United and other airlines offer connecting flights from BWI Marshall to Bend, Ore., with late-October fares currently starting at $420.
Alpenglow Vacation Rentals
1712 N.E. Sonya Court
Rent one of 19 vacation properties, from one-bedroom units that sleep four for $125 a night ($800 weekly) to a five-bedroom house that sleeps 10 for $375 a night ($2,550 weekly). Owner Victoria Smith is a great resource for finding the best climbing, hiking, biking, drinking and dining in Bend.
10 N.W. Minnesota Ave.
Eco-friendly boutique hotel in the historic downtown. Large suites start at around $180.
901 S.W. Simpson Ave.
Main brewery sits just outside downtown and offers free tours with four complimentary four-ounce beer tastings.
Deschutes Brewery and Public House
1044 N.W. Bond St.
In the heart of downtown, offering most of Deschutes’ beer along with exclusive “Brewer’s Creation” drafts and good pub food. Pizzas and entrees start at $11.
37 N.W. Lake Place
Tours run from 11 a.m. to 6 p.m. Monday through Saturday (also Sundays from June 1 through Labor Day).
Crux Fermentation Project
50 S.W. Division St.
Besides some of the best beer in Bend, serves beer-inspired sandwiches, wraps, soups, salads and starters. Entrees start at $9.
635 N.W. 14th St.
Smart takes on the traditional wrap, using homemade BBQ, fresh seafood and top-shelf meats, along with burritos, tacos and quesadillas from $6.50.
70 S.W. Century Drive
The 14-person Cycle Pub visits three to four breweries over two hours for $300 (minimum 10 guests), while the six-person bike takes a 90-minute tour of three for $120 (minimum four cyclists).
255 S.W. Century Drive, #201
Offers a wide variety of tours and shuttles. The signature Bend Bike and Brew tour includes three days of riding, private beer tastings at Bend breweries, two nights’ in-town accommodation, all meals, bike rentals and transportation for $625.
Offers a wide variety of tours in the Bend region, including snowshoeing and brewery tours, kayaking and caving. The half-day Bend Brew Bus will pick you up and take you to four Bend breweries for $45.