Where pickups start. Bend requests most often begin in Downtown Bend, Old Mill District, Westside and NorthWest Crossing. Give the dispatcher a street address or a named lot entrance, not just the neighborhood—drive time, staging, and the vehicle's approach all depend on the exact curb.
Where groups go. Destinations named for Bend include Les Schwab Amphitheater, Old Mill District, Deschutes Brewery, Bend Brewing Company and 10 Barrel Brewing. Each has its own loading rules; ask the venue where a bus or limo can wait, and agree on a meeting corner in case the curb is blocked when the group comes out.
Dates that fill first. Local calendars around Bend Brewfest, Bend Summer Festival, Fourth of July Pet Parade and Pole Pedal Paddle concentrate demand on a handful of weekends. Those dates are worth quoting early; confirm the current schedule with the organizer, since this list is not a live calendar.
Itineraries groups ask about. Downtown Bend brewery crawl (Ale Trail); Old Mill District dining and shopping loop; Mt. Bachelor ski shuttle; RDM Airport to downtown Bend hotels. Share your version with every stop in order and an honest end time so the quote covers the whole block.
Airport groups. Bend trips connect to RDM. Provide flight numbers, terminal, bag counts, and one group contact; the driver meets at the commercial-vehicle zone, which is usually not the passenger curb.
Beyond Bend. Trips that continue into Albany, Beaverton, Corvallis or Eugene are quoted as one itinerary. The Oregon guide covers statewide staging and long-distance planning.