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October Events

Leaves, leis, and libations.

Purchase your ticket online and start your fall planning.

Schedule and Rates
Purchase Packages

1

Wine Fest – October 7th

In addition to winery tours and a large silent auction, you can sample more than 200 foreign and domestic wines. Decisions, decisions… Purchase a package for 2 or for 4 at a discounted price!

2

Oktoberfest – October 14th & 15th

Hot spiced wine. Cold beer. Plus live polka and German music, dancers and plenty of German-style flavor and food. Experience it once, and you’ll return every year for this stein-raising island event. Purchase a package for 2 or for 4 at a discounted price!

3

Wake Party — October 21

The end of summer is definitely a time of mourning. But we grieve a little differently on an island—with live music and drinks at Roundhouse Bar.

4

Halloween at the Bay – October 28th & 29th

More like Put-in-BOO! With hundreds of people flooding the streets, fully decorated taverns, costume contests and more, this is easily one of the island’s most infamous weekends of the year.

5

Whiskey Light Turn Off Celebration - October 29

It’s lights out for the season—literally. Join visitors and islanders for this day-long event at the Roundhouse and celebrate with live music, drinks, and a ceremonial flick of the switch.

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