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Signature Vermont Wayfinders Private Guided Tour

9 Reviews 4.89 out of 5 stars Based on 9 traveler reviews collected by Cool Shore Excursions and TripAdvisor | Recommended by 100% of reviewers | Vermont, USA
Don't miss out!
On average, this is booked 32 (0) days in advance.

6 to 7 hours (approx.)
Hotel pickup offered
Mobile ticket
Offered in: English

Overview

This tour is built just for you! You provide what you'd love to see and do (scenery, farms, photography, food, artisans, etc.) and what you'd rather skip and I'll create a customized itinerary for your day.

We'll travel in a built-for-back roads Bronco, with a (weather permitting) top-down, open air experience you won't soon forget! As much as possible, we keep off the main routes and stick to dirt roads where traffic doesn't exist, the scenery is breathtaking, and hidden views abound. There will be plenty of opportunities to pause and take it all in.

Be sure to check out the Vermont Wayfinders website for more information on tours and availability, including add-on options like heading to the top of Killington or going for a horse-drawn carriage ride.

The places listed here are just the start; this truly is a signature tour, tailored to you and your small group.

What's Included

  • Snacks
  • Pick up and drop-off where you're staying
  • In a 2025 Ford Bronco; top-down in nice weather if you'd like!
  • Lunch Guests are responsible for meals during the day. Water and snacks are provided!
  • Alcoholic beverages If you'd like to do a tasting at a distillery, winery or brewery we can easily add that in! You have a designated driver!
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Meeting and Pickup

Pickup point
Pickup details

Please let us know where you'd like us to pick you up.If you're close to but outside our general pickup area (Barnard, Pomfret, Hartford, Hartland, Quechee, Woodstock, Bridgewater, Killington, Plymouth, Reading, West Windsor, Windsor, Weathersfield, Cavendish, Ludlow, Mount Holly, Weston, Andover, Chester, Springfield, Londonderry, Grafton, Windham, Rockingham), we can make that work by adjusting actual tour time to accommodate travel to your pick-up/drop off location. Reach out, we'll do our best to make it work!How many people can join a tour?Our tours are designed for small, private groups—up to 4 guests can ride comfortably in the Bronco, plus your guide as the driver. Just a heads-up: the back seat can feel a bit snug if all four guests are larger adults, so if comfort is a top priority, you may want to consider a group of 2 or 3 instead. Either way, you’ll have a great time exploring Vermont’s scenic backroads together!

What To Expect

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Our secure website provides real-time availability, and free, no-hassle cancellations up to 24 hours before your tour begins.
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Brownsville

We'll explore back roads well off the beaten path and check out some amazing views of Mount Ascutney in Brownsville and West Windsor, Vermont.
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30 minutes Admission Ticket Free

Reading

We'll explore back roads and hidden views around this town and others in the area. I select which towns based on where your home base is -- the tour truly starts the moment you get in the Bronco.You'll see: - beautiful stone walls - pastures with cows, horses, sheep or alpaca grazing - farms - dairy, horse, sheep, old and new! - quiet woods with beautiful foliage spring, summer and fall, of course! - small streams - pause a moment and just listen. - maple syrup lines crisscrossing a forest - and more, based on what we talk about before and during your tour
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1 hour Admission Ticket Free

Plymouth

Another beautiful area to enjoy as we travel along on our tour. More dirt roads, pretty lakes, and nature abound here! We can add in optional stops at Plymouth Cheese or the Calvin Coolidge Homestead, just let us know!
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30 minutes Admission Ticket Free

Woodstock

The quintessential Vermont town! Depending on your preferences, we can take a long or short pause here. With shops and art galleries and plenty of photo opps, Woodstock is a perfect place to enjoy any day!
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1 hour Admission Ticket Free

Barnard

Barnard is another town we may tour through, filled with beautiful farms, fields and woods and a pretty lake we can stop at for lunch or to stretch our legs.
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30 minutes Admission Ticket Free

Taftsville Covered Bridge

One of MANY covered bridges we'll drive through, stop to photograph and enjoy. This is a fairly well-known one, but I include bridges you won't find on any 'top 10' lists... they're quiet and off the beaten path, often allowing you to walk in, around and even under them!
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30 minutes Admission Ticket Free

Long Trail Brewing Company

If you'd like to have a sit-down lunch, Long Trail is a great example of where we might stop. In nice weather you can sit out on the deck overlooking the Ottauquechee River. Enjoy a flight of their beers if you'd like, I'm driving!
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1 hour Admission Ticket Free

The Vermont Country Store

This is a favorite stop for many tour guests! Step back in time when you browse the shelves, find Vermont souvenirs, try some maple candy, enjoy an old-fashioned glass bottle of Coca-Cola.
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45 minutes Admission Ticket Free

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Additional Info

  • Confirmation will be received within 48 hours of booking, subject to availability
  • Service animals allowed
  • Suitable for all physical fitness levels

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Signature Vermont Wayfinders Private Guided Tour?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (EST). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

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Activity code: C-5552628P3

Traveler Photos

Reviews

4.89
9 reviews

Average 4.89 out of 5 stars based on 9 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor

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Don't miss out!
On average, this is booked 32 (0) days in advance.

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What's Included

Activity name

  • Snacks
  • Pick up and drop-off where you're staying
  • In a 2025 Ford Bronco; top-down in nice weather if you'd like!
  • Air-conditioned vehicle
  • A friendly, professional local tour guide for your private group
  • LunchGuests are responsible for meals during the day. Water and snacks are provided!
  • Alcoholic beveragesIf you'd like to do a tasting at a distillery, winery or brewery we can easily add that in! You have a designated driver!

Additional Info

Activity name

  • Confirmation will be received within 48 hours of booking, subject to availability
  • Service animals allowed
  • Suitable for all physical fitness levels

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