The Woodstocker B&B

The Prince & the Pauper
24 Elm Street
A landmark restaurant – Open daily
Long regarded as one of Vermont’s finest restaurants, The Prince & The Pauper now celebrates its 43rd year of excellence with executive chef Charles ‘Gavin’ Dziedziech. Their Prix Fixe Dinner Menu changes nightly and is inspired by flavors from around the globe. The Bistro Menu offers an eclectic selection of lighter fare.

61 Central Street
Creative cuisine – Open Wednesday through  Saturday
By relying on their extensive network of small producers in the Upper Valley and cultivating relationships, they offer an ever-changing, seasonal variety of creative dishes executed to perfection. Wonderful cocktails as well.

The Red Rooster
14 The Green
Semi- formal – Open daily
Their AAA Four Diamond Award winning restaurant, The Red Rooster, captures the essence of Vermont in its delightful satisfying dishes and semi-formal setting.

Richardson’s Tavern
14 The Green
888-338-2745  (no reservations)
Relaxed, tavern style – Open daily
The essence of Vermont and flavor-driven cuisine is paired with a bar featuring local craft brews and spirits at Richardson’s Tavern.

Melaza Bistro
71 Central Street
Latin cuisine – Open Wednesday through Sunday
Note: Open 7 days through Foliage and 6 days during Summer
Where classic New England cuisine meets with subtle flavors of the Tropics.

The Daily Catch
61 Central Street
Pasta and seafood – Closed Tuesdays
A casual setting to enjoy pasta dishes and classic New England seafood.

Angkor Wat
61 Pleasant Street
Thai and Cambodian – Closed Mondays
Casual neighberhood BYOB restaurant.

And For Lunch…

Mon Vert Café – 28 Central Street, Woodstock
Soulfully Good Café – 67 Central Street, Woodstock

Driving Distance from The Woodstocker B&B

Worthy Kitchen
442 Woodstock Road, Woodstock (5-minute drive)
Casual and relaxed – Open daily (no reservations)
American cuisine with a twist. Generous, creative cuisine in a casual setting (order and pick-up at counter). Large list of local draft beers. Where the locals go.

The Lincoln Inn and Restaurant at The Covered Bridge (6-minute drive)
2709 W. Woodstock Rd. Woodstock
Critically acclaimed by Forbes, the Boston Globe, Zagat and more. Advanced reservations required.
A culinary destination with 4-course, 7-course or 12-course menus changing daily, using fresh, local ingredients.

Cloudland Farm
1101 Cloudland Farm Rd, North Pomfret (15-minute drive)
BYOB – Thursday through Saturday
Weekly menus (check website). Farm to table using fresh, local ingredients from Cloudland and other local farms.

Simon Pearce
1780 Quechee Main Street, Quechee (15-minute drive)
Semi-formal – Open daily
Using fresh local ingredients, thoughtfully prepared creative American cuisine is served with the backdrop of the Ottauquechee River waterfall and covered bridge.

Barnard Inn – Max’s Tavern
5518 Route 12, Barnard (15-minute drive)
Casual – Open Tuesday through Saturday
From American cuisine to tavern style food. A 15-minute drive through a perfectly scenic Vermont landscape.

Ransom Tavern at Kedron Valley Inn
4778 South Road, South Woodstock (12-minute drive)
Relaxed – Open Wednesday through Sunday
Brick oven pizza and delicious cocktails.

506 On The River
1653 West Woodstock Road, Woodstock (3-minute drive)
Contemporary Vermont – Open daily
Continental cuisine and craft cocktails.

Wellness + Beauty

The Spa at the Woodstock Inn is within walking distance of The Woodstocker and offers massages, facials, manicures, pedicures, and other treatments.

Strong House Spa in Quechee (a 20-minute drive) specializes in massages while offering a variety of other treatments for a full spa-day experience in a traditional Vermont house.

For a red-carpet-ready, world-class facial, trust no other than Abigail Zsenai. Conveniently located on the village Green in a peaceful and elegant oasis, Abigail Zsenai uses the state-of-the-art Sapphire 3 Oxylight machine – the official facial of the Oscars & Met Gala events – which uses an assortment of six non-invasive modalities to achieve celebrity-worthy results.


Shackleton Thomas is committed to preserving the classic traditions of handwork in both pottery and furniture making. Join them for a few hours to experience for yourselves the creative process or extend the adventure over a couple of days and engage your group in a Naked Table Project. Ask us to contact Charles Shackleton to design the Naked Table experience that will forever connect your group!

Contemporary realist artist Chip Evans is available to create a custom learning experience for your small group, as well as painting classes to the +1s. Think a 3-day session taking you from absolute beginner to walking away with a complete piece, or just a half-day plein air painting session. We can contact Chip on your behalf, or you can discuss directly with him what will be best for your group. Whatever you choose, the experience of making art will greatly enhance your retreat!

Cooking + Baking

Odyssey Events: Learn to make the dish of your choice with famed restaurateur Ted Fondulas, then enjoy it with your personally purchased beverage in a beautiful setting in Bridgewater (15 minutes form The Woodstocker). Favorite classes include pasta and sauces, pizzas, and souffles, but chef Ted can accommodate any request. Contact: info@odysseyevents.com or let us talk with Chef Ted and Linda on your behalf.

King Arthur Flour: Located a half hour from Woodstock in Norwich, VT, King Arthur Flour offers a state of the art Education Center. Let us put you in touch with the right person at KAF to create a custom experience for your group. You can enhance it with tailored catering for a festive experience!


Within walking distance of The Woodstocker

General Store

Gillingham’s. Founded in 1886, this is a must-visit for anyone staying in Woodstock. A genuine Vermont general store, where you will find anything you need (including a nice wine selection).

Art galleries

Gallery on The Green

Woodstock Gallery

Fox Gallery Fine Arts

The Art Collaborative

Fossil Glass


The Vermont Flannel Co.



37 Central


Encore (high-end consignment)

Who is Sylvia (vintage)

Elevation Clothing

Woodstock Sports

Home Décor, Gifts and Specialty

Clover Gift Shop: home décor, gifts, and now a line of CBD products (+ workshops and presentations)

RT Home


Danforth Pewter

Red Wagon (toy shop)

Jewelry Stores

N.T. Ferro

The Art Collaborative, Danforth Pewter, Unicorn, and the clothing boutiques also carry jewelry.

Beer, Wine and Alcohol 

Enjoy our BYOB policy! The Woodstocker B&B provides glasses, ice buckets and an ice machine, as well as bottle openers for the enjoyment of your personnally purchased alcoholic beverages anywhere on the property.

Hops and Barley (at the East entrance of town) has a wonderful selection of local craft beers. If you don’t shop there for yourself while in Woodstock, consider stopping on your way home to bring back some hard to find beers.

Vermont Liquor store, also on route 4 East

Gillingham’s on Elm Street.

The Village Butcher on Elm Street.

Landmark stores within a short driving distance of The Woodstocker

This is just a selection of stores a discerning shopper might want to visit while in Woodstock.

In or Towards Bridgewater (route 4 West)

Shackleton Thomas

Farmhouse Pottery

In or Towards Quechee (route 4 East)

Andrew Pearce bowls

Simon Pearce glass

Cabot Cheese and tasting station

Vermont Antique Mall


Deirdre Donnelly jewelry

Vermont Spirits

Fat Hat Clothing Co.

In Windsor’s Artisan Park (route 5 south)

Blakehill preserves

Vermont Farmstead Cheese

Silo Distillery

Harpoon Brewery

In Weston, on Scenic Route 100 (south)

The Vermont Country Store



The Marsh Billings Rockefeller National Historical Park (NHP) can customize discovery hikes and workshops for your group for any season. Check out these programs open to the public to give you an idea, then contact the Park to organize a visit just for your group or ask us to organize it as part of your package.

The NHP’s main entrance is a 20-minute walk or short drive from the B&B. There is also a trail head leading to the Park right behind The Woodstocker, from the base of Mount Tom.

There are simply too many outdoorsy activities for us to list them all in detail here! Below are some ideas. Please contact us to discuss your customized experience.

May to October

Flyfishing, kayaking and canoeing, mountain biking and e-biking, cycling, hiking, yoga hikes

November to April

Snowshoeing, skiing and snowboarding, fat biking, snowmobiling, dog sledding


We recommend Alpha Transportation Services for your needs, whether for an aiport pick up or a worry-free ride to and from your out-of-town dinner. Call (603) 398-2556

Reunions & Meetings was last modified: May 4th, 2024 by Isabelle Chicoine