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Woodstock Upper Valley Bike Tour

  • Taftsville covered bridge
  • Biker near house Upper Valley
  • Fall colors near Woodstock
  • Covered bridge with guests
  • Cows by the road
  • Riding Upper Valley
DURATION
6 Day(s)
DAILY BIKING
15 to 48 miles
TRIP DIFFICULTY
2-Easier to Intermediate
REVIEWS
STARTING FROM
$2695
SINGLES ADD FROM
$700

Trip Overview

The Upper Valley region of Vermont and New Hampshire is a mecca for bicycling. Our bike tour takes you along three scenic rivers: the Connecticut, White and Ottauquechee.

Enjoy vistas of farms, small towns and wooden bridges along the way. This new tour connects some of the best area rides with stays at three splendid inns.

DAY 1 - Arrival Day
Distance 15 miles | Terrain: Easier | Hotel: The Lyme Inn
Meet your leaders and the group at The Lyme inn, in Lyme, New Hampshire, at 2 p.m. on Sunday. Take a short shakeout ride along the Connecticut River. You’ll get familiar with the slower pace and gorgeous views along the local back roads.
DAY 2 - Connecticut River Valley
Distance: 32 or 40 miles | Terrain: Easier | Hotel: The Lyme Inn
The second day of riding features a loop up the Connecticut River Valley and back along lovely lakes and rivers on the Vermont side. Roll through farms and fields to Piermont, New Hampshire, where we cross the Connecticut and stop at the iconic Farm-Way store. Continue along Lake Morey and enjoy a picnic lunch. Cross back over the Connecticut River, with an optional loop around Lake Fairlee.
DAY 3 - Lake Fairlee
Distance: 29 miles | Terrain: Easier to Intermediate | Hotel: The Norwich Inn
Ride back into Vermont and out to Lake Fairlee, a beautiful rural lake dotted with cottages and camps. Listen for loons as you start cycling south along the lake and see if you catch sight of glider planes landing nearby. A ride through historic Thetford Center brings you back toward Norwich, just across the Connecticut River from Hanover, New Hampshire — home of Dartmouth College.
DAY 4 - Wooden Covered Bridges & Glass Blowing
Distance: 30 miles | Terrain: Easier to Intermediate | Hotel: On The River Inn
Leaving Norwich, you roll along the White River and then cross over the hills to the Quechee Gorge. Enjoy the breathtaking view of this channel and plunging falls forged into the rock by glaciers and the Ottauquechee River. Stop for lunch at the famous Simon Pearce restaurant. Don’t miss the glass blowing demonstration, and shop for fine glass in this historic mill building — powered by the action of the nearby river. From there, cycle past the Taftsville wooden covered bridge into the historic village of Woodstock.
DAY 5 - Silver Lake
Distance: 20 or 27 miles | Terrain: Intermediate | Hotel: On The River Inn
Ride out of Woodstock through Prosper Valley to Barnard. Cycle past the Billings Farm and Museum and over the Appalachian Trail ( the iconic hiking trail that leads from Georgia to Maine). Then climb through scenic farms and descend to Silver Lake. Ride the ridge out North Road, with views of the Green Mountains. Drop into the White River Valley and back to Barnard. Have lunch at the Barnard General store and head back on the long descent to Woodstock.
DAY 6 - Departure Day
Distance: 12 or 20 miles | Terrain: Intermediate
Ride out of Woodstock to South Pomfret and visit another great New England general store (Teago). From there, you have two optional out-and-backs through the countryside and a gentle 5-mile ride back to the inn for showers and farewells.
DAY 1 - Arrival Day
Distance 15 miles | Terrain: Easier | Hotel: The Lyme Inn
Meet your leaders and the group at The Lyme inn, in Lyme, New Hampshire, at 2 p.m. on Sunday. Take a short shakeout ride along the Connecticut River. You’ll get familiar with the slower pace and gorgeous views along the local back roads.
DAY 2 - Connecticut River Valley
Distance: 32 or 40 miles | Terrain: Easier | Hotel: The Lyme Inn
The second day of riding features a loop up the Connecticut River Valley and back along lovely lakes and rivers on the Vermont side. Roll through farms and fields to Piermont, New Hampshire, where we cross the Connecticut and stop at the iconic Farm-Way store. Continue along Lake Morey and enjoy a picnic lunch. Cross back over the Connecticut River, with an optional loop around Lake Fairlee.
DAY 3 - Lake Fairlee
Distance: 29 miles | Terrain: Easier to Intermediate | Hotel: The Norwich Inn
Ride back into Vermont and out to Lake Fairlee, a beautiful rural lake dotted with cottages and camps. Listen for loons as you start cycling south along the lake and see if you catch sight of glider planes landing nearby. A ride through historic Thetford Center brings you back toward Norwich, just across the Connecticut River from Hanover, New Hampshire — home of Dartmouth College.
DAY 4 - Wooden Covered Bridges & Glass Blowing
Distance: 30 miles | Terrain: Easier to Intermediate | Hotel: On The River Inn
Leaving Norwich, you roll along the White River and then cross over the hills to the Quechee Gorge. Enjoy the breathtaking view of this channel and plunging falls forged into the rock by glaciers and the Ottauquechee River. Stop for lunch at the famous Simon Pearce restaurant. Don’t miss the glass blowing demonstration, and shop for fine glass in this historic mill building — powered by the action of the nearby river. From there, cycle past the Taftsville wooden covered bridge into the historic village of Woodstock.
DAY 5 - Silver Lake
Distance: 20 or 27 miles | Terrain: Intermediate | Hotel: On The River Inn
Ride out of Woodstock through Prosper Valley to Barnard. Cycle past the Billings Farm and Museum and over the Appalachian Trail ( the iconic hiking trail that leads from Georgia to Maine). Then climb through scenic farms and descend to Silver Lake. Ride the ridge out North Road, with views of the Green Mountains. Drop into the White River Valley and back to Barnard. Have lunch at the Barnard General store and head back on the long descent to Woodstock.
DAY 6 - Departure Day
Distance: 12 or 20 miles | Terrain: Intermediate
Ride out of Woodstock to South Pomfret and visit another great New England general store (Teago). From there, you have two optional out-and-backs through the countryside and a gentle 5-mile ride back to the inn for showers and farewells.
DAY 1 - Arrival Day
Distance 15 miles | Terrain: Easier | Hotel: The Lyme Inn
Meet your leaders and the group at The Lyme inn, in Lyme, New Hampshire, at 2 p.m. on Sunday. Take a short shakeout ride along the Connecticut River. You’ll get familiar with the slower pace and gorgeous views along the local back roads.
DAY 2 - Connecticut River Valley
Distance: 32 or 40 miles | Terrain: Easier | Hotel: The Lyme Inn
The second day of riding features a loop up the Connecticut River Valley and back along lovely lakes and rivers on the Vermont side. Roll through farms and fields to Piermont, New Hampshire, where we cross the Connecticut and stop at the iconic Farm-Way store. Continue along Lake Morey and enjoy a picnic lunch. Cross back over the Connecticut River, with an optional loop around Lake Fairlee.
DAY 3 - Lake Fairlee
Distance: 29 miles | Terrain: Easier to Intermediate | Hotel: The Norwich Inn
Ride back into Vermont and out to Lake Fairlee, a beautiful rural lake dotted with cottages and camps. Listen for loons as you start cycling south along the lake and see if you catch sight of glider planes landing nearby. A ride through historic Thetford Center brings you back toward Norwich, just across the Connecticut River from Hanover, New Hampshire — home of Dartmouth College.
DAY 4 - Wooden Covered Bridges & Glass Blowing
Distance: 30 miles | Terrain: Easier to Intermediate | Hotel: On The River Inn
Leaving Norwich, you roll along the White River and then cross over the hills to the Quechee Gorge. Enjoy the breathtaking view of this channel and plunging falls forged into the rock by glaciers and the Ottauquechee River. Stop for lunch at the famous Simon Pearce restaurant. Don’t miss the glass blowing demonstration, and shop for fine glass in this historic mill building — powered by the action of the nearby river. From there, cycle past the Taftsville wooden covered bridge into the historic village of Woodstock.
DAY 5 - Silver Lake
Distance: 20 or 27 miles | Terrain: Intermediate | Hotel: On The River Inn
Ride out of Woodstock through Prosper Valley to Barnard. Cycle past the Billings Farm and Museum and over the Appalachian Trail ( the iconic hiking trail that leads from Georgia to Maine). Then climb through scenic farms and descend to Silver Lake. Ride the ridge out North Road, with views of the Green Mountains. Drop into the White River Valley and back to Barnard. Have lunch at the Barnard General store and head back on the long descent to Woodstock.
DAY 6 - Departure Day
Distance: 12 or 20 miles | Terrain: Intermediate
Ride out of Woodstock to South Pomfret and visit another great New England general store (Teago). From there, you have two optional out-and-backs through the countryside and a gentle 5-mile ride back to the inn for showers and farewells.
DAY 1 - Arrival Day
Distance 15 miles | Terrain: Easier | Hotel: The Lyme Inn
Meet your leaders and the group at The Lyme inn, in Lyme, New Hampshire, at 2 p.m. on Sunday. Take a short shakeout ride along the Connecticut River. You’ll get familiar with the slower pace and gorgeous views along the local back roads.
DAY 2 - Connecticut River Valley
Distance: 32 or 40 miles | Terrain: Easier | Hotel: The Lyme Inn
The second day of riding features a loop up the Connecticut River Valley and back along lovely lakes and rivers on the Vermont side. Roll through farms and fields to Piermont, New Hampshire, where we cross the Connecticut and stop at the iconic Farm-Way store. Continue along Lake Morey and enjoy a picnic lunch. Cross back over the Connecticut River, with an optional loop around Lake Fairlee.
DAY 3 - Lake Fairlee
Distance: 29 miles | Terrain: Easier to Intermediate | Hotel: The Norwich Inn
Ride back into Vermont and out to Lake Fairlee, a beautiful rural lake dotted with cottages and camps. Listen for loons as you start cycling south along the lake and see if you catch sight of glider planes landing nearby. A ride through historic Thetford Center brings you back toward Norwich, just across the Connecticut River from Hanover, New Hampshire — home of Dartmouth College.
DAY 4 - Wooden Covered Bridges & Glass Blowing
Distance: 30 miles | Terrain: Easier to Intermediate | Hotel: On The River Inn
Leaving Norwich, you roll along the White River and then cross over the hills to the Quechee Gorge. Enjoy the breathtaking view of this channel and plunging falls forged into the rock by glaciers and the Ottauquechee River. Stop for lunch at the famous Simon Pearce restaurant. Don’t miss the glass blowing demonstration, and shop for fine glass in this historic mill building — powered by the action of the nearby river. From there, cycle past the Taftsville wooden covered bridge into the historic village of Woodstock.
DAY 5 - Silver Lake
Distance: 20 or 27 miles | Terrain: Intermediate | Hotel: On The River Inn
Ride out of Woodstock through Prosper Valley to Barnard. Cycle past the Billings Farm and Museum and over the Appalachian Trail ( the iconic hiking trail that leads from Georgia to Maine). Then climb through scenic farms and descend to Silver Lake. Ride the ridge out North Road, with views of the Green Mountains. Drop into the White River Valley and back to Barnard. Have lunch at the Barnard General store and head back on the long descent to Woodstock.
DAY 6 - Departure Day
Distance: 12 or 20 miles | Terrain: Intermediate
Ride out of Woodstock to South Pomfret and visit another great New England general store (Teago). From there, you have two optional out-and-backs through the countryside and a gentle 5-mile ride back to the inn for showers and farewells.
DAY 1 - Arrival Day
Distance 15 miles | Terrain: Easier | Hotel: The Lyme Inn
Meet your leaders and the group at The Lyme inn, in Lyme, New Hampshire, at 2 p.m. on Sunday. Take a short shakeout ride along the Connecticut River. You’ll get familiar with the slower pace and gorgeous views along the local back roads.
DAY 2 - Connecticut River Valley
Distance: 32 or 40 miles | Terrain: Easier | Hotel: The Lyme Inn
The second day of riding features a loop up the Connecticut River Valley and back along lovely lakes and rivers on the Vermont side. Roll through farms and fields to Piermont, New Hampshire, where we cross the Connecticut and stop at the iconic Farm-Way store. Continue along Lake Morey and enjoy a picnic lunch. Cross back over the Connecticut River, with an optional loop around Lake Fairlee.
DAY 3 - Lake Fairlee
Distance: 29 miles | Terrain: Easier to Intermediate | Hotel: The Norwich Inn
Ride back into Vermont and out to Lake Fairlee, a beautiful rural lake dotted with cottages and camps. Listen for loons as you start cycling south along the lake and see if you catch sight of glider planes landing nearby. A ride through historic Thetford Center brings you back toward Norwich, just across the Connecticut River from Hanover, New Hampshire — home of Dartmouth College.
DAY 4 - Wooden Covered Bridges & Glass Blowing
Distance: 30 miles | Terrain: Easier to Intermediate | Hotel: On The River Inn
Leaving Norwich, you roll along the White River and then cross over the hills to the Quechee Gorge. Enjoy the breathtaking view of this channel and plunging falls forged into the rock by glaciers and the Ottauquechee River. Stop for lunch at the famous Simon Pearce restaurant. Don’t miss the glass blowing demonstration, and shop for fine glass in this historic mill building — powered by the action of the nearby river. From there, cycle past the Taftsville wooden covered bridge into the historic village of Woodstock.
DAY 5 - Silver Lake
Distance: 20 or 27 miles | Terrain: Intermediate | Hotel: On The River Inn
Ride out of Woodstock through Prosper Valley to Barnard. Cycle past the Billings Farm and Museum and over the Appalachian Trail ( the iconic hiking trail that leads from Georgia to Maine). Then climb through scenic farms and descend to Silver Lake. Ride the ridge out North Road, with views of the Green Mountains. Drop into the White River Valley and back to Barnard. Have lunch at the Barnard General store and head back on the long descent to Woodstock.
DAY 6 - Departure Day
Distance: 12 or 20 miles | Terrain: Intermediate
Ride out of Woodstock to South Pomfret and visit another great New England general store (Teago). From there, you have two optional out-and-backs through the countryside and a gentle 5-mile ride back to the inn for showers and farewells.

Map

Woodstock upper valley map

Dates & Pricing

Prices are based on double occupancy. Single supplement for private room is listed at the top of this page. A deposit of $500 holds your reservation for most tours. For weekend tours, the deposit is $300.

Start End Cost Availability
Jun 27, 2021 Jul 02, 2021 $2695.00 Available! Reserve Reserve
Jul 25, 2021 Jul 30, 2021 $2695.00 Available! Reserve Reserve
Aug 22, 2021 Aug 27, 2021 $2695.00 Available! Reserve Reserve
Sep 26, 2021 Oct 01, 2021 $2695.00 Available! Reserve Reserve

What’s Included

5 nights’ lodging, 4 dinners (one night on your own), 5 breakfasts, 3 lunches, bicycle and helmet, expert leaders, van support, detailed notes and directions. Airfare is not included.

Dates & Pricing

Prices are based on double occupancy. Single supplement for private room is listed at the top of this page. A deposit of $500 holds your reservation for most tours. For weekend tours, the deposit is $300.

Start: Jun 27, 2021
End: Jul 02, 2021
Cost: $2695.00
Availability: Available!
Reserve
Start: Jul 25, 2021
End: Jul 30, 2021
Cost: $2695.00
Availability: Available!
Reserve
Start: Aug 22, 2021
End: Aug 27, 2021
Cost: $2695.00
Availability: Available!
Reserve
Start: Sep 26, 2021
End: Oct 01, 2021
Cost: $2695.00
Availability: Available!
Reserve

What’s Included

5 nights’ lodging, 4 dinners (one night on your own), 5 breakfasts, 3 lunches, bicycle and helmet, expert leaders, van support, detailed notes and directions. Airfare is not included.

Inns

Where you stay along the way.

The Lyme Inn
The Lyme Inn has been welcoming travelers for over 200 years. In the 1800s those traveling via stagecoach between Boston and Montreal along the old Boston Turnpike would stop for a night or two. Nestled at the heart of Lyme, New Hampshire, the Lyme Inn continues in its spirit of historic elegance with just the right mix of contemporary luxury. Individually decorated rooms and suites entice you with their charm. An atmosphere of sincere warmth and hospitality make you want to return time and time again.
Norwich Inn
This historic Victorian inn was established in 1797. It welcomes you with cozy rooms and the full services you’d expect of a larger hotel. Relax on the classic front porch or stroll the hamlet of Norwich.
On The River Inn
On the River Inn is pure Vermont! Experience the best of Woodstock. Stay in super comfy rooms with beautiful views. Have a country breakfast in their farmhouse kitchen. Enjoy all day complimentary coffee, tea and cookies, indoor pool & sauna.

Inns

Where you stay along the way.

The Lyme Inn
The Lyme Inn has been welcoming travelers for over 200 years. In the 1800s those traveling via stagecoach between Boston and Montreal along the old Boston Turnpike would stop for a night or two. Nestled at the heart of Lyme, New Hampshire, the Lyme Inn continues in its spirit of historic elegance with just the right mix of contemporary luxury. Individually decorated rooms and suites entice you with their charm. An atmosphere of sincere warmth and hospitality make you want to return time and time again.
Norwich Inn
This historic Victorian inn was established in 1797. It welcomes you with cozy rooms and the full services you’d expect of a larger hotel. Relax on the classic front porch or stroll the hamlet of Norwich.
On The River Inn
On the River Inn is pure Vermont! Experience the best of Woodstock. Stay in super comfy rooms with beautiful views. Have a country breakfast in their farmhouse kitchen. Enjoy all day complimentary coffee, tea and cookies, indoor pool & sauna.

Inns

Where you stay along the way.

The Lyme Inn
The Lyme Inn has been welcoming travelers for over 200 years. In the 1800s those traveling via stagecoach between Boston and Montreal along the old Boston Turnpike would stop for a night or two. Nestled at the heart of Lyme, New Hampshire, the Lyme Inn continues in its spirit of historic elegance with just the right mix of contemporary luxury. Individually decorated rooms and suites entice you with their charm. An atmosphere of sincere warmth and hospitality make you want to return time and time again.
Norwich Inn
This historic Victorian inn was established in 1797. It welcomes you with cozy rooms and the full services you’d expect of a larger hotel. Relax on the classic front porch or stroll the hamlet of Norwich.
On The River Inn
On the River Inn is pure Vermont! Experience the best of Woodstock. Stay in super comfy rooms with beautiful views. Have a country breakfast in their farmhouse kitchen. Enjoy all day complimentary coffee, tea and cookies, indoor pool & sauna.

Inns

Where you stay along the way.

The Lyme Inn
The Lyme Inn has been welcoming travelers for over 200 years. In the 1800s those traveling via stagecoach between Boston and Montreal along the old Boston Turnpike would stop for a night or two. Nestled at the heart of Lyme, New Hampshire, the Lyme Inn continues in its spirit of historic elegance with just the right mix of contemporary luxury. Individually decorated rooms and suites entice you with their charm. An atmosphere of sincere warmth and hospitality make you want to return time and time again.
Norwich Inn
This historic Victorian inn was established in 1797. It welcomes you with cozy rooms and the full services you’d expect of a larger hotel. Relax on the classic front porch or stroll the hamlet of Norwich.
On The River Inn
On the River Inn is pure Vermont! Experience the best of Woodstock. Stay in super comfy rooms with beautiful views. Have a country breakfast in their farmhouse kitchen. Enjoy all day complimentary coffee, tea and cookies, indoor pool & sauna.

Inns

Where you stay along the way.

The Lyme Inn
The Lyme Inn has been welcoming travelers for over 200 years. In the 1800s those traveling via stagecoach between Boston and Montreal along the old Boston Turnpike would stop for a night or two. Nestled at the heart of Lyme, New Hampshire, the Lyme Inn continues in its spirit of historic elegance with just the right mix of contemporary luxury. Individually decorated rooms and suites entice you with their charm. An atmosphere of sincere warmth and hospitality make you want to return time and time again.
Norwich Inn
This historic Victorian inn was established in 1797. It welcomes you with cozy rooms and the full services you’d expect of a larger hotel. Relax on the classic front porch or stroll the hamlet of Norwich.
On The River Inn
On the River Inn is pure Vermont! Experience the best of Woodstock. Stay in super comfy rooms with beautiful views. Have a country breakfast in their farmhouse kitchen. Enjoy all day complimentary coffee, tea and cookies, indoor pool & sauna.

Guests say …

Quotes from guests about this tour:


"The guides were awesome!! Experienced and fun."  
 
Myriam V.

"Good variety on the routes, both terrain and lunch stops!"

John and Susan M.

Gallery

Images from this tour. Click each to see it larger.

Taftsville covered bridge Biker near house Upper Valley Fall colors near Woodstock Covered bridge with guests Cows by the road Riding Upper Valley