Massachusetts, USA
Basic motels or small inns offer economic stays without many extras.
Chain hotels and larger inns with comfortable amenities, often including breakfast.
High-end resorts and historic inns with premium amenities, fine dining, and spas.
Historic country inns, B&Bs, and guesthouses for a personalized experience.
Cottages, cabins, and homes ideal for families, groups, or longer visits.
Organized homestay and community-based tourism choices are limited.
State parks and private campgrounds for a rustic and economic outdoor experience.
Consider specific towns for different ambiences and attractions.
Each town in the Berkshires has its own character, shaping the experience you will have.
All areas in the Berkshires are generally safe for tourists. Pittsfield, as a larger city, has a higher incidence of minor urban crime (e.g., petty theft) than smaller towns. No significant safety concerns exist for visitors. Standard travel precautions apply.
Rural areas and smaller towns are generally quiet, especially at night. Downtown areas of Great Barrington, Williamstown, or Pittsfield can have moderate urban noise, specifically on weekends or during events. For absolute quiet, choose accommodations slightly outside town centers.
Clever booking practices secure preferred accommodation at a good price.
Ideal for Tanglewood, Norman Rockwell Museum, Chesterwood, and The Mount.
Ideal for The Clark Art Institute, Mass MoCA, and Mount Greylock.
A good central base for exploring the entire region. It serves as the BRTA bus hub and has an Amtrak station.
Here are some top choices across various categories, a starting point for your search.
Reliable chain hotels and rustic campgrounds offer economic stays.
Charming B&Bs and historic inns for pleasant visits.
Indulgent experiences at high-end resorts and historic mansions.
Historic country inns and charming guesthouses for distinct experiences.
Spacious and private, with kitchen convenience. Popular choice for families.
Amenities like pools keep children happy. Holiday Inn Express & Suites Great Barrington is an example.
Some luxury resorts, like Canyon Ranch, have activities appealing to older children.
Outdoor fun and budget-friendly for families, especially in warmer months.
Offer a chance for social interaction with hosts and other guests.
Provide a comfortable base for solo exploration, often with a friendly atmosphere.
Ideal for longer visits, with kitchens, laundry, and more living space.
These spaces allow for a more immersed experience, like a home away from home.
Featured in Norman Rockwell paintings, this inn has operated for over 250 years, showing traditional elegance.
A grand Gilded Age estate, Blantyre gives a glimpse into the region's opulent past with unparalleled luxury and service.
Budget-friendly, close to nature, and quiet. Limited amenities, seasonal, weather dependent. Good for outdoor fans.
Economic, often has basic breakfast. Fewer amenities, can be on main roads. Good for short stays, practical base.
Charming, personalized service, local feel. Can be pricey, strict policies. Good for couples, cultural immersion.
