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Oakland, Maryland, is a charming town full of fun activities and beautiful sights. Nestled near the stunning Deep Creek Lake, Oakland offers everything from outdoor adventures to great local food. Whether you love hiking, fishing, or just relaxing by the water, this little town has something for everyone. With its friendly community and exciting attractions, Oakland is a perfect getaway for families and friends.
In this guide, we will be looking at some of the best things to do in Oakland, MD. From parks and trails to shopping and dining, there are plenty of ways to fill your day with enjoyment. Get ready to learn about the hidden gems and popular spots that make Oakland a wonderful place to visit.
Things to Do in Oakland MD
1. Hike the Trails at Swallow Falls State Park
Swallow Falls State Park is a gem for nature lovers and hikers. The park features beautiful trails that wind through lush forests and alongside the Youghiogheny River. One of the main attractions here is the stunning Muddy Creek Falls, which is the tallest waterfall in Maryland. As you hike, you’ll discover various viewpoints that offer breathtaking scenery.
The trails range in difficulty, making them accessible for everyone. Whether you are a novice hiker or an experienced trekker, there is something for you. The paths are well-marked, letting you explore with confidence. Bring your camera to capture the natural beauty all around.
You can also pack a picnic and enjoy a meal in one of the designated areas. The tranquil atmosphere is perfect for relaxing and soaking in the views. Kids will love exploring nature, making it an excellent family outing.
The park is open year-round, offering unique experiences with each season. In the fall, vibrant colors surround you, while winter may bring a blanket of snow to the trails. So, plan your adventure and take in the beauty of Swallow Falls!
Address: 2470 Maple Hollow Rd, Oakland, MD 21550.
2. Kayak on Deep Creek Lake
Kayaking on Deep Creek Lake is a fantastic way to appreciate the outdoors. Rent a kayak or canoe from local shops and set out onto the calm waters. The expansive lake is surrounded by beautiful forests and mountains, creating a perfect backdrop for your adventure.
The lake is peaceful, making it ideal for beginners and families. Paddle at your own pace while watching for native wildlife. You might see herons, ducks, and even the occasional deer along the shoreline. The serene environment allows for reflection and relaxation.
If you’re feeling adventurous, explore the hidden coves and inlets scattered around the lake. Each turn can reveal a new and picturesque sight. Bring along snacks to enjoy on your kayak, making for a delightful picnic on the water.
Several local businesses offer guided tours if you’d like a little help getting started. Experienced guides share their knowledge about the area’s ecology and history. This experience can enrich your time on the water even more!
Address: 1239 Deep Creek Dr, Swanton, MD 21561.
3. Visit Herrington Manor State Park
Visit Herrington Manor State Park for a peaceful retreat. Nestled in the mountains, this park offers beautiful hiking trails alongside Herrington Lake. The picnic areas and beautiful scenery make it a great spot for families and friends to gather.
Strolling along the trails, you’ll find tranquil spots for birdwatching and photography. The park’s gentle hills and wooded areas are perfect for a leisurely nature walk. There are also fishing opportunities in the lake, inviting anglers of all ages.
Pack a lunch and enjoy a picnic by the water. The lake’s calm setting is serene and relaxing, perfect for unwinding. Kids can explore the area, making it a fun outdoor adventure for the family.
In the winter months, the park transforms into a winter wonderland, offering opportunities for snowshoeing and cross-country skiing. The different seasons bring unique beauty to Herrington Manor State Park.
Address: 222 Herrington Ln, Oakland, MD 21550.
4. Tour the Garrett County Transportation Museum
The Garrett County Transportation Museum is a hidden treasure for history buffs. Located in the heart of Oakland, it showcases fascinating exhibits related to local transportation history. From antique cars to historic trains, there is much to discover.
Explore the extensive collection of vehicles that tell the story of transportation in Garrett County. The museum provides a unique glimpse into how the region has evolved over the years. Educational displays and informative staff make learning enjoyable for visitors of all ages.
Take time to appreciate the rare artifacts and memorabilia that connect you to the past. The museum also hosts special events and exhibits throughout the year, adding to your experience. It’s a great stop on a rainy day or a fun afternoon outing.
After your visit, consider exploring downtown Oakland and its charming shops and restaurants. It’s a perfect way to continue your historical exploration of the area.
Address: 107 S 2nd St, Oakland, MD 21550.
5. Explore the Oakland B&O Railroad Museum
The Oakland B&O Railroad Museum will take you back in time. This quaint museum tells the story of the Baltimore and Ohio Railroad’s impact on the region. Enjoy fascinating exhibits that include vintage rail cars and equipment.
Walking through the museum, you’ll see artifacts that highlight the railroad’s history and its significance to transportation. It allows you to learn how the railroad shaped Oakland and Garrett County. The displays are engaging and informative, making it great for children and adults alike.
The museum often hosts local events and educational programs, providing further insights into railroad history. If you’re a fan of trains or history, you will love this stop on your journey.
Don’t forget to take a fun photo next to the vintage locomotives. The experience is not just educational but also enjoyable and memorable.
Address: 97 E Oak St, Oakland, MD 21550.
6. Meet Alpacas at Alpaca Acres Farm
Get ready for a unique experience at Alpaca Acres Farm! Pre-book your visit to interact with friendly alpacas. This delightful farm invites guests to learn about these charming creatures and their care.
During your visit, you’ll have the chance to feed and even cuddle with the alpacas. The staff shares fascinating facts about alpaca farming and the benefits of their wool. It’s an educational experience for animal lovers of all ages.
The farm also features a retail area to shop for high-quality alpaca products, including clothing and accessories. Supporting local farming while taking home soft wool products makes for a win-win situation!
This interactive experience is fantastic for families and anyone looking to spend quality time outdoors. With friendly animals and a welcoming atmosphere, you’ll leave with a smile.
Address: 2126 Sand Flat Rd, Oakland, MD 21550.
7. Relax at Broadford Park
Broadford Park is the perfect spot for a relaxing day out. The park features expansive green spaces, barbeque areas, and picnic tables. With lovely views of Broadford Lake, it’s a great setting for a family outing or friendly gathering.
Visitors can enjoy various recreational activities like basketball, playgrounds, and walking trails. Whether you’re playing a game, jogging, or simply unwinding under a tree, there’s something for everyone here.
The serene atmosphere makes it a perfect place for a peaceful retreat. You can stroll around the lake while enjoying the fresh air and beautiful surroundings. Don’t forget to bring along your favorite book to read by the water!
The park is a popular spot for local events, bringing the community together. Enjoy seasonal happenings like summer concerts or holiday celebrations. Broadford Park is a welcoming place for everyone!
Address: 251 Broadford Park, Oakland, MD 21550.
8. Shop in Downtown Oakland
Downtown Oakland offers a unique shopping experience. Stroll along the charming streets filled with local boutiques and shops. Each storefront features unique items that reflect the character of the community.
You can find everything from handmade crafts, artworks, and souvenirs to clothing and outdoor gear. The local artisans showcase their talent, making your finds one-of-a-kind. Support the local economy while discovering fun treasures!
After shopping, consider stopping for a snack or a meal at one of the local restaurants. The area is home to several eateries serving delicious local cuisine. Enjoy a hearty meal or a refreshing beverage after a day of shopping.
With its quaint appeal and friendly atmosphere, downtown Oakland invites you to explore and enjoy. Don’t rush through; take the time to appreciate what each store has to offer!
Address: Main St, Oakland, MD 21550.
9. Dine at a Local Restaurant
Dining in downtown Oakland is a treat for your taste buds. The area offers a variety of eateries where you can savor delicious local cuisine. Whether you’re in the mood for casual dining or a more upscale meal, there’s an option for everyone.
Many restaurants use fresh, locally sourced ingredients to create mouthwatering dishes. You’ll find everything from hearty comfort food to delightful desserts. Explore the menus and discover what culinary delights await you!
Some local favorites also offer outdoor seating where you can enjoy your meal while taking in the beautiful views. It’s a wonderful way to experience both good food and the great outdoors.
Don’t be afraid to ask the staff for recommendations; they are often happy to share their local favorites. Enjoy your dining experience amidst the charm of Oakland!
Address: Various locations on Main St, Oakland, MD 21550.
10. Experience the Autumn Glory Festival
The Autumn Glory Festival is one of Oakland’s most celebrated events. Every October, the festival showcases the vibrant colors of fall with parades, crafts, and live music. This annual celebration draws visitors from near and far!
During the festival, you can enjoy various activities and attractions. Families can participate in games, crafts, and enjoy delicious local food. With many booths and displays, there’s something for everyone to enjoy!
The parade is a highlight, featuring colorful floats and festive music. The atmosphere brings the community together to appreciate the beauty of the season. It’s a feast for the senses, with sights and sounds to capture your heart!
Make sure to capture memories with fun photos throughout the festivities. Whether you’re dancing to live music or taking a stroll among vendors, you’ll have a wonderful time.
Address: Downtown Oakland, MD 21550.
11. Attend the Mountain Fresh Farmers Market
The Mountain Fresh Farmers Market is a must-visit for locals and visitors. Open during the summer months, this market showcases fresh produce and artisan crafts. Browse through stalls filled with seasonal fruits, vegetables, and homemade goods.
Support local farmers and artisans while savoring the best the region has to offer. You can find everything from fresh flowers to organic meats and cheeses. It’s an excellent opportunity to taste local flavors and bring home some goodies!
The atmosphere is friendly and inviting. Often, the market features live music and local entertainment. Enjoy your shopping while soaking in the community spirit.
As you stroll through the market, don’t forget to chat with the vendors. They are knowledgeable and passionate about their products, often sharing tips and recipes. It’s a delightful way to spend your morning!
Address: 440 E. Oak St, Oakland, MD 21550.
12. Visit the Garrett County Historical Society Museum
The Garrett County Historical Society Museum offers a glimpse into the region’s rich past. This community-driven museum houses various exhibits, showcasing the area’s history and culture. From early settlers to modern-day stories, there is much to learn!
Explore documents, artifacts, and photographs that tell the tales of those who lived here before. The museum provides a great way for families to engage with local history. Kids will find many fascinating exhibits to spark their curiosity.
Guided tours are available, led by knowledgeable volunteers who share their passion for Garrett County. They can lead discussions on specific topics or help you discover new pieces of history! Take your time exploring each section of the museum.
The museum also hosts events throughout the year, promoting local history and culture. Be sure to check the schedule when you visit to join in on special programs!
Address: 107 S. 2nd St., Oakland, MD 21550.
13. Enjoy Winterfest Activities
Winterfest in Oakland is a seasonal celebration that brings joy to the community. Each February, locals and visitors gather for winter-themed activities. Ice carving demonstrations, sleigh rides, and winter sports are just a few highlights!
There are many family-friendly activities to enjoy, making it a great way to spend time outdoors. Kids will delight in sledding and building snowmen, while adults can enjoy hot cocoa or mulled wine. The cheerful atmosphere invites everyone to join in on the festivities.
As you explore the area, take in the beauty of snow-covered landscapes. The decorations and lights twinkling in the winter air add to the magic of the season. Capture the moment with photos that showcase the winter wonderland.
Don’t miss out on the community camaraderie during this festive time. It’s a wonderful way to celebrate winter and experience the charm of Oakland.
Address: Various locations in Oakland, MD 21550.
14. Attend the Little Yough Summer Music Festival
The Little Yough Summer Music Festival is an exciting summer event in Oakland. This annual music festival features a variety of live performances. Enjoy the sounds of local artists and bands in a family-friendly atmosphere.
Held in the heart of Oakland, the festival welcomes people of all ages. Bring your lawn chair or blanket and settle in for a fun evening of music under the stars. It’s a perfect way to relax with friends and family.
The festival showcases a diverse lineup of musical acts, ensuring there’s something for everyone. From folk to rock, soak in the rich sounds and enjoy food vendors offering tasty treats. Grab a bite and support local businesses!
As a community event, it brings everyone together, promoting unity and local talent. Capture special memories with your loved ones as you dance or sing along to your favorite tunes.
Address: Downtown Oakland, MD 21550.
15. Fish at Deep Creek Lake
Fishing at Deep Creek Lake is a delightful way to spend your day outdoors. The lake is known for its excellent fishing opportunities. Anglers come to catch various species, including bass, trout, and catfish.
Bring your fishing gear or rent equipment locally. The serene lake environment provides a perfect backdrop for an enjoyable day on the water. Whether you prefer shore fishing or casting from a boat, you will find your ideal spot here.
Early morning or late evening are prime times for fishing, with calmer waters and active fish. It’s also an excellent opportunity to enjoy the silence and tranquility of the lake. Make sure to check local regulations on fishing licenses and bait.
The experience can be made even better by sharing it with family and friends. Create lasting memories while enjoying nature and each other’s company!
Address: 567 Deep Creek Dr, Swanton, MD 21561.
16. Take a Scenic Drive Around the Lake
A scenic drive around Deep Creek Lake offers breathtaking views at every turn. The winding roads provide plenty of spots to pull over and take in the stunning scenery. Whether it’s fall foliage or summer greens, you will be captivated!
As you navigate the road, be sure to stop at designated overlooks. These spots provide excellent opportunities for photographs or simply enjoying nature. Witness the beauty of the surrounding mountains and reflections on the lake’s surface.
The drive is enchanting, with charming homes and cabins dotting the landscape. Each season brings a unique perspective, allowing you to enjoy a different experience every time you visit. The journey is just as enjoyable as your destination!
Consider making it a family outing and pack snacks for the road. Discover quaint restaurants or shops along the way to complete your adventure. A scenic drive is the perfect way to unwind and enjoy the outdoors!
Address: Deep Creek Lake, Swanton, MD 21561.
17. Visit the Mountaineer Distilling Company
Mountaineer Distilling Company is a unique spot for adults looking to explore local craftsmanship. This local distillery produces a variety of spirits, including whiskey and rum. Visitors can take a tour to learn about the distilling process and the history behind it.
The knowledgeable staff share insights into how different spirits are made and what makes their approach special. After the tour, guests often have the chance to sample and appreciate the flavors. It’s an enjoyable experience for both connoisseurs and those new to spirits.
The tasting area is designed to be inviting and relaxed. Bring your friends along to enjoy the experience. Discuss your favorite drinks and discover new flavors together. The atmosphere is friendly, allowing everyone to learn and have fun.
Don’t forget to check if they have any special events or tastings planned! It’s a great way to dive deeper into the local distilling scene.
Address: 52 E. Oak St., Oakland, MD 21550.
18. Explore the Thrasher Carriage Museum
The Thrasher Carriage Museum is a delightful stop for history enthusiasts. Located near Oakland, the museum showcases the history of horse-drawn carriages in Garrett County. You’ll find an extensive collection of beautifully preserved carriages on display.
Walking through the museum, you can appreciate the craftsmanship and design of these vehicles. Each carriage tells a story of the past, reflecting the everyday lives of people long ago. Engaging exhibits share insights into transportation history and its significance.
Don’t miss the chance to learn about the horses that pulled these carriages. The museum often features educational programs and events to deepen your understanding. It’s a perfect family-friendly environment where kids can also learn.
Visiting the museum is a great way to spend a few hours, especially if you’re curious about local history. Be sure to take plenty of photos to remember your visit!
Address: 124 E. Main St., Oakland, MD 21550.
19. Canoe on the Youghiogheny River
Canoeing on the Youghiogheny River is a thrilling way to embrace adventure. The river offers both calm sections and exhilarating rapids, making it suitable for various skill levels. Whether you’re a seasoned paddler or trying it for the first time, you’ll find fun here!
Local outfitters provide rentals and guided trips if you prefer. Take advantage of their expertise to find the best spots for canoeing. As you paddle along, soak in the beautiful scenery that surrounds you, including lush trees and rocky outcrops.
This activity can be great for family outings or a weekend with friends. Pack a picnic to enjoy on the riverbanks and make a day of it. The Youghiogheny River is a fantastic place to bond with nature and each other.
Always check conditions and wear safety gear while enjoying this exciting outdoor activity. The river can be wild at times, but with the right approach, it’s a safe adventure!
Address: 5 N. Main St., Friendsville, MD 21531.
20. Check Out Local Art at Nearby Galleries
Exploring local art galleries in Oakland gives you a taste of regional culture. The area has several galleries showcasing the work of local artists and art aficionados. Each unique space highlights different styles and mediums, including paintings, sculptures, and crafts.
Spend an afternoon wandering through these galleries to take in the creativity around you. Many artists are happy to share the stories behind their work, making it an interactive experience. You may even find the perfect piece to take home as a memory of your visit!
Art events and openings often happen, bringing the community together. Check out the local calendar for any upcoming exhibits or workshops. It’s a great way to connect with fellow art lovers and meet the artists themselves!
The galleries create a welcoming atmosphere for all visitors. Whether you’re a strict art aficionado or someone who simply enjoys creativity, you’re sure to find delight here.
Address: Various locations in Oakland, MD 21550.
21. Go Hiking at Backbone Mountain
Challenge yourself with a hike at Backbone Mountain. Known for its stunning vistas, this mountain offers trails for enthusiastic hikers. As the highest point in Maryland, the views from the summit are breathtaking and worth every step!
The trail can be strenuous, but the experience is rewarding. As you hike, you will traverse diverse terrain and see various plant and wildlife. The journey is filled with beautiful scenery that changes with the seasons.
Pack enough water and snacks for your hike, as the trek up can be demanding. Make sure to wear comfortable shoes and be prepared for changing weather conditions. You’ll want to take your time and enjoy the view once you’ve made it to the top!
It’s an excellent way to connect with nature and experience the beauty of Garrett County. Don’t forget your camera to capture the beautiful landscape stretches from the peak!
Address: 550 Backbone Rd, Swanton, MD 21561.
22. Attend the Garrett County Agricultural Fair
The Garrett County Agricultural Fair is a beloved annual tradition. Held in August, this event celebrates the region’s agricultural heritage. Visitors can enjoy rides, exhibits, and delicious fair food, creating a fun atmosphere for all ages.
Participate in activities like livestock shows, craft displays, and contests. Learn about local farming practices and engage with the community. Families can enjoy games and rides for kids, making it a delightful experience for everyone.
Don’t miss out on sampling tasty treats such as cotton candy, funnel cakes, and locally-sourced meals. The fair offers a great chance to explore local flavors and support community vendors. Capture special moments with photos against the colorful backdrop of fair attractions!
The fair is a fantastic way to meet locals and build lasting memories. Join in the fun and make the most of this annual celebration.
Address: 27 S 3rd St, Oakland, MD 21550.
23. Enjoy a Round of Golf at the Oakland Golf Club
Golf enthusiasts can enjoy a round at the Oakland Golf Club. This beautiful course is designed for golfers of all skill levels. The layout offers a unique challenge with stunning scenery at every hole.
As you play, you’ll experience the natural beauty of Garrett County. The course is well-maintained, providing a pleasant golfing experience. When the weather is nice, consider spending a leisurely day on the greens.
Bring friends along for a fun round or join a local tournament for some friendly competition. After your game, relax at the clubhouse and enjoy food and drinks with fellow golfers. It’s an excellent way to round off your day!
The views from the course offer a memorable experience, especially in the fall with the vibrant foliage. This combination of nature and sport makes for a perfect outing.
Address: 88 E. Oak St, Oakland, MD 21550.
24. Explore the Deep Creek Lavender Farm
Visiting the Deep Creek Lavender Farm is a sensory delight! The fragrant fields filled with lavender are open to visitors during the blooming season. Enjoy a peaceful stroll among the vibrant lavender plants while capturing beautiful photos.
The farm offers lavender-based products, from essential oils to culinary delights. Don’t forget to stop by the gift shop to bring home your favorite items! This is a great way to support local agriculture while indulging in unique finds.
Many visitors enjoy participating in special events and workshops held at the farm. Learn about sustainable farming practices and how to grow your own lavender at home. It’s a delightful experience for all ages!
Packing a picnic to enjoy the scenic views is a fantastic idea. Take in the fresh air and tranquility while surrounded by the fragrant fields. A visit to the lavender farm is a magical outdoor experience.
Address: 1011 Lavender Ln, Oakland, MD 21550.
25. Visit the Area’s Scenic Overlooks
Don’t miss the chance to visit the scenic overlooks around Oakland! These spots offer breathtaking views of the Appalachian Mountains and Deep Creek Lake. Pack your camera for stunning photo opportunities!
Drive along scenic routes that direct you to various overlooks. Each provides a unique perspective of the majestic landscapes that define this area. Some spots are perfect for a quick stop to take in the views, while others invite you to linger a bit longer.
The beauty of the changing seasons is particularly worth witnessing. Fall foliage paints the mountains in vibrant colors, while spring brings blooming wildflowers. The overlooks are mesmerizing at any time of the year, each season showcasing nature’s artistry.
Plan time in your itinerary to explore these overlooks. Pack snacks and refreshments to enjoy as you take in the beauty around you. It’s the perfect way to unwind and appreciate the serene surroundings!
Address: Scenic Overlooks, Garrett County, MD 21550.
Final Thoughts
Oakland, Maryland, offers an abundance of engaging activities for all ages. From outdoor adventures to cultural experiences, there’s something for everyone to enjoy. The natural beauty of the region beckons visitors to explore its trails, lakes, and scenic views.
The community spirit shines through local events and festivals, fostering a sense of belonging. Whether you’re attending a farmers market, a music festival, or simply enjoying the serene landscapes, you will create cherished memories. The rich history, combined with the vibrant culture, makes Oakland a unique destination worth experiencing.
If you’re looking to explore more, consider visiting other attractions around Maryland or discover hidden gems by checking out things to do in Solomons, MD. Each destination offers its own charm and excitement, waiting to be explored!
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