Chesterfield Massachusetts

The Town of Chesterfield is a rural recreational hill town located between Northampton and Pittsfield. The town was laid out in 1739 and sites were granted to King Philip's and King William's war veterans in 1740. The town center was established after the Revolution with well preserved Federal Period houses along Main Road and landmarks of civic buildings in a later Greek Revival style.

Chesterfield is located only 12 miles from Smith College in Northampton, and within a reasonable driving distance (30 min.) from Amherst, Deerfield and the Berkshires of Western Massachusetts.


Check Availability

Select an Arrival Date:

Length of Stay:

Bed & Breakfast Inns Located in Chesterfield

Inn Nature B and B and Yoga
261 South  Street, Chesterfield, MA 01012
Tel: 413-296-9201
E-mail: Sarah@innnature.com

Experience Off -The-Grid living! Built into a hillside on 12 acres of woodland and meadow, this earth-sheltered, solar-powered green home offers a peaceful place to rest and rejuvenate during your visit.  The two guest rooms share a bath across the hall. Breakfasts are cooked to order with special diets accomodated. Rates: $85 per room per night, $75 per night for stays of two or more nights. Two night minimum stay on holiday weekends and during May and October. Guest Policies: A,B,D,E,F,G

Swallow Hill Bed and Breakfast
178 Bryant Street, PO Box 553
Chesterfield, MA 01012
Tel: 413-296-8058
Email: swallowhillbandb@gmail.com

Swallow Hill commands expansive views towards the Berkshire Hills where swallows swoop in summer. Two queen-sized bedrooms, one childʼs room. Delicious breakfasts emphasize local organic produce. Special diets are accommodated with advance notice. Enjoy the wood stove in winter or the front porch in summer, the gentle peace and the feeling of home. Rates: $70 - $95. Guest Policies: A, C, E, F, G.

The Seven Hearths Bed & Breakfast
412 Main Road, Route 143, Chesterfield, MA 01012
Tel: 413-296-4312  866-296-4312Fax: 413-296-4356
Email: stay@sevenhearths.com

Fireplaces!  Hot Tub!  A warm welcome awaits you at our 1891 Dutch Gambrel, located in the town center just 18 minutes from Northampton. Three fireplaced rooms with private baths.  Full upscale multi-course breakfasts; dietary needs accommodated with advance notice.  Two-night minimum required most weekends.  Innkeepers since 1990. Rates: $90 - $120. Guest Policies: A, C, E, F

Five College Area Bed & Breakfast Association
Copyright 2003: All Rights Reserved

Contact the Five College Area B&B Association
Website Hosting, Management & Design by
Rileyinteractive