2025 Compare Cities Overview:
Oakland, MD vs Winchester, VA

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Highlights
Are people in Winchester older or younger than people in Oakland?
- The Median Age in Winchester is 6.1 years younger than in Oakland.

Are housing costs cheaper in Winchester or Oakland?
- Winchester housing costs are 27.9% more expensive than Oakland housing costs.

Which city has a longer commute, Winchester or Oakland?
- The average commute for residents of Winchester is 7.8 minutes longer than it is for residents of Oakland.

Things to do in Oakland?
Living in Oakland, MD is a unique and special experience. Located in Garrett County tucked away in the Appalachian Mountains of Western Maryland, the town offers breathtaking views of lush forest-covered mountains and beautiful lakes. The small community enjoys a slower pace of life and is made up of friendly people who take pride in their town. There are plenty of outdoor activities for nature lovers to enjoy, from fishing or camping at Deep Creek Lake to taking a leisurely hike through the woods. You’ll find plenty of local restaurants for a bite to eat as well as specialty shops for all your shopping needs. The area is also rich with history and cultural sites that are worth visiting. Oakland, MD offers something for everyone and is truly a great place to live!

Things to do in Winchester?
Winchester is located in the northern Shenandoah Valley of Virginia. It's a historically significant city known for its rich Civil War history and architectural attractions like Winchester National Cemetery, as well as its numerous outdoor activities like hiking, kayaking, and fishing. The city also boasts an array of art and cultural offerings, with events such as the annual Hillbilly Festival taking place throughout the year.

 Oakland, MDWinchester, VAUnited States
 Population  Unlock28,194329,725,481
 Median Income$59,250  Unlock$69,021
 Median Age  Unlock36.638.4
 Avg. Home Price$260,300  Unlock$338,100
 Unemployment Rate  Unlock4.6%6.0%
 Avg. Commute Time16.97  Unlock26.38
Reviews for Oakland    1 Reviews

Over 16 years ago

This is a 3 season recreational community with water sports such as boating, water skiing, white water rafting; 4 wheel train riding, hiking, biking, camping; snow  More

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Reviews for Winchester    17 Reviews

I have lived in Winchester for 13 years and I find the locals to be rude, unpleasant and loud. Women worse than men... that's not to say all is bad, the city has some  More

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Over 9 years ago

Worst place I have ever lived. My neighbors hate jemmy since I am not a clone. They do not respect other people's property.I put up a fence and the same day the  More

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I would have to say I agree with much of what another individual wrote: it's like going back in time or living in a place that refuses to adapt to cultural diversity.   More

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