McMenamins Kennedy School

"Housed in a converted elementary school dating back to 1915, this sprawling hotel complex has long drawn out-of-towners and local Portlanders alike with its bars, restaurants, miniature movie theater, and even a heated soaking pool that’s open to the public for a small fee. While these amenities—along with the hotel’s sprawling school grounds and proximity to the popularAlbertaArts District—are enough to make it one of the most attractive spots to stay in town, its real cred shines through in the 57 guest rooms, many of which are actually converted classrooms (and still have some of the original scholastic features, such as chalkboards, integrated into the room design). Don't leave without sampling some of the McMenamins signature brews in the Boiler Room Bar, housed in what was once the school’s boiler room."

14 Best Hotels in Portland, OR

"It might seem counterintuitive to spend your vacation holed up in, well, a school, but this historic treasure is no ordinary institution of learning; rather, it’s an abandoned WWI-era elementary school saved from certain death by the McMenamin brothers, the region’s quirkiest development duo. The classrooms have comfy queen beds and private bathrooms as well as full-sized chalkboards; the auditorium is lined with sofas and overstuffed chairs (perfect for curling up in and watching family-friendly flicks with popcorn, pizza, and pints); the teachers' lounge is now a saltwater soaking pool; and the detention room is strictly for socializing and sipping hooch. In other words: the school of our dreams." - Jen Stevenson

McMenamins Kennedy School

"What's the story here?It might seem counterintuitive to spend your vacation holed up in, well, a school, but this historic treasure is no ordinary institution of learning; rather, it’s an abandoned WWI-era elementary school saved from certain death by the McMenamin brothers, the region’s quirkiest development duo. The classrooms have comfy queen beds and private bathrooms as well as full-sized chalkboards, the auditorium is lined with sofas and overstuffed chairs (perfect for curling up in and watching family-friendly flicks with popcorn, pizza, and pints), the teachers' lounge is now a saltwater soaking pool, and the detention room is strictly for socializing and sipping hooch. In other words: the school of our dreams. What’s the crowd like?Families, relaxed older couples, Cosmic Tripsters (AKA McMenamins Passport holders) And how are the rooms?Remember your first-grade classroom, with its big vintage windows, dusty chalkboards, and coat closet? That’s what you’re sleeping in when you book the School Wing, but instead of too-small chairs, there are comfortable beds, zany wall murals, and private bathrooms. The hotel quiets down once the local restaurant-goers clear out in the evening, leaving the halls largely deserted except for the occasional robe-clad guest returning from the soaking pool. For the quietest stay—sans the historic charms and chalkboards—request one of the 22 rooms in the newer English Wing. What about the in-room amenities?Amenities are basic; there’s no television or minibar, but Wi-Fi is free and reasonably fast. What's the food and drink scene like?The hotel serves three meals a day and has a half-dozen bars (at some point, drink a Botanical Mule in the Boiler Room), so if all you’re in the market for is simple, unfussy pub grub and decent booze in an entertaining environment, you needn’t leave campus. For pickier palates, the surrounding streets are rife with top restaurants; for casual, family-friendly eats, head down artsy-cool Alberta Street to Pine State Biscuits for gravy-drenched biscuit sandwiches the size of a softball, Bollywood Theater for Indian street-food favorites, or Proud Mary, a hip Australian import with a true connoisseur-grade coffee selection and Instagram-breaking ricotta hotcake. Anything stand out about other services and features?Especially tempting for guests in staycation mode, the heated year-round saltwater soaking pool in the hotel’s private outdoor garden courtyard (formerly the teachers' lounge) is open all day; although the public is invited until 8pm, later in the evening it might just be all yours. Over in the auditorium-turned–second-run movie theater, cozy old sofas and armchairs are lined up in place of squeaky stadium seats; after you order at the bar, your burger and beer will be delivered right to your seat. Best of all? Admission Is free for guests (but even if it wasn’t, flicks cost only $4 for the public, and half that for kids). What's the bottom line?With a soaking pool, movie theater, and onsite brewery, this converted elementary school is the educational experience of our dreams." - Jen Stevenson

Where to Eat and Party on Halloween 2018 in Portland

"On Saturday, October 27, McMenamins’ hotel, venue, and bar housed in vintage elementary school starts the day off with a 5k Halloween run at the mercifully late time of 11 a.m. Registration for the run is $30, which includes an ale and a “keepsake item.” At 7 p.m. My Siamese Twin is playing a free concert, and the venue is throwing a costume party in The Gymnasium, with plenty of food and drink options from the bar." - Alex Frane