Two standout guided experiences showcase the best of Vermont’s treasures. The excellent Brattleboro History Walking Tour delivers fascinating local stories and prohibition-era history while leading visitors through the town’s most important landmarks. For independent travelers, the Route 100 Scenic Byway audio tour lets you explore more than 300 notable sites at your own pace, combining Vermont’s stunning natural beauty with rich cultural insights. Both tours represent smart investments for curious visitors keen to understand this charming New England state. Check our recommended tours list below for complete details and booking information.
Good To Know
The Guided Brattleboro History Walking Tour offers a 10/10 rated experience, showcasing the town’s significant landmarks and prohibition-era history.
The Self-Guided Audio Driving Tour along the RT100 Scenic Byway provides over 300 location-based points of interest with engaging stories and customizable routes.
The Guided Brattleboro History Walking Tour and Self-Guided Audio Driving Tour cater to both residents and newcomers, offering diverse historical perspectives.
The historical significance of Brattleboro is highlighted through the guided tours, which explore the town’s architectural, cultural, and community-driven narratives.
Both the guided and self-guided tour options in Vermont offer accessibility considerations, admission fees, and an enhanced appreciation for the state’s natural and historical landscapes.
Guided Brattleboro History Walking Tour
The Guided Brattleboro History Walking Tour takes participants on a captivating journey through the historic heart of Brattleboro, Vermont. This 10/10 rated tour, with 100% traveler recommendations, offers a unique opportunity to explore the town’s rich past.
The tour departs from Plaza Park, across from the Brattleboro Food Co-op and Art Museum, and concludes at the scenic Brattleboro Common, just 0.7 miles away.
Along the way, groups of up to 8 travelers discover significant landmarks, including the iconic Latchis Theatre & Hotel, the resilient Brooks House, and the former Flat Street Nightclub.
The tour also ventures to the island between Brattleboro and Hinsdale, New Hampshire, a historical prohibition-era escape spot. Engaging local guides provide insightful commentary, captivating both long-term residents and newcomers alike.
As one traveler noted, the Guided Brattleboro History Walking Tour is “a great way to spend a couple of hours,” offering a memorable immersion in the town’s fascinating history.
Read our full review: Guided Brattleboro History Walking Tour Review
Book now: Check availability
Self-Guided Audio Driving Tour of Vermont, RT100 Scenic Byway
Embarking on the Self-Guided Audio Driving Tour of Vermont’s RT100 Scenic Byway offers travelers a captivating journey through the state’s breathtaking landscapes.
Operated by GuideAlong, this tour provides a flexible and immersive experience, with over 300 location-based points of interest, including stories, tips, and directions.
With a user-friendly trip planner and the ability to create your own route, the tour allows for a personalized exploration of Vermont’s natural wonders.
The offline accessibility and one-time purchase model ensure a hassle-free experience, while the toll-free support team is available for any questions or concerns.
Although the tour doesn’t have any 5-star reviews, the 2.5-star rating suggests a generally positive user experience.
One reviewer, Tara_C, particularly enjoyed the engaging facts about Vermont and recommended using a hands-free device for better audio quality.
The tour’s availability from May 2023 to October 2025 and the Calvin Coolidge State Historic Site’s admission fees provide additional details for planning an unforgettable Vermont adventure.
Read our full review: Self-Guided Audio Driving Tour of Vermont, RT100 Scenic Byway Review
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Frequently Asked Questions
How Long Do the Tours Typically Last?
The duration of guided tours can vary, but they typically last between 1-2 hours on average. The length may depend on the specific tour, location, and level of detail provided by the guide.
Are the Tours Wheelchair Accessible?
Many guided tours are wheelchair accessible, allowing visitors with mobility challenges to participate. Tour providers often make accommodations to ensure all guests can enjoy the experience. It’s best to inquire about accessibility when booking a tour.
Can I Bring My Pet on the Tours?
Most guided tour operators don’t allow pets on their tours, as they may disrupt the experience for other participants. However, you should check with the specific tour company to see if they have any pet-friendly policies or accommodations.
Do the Tours Have Age Restrictions?
Most guided tours don’t have strict age restrictions, but some may have recommendations or requirements for children’s participation. It’s best to check with the tour operator beforehand to understand any age-related policies or accommodations.
Are There Any Discounts Available for the Tours?
Many guided tour providers offer discounts for seniors, students, military personnel, and children. Visitors should check with individual tour companies to inquire about any available discounts that may apply to their group.
The Sum Up
Vermont offers a variety of guided tours to suit travelers’ interests. The Brattleboro History Walking Tour provides an immersive look into the town’s past, while the self-guided audio driving tour along the RT100 Scenic Byway allows visitors to explore Vermont’s stunning natural landscapes at their own pace. Whether on foot or by car, these guided experiences offer an enriching way to discover the charm and history of this picturesque state.