The Heart of New Hampshire

by Ciclismo Classico
Region
monadnock region
Duration
5 days
Guided Status
Guided
Difficulty
Intermediate
D-Score™
D1 - Beginner Friendly

Overview

This taste of The Monadnock Region of Southern NH is perfect if you love stunning landscapes, super quiet roads, and are curious to explore one of New England's most historically fascinating destinations. Join Ciclismo Founder Lauren Hefferon in her hometown and discover the rich history, pristine landscapes, and gorgeous backroads of the Monadnock Region that inspired her passion for bicycle travel. For four nights we stay in College town of Keene, the heart of the picture-perfect Monadnock region, known as NH’s cultural corner that is a perfect cycling base offering a variety of gorgeous loops for all cycling abilities and The National Trust for Historic Preservation has added Keene to its list of “America’s Dozen Distinctive Destinations,” calling it a “Currier & Ives landscape come to life.” Lauren has selected her favorite cycling loops from Keene that include a dive into the colonial and Native American past of North America. Each day you’ll experience mile after mile of gorgeous scenery and a glimpse into the connective tissue of our nation’s past. Pedal past and learn about the fascinating historic architecture, art galleries, covered bridges, abundant lakes, cool forests, zigzagging rivers, farmland galore, and daily views of the region’s jewel, Mount Monadnock, (Mountain That Stands Alone) the second most climbed mountain in the world. Known for its presence in the writings of Ralph Waldo Emerson and Henry David Thoreau, it is the most prominent mountain peak between the White Mountains of New Hampshire and the Massachusetts Berkshires. We are based for four nights in downtown Keene, a charming and eclectic mix of old-time shops, modern retailers, restaurants, and cool coffee shops. Recently Keene has added 15 stunning historical “Walldog” murals to its downtown landscape that beautifully depict the region’s historic resources and rich cultural heritage.

Daily Ride Schedule

Day 1: Swanzey

26 km 962 m

D1

Swanzey

Day 2: Surry-Walpole-Alstead

23 km 1306 m

D1

Surry-Walpole-Alstead

Day 3: Hancock & Harrisville

28 km 1946 m

D1

Hancock & Harrisville

Day 4: Poocham Vineyard & Connecticut River Valley Ride.

35 km 2726 m

D1

Poocham Vineyard & Connecticut River Valley Ride.

Day 5: Mount Monadnock Hike!

Mount Monadnock Hike!

Accommodation & Services

Accommodation

Hotel

What's Included

Catering services
Accommodation arrangements
Support vehicle following all rides

About the monadnock region

Read full regional guide