Southern Oregon: The Most Underrated Retirement Destination
Southern Oregon has emerged as a remarkable retirement destination, boasting a unique blend of natural beauty, vibrant communities, and an affordable cost of living. As someone who has spent over 30 years in this region, I can confidently say that Southern Oregon stands out not just in Oregon but across the entire West Coast. In this article, I'm going to share why Southern Oregon is the best place to retire, exploring its towns, lifestyle, and the many activities available to retirees.
Table of Contents
- Why Southern Oregon is Ideal for Retirement
- The Best Towns to Retire In Southern Oregon
- Activities to Enjoy in Southern Oregon
- Cost of Living in Southern Oregon
- FAQs About Retiring in Southern Oregon
- Conclusion
Why Southern Oregon is Ideal for Retirement
Southern Oregon offers a lifestyle that many retirees dream of. With its picturesque landscapes, friendly communities, and a myriad of recreational opportunities, it’s no wonder that more people are considering this region as their retirement haven. Here’s why Southern Oregon should be at the top of your list:
- Natural Beauty: The region is characterized by stunning mountains, rivers, and forests, providing endless opportunities for outdoor activities.
- Community Spirit: Southern Oregon towns are known for their tight-knit communities where neighbors look out for one another.
- Cost of Living: Compared to many parts of California and the West Coast, Southern Oregon offers a lower cost of living.
- Access to Healthcare: The area boasts quality healthcare facilities, essential for retirees.
- Climate: With over 200 sunny days a year, the climate is perfect for outdoor enthusiasts.
The Best Towns to Retire In Southern Oregon
When it comes to choosing a town in Southern Oregon, there are several options, each with its unique charm and offerings. Here are the top five towns that stand out for retirement:
Jacksonville, Oregon
Jacksonville is a charming historic town located just five miles west of Medford. Founded in 1850, it has a quaint downtown area that is beautifully preserved. Its vibrant community hosts numerous events throughout the year, especially during the holidays when the town is festively decorated.
- Historic Downtown: The historic buildings and boutique shops provide a unique shopping experience.
- Vineyards: Jacksonville is surrounded by beautiful vineyards, making it an ideal spot for wine enthusiasts.
- Outdoor Activities: The town offers hiking and biking trails with stunning views of the surrounding mountains.
Eagle Point, Oregon
Located about 10 miles north of Medford, Eagle Point offers a more rural feel. The town is known for its rolling hills, farms, and the scenic Little Butte Creek.
- Community Vibe: Eagle Point has a friendly atmosphere, perfect for those seeking a close-knit community.
- Golf Courses: The Eagle Point Golf Course is a highlight, offering beautiful views and well-maintained greens.
- Accessibility: While it feels rural, it’s still close enough to Medford for easy access to amenities.
Medford, Oregon
As the largest city in Southern Oregon, Medford serves as the hub of the region. Its diverse neighborhoods range from affordable homes to upscale estates.
- Healthcare Facilities: Medford boasts multiple hospitals and medical specialists, essential for retirees.
- Shopping and Dining: The city has various restaurants, shopping centers, and parks.
- Arts and Culture: Medford has a growing arts scene, with theaters and galleries showcasing local talent.
Ashland, Oregon
Ashland is well-known for its vibrant arts scene, thanks in part to the Oregon Shakespeare Festival. Located about 13 miles south of Medford, this town has a lively atmosphere.
- Cultural Hub: Ashland is home to numerous art galleries, theaters, and festivals.
- Parks and Recreation: Lithia Park is a must-visit, offering beautiful trails and picnic areas.
- Diverse Community: The town attracts a mix of retirees, students, and artists, creating a lively environment.
Central Point, Oregon
Central Point is located just a few miles northwest of Medford and is known for its central location and recent developments.
- New Development: The downtown area has seen significant improvements, making it a pleasant place to live.
- Accessibility: Its location near major highways makes it easy to travel to nearby towns and attractions.
- Community Events: Central Point hosts various community events, fostering a strong sense of belonging.
Activities to Enjoy in Southern Oregon
Retirement is the perfect time to explore new hobbies and interests. Southern Oregon offers a wide range of activities for retirees to enjoy:
Outdoor Adventures
With its diverse landscapes, Southern Oregon is a paradise for outdoor enthusiasts. Whether you enjoy hiking, fishing, or golfing, there’s something for everyone:
- Hiking: Trails like the Roxy Ann Peak and the Jacksonville Woodlands provide breathtaking views and serene nature walks.
- Fishing: The Rogue River is famous for its salmon and steelhead fishing, making it a favorite among anglers.
- Golfing: Numerous golf courses, including the Rogue Valley Country Club and Eagle Point Golf Course, cater to golf lovers.
Cultural Experiences
For those interested in arts and culture, Southern Oregon has a lot to offer:
- Oregon Shakespeare Festival: This renowned festival in Ashland showcases top-notch performances and attracts visitors from all over.
- Local Art Galleries: Explore various galleries in Jacksonville and Ashland that feature works from local artists.
- Festivals and Events: Events like the Britt Festival in Jacksonville offer music and entertainment for all ages.
Wine Tasting
The region is home to numerous award-winning vineyards, making it a great destination for wine lovers:
- Wine Tours: Participate in guided tours of local vineyards, learning about the winemaking process.
- Tasting Rooms: Enjoy tastings at beautiful locations, often with stunning views of the surrounding hills.
- Wine Festivals: Attend local wine festivals that celebrate the region's rich viticulture.
Cost of Living in Southern Oregon
One of the most appealing aspects of retiring in Southern Oregon is the cost of living. Compared to many parts of California and the West Coast, Southern Oregon is significantly more affordable.
Housing Costs
The median home price in Southern Oregon is lower than in many other West Coast cities, making it easier for retirees to find a comfortable home without breaking the bank.
Utilities and Taxes
In addition to lower housing costs, retirees will find that utilities and taxes in Southern Oregon are also manageable. With no sales tax in Oregon, you can save money on everyday purchases.
Healthcare Expenses
Quality healthcare is crucial for retirees, and Southern Oregon is home to several reputable medical facilities, ensuring residents have access to the care they need.
FAQs About Retiring in Southern Oregon
Is Southern Oregon a good place to retire?
Yes, Southern Oregon is an excellent place to retire due to its beautiful landscapes, affordable cost of living, and vibrant communities.
What are the best towns to retire in Southern Oregon?
The best towns for retirement in Southern Oregon include Jacksonville, Eagle Point, Medford, Ashland, and Central Point.
What activities are available for retirees in Southern Oregon?
Retirees can enjoy various activities, including hiking, fishing, golfing, wine tasting, and participating in cultural events.
What is the cost of living like in Southern Oregon?
The cost of living in Southern Oregon is generally lower than in many other West Coast cities, making it an attractive option for retirees.
Conclusion
Southern Oregon truly stands out as a premier retirement destination. With its stunning natural beauty, diverse activities, and welcoming communities, it offers everything retirees need to enjoy their golden years. Whether you’re drawn to the outdoor adventures, the cultural experiences, or simply the laid-back lifestyle, Southern Oregon is worth considering. If you’re ready to explore this beautiful region, don’t hesitate to reach out for more information on real estate and living in Southern Oregon.

Buying Southern Oregon
At Buying Southern Oregon, we are a dynamic team dedicated to helping you achieve your real estate goals. Combining Brian Simmons’ deep market expertise and Josh Berman’s strong negotiation skills, we provide personalized service and local knowledge to ensure a seamless and rewarding experience. Whether you’re buying, selling, or relocating, we’re here to guide you every step of the way and make your Southern Oregon real estate journey a success.