A tale of FOUR TAVERNS - History comes alive at these venerable Vermont establishments
Jun 30, 2025 08:53AM ● By KRISTI SELLERS
Vermont’s taverns are more than just places to grab a drink—they’re living testaments to the state’s rich history, offering glimpses into the past through their preserved architecture and storied pasts. Four stand out for their age and historical significance: Ye Olde Tavern, The Grafton Inn, The Inn Between (featuring the WhichWay Tavern), and Charlie O’s. Each establishment tells a unique story, reflecting the evolution of Vermont from its early days to the present.
Ye Olde Tavern, nestled in the heart of Manchester Center, VT, is a cherished historical gem that transports guests back to America’s colonial past. Originally built in 1790 as The Stagecoach Inn, this quintessential New England tavern has evolved over the centuries while carefully preserving its period charm and architectural integrity. Wide plank floors, hand-hewn beams, and the warm glow of candlelight create an ambiance that echoes the early days of the republic, offering visitors a rare blend of history, hospitality, and fine dining.
Built in 1790, the property now known as Ye Olde Tavern has undergone extensive renovation and modernization over the years. In 2020, it was added to Vermont's Register of Historic Places.
The menu at Ye Olde Tavern masterfully balances classic New England fare with contemporary culinary sensibilities. Dishes, such as pot roast, cranberry fritters, roast duck, and maple-glazed salmon, showcase the bounty of Vermont’s local farms and artisans. Seasonal ingredients and regional flavors are thoughtfully integrated, ensuring a dining experience that is both authentic and innovative. A carefully curated wine list and craft cocktails complement the cuisine, adding a modern touch to the historic setting.
Grilled salmon topped with tomato corn salsa at Ye Olde Tavern.
Beyond its cuisine, Ye Olde Tavern is known for its warm and attentive service. Guests are often greeted as though they’re returning home, a testament to the tavern’s long-standing tradition of hospitality. Whether for a romantic dinner, special occasion, or simply an evening steeped in history, Ye Olde Tavern offers an unforgettable glimpse into Vermont’s past, wrapped in timeless elegance and comfort.
Nestled in the storybook village of Grafton, VT, The Grafton Inn stands as one of the oldest continually operating inns in the United States, offering over two centuries of refined hospitality and quintessential New England charm.
First established in 1801, this historic property seamlessly blends timeless elegance with modern amenities, creating a haven where history and comfort harmonize beautifully. Dining is a highlight at The Grafton Inn, with two distinctive restaurants on-site. The Phelps Barn Pub offers casual fare and local craft brews in a lively, rustic setting, while the elegant dining room serves farm-to-table cuisine inspired by Vermont’s seasonal bounty.
The Grafton Inn as it is today.
Many ingredients are sourced from nearby Grafton Village Farms and local purveyors, ensuring every meal is both fresh and flavorful. Renowned for its exceptional service, The Grafton Inn offers guests not just a place to stay, but an experience deeply rooted in Vermont heritage. Whether for a romantic escape, a wedding, or a quiet retreat, The Grafton Inn delivers timeless elegance, warm hospitality, and enduring memories for every season.
3 THE INN BETWEEN & WHICH WAY TAVERN
Tucked away in Chester, VT, The Inn Between and Which Way Tavern offer visitors a truly distinctive blend of rustic hospitality, vibrant local culture, and cozy comfort. This charming country inn and its adjoining tavern serve as a beloved gathering spot for travelers and locals alike, creating an inviting atmosphere where history, music, and community spirit intertwine.
The Inn Between and Which Way Tavern as it looked in 1927, when it was known as Rowell's Inn.
Connected to the inn, Which Way Tavern is the heart and soul of the property. A lively and unpretentious gathering place, the tavern is known for its hearty fare, well-stocked bar, and, most notably, its regular lineup of live music and entertainment. With a diverse array of performances—ranging from local folk and bluegrass to jazz and acoustic rock—the tavern has become a cultural hub in the region, attracting musicians and audiences from near and far. The rustic décor, friendly patrons, and welcoming staff make it easy to linger over a pint or a meal long into the evening.
Over the years, the inn has been painstakingly restored, as evidenced by the its uniquely crafted doors.
Whether guests come seeking a peaceful countryside getaway or an authentic slice of Vermont nightlife, The Inn Between and Which Way Tavern offer the perfect balance of relaxation, community, and spirited fun. It’s a place where stories are shared, music fills the air, and everyone feels like a local.
Located in the heart of Montpelier, VT, Charlie O’s is a legendary dive bar with a reputation as colorful and eclectic as the patrons it serves. Known affectionately as one of the oldest continually operating bars in the state, Charlie O’s has been a staple of the local scene for decades, offering an unpretentious atmosphere where locals, travelers, artists, and musicians all converge under one roof. It’s a place where the beer is cold, the jukebox is loud, and the stories are plentiful. But what truly sets Charlie O’s apart is its inclusive, come-as-you-are vibe. Everyone is welcome here—from businessmen to college students, local artists, and lifelong residents. The drink menu sticks to the basics: cheap beers, solid cocktails, and a good selection of whiskey. Regular live music performances, open mic nights, and spontaneous jam sessions give the bar a steady pulse of energy and creativity.
Charlie O's in the 1970s, when it was a biker's bar.
Charlie O's today.
Despite the changing face of downtown Montpelier, Charlie O’s remains a steadfast cornerstone of the community—a place where new friendships are formed over pints and old ones are rekindled without pretense. For those seeking an authentic Vermont bar experience steeped in character, grit, and genuine hospitality, Charlie O’s offers an unforgettable slice of local life.
Vermont’s oldest taverns offer more than just food and drink; they are living monuments to the state’s rich history and community spirit. From the colonial charm of Ye Olde Tavern to the enduring legacy of the Grafton Inn, these establishments provide a unique glimpse into the past while continuing to serve as vibrant centers of hospitality. Whether you’re a history enthusiast or simply seeking a cozy spot to relax, Vermont’s historic taverns offer an experience that’s both enriching and enjoyable.
YE OLDE TAVERN
5183 Main Street
Manchester Center
Manchester, VT
THE GRAFTON INN
92 Main Street
Grafton, VT.
THE INN BETWEEN & WHICH WAY TAVERN
1834 Simonsville Road
Andover, VT
CHARLIE O’S
70 Main Street
Montpelier, VT.
Instagram@charlieosvt
