Vermont > Discovery Self-Guided Bike Tour

June 10-15, July 15-20, Aug. 19-24, Sept. 16-21, Sept. 23-28, 2018

This classic tour is now offered self-guided at a significantly reduced cost. If you feel comfortable on a biking adventure without full-time tour guides, this might be the tour for you.

We take care of all of the details, including accommodations, most meals, complete written directions, maps, and GPS directions. We supply you with the bikes, helmets, and water bottles and move your luggage from inn to inn. There is also someone from our company “on call” who for a reasonable fee will come to assist if you have a bike repair or similar issue. These tours will run on the dates indicated and will need a minimum size of 6.

Monday we ride through quiet farmland with magnificent westerly vistas of the Adirondack Mountains. We ride along Lake Champlain and cross into New York to visit the Chimney Point Historic Site (great place for a picnic!). Those with extra energy this day might opt to take the ferry across Lake Champlain and visit historic Fort Ticonderoga. Tuesday we enjoy spectacular vistas, a swim at Branbury State Park, an optional ride up to Brandon Gap, and then an evening in Brandon, a village of tree-shaded streets and a marvelous mix of Federal, Greek Revival and Victorian homes. Wednesday includes a stop along the shores of beautiful Lake Dunmore before arriving in Middlebury, our home for the last two nights. Plan to arrive early enough to enjoy beer, wine and cider tasting at the Otter Creek Brewery and the Woodchuck Cidery and to take a leisurely stroll exploring this handsome town and the campus of Middlebury College. On Thursday, we cross the Pulp Mill Covered Bridge, pass the Morgan Horse Farm, and follow the Otter Creek out to beautiful Button Bay on Lake Champlain, where we enjoy spectacular views across the lake to the majestic Adirondack Mountains. Our last day’s ride takes us through the Middlebury College campus into lush rolling farmland while passing some of Vermont’s nest apple orchards before we arrive back in Shoreham.

Vermont Discovery Self-Guided Tour Itinerary

DAY ONE  | Arrival Day | Shoreham Inn
Arrival day. On Sunday and Monday nights we delight in the friendly welcome of Andrew and Elizabeth Done at the Shoreham Inn, an authentic stagecoach stop that dates back to the 1790’s. This beautifully restored inn brims over with warmth, hospitality, the aroma of good home cooking, and the comfortable aura of earlier times.

DAY TWO  |  Distance: 24 or 34 miles  |  Terrain: Easier | Shoreham Inn
The area around Shoreham is perfect for cycling and is famous for its tidy apple orchards, grand views of Lake Champlain, pastures with grazing sheep and cows, and the classic beauty and simplicity of the surrounding towns and villages. Today visit the pretty town of Orwell, site of one of Ethan Allen’s most daring Revolutionary War exploits. Monday we ride through quiet farmland to the pretty village of Orwell, stop at Norton’s Gallery (with his world famous whimsical wood carvings) and then bike down to the shores of Lake Champlain.

DAY THREE  |  Distance: 30 or 40 miles  |  Terrain: Intermediate | Lilac Inn
Tuesday we enjoy spectacular vistas and rural scenery as we ride across the Otter Creek on the Salisbury Covered bridge. Then a long downhill leads us to the shores of beautiful Lake Dunmore where we can picnic by the lake at Branbury State Park and take a nice walk to the Falls of Lana. Our route from here takes us to Forestdale and includes the energetic option of cycling up Brandon Gap where we are rewarded with spectacular 100 mile views. In Brandon we enjoy the fine food, country elegance, lovely rooms and delightful gardens of Doug and Shelly Sawyer’s Lilac Inn, a restored Greek Revival Mansion that is now on the National Historic Register. You will also enjoy Brandon, a village of tree-shaded streets and a marvelous mix of Federal, Greek Revival and Victorian homes. This friendly village was recently proclaimed byYankee Magazine as one of the best places to live in all New England.

DAY FOUR  |  Distance: 23 or 38 miles  |  Terrain: Easier | Middlebury Inn
Wednesday’s ride takes us to Middlebury, our home for the last two nights. Plan to arrive early enough to join us at Otter Creek Brewery where we enjoy delicious appetizers while tasting several of their wonderful craft brews. There are more micro breweries per capita in Vermont than in any other state, and Otter Creek is one of the best!

Part of the pleasure of this tour is exploring the town of Middlebury. Former grist and woolen mills now house an excellent collection of sophisticated craft shops and galleries, and in your wanderings you will find excellent woodworking, pottery, jewelry, photography, antiques and folk art. This is also the home of Middlebury College, with its distinctive campus, broad manicured lawns and handsome buildings fashioned from locally quarried gray stone.

Our last two nights we are guests at the Middlebury Inn, a handsome historic inn within easy walking distance of all the village has to offer.

DAY FIVE  |  Distance: 26 or 40 miles  |  Terrain: Easier to Intermediate | Middlebury Inn
On Thursday, once we cross the Pulp Mill Covered Bridge (one of the few two-lane covered bridges in existence) the town of Middlebury almost immediately gives way to wide fertile valleys dotted with productive dairy farms and apple orchards. The roads wind through pastures and cultivated fields, while in the distance we are treated with spectacular views of the Adirondacks and Green Mountains. We pass the Morgan Horse Farm and then follow the Otter Creek to the “city” of Vergennes, and to beautiful Button Bay on Lake Champlain. Button Bay, a 253-acre park, is located on a bluff overlooking 130-mile long Lake Champlain. A gorgeous nature trail leads to a nature center and to a tree-shaded point where we often take a swim. Today also includes a tour of the fascinating Lake Champlain Maritime Museum where you can learn the history of this historically significant lake, see a replica of the 1776 gunboat Philadelphia II, explore some of the lake’s 300+ historic shipwrecks and discover the lives of the Native Americans and the early French explorers who explored this area. Tonight we have a superb dinner at the Middlebury Inn.

DAY SIX  |  Distance: 17 miles  |  Terrain: Easier
Our last day’s ride takes us through the Middlebury College campus into lush rolling farmland and through West Cornwall. Our route takes us past some of Vermont’s finest apple orchards as we wend our way down into Shoreham.

Vermont Discovery Bike Tour


Make your reservation with confidence. Your tour is completely 100% refundable up to 60 days of the tour date.


June 10-15, 2018: $1495
Reserve with $300 deposit


July 15-20, 2018: $1495 
Reserve with $300 deposit


August 19-24, 2018: $1495 
Reserve with $300 deposit


September 16-21, 2018: $1495
Reserve with $300 deposit

reserveSeptember 23-28, 2018: $1495
Reserve with $300 deposit

Final payment due 60 days prior to your tour (personal check, Visa, MasterCard, American Express or Discover)

Single Supplement Fee: $195*

Default Single Supplement Fee: $95*

*Single Traveler? We are the most affordable tour company for single travelers, and our policies and rates are the very best. Please see our single traveler policies.

Cancellations: If you cancel your tour reservation, your cancellation fee will be determined as follows:

  • If you cancel 60 or more days prior to the start of your tour, there is no cancellation fee.
  • If you cancel between 45 and 59 days prior to the start of your tour, you will forfeit 50% of all tour payments.
  • If you cancel between 0 and 44 days prior to the start of your tour, all tour payments will be forfeited.


logo-vt-shoreham-innLocated in the apple orchard countryside of the Lake Champlain Valley, the Shoreham Inn has been welcoming travelers for over 200 years.


A leading romantic Vermont Country Inn Boutique Bed and Breakfast known for romantic getaway packages & Vermont Country Inn dining.

The Middlebury Inn is a handsome historic inn within easy walking distance of all the village has to offer.

What’s Included

5 nights of lodging, 5 breakfasts and 4 dinners (you are on your own for dinner one night in Middlebury), detailed maps and itineraries, bicycle, helmet, and luggage transfers.


We are happy to provide you with a bike to use at no charge. Our bikes come equipped with a front handlebar bag, rear carrier, water bottle, mirror and flat pedals. Pedal cages and soft gel seat covers are available on request. We are also happy to put your own clipless pedals (pedals that attach to your biking shoes) and seat on your bike if you wish. Specific details and styles of bikes available in each location are indicated under each photograph below. The make of bikes provided varies by location.


A collection of photos from a variety of our Vermont tours.