Moving to Oregon? The Top 5 BEST Southern Oregon Towns for Retirement
Welcome to the ultimate guide on the 5 BEST Southern Oregon Towns for Retirement. If you’re considering retirement in the beautiful state of Oregon, you’ve come to the right place! This article will delve into the best towns in Southern Oregon, exploring what makes them ideal for retirees. From stunning landscapes to vibrant communities, Southern Oregon has it all. Let’s dive in!
Table of Contents
- Why Southern Oregon is the Best Place to Retire
- Southern Oregon Town 1: Jacksonville
- Southern Oregon Town 2: Eagle Point
- Southern Oregon Town 3: Medford
- Southern Oregon Town 4 : Ashland
- Southern Oregon Town 5: Central Point
- Which Southern Oregon Town is Best for You?
- Thinking of Retiring to Southern Oregon?
- FAQs About Best Southern Oregon Towns for Retirement
Why Southern Oregon is the Best Place to Retire
Southern Oregon is not just another retirement destination; it is arguably the best place to retire on the entire West Coast. This claim may raise eyebrows, especially among those who flock to Arizona's sunny skies, but let’s break down why Southern Oregon stands out as a premier retirement spot.
Some might argue that Arizona or Nevada have the best retirement towns; however, they lack a true coast. The West Coast primarily comprises California, Oregon, and Washington. When you consider the overall quality of life, cost of living, and amenities, Southern Oregon shines brighter than its competitors.
Here are a few reasons why Southern Oregon is gaining popularity among retirees:
- Cost of Living: Southern Oregon boasts one of the lowest costs of living on the West Coast, making it an attractive option for retirees.
- Healthcare: The medical facilities in Southern Oregon are top-notch, with Asante Health Systems ranking among the top 15 health systems in the country.
- Climate: Enjoy over 200 days of sunshine per year and significantly less rain than other parts of Oregon.
- Accessibility: Southern Oregon is centrally located, making it easy to access both coastal and mountainous areas within a few hours' drive.
Southern Oregon Town 1: Jacksonville
First up on our list is the charming town of Jacksonville, located just 5 miles west of Medford. Founded in 1850, Jacksonville is steeped in history and offers a delightful historic downtown area. The town is not only picturesque but also festive, especially during the holiday season.
Jacksonville is surrounded by stunning vineyards, such as Dancin Vineyards and Hummingbird Estates, providing breathtaking views of the valley. From the West Hills along Old Stage Road, you can enjoy spectacular vistas of the entire Rogue Valley, including iconic landmarks like Mount McLoughlin and Table Rocks.
Its walkable downtown features a variety of shops, restaurants, and seasonal events that make it a perfect community for retirees. The annual Brit Festival, held during the summer, showcases incredible outdoor concerts, attracting visitors from all over.
Southern Oregon Town 2: Eagle Point
Next on the list is Eagle Point, located about 10 miles north of Medford. This charming community offers a more rural vibe, surrounded by rolling hills, farms, and creeks such as Little Butte Creek. The Eagle Point Golf Community is another highlight, attracting golf enthusiasts from near and far.
The town is home to the historic Butte Creek Mill, built in the 1870s. Although it suffered a fire in 2015, it has since been restored and features a delightful country store worth visiting. Eagle Point offers a more affordable housing market compared to some other towns on this list, making it an attractive option for retirees looking for value.
While Eagle Point is a bit further from medical facilities (about 25 minutes to Medford), it has grocery stores, restaurants, and banks, making it a self-contained community.
Southern Oregon Town 3: Medford
At the heart of the Rogue Valley lies Medford, the largest city in Southern Oregon. Being the biggest city means Medford has a diverse range of neighborhoods, from affordable homes to high-end estates.
Medford is known for its parks, shopping, and dining options, as well as being home to the area's main medical facilities. The downtown area is rapidly developing and offers a mix of cultural and recreational activities. Whether you enjoy hiking, biking, or simply exploring local shops, Medford has something for everyone.
Southern Oregon Town 4 : Ashland
Located about 13 miles south of Medford, Ashland is renowned for its vibrant arts scene. The town is famous for its annual Oregon Shakespeare Festival and its lively downtown area, known as "The Plaza."
The city is also home to beautiful parks such as Lithia Park, which showcases stunning trees, particularly in the fall. Ashland is a college town, housing Southern Oregon University, which adds to its diverse atmosphere.
Outdoor activities abound in Ashland, from hiking and skiing at Mount Ashland to fishing and kayaking at nearby lakes. The community prides itself on sustainability and environmental consciousness, making it a perfect fit for retirees who value these principles.
Southern Oregon Town 5: Central Point
Last but certainly not least is Central Point, located just northwest of Medford. This town is known for its balanced community atmosphere, combining elements of both country living and modern conveniences.
Central Point has undergone significant development in recent years, giving it a fresh, updated look. The town is very walkable and offers easy access to the freeway, making it convenient for day trips or errands.
Additionally, Central Point is home to the Jackson County Expo, which hosts a variety of events throughout the year, including concerts, car shows, and the county fair. This makes it a great spot for retirees who want to engage in community activities.
Which Southern Oregon Town is Best for You?
Now that we’ve explored the top five towns in Southern Oregon, you may be wondering which one is the best fit for you. The answer depends on your lifestyle preferences and interests. Here’s a breakdown to help you decide:
Golf
If you’re a golf enthusiast, both Eagle Point and Medford are your best bets. Eagle Point has a stunning golf community, while Medford offers a variety of golf courses to choose from.
Outdoor Recreation
For those who enjoy outdoor activities like hiking, fishing, or skiing, all five towns have unique offerings. Eagle Point is closest to fishing spots, while Ashland and Jacksonville provide excellent hiking trails.
Gardening
Retirees interested in gardening will find more suitable properties in Central Point and Eagle Point, where larger lots are more common compared to Ashland.
Arts and Culture
If arts and culture are a priority, Ashland and Jacksonville are the clear winners with their vibrant cultural scenes and numerous events throughout the year.
Social Life
For those looking to socialize, Medford is the place to be with various clubs and community events that cater to a more active social lifestyle.
Peace and Quiet
If you prefer a quieter lifestyle, consider Eagle Point or Rogue River, where you can enjoy a more laid-back atmosphere away from the hustle and bustle.
Grandkids
If you have grandkids visiting often, Central Point, Ashland, and Jacksonville offer plenty of activities and attractions to keep them entertained.
Thinking of Retiring to Southern Oregon?
Southern Oregon is a hidden gem for retirees, offering a blend of stunning landscapes, vibrant communities, and a lower cost of living compared to many other locations on the West Coast. Whether you prefer the artsy vibe of Ashland, the historic charm of Jacksonville, or the rural tranquility of Eagle Point, there's a town that will fit your retirement dreams.
So, if you're considering a move, make sure to explore these best Southern Oregon towns for retirement. Each one has its unique charm and set of amenities that can cater to your retirement lifestyle.
For more information, feel free to reach out to me, Brian Simmons, a licensed real estate agent with eXp Realty in Southern Oregon. You can contact me at 541-954-7758 or via email at brian.simmons@exprealty.com. Let’s make your retirement dreams a reality!
FAQs About Best Southern Oregon Towns for Retirement
What is the cost of living in Southern Oregon compared to other states?
Southern Oregon boasts one of the lowest costs of living on the West Coast, making it a more affordable option for retirees compared to areas like California and Washington.
How is the healthcare in Southern Oregon?
Healthcare in Southern Oregon is excellent, with Asante Health Systems consistently ranked among the top 15 health systems in the United States, ensuring high-quality medical care for residents.
What recreational activities are available in Southern Oregon?
Southern Oregon offers a wide range of outdoor recreational activities, including hiking, fishing, golfing, and skiing. Each town has its unique offerings, catering to various interests and lifestyles.
Are there community events for retirees in Southern Oregon?
Yes! Many towns in Southern Oregon host community events throughout the year, such as the Brit Festival in Jacksonville and activities at the Jackson County Expo in Central Point, providing ample social opportunities for retirees.
Which town is best for retirees seeking peace and quiet?
If you're looking for a quieter lifestyle, Eagle Point and Rogue River are excellent options, offering a laid-back atmosphere away from the hustle and bustle of city life.
How do I choose the best town for my retirement in Southern Oregon?
Choosing the best town depends on your lifestyle preferences. Consider factors like proximity to medical facilities, recreational activities, social opportunities, and housing options to find the best fit for you.
Thank you for reading, and I hope you found this guide on the BEST Southern Oregon Towns for Retirement helpful!

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.