Bend

Here's an ideal itinerary for 3 days in Bend, Oregon:

Day 1:

• Morning: Start your day with a round of golf at Tetherow Golf Club, one of the most scenic courses in Bend.
• Afternoon: Head to the Old Mill District for lunch at Anthony's at the Old Mill, which offers stunning views of the Deschutes River. After lunch, explore the shops and boutiques in the area.
• Evening: Visit some of Bend's famous breweries, such as Deschutes Brewery, Boneyard Beer, and Crux Fermentation Project. End the night with dinner at 900 Wall, a farm-to-table restaurant that serves delicious Pacific Northwest cuisine.

Day 2:

• Morning: Start your day with a hike at Smith Rock State Park, which offers breathtaking views of the Cascade Mountains.
• Afternoon: After your hike, head to the charming town of Sisters for lunch at The Open Door, a cozy cafe that serves delicious sandwiches and salads.
• Evening: Spend the evening exploring Bend's vibrant downtown area, which is home to a variety of restaurants, bars, and shops. Be sure to check out the Tower Theatre, which hosts a variety of live performances throughout the year.

Day 3:

• Morning: Start your day with a visit to the High Desert Museum, which offers a fascinating look at the history and culture of the region.
• Afternoon: After the museum, head to the Cascade Lakes Scenic Byway for a scenic drive and a picnic lunch.
• Evening: End your trip with a visit to the Bend Ale Trail, which features over 20 breweries in the area. Be sure to stop by Bend Brewing Company, which is the oldest brewery in Bend and offers a variety of delicious beers. For dinner, head to Spork, a popular restaurant that serves a fusion of Latin and Asian cuisine.

As for accommodations, I recommend staying at an Airbnb in the Old Mill District or downtown Bend, as these areas offer easy access to all of the activities and attractions in the area.