Weekend guide

48 hours in Middlebury, Vermont

A two-day route built from 4 independent listings on this hub — not a paid ranking.

  1. Saturday afternoon

    Settle in outdoors

    Start on the patio while the light is still good.

    Open Drop In Brewing →

    Microbrewery

    Drop In Brewing

    Middlebury, Vermont

    DogsPatioFood
  2. Saturday night

    Stay out for the room

    Live music nights make this the later stop.

    Open Otter Creek Brewing →

    Regional Brewery

    Otter Creek Brewing

    Middlebury, Vermont

    DogsKidsMusic
  3. Sunday midday

    Eat with the pour

    A calmer second-day stop before you head out.

    Open Dropin Brewing →

    Microbrewery

    Dropin Brewing

    Middlebury, Vermont

  4. Sunday evening

    One more round

    Close the weekend at a highly rated independent taproom.

    Open Woodchuck Cider →

    Microbrewery

    Woodchuck Cider

    Middlebury, Vermont

Planning FAQs for Middlebury

How should I spend 48 hours in Middlebury taprooms?

Start at Drop In Brewing, then Otter Creek Brewing, Dropin Brewing, Woodchuck Cider. The route uses 4 independent listings in Middlebury, Vermont.

What is the best dog-friendly taproom in Middlebury?

Drop In Brewing is a top dog-friendly taproom in Middlebury, with Otter Creek Brewing also welcoming pups. Look for the dog-friendly filter on this hub.

Which breweries in Middlebury have outdoor patios?

Drop In Brewing lists outdoor patio seating. Patio listings on Taprooms Near Me also cover fire-pit and heater nights.

Where are food trucks parked near Middlebury taprooms?

Drop In Brewing lists food trucks in Middlebury. Open those brewery pages for the current rotation.

All 4 taprooms in Middlebury →