Exploring Vermont’s Charm with the “Antiques and Artisans” Self-Guided Drive
If you’re looking to explore Vermont’s picturesque towns and artisan culture at your own pace, the “Antiques and Artisans: A Woodstock to Windsor Self-Guided Drive” offers a flexible way to soak in local sights without the constraints of a guided tour. Priced at just $19.99 for up to 15 people, it’s designed as an affordable, leisurely adventure through some of Vermont’s most iconic spots.
What makes this experience appealing? First, the tour’s route takes you past stunning covered bridges and scenic river views—perfect for those who appreciate classic New England scenery. Second, the chance to browse unique antique shops and meet local artisans adds an authentic, handcrafted touch to the day.
However, one key consideration is that this is a self-guided experience reliant on GPS and Wi-Fi, which can pose challenges if your signal is spotty. Travelers comfortable with using their phones for navigation will find it smooth sailing, but those who prefer guided commentary or offline maps might find the technical issues frustrating.
This tour suits travelers who enjoy exploring at their own pace, particularly those with a love for scenic drives, rustic architecture, and small-town life. If you’re okay with a bit of tech troubleshooting and looking for a budget-friendly way to see Vermont’s highlights, this could be a good fit.
Key Points

Affordable: Priced at just $19.99 for a group, offering good value for the self-guided experience.
Flexible: You control the timing and stops, making it ideal for a relaxed day trip.
Scenic: Highlights include Vermont’s iconic covered bridges and views of Quechee Gorge.
Authentic: Opportunities to browse antique shops and artisan spots add local flavor.
Tech-dependent: Requires smartphone with GPS and Wi-Fi, which can be unreliable in rural areas.
Short Duration: Usually takes between 3 to 5 hours, perfect for a day outing.
The Itinerary in Detail

Starting Point in Woodstock
Your journey begins at the Pizza Chef in Woodstock, a town often called one of the most beautiful small towns in America. Here, you’ll pick up your GPS-guided tour app that provides directions and commentary. Woodstock’s charming architecture and welcoming vibe set a perfect tone for the day ahead.
Taftsville Covered Bridge
Your first stop takes you past Taftsville Covered Bridge, one of Vermont’s oldest. Known for its bright red hue and wooden charm, this bridge is a classic Vermont sight. Travelers have noted it as a highlight, with one reviewer mentioning the “charming wooden structure” and “distinctive red hue” that captures Vermont’s postcard-perfect aesthetic.
Quechee Gorge
Next, the route offers a glimpse of Quechee Gorge, sometimes called Vermont’s “Little Grand Canyon.” The views here are striking—dramatic cliffs carved by the Ottauquechee River. While the tour doesn’t cover entrance fees, the viewpoint offers a stunning photo opportunity. Many visitors find Quechee Gorge to be one of the most memorable parts of their drive. However, one reviewer mentioned difficulty with the GPS in this area, which can be common in rural spots.
Vermont Antique Mall and BF Southgate & Company
For those interested in antiques, the Vermont Antique Mall is a treasure trove of vintage finds—furniture, collectibles, and local artifacts. It’s a perfect stop for browsing or picking up a special souvenir. Similarly, BF Southgate & Company offers fine art and unique crafts. While the tour doesn’t include entry fees, some travelers might enjoy budgeting extra for shopping or art viewing.
Simon Pearce Glassworks
The tour passes by Simon Pearce, renowned for handcrafted glassware. Visitors can admire the craftsmanship, and if you wish, purchase a piece—though this isn’t included in the tour price. It’s a chance to see Vermont’s artisanal spirit in action.
The Cornish-Windsor Covered Bridge
Crossing the longest covered bridge in the United States, this impressive structure spans the Connecticut River and connects Vermont and New Hampshire. It’s a must-see and one of the most photographed Vermont landmarks. One reviewer appreciated the “stunning views” from the bridge—truly a highlight of the drive.
Windsor and Return to Woodstock
The route takes you through West Windsor and South Woodstock before returning to the starting point at Woodstock. The entire drive offers a gentle, scenic overview of Vermont’s river valleys, historic architecture, and small-town charm.
Additional Stops and Considerations
The tour also passes by SILO Distillery, known for small-batch spirits and tastings. While tastings aren’t included, this could be an enjoyable optional stop for those interested in local craft spirits.
You can also read our reviews of more guided tours in Vermont
GPS and Wi-Fi Dependency
A notable aspect of this tour is its reliance on your smartphone’s GPS and Wi-Fi connection. Reviewers have expressed mixed experiences—one mentioned difficulty completing the tour due to spotty Wi-Fi, leading to repeat visits to previous locations. It’s worth noting that the company states most of the route relies on GPS, with Wi-Fi only needed initially.
Value for Money
At $19.99, the tour offers a budget-friendly way to explore Vermont’s scenic towns. The included offline access to maps, directions, and audio makes it convenient, provided your phone functions well in rural areas. With just a few stops, the drive takes around 3 to 5 hours, making it perfect for a leisurely day.
Technical Tips
Bring fully charged devices, and consider downloading the tour beforehand to minimize Wi-Fi issues. If you’re not comfortable troubleshooting tech problems, you might prefer guided tours or offline maps.
Authentic Vermont Experiences

This drive captures Vermont’s quintessential small-town charm with picturesque covered bridges, historic architecture, and artisan stops. The particular joy is in the freedom to explore at your own pace—stopping at a bridge for photos, browsing antique shops, or simply soaking in the views.
Two recent reviews sum up the experience well—one critic highlighted Wi-Fi problems, but another loved the scenery and app functionality, calling it “very Vermont” and “perfectly scenic.” These mixed reviews suggest that while the route is beautiful, tech issues can dampen the experience if not prepared.
Who Will Love This Tour?

This self-guided drive is best suited for those comfortable with using their phone for navigation and willing to handle potential tech hiccups. It’s ideal if you’re seeking a cost-effective, flexible way to experience Vermont’s scenic towns and rustic architecture without the pressure of guided groups or fixed schedules. If you’re a vintage enthusiast or a fan of classic Vermont scenery, you’ll find plenty to enjoy.
However, if you prefer guided commentary or have difficulty with navigation, a guided tour might serve you better. Also, those who want to visit attractions like Quechee Gorge or Simon Pearce for specific experiences or shopping should budget extra time and funds for those activities.
Final Thoughts

In summary, the “Antiques and Artisans” self-guided drive offers an affordable, scenic, and authentic taste of Vermont’s small-town life. Its main strengths lie in the stunning covered bridges, views of Quechee Gorge, and the chance to explore at your own pace. It provides a flexible way to enjoy Vermont’s iconic sights, especially if you’re comfortable with using GPS and managing some tech challenges.
While the tour’s reliance on digital navigation can be a drawback, it’s a straightforward, budget-friendly option for travelers who value scenery and local craftsmanship. It’s perfect for a laid-back day trip, especially if you’re staying in Woodstock or nearby.
For travelers craving a relaxed, scenic drive with opportunities for vintage browsing and artisan viewing, this experience is worth considering. Just remember to prepare your devices and perhaps have a backup plan if Wi-Fi proves elusive.
You can also read our reviews of more tours and experiences in Vermont
FAQ

Do I need a Wi-Fi connection to complete the tour?
You only need Wi-Fi initially to download the app; the route mainly relies on your phone’s GPS, which should work in most areas. Keep in mind, some reviewers experienced spots with poor signal, potentially affecting navigation.
What if I have technical issues during the tour?
The tour provider, VoiceMap, states support is available via email or phone. If you encounter difficulties, reaching out to support could help resolve problems, but it’s wise to download the tour in advance to minimize hassle.
Are entrance fees included at attractions?
No, the tour doesn’t cover costs like Quechee Gorge viewpoints, antique shops, or Simon Pearce. You should budget extra if you plan to visit these places.
How long does the drive usually take?
Most travelers spend between 3 and 5 hours on the route, depending on how long they stop at each site and shop. It’s flexible enough to suit a half-day trip or a leisurely afternoon.
Is this tour suitable for families or groups?
Yes, it’s designed for groups up to 15 and is private, making it good for families, couples, or friends seeking a relaxed exploration without a guided group.
Can I start and end the tour anywhere along the route?
No, the tour has designated starting and ending points in Woodstock, with directions provided. It’s best to start at the specified location for optimal navigation.
In the end, this self-guided drive offers a charming way to experience Vermont’s classic sights at your own pace. If scenic covered bridges, vintage shops, and artisan stops appeal to you—and you’re comfortable with some tech reliance—it’s a budget-friendly, authentic option for a memorable day in Vermont.
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