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Sherwood, OR is a small and quiet town in southwest Washington County. The city is located about 20 minutes outside of Portland and has a population of just over 24,000 people. The city offers many beautiful hiking trails, such as Forest Park, where you can take in the wildlife and learn about local history at various museums along the way. Book your round-trip flight tickets now for the best deals and offers.

1. Sporting Clays

Sporting clays is a fun way to spend time with friends or family. It’s a challenging sport that can keep you on your toes, even if you’re not an experienced shooter. Sporting clays is also good exercise, especially if you’re used to sitting at a desk all day. And it’s great for learning about firearms and how they work! Sporting clays can be done at many locations around the world, including Sherwood!

2. Camp Creative

If you’re itching to learn how to paint, draw, or write, Camp Creative is the place for you. The arts community offers classes taught by professional artists who will challenge you and give you practical tips on how to improve your skills. Their classes are open to all skill levels (so don’t worry if it has been a while since art class), and there are lots of options for both beginners and experienced artists.

3. Old Town Sherwood event

Old Town Sherwood is a fun event held every year in June. The festival is perfect for kids and adults alike, with activities including a petting zoo, dancing, and carnival games. There are also many food vendors and shops to browse at the festival. If you’re looking for something more exciting than cotton candy and caramel apples, there’s also a car show portion of the event where vehicles from all different decades can be seen driving around on Main Street.

4. Wine and Food Festival, Tualatin

If you’re a wine lover, the Tualatin Wine & Food Festival is the place to be. The event features over 100 wines from around the world and also offers food pairings as well as seminars led by local chefs and sommeliers. There are also tours of nearby wineries so you can get an up-close look at just how these delicious vineyards operate. And if all that tasting wasn’t enough, there are competitions featuring some of Oregon’s best chefs who come together to create amazing culinary creations using only local produce and ingredients.

If you’re not much of a drinker but still want to enjoy everything that this festival has to offer then don’t worry! They’ve got tons of activities for non-drinkers too like cooking demonstrations, live music performances, and even some kid-friendly activities such as face painting(!!!) It is a family-friendly event so bring everyone along!

5. Wine Country Thanksgiving, Orleans Inn, Sheridan

On Thanksgiving weekend, Orleans Inn in the Wine Country hosts Wine Country Thanksgiving. This lavish buffet is open to the public and includes wine pairings from local wineries, an oyster bar, and carving stations with roast turkey, prime rib, and more. The room also offers two live jazz bands for your listening pleasure.

This year’s event will be held on Nov 21-22, 2018 from noon until 9 pm both days. Reservations can be made by calling (406) 656-7700 or visiting

6. Christmas in the Garden, Silverton

The Christmas in the Garden event is a long-standing tradition in Silverton, and it’s one that you won’t want to miss. The event is held at the historic Bauer House and Gardens, which sits on a hill overlooking downtown Silverton. There are two events: one from December 1st to December 24th, and another from January 1st until January 15th.

The first event begins with an illuminated walkway leading visitors through more than 200 trees decorated by local merchants and community organizations. Visitors can browse through arts and crafts booths while listening to live music or grab some hot chocolate at the outdoor café. If Santa Claus is your favorite holiday icon, you might also want to stop by his workshop where he will be available for photos!

At Christmas in the Garden’s second iteration this year (held between January 1st-15th), there will be even more fun activities including carriage rides through town! This time of year has many events occurring around town so make sure not only they know what time they’re expected back home but also how much longer after dinner before bedtime because these days go fast!

7. Messiah Sing-Along, Portland

Now you’ve got a date with Messiah! On December 4, Portland First United Methodist Church will be hosting the annual Sing-Along to Handel’s Messiah. This event is free and open to the public. Come early for refreshments and goodies, then join us for the performance at 7:30 pm. We have scores available if you don’t have your own, or just bring yourself!

8. Willamette Valley Wineries Open House, various locations

The Willamette Valley is home to some of the best vineyards in the world, and you can visit them all in one day. Each of these wineries has been carefully selected for its quality products, which means that you will be able to taste some delicious wines at every stop.

The dates for this event are listed below:

  • April 7th – Multnomah Falls Park, 9 am-4 pm (21+ only)
  • May 5th – Terrebonne Vineyards Winery, 10 am – 4 pm (all ages welcome)
  • June 2nd – Bingham’s Vineyard & Winery, 1 pm – 6 pm (limited tasting hours available until 4 pm) The easiest way to get there is by car; however if you’re coming from Portland it may be more convenient to take public transportation via light rail or bus. Remember that there are no restrooms on site so make sure your bladder is empty before leaving home! Also, remember that this event takes place outdoors so bring sunscreen and sunglasses just in case!

9. Holiday Ale Festival, Pioneer Courthouse Square (Portland)

The Holiday Ale Festival is a celebration of everything wonderful about beer, featuring more than 80 craft breweries from around the world. It takes place over two nights in December and features live music, food vendors, games, and contests with prizes. Plus, it’s held at Pioneer Courthouse Square in downtown Portland right next to PNC Tower—a picturesque spot that makes the festival that much more fun!

The event runs from 6 pm to 10 pm on Friday and Saturday nights throughout December 8–10th. Tickets cost $5 per person or $15 per carload (up to five people).

10. Symphony of a Thousand (Beethoven’s Ninth), Arlene Schnitzer Concert Hall (Portland)

Beethoven’s Ninth Symphony, performed under the baton of conductor Michael Tilson Thomas, is an impressive way to spend an evening at Arlene Schnitzer Concert Hall in Portland. The Oregon Symphony performs this symphony on September 23rd at 8:00 PM.

This monumental work was written in 1824 and dedicated to Beethoven’s “great friend and benefactor” King Ludwig I of Bavaria. While it was initially well received by the public, conservative critics dismissed it as “vaguely operatic.” However, today it is considered one of the most important works ever composed for orchestra and choir (a total of over 1,000 performers).

The first performance took place on May 7th, 1825 at Vienna’s Theater am Gärtnerplatz with a musical accompaniment consisting only of two pianos; however, for its premiere performance in Munich later that year an entire choir was added!

11. Nutcracker Ballet with Oregon Ballet Theatre, Keller Auditorium (Portland)

If you’re looking for some holiday spirit, check out Oregon Ballet Theatre’s signature production of The Nutcracker. This ballet is a favorite holiday tradition and features live music, dancing, and lots of fun!

It will be performed at Keller Auditorium in Portland.

12. Portland Auto Show, Oregon Convention Center (Portland)

If you’re looking for an event that’s dedicated to all things auto-related, the Portland Auto Show is your place. With more than 200 vehicles on display and interactive exhibits, this show has something for everyone. It’s also a great way to get into the car mood before purchasing one yourself!

When: January 5th-9th, 2019 (Thursday-Monday)

Where: Oregon Convention Center (Portland)

What: A show featuring hundreds of cars in various states of repair/restoration as well as numerous vendors selling everything from car parts to clothing items with a “car” theme.

Who: All ages are welcome but children should be accompanied by an adult at all times. This event is open to everyone except those who work in the automotive industry or related fields such as mechanics, salesmen, or journalists since they already have access via press passes given out before each show opening day (which means there will be no waiting!).

Why You Should Go? If you’re interested in seeing some preowned vehicles then this might be right up your alley – especially if you’re looking for a unique way of showing support during Breast Cancer Awareness Month! How Much Does It Cost? Admission costs 14 dollars per person ($12 online). Parking costs $10 per vehicle so make sure that you take advantage of validation coupons if possible!


We hope you’ve found some inspiration here—and maybe even a few ideas for your next vacation. Whatever you choose, just remember to have fun! Want to rent a car click here for the best car rental deals.



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