United States / Oregon 

Oregon is known for its wine and food. Why not experience both at the same time? You can get just a simple glass of wine, try a flight, grab dinner or do the best of all worlds with a flight and food combination.

Deschutes is a fantastic craft brewery founded in Bend in 1988. Their brewery and tasting room offers one of the best brewery tours we’ve been on. The tasting room has a great selection or rare and hard-to-find Deschutes beers.

This Bend craft cidery offers up delicious, locally sourced ciders in its dog-friendly taproom. Try the blackberry cider; it’s one of our favorites!

This is a really cool spot which offers an exhaustive list of whiskeys as well as great food. The bartenders are true mixologists and whip up some wonderful cocktails. Make an online reservation for a seating.

This ice cream shop originated in Portland. It has since expanded to some other cities (like San Francisco), but the ice cream is wonderful. They have a rotating board of monthly flavors always using innovative and local ingredients, as well as regular list.

This is a small restaurant in Portland that offers a 6-course tasting menu for a reasonable price. They have 2 seatings a night, one at 6 and one at 8:30 in a restaurant that can fit 11 guests. It’s intimate, and the food is wonderful. Open Weds – Sat.

The second-deepest lake in North America lies in the crater of a dormant volcano. It boasts some of the most pristine water in the world. It’s also stunningly beautiful.

The Oregon Shakespeare Festival puts on some of the best theatrical productions in the world. People will vacation in Ashland to see the entire season catalog. Definitely worth a visit on your trip through Oregon.

Powell’s is the largest independent bookstore in the world and a Portland Institution. It’s huge – they’ll give you a map it’s that big. Let your inner bibliophile go wild.

This is a beautiful coastal park near Cannon Beach. Favorite walks are to Indian Beach and the Clatsop Loop Trail.

This place offers 11 beautiful acres of Japanese gardens. The famous and equally beautiful international rose garden is just across the street. You’ll see koi ponds, ornamental cherry trees, a ceremonial teahouse and a sand garden.

Lewis and Clark spent a very rainy winter here at the end of their journey through the American West in 1805-1806, and the cabins they built have been reproduced. It’s a pretty place to visit and in the summer there are living history demonstrations.

For a great introduction to this beautiful city, try the Best of Portland walking tour.

This gorgeous bed and breakfast just outside of town is our favorite place to stay in Ashland. The setting is beautiful, the food is delicious, and the owners are fantastic.

A beautiful hotel on the slopes of Mt. Hood, Timberline Lodge is perfectly placed for skiing in winter and hiking in summer. The rooms are a little dated, and it can definitely be overpriced, but the views are unbeatable and the restaurant is good.

This is a castle-like hotel in beautiful Cannon beach. It offers wonderful and comfortable rooms and a very good breakfast. It’s about 5 minutes south of town but a short walk to a lovely uncrowded beach.

If you want to stay in a refurbished Victorian house from the turn of the century with the charm of a B&B this place is probably right for you. The breakfast is phenomenal. The only downside about this B&B is that it’s further from downtown and you can’t walk.

This is a modern hotel near the river and downtown Portland. It’s right on a streetcar line to downtown making it a convenient place to stay. While we don’t tend to love big name hotels, the location and price make this a decent option.

This is a nice, more budget friendly option in Portland. Housed in a building which dates from the 1881, its a restored budget boutique hotel in downtown Portland with easy access to walking to all major sites.