The Most Romantic Things to Do in Ashland, Oregon

Beautiful mountain views and proximity to Southern Oregon’s finest wineries are a couple of reasons why Ashland is a romantic’s dream. Whether you are planning a honeymoon or anniversary, let us help you make your getaway memorable! Read on to discover four of the most romantic things to do in Ashland, and if you are looking for another way to surprise your sweetie, take advantage of our Sweetheart Special. This package includes specialty chocolate truffles from one of Ashland’s fine chocolatiers, a bottle of champagne or sparkling cider, and a dozen roses placed in your suite.

Learn more about our Sweetheart Special!

The Most Romantic Things to Do in Ashland, Oregon

Spend Some Time Outdoors

Once you arrive in Ashland, you will find that there are so many beautiful places to see in the area. Go skiing or snowshoeing at Mount Ashland in the winter. If you are visiting during the warmer months, then be sure to explore the hiking trails. Ice skating, kayaking, and biking are also popular activities.

Afterward, grab a bite to eat at one of Ashland’s casual, farm-to-table restaurants, and end your night with some rest and relaxation. Our elegant suites are the perfect place to unwind after a fun-filled day. During the winter, you can look forward to cozying up by the fireplace, and in the summer, our private patios are the perfect place to enjoy an evening toast under the stars!

Schedule a Couples Massage

Whether you spent the previous day biking or snowboarding, there’s no denying that a day outdoors can tire your body. Before heading out for another day of fun, schedule a couples massage to loosen up those worked muscles. Once you are feeling in top condition, head out for an exciting day in downtown Ashland! For recommendations on the best spas in the area, see our complimentary Ashland Vacation Guide.

Grab a Farm-to-Table Lunch & Enjoy Some Wine Tasting

Let’s face it: one of the most important aspects of any vacation is the food. Luckily, when you plan a trip to Ashland, you will find plenty of great places to eat. Sammich Ashland and Blue Toba are two of our favorite places for lunch! Afterward, take a walk around downtown to sip and taste at the local wineries. You will also find many unique, boutique shops to browse.

Freshen Up and See a Show

Dinner and a show is a classic date night combination. You would be missing out if you didn’t attend the Oregon Shakespeare Festival. Remember to arrive early so that you can also enjoy the Green Show!

If you happen to visit during the off-season for the festival, then no worries. There are plenty of other ways to explore the arts. We recommend catching a show with the Oregon Cabaret Theater or Craterian Theater. When the curtains close, top off the night with dessert at a local bakery!

Enjoy the Intimacy of Country Willows B&B Inn

The beauty of choosing a bed and breakfast is the personalized touch that you receive with your stay. At Country Willows B&B Inn, we offer special packages and add-ons that are perfect for any romantic getaway! In addition, our grounds feature stunning views of the mountains, a heated pool, gardens with koi ponds and waterfalls, hiking trails, and so much more. The sitting area in the Hayloft Suite at Country Willows B&B Inn.

Treat your special someone with a stay in The Hayloft Suite. This accommodation features its own private patio, a two-person Whirlpool tub, and a spacious living area. We also offer each of our guests a daily, farm-to-table breakfast and complimentary refreshments throughout the day. If you are ready to surprise your sweetie, check our availability and book your stay. We can’t wait to host you at Country Willows B&B Inn!

If you are looking for more fun date ideas and romantic things to do in Ashland, Oregon, download our complimentary Ashland Vacation Guide.