Woodstock borders the neighborhoods of Reed and Eastmoreland on the west, Creston-Kenilworth on the north, Mt.

Kelly, a Methodist minister, and his brothers migrated their families to the Oregon Territory, fleeing the Civil War and taking advantage of offers for free land.

In December 1852, at the age of 21, Archon Kelly (Clinton and Mary's third son) received 320 acres (1.3 km2) of wilderness on a plateau overlooking the underdeveloped area of land that now encompasses the Eastmoreland neighborhood and Reed College.

[5] In 1893, Havely built one of Woodstock's first houses, a Queen Anne style residence on Southeast 40th Avenue now designated as a historic landmark.

Notable businesses that have operated along Woodstock Boulevard include: Ate-Oh-Ate, Botanical Bakeshop, Bridge City Pizza, Cloud City Ice Cream, Delta Cafe, Dick's Primal Burger, outposts of Double Mountain Brewery and Heart Coffee Roasters, Lutz Tavern, Nudi Noodle Place, Otto's Sausage Kitchen, Portland Fish Market, and Viking Soul Food.

The food cart pod The Heist has hosted Bark City BBQ, Sammich, and Smaaken Waffle Sandwiches.