The Best Hotels with Room Service in Stockbridge, MA from $179 in 2026

A nighttime view of a residential area with houses adorned with holiday lights.

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Our top choices for Stockbridge hotels with room service

1. Hotel On North

Pittsfield

Drew

$160 nightly

$179 total

Oct 18 - Oct 19

Total with taxes and fees

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Top Stockbridge Hotel Reviews

The Red Lion Inn

8/10 Good

"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally turned off hallway light which helped. ) Common areas and halls need some brightening up with fresh, lighter paint--seemed dingy. Was terribly frustrating trying to make the Nespresso machine work. We do not own one and there were NO INSTRUCTIONS. You should assume people do not know how to operate any appliances like that and should have a card with directions. We gave up and went to the Tavern where we had lovely coffee and breakfast. Also had a great dinner in Tavern after our arrival. The patch burrata salad was superb. As was our waitress."

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