Vermont: Middlebury Countryside & the Lake Champlain Coast

Your bike tour in Vermont begins and ends in Middlebury. Rich in literary history, this charming New England town is home to Middlebury College and its annual Bread Loaf Writers’ Conference, which has hosted authors from Toni Morrison and Eudora Welty to John Irving and George R.R. Martin.

Please make your own travel arrangements to Middlebury. For suggestions, refer to your Vacation Preparation Handbook. 

At 1:00 p.m., meet your VBT Local Host—and any fellow guests arriving the same day—for a Welcome Orientation in the lobby of the Middlebury Inn. Then choose between two scenic rides around town, passing landmarks such as the Pulp Mill Covered Bridge, originally built in 1820, and the picturesque Otter Creek Falls.

You’ll be staying at the historic Middlebury Inn for the next two nights, perfectly situated in the heart of town and within walking distance of local shops, galleries, and restaurants. Enjoy dinner this evening at the inn or venture out to explore one of the many nearby dining options.

Today's Ride Choices

Middlebury Short Option — 8 miles OR Middlebury Long Option — 14 miles

What to Expect:

A short spin gives you the opportunity to get comfortable with your bike, shift the gears, and practice riding. Cycle through Middlebury’s charming downtown, then continue along quiet residential roads on the edge of town. A longer option extends past the Middlebury College campus and onto peaceful country roads, following ridgelines with lovely views of Vermont’s Green Mountains and New York’s Adirondacks. Both rides cross the historic Pulp Mill Covered Bridge before offering a view of the Otter Creek Falls. Then return to the inn.

After a leisurely breakfast, enjoy a full day to explore at your own pace on this Stay Put Day. Stroll along charming Main Street, home to shops, restaurants, and galleries. Browse local artifacts at the Henry Sheldon Museum, or stop by Cannon Park, where a historic marker commemorates John Deere and his invention of “the plow that broke the plains.” Deere apprenticed at a local blacksmith shop from 1821 to 1825 before moving to Illinois, where he built the world’s first steel moldboard plow.

If Vermont’s quiet country roads call to you, opt for a scenic ride to the nearby town of Salisbury. Before setting out, pick up snacks or a picnic lunch in Middlebury. These tranquil roads—lined with antique shops, weeping willows, and stone walls—are best explored at a relaxed pace. Eventually, you’ll reach Lake Dunmore and Branbury State Park, named for the nearby towns of Brandon and Salisbury. If you choose to enter the park (we recommend it!), a modest entrance fee of approximately $4.00 applies. Enjoy your lunch and perhaps take a refreshing swim in the serene lake. Afterward, follow more scenic roads back to Middlebury.

Tonight, dine at one of Middlebury’s many excellent restaurants, all within walking distance of your inn.

Today's Ride Choices

Lake Dunmore and Branbury State Park Short Option — 30 miles OR Lake Dunmore and Branbury State Park Long Option — 34 or 39 miles

What to Expect:

Ride out of Middlebury on moderately hilly roads into Vermont’s bucolic farm country. Upon reaching Lake Dunmore, the short option skirts the northern end of the lake and turns around at the entrance to Branbury State Park, returning to Middlebury via a slightly different route with similar terrain. The long option continues into Branbury State Park and circumnavigates Lake Dunmore in its entirety. For an additional 5 miles, you can take a short out-and-back detour to the picturesque village of Forestdale. Return to Middlebury on a slightly different route with similar terrain.

Included Meals: Breakfast

Today, you leave Middlebury behind and ride into the heart of rural Vermont, eventually reaching the picturesque shores of Lake Champlain. Begin your journey along Middlebury’s peaceful back roads, as the Hogback Mountain Ridge—a major foothill of the Green Mountains—rises before you. Two of your three ride options head north to the tranquil village of Bristol, a gateway to the Green Mountains. Unusually flat by Vermont standards, Bristol sits on a level gravel fan deposited by ancient geologic events at the New Haven River water gap. It’s the perfect place to enjoy lunch at a local café, picnic on the green, or browse the town’s unique shops and galleries.

Continue your scenic ride toward Vergennes, passing Cedar Lake and gently rolling farm fields. Known as the “smallest city in America,” Vergennes is a vibrant hub for shopping and farm-to-table dining. As you approach the shore of Lake Champlain, panoramic views of the Champlain Valley, the Adirondacks, and Otter Creek unfold before you.

Your destination for the next two nights is the beautiful Basin Harbor, a historic resort set on 700 acres along the eastern shore of Lake Champlain. Family-owned since 1886, Basin Harbor blends classic New England charm with a full range of modern amenities. Whether you’re relaxing lakeside, exploring the grounds, or enjoying one of the many available activities, this peaceful property provides an ideal setting to unwind. For dinner, take your pick from several on-site dining options, each offering fresh, locally inspired fare in a scenic setting.

Today's Ride Choices

Middlebury to Basin Harbor Short Option — 24 miles OR Middlebury to Bristol to Basin Harbor — 42 miles OR Middlebury to Bristol to Lincoln to Basin Harbor — 51 miles

What to Expect:

The most direct route to Basin Harbor departs Middlebury and winds through open farmland with views of the Green Mountains. You’ll pass charming Victorian farmhouses in Weybridge before arriving in Vergennes—Vermont’s smallest “city”—after 14 miles. Here, inviting shops and restaurants make it a pleasant place to pause. From Vergennes, continue west through picturesque countryside to reach Basin Harbor on the shores of Lake Champlain.

Longer ride options follow peaceful back roads along Hogback Ridge, a prominent foothill of the Green Mountains. Stop in the village of Bristol for lunch, coffee, or shopping, and admire its striking backdrop of Deerleap and South Mountains. Then continue through gently rolling farmland toward Vergennes, enjoying expansive views of Otter Creek and the Adirondacks as you approach the lake.

For a closer look at the Green Mountains, the longest option includes a moderate out-and-back ride from Bristol along the scenic New Haven River to the town of Lincoln. From there, rejoin the main route to cycle through farmland to Vergennes and on to the tranquil lakeside setting of Basin Harbor.

Included Meals: Breakfast

Spend the day as you wish, exploring the shores of Lake Champlain and the charming shops of Vergennes. Depending on the season, enjoy the many amenities at Basin Harbor—some complimentary, others available at an additional cost—including swimming, tennis, golf, and access to a wellness center. Or opt for an excursion that highlights the region’s natural beauty, such as a guided kayaking tour through the peaceful Dead Creek Wildlife Management Area, a haven for birdlife and aquatic life. The resort’s private harbor and sandy beach offer lounge chairs and complimentary watercraft. Please inquire directly with the resort for activity availability and rates.

If you’re eager to log more miles—and soak in more iconic Vermont scenery—choose from three loop rides. One route winds through a scenic valley and the rolling farm fields of Panton, with panoramic views of the Green Mountains to the east and the Adirondacks to the west. Another extends to the quiet village of West Addison, where a classic town common invites a pause. The longest option leads to the Chimney Point Historic Site, home to an original 1785 tavern that once hosted Thomas Jefferson and James Madison. Here, you can also enjoy sweeping views of the Champlain Bridge—half a mile long and one of the few bridges crossing the lake. Return to the resort at your own pace, cycling through farmland framed by lakeside and mountain vistas.

This evening, dine on-site at Basin Harbor or take a taxi into Vergennes for dinner.

Today's Ride Choices

Basin Harbor to Panton — 18 miles OR Basin Harbor to Addison — 23 miles OR Basin Harbor to Champlain Bridge — 30 miles

What to Expect:

Basin Harbor is ideally situated for a choice of three successively longer loop rides. Each route offers scenic cycling along Lake Champlain and through gently rolling farmland, with views of Vermont’s Green Mountains and New York’s Adirondacks always in sight.

For the shortest option, turn west at about 8 miles to reach the lake, then at 9.3 miles, head north with lake views on your left as you return to the resort.

For a ride to Addison, continue to the West Addison General Store at 12.3 miles. From there, turn north and enjoy lakeside scenery on your return to the resort.

The longest option traverses the flat terrain of Vermont’s Great Plains. Turn west at 14.3 miles and reach the lakeshore at approximately 15.5 miles. The Champlain Bridge and Chimney Point Historic Site await at 17 miles. From there, continue north to complete the loop, with sweeping views of the lake on your left as you ride back to Basin Harbor.

Included Meals: Breakfast

This final day of your Self-Guided Bicycling Vacation may be one of the most memorable. You leave the shores of Lake Champlain and cycle into Vergennes. If you wish, take an optional loop ride along Otter Creek and continue to Kingsland Bay, a 50-acre state park where you can stroll nature trails and enjoy peaceful lake views (at your own cost). Return to Vergennes and continue to the tranquil town of Weybridge, where fanciful Victorian farmhouses line the road and westerly views stretch across the Lemon Fair River.

Later, you may choose to visit the University of Vermont Morgan Horse Farm, a National Historic Site dedicated to preserving and improving the Morgan horse breed. Guided tours are available on the hour with no reservations required (at your own expense).

From here, pedal into Middlebury and enjoy lunch on your own. The tour concludes at the Middlebury Inn, where your luggage will be delivered. Please arrive no later than 2:00 p.m.

Today's Ride Choices

Basin Harbor to Vergennes to Middlebury — 21 miles OR Basin Harbor to Vergennes, Kingsland Bay, and Middlebury — 32 miles

What to Expect:

Follow Otter Creek into Vergennes. From here, an optional 12.5-mile loop leads through lush farmland to Kingsland Bay State Park before returning to the center of town. From Vergennes, the route continues along quiet roads with spectacular views of the Green Mountains. After an optional visit to the Morgan Horse Farm, ride peaceful country roads into Middlebury, where you’ll find many lunch options. The tour concludes at the Middlebury Inn.

Included Meals: Breakfast

Your bike tour in Vermont begins and ends in Middlebury. Rich in literary history, this charming New England town is home to Middlebury College and its annual Bread Loaf Writers’ Conference, which has hosted writers from Toni Morrison and Eudora Welty to John Irving and George R.R. Martin. Make your own travel arrangements to Middlebury.

At 1:00 p.m., you meet your VBT Local Host, and any other VBT guests arriving on the same day, for a Welcome Orientation in the lobby of the Middlebury Inn. Then take your pick from two rides around town, passing the Pulp Mill Covered Bridge, originally built in 1820, and the picture-perfect falls of Otter Creek, which runs right through town.

Enjoy drinks and dinner at the inn or walk to a nearby restaurant.

Today's Ride Choices

Middlebury short option — 8 miles | Middlebury long option — 14 miles

What to Expect:

A short spin gives you the opportunity to get used to your bike, shift the gears, and practice riding. Cycle through Middlebury’s charming downtown and continue along residential roads around the edge of town. From here, a longer option takes you past the campus of Middlebury College and then continues to some quiet country roads, following ridges with lovely views of Vermont’s Green Mountains and New York’s Adirondacks. On both rides you cross the Pulp Mill Covered Bridge before viewing the Otter Creek Falls. Then head back to the inn.

After a leisurely breakfast, you have a full day to explore as you wish on this Stay Put Day. Stroll the lovely Main Street, with its many shops, restaurants, and galleries. Browse the collections of Middlebury ephemera at the Sheldon Museum. At Cannon Park, a historic marker commemorates John Deere and his invention of “the plow that broke the plains.” From 1821 to 1825, Deere apprenticed at an area blacksmith shop before moving to Illinois, where he built the world’s first steel moldboard plow.

If the bucolic Vermont roads beckon, you can set out on a ride to the quiet town of Salisbury. On your way out of Middlebury, pick up snacks or a picnic lunch for later. These tranquil roads passing antique stores, weeping willows, and stone walls are meant to be explored at a relaxed pace, so take the time to soak in the picturesque Vermont vistas. Soon, you arrive at Lake Dunmore and Branbury State Park, whose name is a marriage of the towns of Brandon and Salisbury.  Enjoy your packed lunch and perhaps take a cool swim in serene Lake Dunmore. Refreshed and renewed, follow more scenic roads back to Middlebury.

Tonight, try one of Middlebury’s fine restaurants, which are all within walking distance of your inn.

Today's Ride Choices

Lake Dunmore and Branbury State Park short option — 30 miles | Lake Dunmore and Branbury State Park long option — 34 or 39 miles

What to Expect:

Ride out of Middlebury on moderately hilly roads into Vermont’s bucolic farm country. Once you arrive at Lake Dunmore, the short option skirts the northern end of the lake and turns around at the entrance of Branbury State Park, returning to Middlebury on a slightly different route of similar terrain. The long option takes you into Branbury State Park, circumnavigating Lake Dunmore in its entirety. For an additional 5 miles, take a short out-and-back ride to pretty Forestdale. Return to Middlebury on a slightly different route of similar terrain.

Included Meals: Breakfast

Move on from Middlebury today, choosing from several scenic routes that bring you into the heart of rural Vermont and to the picturesque shores of Lake Champlain. Begin with a ride along Middlebury’s peaceful back roads as the Hogback Mountain Ridge—a major foothill of the Green Mountains—rises before you. Two of your three options head north and deliver you to the tranquil village of Bristol, a gateway to the Green Mountains. By Vermont standards, the village is amazingly flat thanks to ancient geologic events that deposited a level “fan” of gravel at the New Haven River water gap. It’s an ideal spot to grab lunch at one of its cafes and enjoy a picnic on the green before browsing its interesting shops.

Head out when you’re ready for more scenic riding to Vergennes, passing picturesque Cedar Lake and rolling farm fields. Dubbed the “smallest city in America,” it’s an ideal spot for shopping and some of Vermont’s great farm-to-table food. You might duck into the Bixby Library to gaze upward at its elegant stained-glass dome. Spectacular views of the Champlain Valley, the Adirondacks, and Otter Creek unfold before you as you make your way to Basin Harbor, the lovely resort on the eastern shore of Lake Champlain in Vergennes. For dinner, choose from Basin Harbor’s several dining venues.

Today's Ride Choices

Middlebury to Basin Harbor short option — 24 miles | Middlebury to Bristol to Basin Harbor — 42 miles | Middlebury to Bristol to Lincoln to Basin Harbor — 51 miles

What to Expect:

The most direct route to Basin Harbor departs Middlebury into farmland and offers views of the Green Mountains. You pass charming Victorian farmhouses in Weybridge.  After 14 miles, you arrive in Vergennes, Vermont’s smallest “city,” where small shops and restaurants invite you to linger. Continue west through lovely countryside until you arrive at Basin Harbor on the shores of Lake Champlain.

On the longer ride options, cycle peaceful back roads along Hogback Ridge, a major foothill of the Green Mountains. You can stop in Bristol village for lunch, coffee, or shopping, enjoying its dramatic backdrop of Deerleap and South Mountains. Then cycle through rolling farmlands to Vergennes and the shores of Lake Champlain, enjoying spectacular views of the Adirondacks and Otter Creek.

To experience Vermont’s Green Mountains up close, the longest option includes an out-and-back moderate ride along the New Haven River from Bristol to the town of Lincoln. Then cycle through rolling farmlands to Vergennes and the shores of Lake Champlain, enjoying spectacular views of the Adirondacks and Otter Creek.

Included Meals: Breakfast

Spend the day as you wish, exploring the shores of Lake Champlain and the shops of Vergennes. Depending on the season, enjoy the many amenities at Basin Harbor, some complimentary and some at your own expense: swimming, tennis, golf, and a wellness center. Or choose from several excursions that help you delve more deeply into the region’s scenic wonders. You may opt to join a guided kayaking excursion through the Dead Creek Wildlife Management Area, a tranquil haven for birdlife and river creatures. The resort’s private harbor and protected sandy beach offer lounge chairs and some complimentary watercraft.

If you’d like to get in more miles—and more stunning Vermont vistas—you can choose from three loop rides. First, cycle through a scenic valley and along the gently rolling farm fields of Panton, enjoying panoramic views of the Green Mountains to the east and the Adirondacks to the west. If you wish, ride a little farther to the town of West Addison, a sleepy Vermont village boasting a scenic town common. Today’s longest option takes you to Chimney Point Historic Site, home to the 1785 tavern that once served Thomas Jefferson and James Madison and the setting of countless stories of Native American, French colonial, and early American history. While here, enjoy views of the Champlain Bridge, half a mile long and one of the few bridges that spans Lake Champlain. Return to your resort whenever you’d like, riding through farmland with lake and mountainside vistas.

This evening, you may dine on site or take a taxi into Vergennes.

Today's Ride Choices

Basin Harbor to Panton — 18 miles | Basin Harbor to Addison — 23 miles | Basin Harbor to Champlain Bridge — 30 miles

What to Expect:

Basin Harbor is ideally located for a choice of three successively longer loop rides. Cycle along Lake Champlain and into gently rolling farmland, with views of the Green Mountains of Vermont and the Adirondacks of New York always in sight. For the shortest option, turn due west at about 8 miles to the lake, and then at 9.3 miles, turn north with views of the lake on your left on the return to the resort. For a ride to Addison, at 12.3 miles, at the West Addison General Store, you turn north with views of the lake on your left on the return to the resort. The longest option traverses the flat terrain of the Great Plains of Vermont. Turn due west at 14.3 miles, then reach the lake shore at about 15.5 miles. The Champlain Bridge and Chimney Point are at 17 miles. Continue north to return to your resort with views of the lake on your left.

Included Meals: Breakfast

This final day of your Self-Guided Bicycling Vacation just may be one of the more memorable. You leave the shores of Lake Champlain and cycle into Vergennes. If you wish, take an optional loop ride along Otter Creek and continue to Kingsland Bay, 50 acres of beautiful state parkland where you can stroll nature trails and take in peaceful lake views. Return to Vergennes. From here, continue to the tranquil town of Weybridge, adorned with fanciful Victorian farmhouses and westerly views across the Lemon Fair River. Later, you might choose to visit the University of Vermont Morgan Horse Farm, a National Historic site dedicated to the preservation and improvement of the Morgan horse through careful breeding and selection. To learn about their efforts, we recommend you stop here for a guided tour, which run on the hour with no reservations required. Later, pedal into Middlebury and enjoy lunch on your own.

The tour concludes at the Middlebury Inn, where your luggage will be delivered. Please arrive by 2:00 p.m. If you would like to shower before onward travels, Vermont Sun Fitness Center on Exchange Street offers shower facilities. The travel time for a taxi from Middlebury to Burlington International Airport is approximately 60 minutes. Please plan accordingly.

Today's Ride Choices

Basin Harbor to Vergennes to Middlebury — 21 miles | Basin Harbor to Vergennes and Kingsland Bay and Middlebury — 32 miles

What to Expect:

Follow Otter Creek into Vergennes. From here, an optional 12.5-mile loop leads through lush farmland to Kingsland Bay State Park before returning to the center of town. From Vergennes, the route continues along quiet roads with spectacular views of the Green Mountains. After an optional visit to the Morgan Horse Farm, ride peaceful country roads into Middlebury, where you’ll find many lunch options. The tour concludes at the Middlebury Inn.

Included Meals: Breakfast