
Chesterfield
Dramatic 70-Foot Gorge and the Connecticut River
Part of the Keene area
Visit Keene guideAbout Chesterfield
Chesterfield spans across western New Hampshire's Monadnock region, with its 3,700 residents spread across rural roads and wooded properties. The town operates Chesterfield Elementary School while sending older students to schools in the Keene district, reflecting the area's mix of local governance and regional cooperation. Much of daily life centers around the town offices and elementary school, with many residents commuting to Keene or Brattleboro for work. The landscape consists largely of forested hills and open fields, with properties ranging from modest homes to larger rural lots. For outdoor recreation, residents enjoy the 488-acre Madame Sherri Forest, where hiking trails wind past the mysterious stone ruins of a 1920s castle built by Antoinette Sherri, an eccentric New York costume designer. The stone staircase and foundation remnants on Gulf Road make for an interesting destination, and the forest connects to other local trail systems. Cheshire County's western edge location puts residents within reach of both New Hampshire's interior and Vermont's Connecticut River valley communities. The rural setting attracts people looking for space and quiet while staying connected to larger towns for work and services.
Why Chesterfield?
- Lower housing costs compared to Keene while staying in same school district
- Rural setting with larger lot sizes and privacy
- Easy access to both Keene, NH and Brattleboro, VT for work and services
- Part of Keene School District (SAU 29) without city taxes
- Close to Vermont border for cross-state employment opportunities
Quick Facts
Weather in Chesterfield
Clear
Today
62 / 34
Fri
53 / 32
Sat
54 / 31
Map
Living in Chesterfield
What you need to know about making Chesterfield your home.
Major Employers
Schools & Education
Chesterfield is part of the Keene School District (SAU 29).
Cost of Living
Housing costs tend to be lower than in Keene proper, though property taxes vary by assessment (est.). The rural location offers more space for the money compared to nearby city centers.
Real Estate
$285,000 (est.) — reasonable for Cheshire County median home price
$18.50 per $1,000 (est.) — reasonable for NH property tax rate
No state income or sales tax in NH
View listings in ChesterfieldCommute Times
Parks & Public Spaces
Events near Chesterfield
Game Night
Learn to Play American Mahjong
Cousins in Conservation
Tig Notaro (18+ Event)
FOKPL Book Sale
Children's Storytime
Explore Chesterfield

Chesterfield Inn
NH Liquor & Wine Outlet
Howard's Leather Store Inc.
Riverside Hotel, an Ascend Collection Hotel
Irving Oil
J & J Discount
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