Webholidays on the hop continues this year to bring holiday cheer to downtown milwaukee. There will be live musical performances on the streetcar, free cookies and festive decor. 2 rides will feature the jl russell jazz trio, dec. 9 will have sarah fierek singing onboard and dec. 16 will welcome the milwaukee choristers on the. Webstart your holiday shopping today and give your loved ones the simple gifts of local goods this year, at winter wonderlands filled with holiday spirit and holly jolly festive finds! Webwith endearing decor, ornate ornaments, community care and more, these local taps serve up a heavy pour of christmas cheer that can make any grinch's heart (and liver) grow three times bigger. Webmilwaukee holiday lights festival’s 25th season. Pick up an ornament trail activity guide and enjoy discounts and promotions from nearby businesses along the way. Take a look at our newest line of exclusive pa free shipping on domestic orders over $100!! Web8 ideas for free holiday fun around milwaukee. Photo from milwaukeedowntown. com. “here comes santa claus, here comes santa claus, right down santa claus lane. He doesn’t care if you’re rich or poor he loves you just the same. ” no need to be “rich” to enjoy the holiday season in milwaukee. Oconomowoc german christmas market. Described as “europe meets wisconsin mixed with holiday merriment,” this annual market will feature a christmas village under a canopy of holiday lights with indoor and outdoor retail vendors and a fire pit. Webnaturally, the deer district transforms into cheer district during the holiday season. With perhaps the largest tree in the city and the milwaukee christkindlmarket, the area is the perfect location to grab a glass of mulled wine and feel festive.