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Ashland, Ashland, OR
SightseeingLocal GemDate NightFree

Ashland

110 E. Main Street · Ashland, OR

Why you should go…

The Ashland Chamber of Commerce is the official tourism marketing organization for Ashland, Oregon, home to the Oregon Shakespeare Festival and Southern Oregon University. Its Travel Ashland visitor guide offers sample itineraries, an events calendar, mileage charts and maps covering lodging, dining, wine and culture. The chamber also publishes an Ashland map guide for hiking and biking the Ashland Watershed and Lithia Park.

  • #theatre
  • #hiking
  • #wine
  • #shopping
  • #free

Good to know

General sightseeing guidance

Habits that pay off across this whole category, not rules for this one venue. Always check the official site for the specifics.

  • The forecast is part of the ticket

    Haze, low cloud, and rain flatten a view. Clear-day visits are worth rearranging your plans for.

  • Golden hour sells out first

    Sunset slots at observation decks and cruises are the first to go, so book those further ahead.

  • Dress a layer warmer

    It is always breezier up high and out on the water than it feels at street level.

  • Timed entry is common

    Plenty of landmarks release tickets in windows rather than at the door, so check before you walk over.

What's around here?

The closest stops to Ashland, ordered by straight-line distance. A few more like it, plus some different kinds of fun so you can build a full day.

  • Sightseeing
    Free Entry

    Ashland Chamber of Commerce & Travel Ashland

    Free

    Ashland's Chamber-run visitor office on East Main Street, with the free Ashland Map Guide, trail maps and Oregon Shakespeare Festival trip-planning help.

    Right next doorMore like this

  • Theatre & Events
    Iconic

    Oregon Shakespeare Festival

    $25–$50

    Repertory theatre festival in Ashland, Oregon staging classic and contemporary plays across three stages each season.

    Right next doorSwitch it up: Theatre & Events

  • Eat & Drink
    Date Night

    Belle Fiore Winery

    Under $25

    Estate winery near Ashland offering wine tastings, a wine bar, vineyard tours and fine dining.

    Right next doorSwitch it up: Eat & Drink

  • Stay
    Historic

    The Winchester Inn

    $50+

    Victorian boutique inn from 1886 in downtown Ashland, two blocks from the Oregon Shakespeare Festival, with gardens and the on-site Alchemy Restaurant and Bar.

    Right next doorSwitch it up: Stay

  • Sightseeing
    Outdoor Adventure

    Southern Oregon

    Free

    Regional visitor guide covering the Rogue Valley, Klamath Basin, Umpqua Valley and Oregon Outback.

    5.0 mi awayMore like this

  • Sightseeing
    Local Gem

    Medford

    Free

    Tourism office for Medford and the Rogue Valley, home to wine country and the Rogue River.

    15 mi awayMore like this