wandering...
top of page
Hotel on North

Hotel on North

Pittsfield, Massachusetts

Best For

  • Central base for seeing the whole county

  • Value on Tanglewood weekends

  • Winter ski trips to Bousquet or Jiminy Peak

Location Highlights

  • Walk to downtown Pittsfield restaurants and the Colonial Theatre

  • About 15 minutes by car to Tanglewood and Lenox

  • About 10 minutes to Hancock Shaker Village

Photos courtesy of the hotel.

Rates & Booking Options

Request a Custom Quote
& Free Trip Planning

Let me take care of everything - from finding the best available rate to securing VIP perks and personalized recommendations at no extra cost.

Book With Perks on Your Own,

Prefer to book yourself? My booking portal shows live rates, and you still get my VIP perks where the hotel offers them.

Hotel on North

Pittsfield, Massachusetts

A stylish, central boutique hotel that's often better value than Lenox in summer.

You want a central, stylish base without Lenox prices

You want a resort, a pool or a village setting

A 45-room boutique hotel in two restored historic buildings on Pittsfield's main street, with exposed brick, original details and a cocktail bar inside a vintage birdcage elevator. Every room is laid out a little differently.


I recommend it for travelers who want a central base between the north and south Berkshires, or a better rate on busy summer weekends. The trade-off: Pittsfield is a working small city rather than a pretty village, and you'll drive to most sights.

Hotel on North
Hotel on North

Key Amenities & Experiences

  • Restored historic building with individually designed rooms

  • Cocktails in the birdcage elevator bar

  • Pet-friendly rooms

  • Tanglewood and ski packages

Book smarter, travel better.

When you book a hotel through me as your travel advisor, you could receive possible perks like:

​

  • Room upgrades (based on availability)

  • Early check-in or late check-out

  • Daily breakfast for two

  • Resort, spa, or dining credits

  • A welcome amenity on arrival

​

Exact perks vary by hotel and are never guaranteed, but as your advisor, I work to secure extra value wherever possible, at no additional cost to you.

Plan Your Stay

Want me to plan your stay here? Fill out my quick intake form and put this hotel's name and your dates in the notes. I'll come back with rates and the perks you'd get, with no planning fee.

bottom of page