Top Chester Venues

• Spaces for 150 Guests

Stone Hearth Inn & Eatery is set in a Vermont farmhouse with roots dating back to the early 1800s, just outside Chester in the Green Mountains. The property combines eight individually named guest rooms with an on-site eatery and tavern, blending historic character with a relaxed country atmosphere. The eatery serves comfort-driven meals made from scratch in a garden-side setting, with weekly specials, fresh-baked breads and desserts, and a seasonal menu alongside beer and wine. The tavern side of the property has long served as a gathering spot for guests and locals alike. Beyond lodging and dining, the inn hosts weddings, celebrations, memorials, meetings, and retreats, with catering available on-site or elsewhere. Its private dining room and eatery provide settings for gatherings, with additional garden and patio spaces in development. The mix of historic architecture, a working eatery, and flexible event spaces makes the inn a destination for both a quiet Vermont getaway and a hosted celebration.

• Spaces for 35-150 Guests
• 6 Event Spaces

Located on the banks of the Ottauquechee River, our brew pub offers a picturesque setting for your private event. With a seasonally rotating menu featuring locally-sourced ingredients and more than a dozen beers on tap, we have plenty of option for everyone.

• Spaces for 40-250 Guests
• 1 Outdoor

Just minutes from historic Woodstock Village, On The River Inn offers a warm, relaxed stay for couples, families, and travelers looking to slow down and reconnect. Surrounded by nature and Vermont charm, the inn features comfortable rooms, a farm-fresh bistro, indoor pool, hot tub and sauna, and year-round access to the best of the Green Mountain.

• Spaces for 200-225 Guests
• 1 Outdoor
• 1 Historic Space
• 1 space at this venue

Discover The Wilburton, a historic hilltop estate in Manchester Vermont, the perfect setting for the destination wedding of your dreams. We specialize in romantic luxury Vermont weddings, with an outdoor ceremony on the grand lawn, cocktail hour on the terrace and spectacular receptions for up to 200 guests in our Vermont marble pavilion tent. We offer onsite lodging in our historic mansions and vacation homes for more than 100 guests, so you can spend a full weekend with your friends and family, enjoying fun activities together. We have pool, tennis, lawn games, sculpture gardens and walking trails on site. You can add a welcome party bonfire, rehearsal dinner, bonfire or breakfast, all onsite. Our full-service packages, include full coordination of your weekend, catering and bar.

• Spaces for 200 Guests

TIME STANDS STILL ROMANCE IS IN THE AIR THE BARN AT FOX RUN - YOUR WEDDING MOMENT BEGINS HERE We understand that all weddings should be special and unique. With that in mind, our extraordinary spaces have been designed to allow couples to use their own style to create an incredible day of celebration that will be truly unforgettable and unique. With a breathtaking backdrop of Okemo Mountain and our award-winning Fox Run Golf Club, our venues can host all that you need in one place – rehearsal dinner with meet and greet, pre ceremony drinks, ceremony, reception, after party, shuttle service, late-night dancing, and dining in our portfolio of restaurants, all conveniently located in the town of Ludlow, VT. The Barn At Fox Run is committed to providing a comprehensive wedding experience for you to share with your family and friends – we are more than just a venue. Where history of our property is abundant, The Barn At Fox Run celebrates the building’s natural beauty with classic Vermont architecture and charm with rich hues of the original color scheme. Our classic and timeless barn and natural light envelop your guests and showcase the romance of your love story. The reimagined chandelier exudes style and elegance and will complement every bride and groom whilst the vaulted ceiling is poised as the perfect first dance celebration. Sitting at just shy of 3,000 sq. ft. in size, this pillarless space can accommodate up to 150 guests for a seated wedding reception and cocktail style.

• Spaces for 100-2,000 Guests
• 1 Barn
• 1 Farm

Reading Farms Estate is Vermont’s most prestigious estate, and has been owned by the same family for nearly 100 years. Reading Farms Estate lies in the heart of the Green Mountains of Vermont. The residence boasts a rich architectural, social and cultural past, with former guests including Coco Chanel, Laurance Rockefeller, and several dukes and duchesses. Reading Farms Estate is the perfect place for your wedding, family reunion, retreat, or any special event! At Reading Farms Estate you will be in the middle of 400 pristine private gated acres with no interrupting noises or time restrictions, a very unique find in the state of Vermont. The beautiful location has everything to make your special day perfect whether you're having a small intimate gathering or a 2000 person event. Reading Farms Estate strives to provide a once in a lifetime experience with memories that will last forever.

• Spaces for 30-200 Guests
• 9 Event Spaces

The Harpoon Taproom in Windsor, VT is an ideal space for your event. We offer a unique setting that combines the atmosphere of community with a modern, operating craft brewery. Enjoy beer brewed on-site, freshly baked pretzels, and a curated craft menu from the Harpoon Kitchen. The entire Taproom experience is built around our motto “Love Beer. Love Life.” We look forward to hosting you and your guests.

• Spaces for 210-300 Guests
• 1 Ballroom
• 1 Outdoor
• 2 Total Spaces

Set in Manchester Village, Vermont, amid the Green Mountains, The Equinox Golf Resort & Spa traces its roots to 1769, when the property began as Marsh Tavern. Today the resort pairs that New England history with a championship golf course, a full-service spa, and dining venues including Chop House, Falcon Bar, Marsh Tavern, and Dormy Grill. For events, The Equinox offers 18,500 square feet of indoor and outdoor space across 15 rooms, accommodating groups from small board meetings to gatherings of up to 350 guests. The Colonnade, the resort's largest indoor space, features floor-to-ceiling windows and original architectural detail, while the Meadow House Tent hosts tented outdoor celebrations for up to 300 guests against mountain views. The resort hosts weddings, corporate retreats, association meetings, and holiday programs, with a dedicated events team and full-service catering using Vermont-sourced ingredients. Guests can extend their stay with year-round activities such as golf, fly fishing through Orvis, hiking, skiing, and Land Rover driving experiences across the resort's grounds.

The Reluctant Panther Inn and Restaurant is Southern Vermont’s premier small luxury hotel, nestled in the charming heart of Manchester Village. Our inn offers 20 exquisite rooms and suites across three distinct buildings—the Main House, Mary Porter House, and Carriage House—each beautifully designed with antique furnishings, fireplaces, marble baths, and original, museum-quality artwork. Our restaurant showcases contemporary American cuisine in a relaxed yet refined setting. With a focus on locally sourced ingredients, our chefs craft a sophisticated dining experience that stands out in Northern New England. Complementing our exceptional menu is a Wine Spectator award-winning wine list, offering the perfect pairing for an unforgettable meal. From intimate elopements to enchanting garden weddings for up to 100 guests, we specialize in crafting bespoke experiences that create cherished memories. By reserving the entire hotel, your wedding group can enjoy the ultimate in exclusivity, turning our property into a private estate in the heart of Manchester Village. We seamlessly handle every detail of your celebration, from rehearsal dinners and bridesmaids’ luncheons to receptions, after-parties, and luxurious accommodations for you and your loved ones. Our commitment to exceptional service, exquisite dining, and meticulous attention to detail ensures that you can relax and savor every moment of your special day, starting your new life together with ease and joy.

• Spaces for 200 Guests

Set in the heart of Grafton Village in southern Vermont, The Grafton Inn has welcomed guests since 1801, making it one of the oldest inns in the country. Brothers Francis and Harlan Phelps expanded the property in the late 1800s, adding the third floor and porches that still define its look today, and the Inn's historic guest list has included Ulysses S. Grant, Daniel Webster, and Ralph Waldo Emerson. After decades of decline, the Windham Foundation purchased and restored the Inn in 1965, preserving its country-inn character while modernizing its individually decorated rooms. The Foundation continues to own and operate the property today as the cornerstone of the village. For weddings and private events, the Inn pairs hand-hewn beams and antique furnishings with spaces like the Phelps Barn, the Windham Foundation Room, and the 1801 Tavern's dining rooms, alongside outdoor settings including a swimming pond, community garden, and courtyards. Full-property buyouts, on-site catering and bar service, and a dedicated wedding manager round out the offering, with guest rooms and a full country breakfast available for wedding parties staying on site.

• Spaces for 125 Guests

Windham Hill Inn is a historic country inn set on 160 acres in the mountains of West Townshend, Vermont. What began as the Lawrence Farm in the early 1800s became a bed and breakfast in 1982 and, under new ownership in 1993, grew into a property whose restaurant was counted among New England's best regarded. A lightning strike in 2021 damaged the inn's main house; new owners took over in 2022, and the property's barn — now home to eight individually designed guest rooms including the North Loft, Meadowlook, and Taft — reopened in 2023, while restoration of the main house continues. The inn welcomes bridal showers, birthday parties, and weddings across its grounds, with two dedicated event spaces: a 1,000-square-foot conference room that opens onto the property's lawns and gardens, suited to larger gatherings, and The Cottage, a more private, all-inclusive space for smaller celebrations. Guests are hosted by innkeepers Jason, Jonathan, and Mark, whose stated mission is to preserve the grace, quiet, and authenticity of Vermont hospitality while restoring the historic property for future generations.

• Spaces for 250 Guests

Built around 1840 by Frank Josselyn on the site of an even older 1799 structure, the Echo Lake Inn is one of only six inns still operating in Vermont that were originally constructed as inns. It sits on Dublin Road in the village of Tyson, part of Plymouth, Vermont, on ten acres bordering Echo Lake near Okemo Mountain. For weddings, the property centers on the Wedding Dell, a natural amphitheater set into the surrounding forest, with the nearby Wishing Well offering an alternate ceremony spot. Receptions move into a dedicated wedding tent outfitted with a dance floor and bar, and couples who book the inn for the weekend can house their whole wedding party across its 20 guestrooms and 8 condominiums. Guests have access to a seasonal pool, jacuzzi, tennis and pickleball court, kayaks, canoes, and rowboats for exploring the lake, plus a restaurant and pub serving farm-to-table dishes made with local, sustainably sourced ingredients.

• Spaces for 125 Guests

Windsor Mansion Inn is a Colonial Revival mansion set high on a hilltop above Windsor, Vermont, with views over the Connecticut River Valley, Lake Runnemede, and Mount Ascutney. Built in 1902 with design input from sculptor Augustus Saint-Gaudens, a family friend of the original owners, the mansion is recognized as the largest Colonial Revival-style mansion in the United States and is listed on the National Historic Register. Three U.S. Presidents have stayed at the property, and several of its 16 guest rooms and demi-suites carry their names, including the Theodore Roosevelt Suite, the Calvin Coolidge Room, and the Woodrow Wilson Suite. Restored in 2016, the inn sits on 15 acres with a multi-tiered terrace and a 12-person custom firepit overlooking the surrounding hills. More than 5,000 square feet of indoor event space, together with its outdoor terraces and lawn, host weddings for up to 130 guests as well as reunions, corporate retreats, bridal and baby showers, and anniversary parties. Guests also have access to an in-house pub, a private library, a coffee and tea station, and a nearby nature preserve. The property is a short drive from Woodstock, Quechee, and Dartmouth College.

• Spaces for 20-125 Guests
• 1 Restaurant
• 1 Historic Space

Kedron Valley Inn dates to 1822, when a store built for gristmill workers grew into the community hub that became one of Vermont's oldest inns. Its foundation and framework have stood largely unchanged for more than 185 years, with the 1828 Main House reflecting Federal Style architecture and the 1848 National Hall once serving as a gathering space for dances, concerts, parties, debates, and political meetings. Set in South Woodstock Village in Vermont's Green Mountains, the property blends a Historic Building with a Log Lodge, dark wood furnishings, and antique decor, all surrounded by grounds that include a swimming and fishing pond. The inn hosts private dining in cozy historic rooms located in what was once the inn's ballroom, accommodating up to 20 guests and operated today by the on-site Ransom Tavern restaurant. Combined with its long history as a community gathering place, the inn offers guests an intimate, historic setting for private occasions.

• Spaces for 75-175 Guests
• 1 Bar
• 1 Event Space
• 2 Country Clubs

Newport Golf Club is an 18-hole, par 71 golf course designed by Phil Wogan, set on 143 acres in the Sugar River Valley of Newport, New Hampshire. The property spans a varied landscape — portions carved from a forest of mature pine, hemlock, oak, maple, cherry, and white birch, others built on open pastureland, with the Sugar River winding through the grounds and bent grass greens, tees, and fairways throughout. The course has been featured in NH Golf Magazine and serves golfers of all skill levels across the Dartmouth–Lake Sunapee Region. The club's two dedicated event spaces accommodate celebrations of varying sizes, from large receptions to intimate gatherings. A professional event coordinator and staff support each occasion, and the club welcomes local vendors for catering, florals, lighting, music, and photography. Newport Golf Club hosts weddings, anniversaries, birthdays, proms, reunions, business luncheons, and baby showers throughout the year.

• Spaces for 50-162 Guests
• 1 Outdoor
• 2 Barns
• 2 Farms

Robinson Farm is a 100-acre farmhouse property in Woodstock, Vermont, offering weekend event rentals just five minutes from the heart of Woodstock Village. The land was first settled in 1777 and later worked as a dairy farm; its sugarhouse appeared on the cover of Vermont Life magazine in the 1960s. Today the restored property pairs two historic event barns with on-site farmhouse lodging. The Red Barn, built in 1915, is a spacious two-level venue with exposed beams, café lighting, and an adjacent outdoor gathering area, hosting up to 152 guests for ceremonies and receptions. The Yellow Barn, built in 1865, is a more intimate space with vaulted ceilings and an attached deck, well suited to rehearsal dinners and welcome gatherings for up to 50 guests. Both venues include farmhouse tables, chairs, and sound systems, with mountain and meadow views as a backdrop. Weekend rentals run from Friday noon through Monday noon, giving hosts time to decorate, celebrate, and clean up at their own pace. Guests can extend their stay in the seven-room Farmhouse or the three-bedroom Guest House, and explore over 100 acres of private hiking trails. The property is pet-friendly, and food and bar service are available through Farmhouse Catering Company and Bar Bear.

• Spaces for 500 Guests

Set on Hunter Park Road in Manchester Center, Vermont, the Northshire Civic Center is a nonprofit civic center built around Riley Rink, home to hockey, figure skating, and learn-to-skate programs each winter. In spring the rink surface gives way to turf for field sports and training, and by summer the grounds transform again into what the venue calls Southern Vermont's premier festival venue. Every July, the property hosts the two-day Dead of Summer Music Festival, and each year it is also home to the three-day Green Mountain Bluegrass & Roots festival (GMBR), which draws more than 3,000 people to camp, dance, and take in performances from regional artists. The Northshire Civic Center also welcomes craft fairs and community gatherings on its grounds throughout the season. Just minutes from downtown Manchester and within easy reach of Bromley and Stratton mountains, the Northshire Civic Center describes itself as more than an ice rink or event venue — a community gathering place where neighbors, families, and visitors come together to play, compete, and celebrate throughout the year.

• Spaces for 170 Guests
• 1 Outdoor
• 1 Barn

The Inn at Manchester is a historic bed & breakfast in Manchester Village, Vermont, built in 1890 and welcoming guests as an inn since 1978. Over more than a century, the property passed through several stewards — from Mrs. Mathilda Shepard, who built the original house, to the Rosenberg family, who opened the Inn at Manchester in December 1978 and renovated it with the Vermont Division of Historic Preservation in 1985. In 2015, the Hanes family, then owners of the Inn, added the Celebration Barn as a dedicated event space alongside the property's Carriage House suites. The Celebration Barn offers 2,500 square feet of floor space plus an outdoor terrace and fire pit, with seating configurations that can be tailored to a couple's style. It accommodates gatherings from small, intimate ceremonies to celebrations for up to 170 guests, and also hosts corporate meetings. The Inn at Manchester additionally offers an elopement package for couples planning a simpler, more spontaneous wedding. Since 2018, the Inn has been owned and operated by the Maggiotto family, who continue its tradition of hospitality in the Green Mountains of Vermont.

Your wedding day should be the most memorable day of your life! Our idyllic location in the Battenkill River Valley, with a panoramic view of the Green Mountains, couldn't be more perfect. Take your vows in a private garden, on a bridge overlooking our trout pond, or on the broad grass. Then enjoy a meal poolside before dancing the night away in our magnificent 100-year-old event barn. You have complete ownership of the property! With only one wedding each month, we can ensure that our venue is always immaculate for you and your guests. We are the ideal setting to conduct your rehearsal dinner, ceremony, reception, and farewell brunch all in one gorgeous location as a full weekend rental! Come check it out for yourself! From Vermont's first Morgan Horse stable to your beautiful wedding site. This century-old barn has been completely refurbished while still maintaining its rustic appeal. Our barn can accommodate up to 200 people and will have them talking about your perfect celebration for years! Our beautiful and comfortable late-nineteenth-century barn housing is inspired by the natural beauty of our surrounds. We want you to have the impression that the entire property is yours. Our area is suitable for you and your wedding party or close family, with accommodations for up to 22 guests. Whether it's bringing in the perfect chef, yoga instructor, stylist, speaker, floral designer, or instructor, our skilled planning staff is always ready to custom tailor to your preferences. All we need is a little information about your group, and then we'll work together to plan your ideal retreat, reunion, or vacation.

• Spaces for 20-400 Guests
• 1 Restaurant
• 6 Museums
• 6 Total Spaces

Southern Vermont Arts Center sits on more than 120 acres at the foot of the Taconic Mountains in Manchester, Vermont, on a campus that began in 1917 as the summer estate of Gertrude Divine Webster. Southern Vermont Artists acquired the property in 1950 and built it into a nonprofit arts center with galleries, an outdoor sculpture garden, and trails connecting to Equinox Mountain. The estate's original 1917 mansion, Yester House, now anchors the campus with ten galleries and curATE Café, and can host private events. The Elizabeth de C. Wilson Museum, designed by architect Hugh Newell Jacobsen and opened in 2000, houses the center's permanent collection of more than 900 works and includes a meeting room and kitchenette for private events. The Louise Arkell Pavilion, dedicated in 1970, is a 400-seat auditorium with professional-quality acoustics and retractable side walls that open to the back lawn for tented events. Outdoors, the campus includes what the arts center describes as the largest sculpture garden in Vermont. Together, the buildings and grounds host weddings, receptions, and private events, with catering handled by Church Street Hospitality, the center's exclusive on-site caterer.