Dating in Keene
In shortKeene is a friendly college town in the southwest corner of the state, with a classic Main Street. The Monadnock region around it is full of trails, lakes and small villages. Outdoor dates come naturally here.
A first date idea
Mount Monadnock by the White Dot Trail
Start at the Monadnock State Park headquarters in Jaffrey. The White Dot Trail is about two miles and takes around two hours up, and on a clear day you can see to Boston and Mount Washington. There is a park entrance fee.
Source: New England Today: Hiking Mount Monadnock, checked 9 November 2026
Climb Mount Monadnock for a view to Boston
For more ideas, read choosing a New Hampshire hike for a date or dating on the Seacoast.