Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Discover Vermont’s charm on this private 6-7 hour tour combining craft breweries and scenic covered bridges in a relaxed, off-the-beaten-path adventure for up to 4 people.

The Vermont Bridges and Breweries Private Group Tour offers a laid-back yet engaging experience that highlights two iconic Vermont features—its craft beer and its historic covered bridges. Priced at $850 per group for up to four people, this tour spans approximately 6 to 7 hours, making it ideal for small groups or couples seeking a personalized day out. The tour includes private transportation, pickup, and a mobile ticket, providing convenience and flexibility.
What makes this experience stand out is its focus on relaxing pacing with minimal walking required, perfect for those who prefer scenic drives over strenuous activity. The journey is in a built-for-backroads Bronco, with an open-air, top-down option (weather permitting), offering breathtaking views along dirt roads far from busy highways. This tour is especially suited to visitors eager to see Vermont’s hidden views, explore charming towns, and enjoy local craft beers in a personalized setting.
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The tour begins at Long Trail Brewing Company in Woodstock, situated along the Ottauquechee River. This brewery is renowned for its Long Trail Ale and diverse IPA flights. Guests enjoy about an hour here, soaking in the scenic surroundings and sampling local craft beers in a setting that combines great food with breathtaking views.
Following this, the journey takes you to Harpoon Brewery in Windsor, a favorite for beer and cider lovers. Here, the curated flight of seasonal brews and limited releases offers a chance to experience Vermont’s innovative craft scene. The hour-long stop allows plenty of time to sip, relax, and appreciate the craftsmanship behind each brew.

A standout feature of this tour is the focus on driving on dirt roads and back roads that reveal less-traveled vistas. The vehicles head through beautiful areas like Brownsville and West Windsor, where Mount Ascutney provides a stunning backdrop. These quiet routes help travelers savor nature’s tranquility and unique perspectives of Vermont’s landscape.
The route also includes exploring a gorgeous small town with miles of dirt roads, perfect for photo opportunities and appreciating rural Vermont life at its best. The scenic views in these regions are complemented by stops at lakes, mountains, and hidden vantage points, making this a tour full of visual delights.

One of the tour’s highlights is driving through the Cornish-Windsor Covered Bridge, one of the longest covered bridges in the world. This 15-minute stop features photo opportunities at this historic site, along with other nearby covered bridges. The timeless charm of these structures adds a sense of history and character to the day.
The covered bridges symbolize Vermont’s rich heritage, and this tour provides plenty of chances to admire their craftsmanship and storybook setting. The free admission makes this stop both scenic and budget-friendly.

The tour includes a one-hour stop in Woodstock, often referred to as the quintessential Vermont town. Here, visitors can browse shops, art galleries, or simply enjoy the picturesque streets. Depending on your preferences, this can be a longer or shorter pause, offering time to soak in local culture and capture memorable photos.
Additional stops may include Reading, with its beautiful lakes and natural scenery, or Plymouth, featuring miles of dirt roads. Optional visits to Plymouth Cheese or the Calvin Coolidge Homestead can be arranged with prior notice, providing extra local flavor.

Transportation is in an air-conditioned vehicle tailored for comfort, with private pickup and drop-off. The built-for-backroads Bronco allows the group to drive off the beaten path, enhancing the experience with unrushed sightseeing and breathtaking scenery.
The vehicle’s top-down option offers a fresh-air experience that maximizes the enjoyment of Vermont’s natural beauty, weather permitting. The tour’s relaxed pacing means there’s no rush, and plenty of time is allotted at each stop to take photos or chat with the guide.

The package includes bottled water and snacks, making the day comfortable without additional purchases. The private transportation ensures your group’s privacy and flexibility.
However, lunch and alcoholic beverages are not included, so guests should plan accordingly if they wish to extend their tasting experience or enjoy a meal during stops. The tour is designed to give a comprehensive look at Vermont’s scenic and craft beer highlights without the need to bring extra items.

The tour begins promptly at 10:00 am with confirmation received within 48 hours of booking, subject to availability. It offers a free cancellation policy if canceled at least 24 hours in advance, providing peace of mind in case plans change. No refunds are available for cancellations made less than 24 hours before the start.
This private experience is ideal for those seeking a personalized day exploring Vermont’s scenic back roads, craft breweries, and charming towns with a small group or family.
This tour stands out through its focus on small-group intimacy and flexible itinerary options. The expert guidance, combined with stunning scenery and local beer tastings, offers a well-rounded snapshot of Vermont’s rural beauty and craft culture.
The relaxed pace and easy terrain make it accessible to most travelers, with minimal walking involved. Whether you’re a craft beer enthusiast or a lover of traditional Vermont scenery, this tour delivers a personalized, off-the-beaten-path experience that captures the essence of the Green Mountain State.
“My wife and I went on a tour with Aimee and had a great day exploring VT backroads. The views were stunning and Aimee put together stops that excee…”
Is this tour suitable for children or seniors?
Yes, the tour’s relaxed pace and minimal walking make it suitable for most age groups, including seniors and children, provided they are comfortable with vehicle travel.
Are food and drinks included?
No, lunch and alcoholic beverages are not included. Guests can enjoy beer tastings at the breweries, but meals are on their own.
Can the route be customized?
Yes, the route can be tailored with requests for stops such as Plymouth Cheese or the Coolidge Homestead. Reach out after booking to customize your experience.
What should I bring?
Bring comfortable clothing, camera, any preferred snacks or drinks, and personal items for a day of scenic exploration.
Is there a minimum or maximum group size?
The tour is private for up to four people, offering an intimate experience with personalized attention.
What is the vehicle like?
A built-for-backroads Bronco that can operate as top-down, providing an open-air experience with air conditioning for comfort.
What if it rains?
Weather permitting, the top-down option is available. In case of rain, the vehicle can be enclosed, ensuring a comfortable trip.
How long are the brewery stops?
Each brewery stop lasts approximately an hour, allowing ample time for sampling and relaxing.
Are pets or service animals allowed?
Yes, service animals are permitted on the tour.
How far in advance should I book?
It’s best to book at least a few days ahead to secure your preferred date and time, especially during peak seasons.