🥾 ActiveDay trip · from Boston, MA
Monadnock Summit & Peterborough Village
Mount Monadnock in southern New Hampshire is the most climbed mountain in North America — a solitary 3,165-foot quartzite peak with a treeless summit that provides 100-mile views in every direction. The classic White Dot Trail ascent pairs with a leisurely afternoon in Peterborough, the model for Thornton Wilder's Grover's Corners and one of New Hampshire's most authentically preserved mill towns.
Day 1 — Jaffrey, NH
Day 1 — Jaffrey, NH
Day 1 — Jaffrey, NH
🚗 3 hr 15 min driving📍 3 stops
🌅
Morning
🚗
Drive
Boston, MA → Monadnock State Park
1 hr 30 min
📍
Mount Monadnock — White Dot Trail
★ Reviews →The White Dot Trail ascends 1,800 feet in 2 miles to Monadnock's open quartzite summit — the mountain's isolated position in the southern New Hampshire monadnock region means the summit views are unobstructed in every direction, with Boston's skyline visible to the southeast on clear days. Emerson, Thoreau, and Mark Twain all climbed it; Thoreau's 1860 ascent diary still reads as a usable trail guide.
~2.5 hrs📍 See location
🍽️
Lunch
🚗
Drive
Monadnock State Park → Peterborough Diner
15 min
Peterborough Diner
★ Reviews →A 1950 Worcester Lunch Car diner that has operated continuously in its original stainless-steel and enamel body on Depot Street since installation. The menu has evolved but the physical form has not: counter seating, a griddle visible from every stool, and the particular New Hampshire diner vernacular of egg salad sandwiches and whoopie pies alongside the standard breakfast-all-day plates.
~1 hr📍 See location
Twelve Pine
★ Reviews →A Peterborough café and provisions shop in a converted historic building, serving fresh-baked sandwiches, local cheeses, and house-made soups for post-hike lunches. Stock up on New Hampshire provisions before the drive home.
~1 hr📍 See location
🌙
Evening
🚗
Drive
Peterborough, NH → Boston, MA
1 hr 30 min
← All Boston trips
More getaways from Boston
Blue Hills Summit & Harbor Islands Swim — Day trip🥾Acadia Gateway & Downeast Coast — Weekend🥾Presidential Peaks, Notch Passes & Appalachian Ridge — Long weekend🥾Salem's Dark History & Maritime Glory — Day trip🏛️Portsmouth's Colonial Port & Isles of Shoals — Weekend🏛️Portland ME: Culinary Capital, Victorian Port & Downeast Islands — Long weekend🏛️Rockport Lobster Boats & Gloucester Fisherman — Day trip🌿Martha's Vineyard: Island Villages & Gay Head Cliffs — Weekend🌿
© 2026 theweekendgetaways.com · All itineraries are original content. Terms
Plan your own escapeExplore more trips →