Top 20 Best Things To Do In Oakland Md

Oakland, Maryland, is a small town filled with charm and fun activities. Nestled in the beautiful mountains, it offers a mix of outdoor adventures and cozy spots to relax. Whether you love nature, history, or just hanging out with friends, Oakland has something for everyone.

Today, we will look at some exciting things to do in Oakland. From enjoying the stunning scenery to checking out local shops and eateries, there are plenty of options to fill your day with joy. Get ready to make some great memories in this lovely Maryland town!

Things To Do In Oakland Md

1. Visit Deep Creek Lake State Park for Outdoor Activities and Hiking Trails

Deep Creek Lake State Park is a paradise for nature lovers and outdoor enthusiasts. With over 1,800 acres, the park offers countless trails for hiking and biking. You can explore the beauty of the forested landscapes and spot local wildlife.

The park features easy, moderate, and challenging trails, catering to all skill levels. Whether you want a leisurely stroll or a tough hike, there’s a trail for you. The views of the lake are stunning and bring a serene quality to your adventure.

During summer, activities like bird-watching, picnicking, and fishing are popular. The fishing is great, especially with many spots to choose from along the shore. Bring your fishing gear and relax by the water.

In the wintertime, the park transforms into a winter wonderland. You can go snowshoeing or cross-country skiing, enjoying the peaceful landscape covered in snow. It’s a perfect way to embrace the colder months.

Don’t forget to bring your camera! The stunning vistas and scenic beauty of the park are perfect for capturing memorable moments.

Address: 898 State Park Rd, Swanton, MD 21561.

2. Explore Swallow Falls State Park and Witness the Stunning Waterfalls

Swallow Falls State Park is famous for its breathtaking waterfalls. One of the park’s main attractions is Muddy Creek Falls, Maryland’s tallest waterfall. The sound of the rushing water creates a soothing atmosphere that draws visitors in.

The hike to the falls is a beautiful adventure. The trails wind through lush forests and offer various viewpoints. You can observe the gorgeous scenery and enjoy the fresh air as you walk.

Bring your family or friends for a picnic near the falls. There are plenty of spots where you can relax and enjoy nature. The feeling of serenity at Swallow Falls makes it an ideal place to unwind.

In addition to the waterfalls, the park is home to diverse wildlife. Keep an eye out for deer, birds, and many other animals along your way. Nature lovers will find the park to be an exciting place for exploration.

Visiting Swallow Falls State Park is a must for anyone in the area. The majestic waterfalls and beautiful landscapes offer a unique experience that you’ll never forget.

Address: 2470 Park Rd, Oakland, MD 21550.

3. Go Skiing or Snowboarding at Wisp Resort During the Winter Months

Wisp Resort turns into a winter sports haven when the snow falls. Skiing and snowboarding here are amazing experiences. The resort offers trails for all skill levels, from beginners to seasoned pros.

The ski lifts take you to the top, giving you a chance to enjoy breathtaking views of Deep Creek Lake and the surrounding mountains. Make sure to dress warmly and be ready to hit the slopes!

If you prefer snowboarding, Wisp has terrain parks with features for all abilities. You can practice your tricks or just enjoy a fun ride down the mountain.

After a day on the slopes, relax in one of the cozy lodges. Enjoy warm food and drinks while sharing stories of your day. It’s a perfect way to unwind after an active day.

Wisp Resort provides everything you need for a fantastic winter getaway. Exciting slopes, comfortable lodges, and stunning views await you!

Address: 296 Marsh Hill Rd, McHenry, MD 21541.

4. Enjoy a Leisurely Day at the Deep Creek Lake with Boating and Fishing

Deep Creek Lake is a wonderful spot for a relaxing day by the water. You can choose from a variety of activities like boating and fishing. Rent a boat to explore the lake’s expansive areas.

The calm waters and surrounding nature create a perfect backdrop for a day on the lake. You can take a leisurely cruise, swim, or even try paddleboarding. The lake is great for both relaxation and fun!

Fishing enthusiasts will love the variety of fish available. Cast your line and maybe catch something delicious for dinner. The thrill of fishing against the backdrop of beautiful scenery is truly enjoyable.

Pack a picnic lunch and settle down by the shore. Whether you’re enjoying a meal, playing games, or sunbathing, the atmosphere is peaceful and inviting. It’s the perfect way to connect with family and friends.

At Deep Creek Lake, every moment becomes a joyful memory. The activities available cater to everyone, making it an ideal spot to unwind and have fun.

Address: 898 State Park Rd, Swanton, MD 21561.

5. Discover the Art at the Garrett County Arts Council’s Gallery

The Garrett County Arts Council’s Gallery offers a glimpse into the local art scene. This vibrant space showcases the works of talented artists from the area. You can find paintings, sculptures, and many other forms of art here.

Strolling through the gallery is a delightful experience. The artwork reflects the beauty and culture of Garrett County, making it a great place to connect with local creativity. Admission is often free, making it accessible for everyone!

The gallery frequently hosts exhibits and special events. You might even catch an art workshop where you can learn new skills. It’s a chance to engage with artists and fellow art lovers.

Don’t forget to check the gift shop! You can find unique items, including handcrafted goods, perfect for souvenirs or special gifts. Supporting local artists by purchasing their work is a rewarding experience.

Visiting the Garrett County Arts Council’s Gallery enriches your stay. It’s not only about art but also about building community connections through creativity.

Address: 104 E. State St, Oakland, MD 21550.

6. Attend the Annual Autumn Glory Festival for Local Culture and Festivities

The Annual Autumn Glory Festival is a celebration of local culture, and it’s a must-visit event! Held in October, it showcases the beautiful fall foliage of the region. The vibrant colors create a stunning backdrop for this exciting weekend.

Enjoy a variety of activities during the festival. There are parades, craft shows, and live music, keeping the atmosphere lively. You can sample delicious local foods and visit vendor booths for unique crafts.

The highlight of the festival is the Grand Feature Parade, showcasing colorful floats and local groups. It’s a fun, family-friendly event that brings the community together. You’ll love the energy and excitement of the parade!

Don’t miss out on the chance to explore local artisan booths. You can find handmade goods and artwork that reflect the rich culture of the area. The festival supports local businesses and artists.

Participating in the Autumn Glory Festival is a great way to celebrate the season. It’s an unforgettable experience filled with fun, festivities, and community spirit!

Address: Various locations in Oakland, MD 21550 (check local listings for specifics).

7. Visit the Oakland B&O Museum to Learn About Local History and Railroads

The Oakland B&O Museum offers a fascinating glimpse into the history of railroads in the area. Located in the historic B&O railroad station, it showcases artifacts and exhibits that tell the story of transportation in Garrett County.

Visitors can explore various displays featuring vintage trains, photographs, and memorabilia. The museum presents the impact of railroads on the development of the local community. It’s a perfect stop for history buffs and families alike!

Guided tours provide in-depth knowledge about the exhibits. You can learn from knowledgeable staff who are passionate about the museum’s history. Their enthusiasm brings the exhibits to life!

The museum also hosts special events throughout the year. Check their calendar for educational programs, guest speakers, and community events. Participating in these activities adds another layer to your visit.

Visiting the Oakland B&O Museum enriches your understanding of local history. It’s a gem that highlights the importance of railroads in shaping the region!

Address: 1 E. Oak St, Oakland, MD 21550.

8. Take a Scenic Drive Along the Allegheny Mountains

The scenic drive along the Allegheny Mountains is an experience you cannot miss! It offers stunning panoramas of lush forests, rolling hills, and serene lakes. This drive is especially beautiful in the fall when the leaves change colors.

The winding roads allow for easy stops at various viewpoints. Each viewpoint offers unique photo opportunities to capture the beauty of the landscape. Don’t forget to bring your camera!

Several parks and trails are accessible along the route. You can take short hikes or enjoy picnicking in picturesque spots. The fresh mountain air rejuvenates the spirit.

Keep an eye out for wildlife during your drive. Deer and other animals are often visible along the roads, adding to the charm of the experience. Nature lovers will appreciate the beauty surrounding them.

This scenic drive is a fantastic way to explore the Allegheny Mountains. It’s a peaceful escape that lets you connect with nature and enjoy the breathtaking views.

Address: Scenic Route through the Allegheny Mountains, MD.

9. Explore Local Shops and Cafes in Downtown Oakland

Downtown Oakland is full of charming shops and cozy cafes waiting to be explored. Take a leisurely stroll along the streets to discover unique boutiques and artisan stores. Each shop has something special that reflects the local culture.

Indulge in some shopping at local stores. You can find handmade crafts, clothing, and gifts. Supporting local businesses is a great way to connect with the community while discovering one-of-a-kind treasures.

When you start feeling hungry, stop by one of the inviting cafes. Savor delicious coffee and freshly baked pastries. Many cafes offer a warm, welcoming atmosphere, perfect for relaxing and enjoying time with friends.

Don’t miss the chance to chat with local shop owners! They often share stories about their crafts, their inspiration, and the community. Engaging with locals adds depth to your experience.

Exploring downtown Oakland is a delightful way to experience local life. The charming atmosphere and unique shops create a memorable adventure.

Address: Main St, Oakland, MD 21550.

10. Enjoy Hiking the Trails at Cooper’s Rock State Forest Nearby

Cooper’s Rock State Forest is a hiker’s paradise nearby. With over 50 miles of trails, you will find paths for all levels of experience. The forest is known for its stunning rock formations and beautiful views of the Cheat River.

One of the highlights is the overlook area, which offers breathtaking panoramic views. Take a moment to soak in the natural beauty that surrounds you. It’s a perfect spot for photos or simply to rest and enjoy the scenery.

As you hike, you may encounter diverse wildlife. Keep your eyes peeled for deer, birds, and vibrant plants along the trails. The tranquility of the forest makes it an ideal place for birdwatching, too.

Pack a picnic and enjoy it in one of the designated areas. Eating amidst nature enhances your overall experience. It’s a beautiful way to connect with the forest.

Hiking at Cooper’s Rock State Forest is a fantastic way to get outdoors and enjoy nature. It’s an invigorating experience that rejuvenates the mind and body!

Address: 61 Mace Ave, Bruceton Mills, WV 26525.

11. Check Out the Local Farmers Market for Fresh Produce and Artisan Goods

The local farmers market is a must-visit for food lovers! Held weekly, it brings together local farmers and artisans to showcase their fresh produce and handmade goods. The vibrant atmosphere is filled with friendly vendors and excited customers.

You can find everything from fresh fruits and vegetables to homemade jams and baked goods. Shopping at the farmers market supports local agriculture while providing you with high-quality products.

The market often features local crafts, artwork, and unique gifts. Browsing these artisan goods adds an extra layer of charm to your visit. You may find the perfect souvenir to take home!

The friendly vendors are always eager to share recipes and tips on using their products. Engage with them to learn more about their farming practices and businesses. Their insights enrich your visit!

Visiting the farmers market is a fun and enjoyable experience. It’s an opportunity to immerse yourself in the local culture while enjoying delicious, fresh food.

Address: Various locations in Oakland, MD 21550 (check local listings for specifics).

12. Visit the Historic Oakland Community Center for Events and Activities

The Historic Oakland Community Center is a hub of activity for locals and visitors alike. It offers a range of events and activities for all ages. From fitness classes to art shows, there’s always something happening at the center.

Check the events calendar to see what’s coming up during your visit. You might find concerts, workshops, and social gatherings. Participating in these events is a great way to meet locals and make new friends!

The center also features learning opportunities. You can attend classes in art, cooking, or fitness, making it a vibrant place to grow and connect with others in the community.

Don’t miss the opportunity to explore the historical aspects of the building itself. It’s a charming venue filled with character and warmth. The community-focused atmosphere makes it a welcoming place.

Visiting the Oakland Community Center is an excellent way to engage with the local culture. Enjoy the diversity of events and activities that cater to everyone!

Address: 201 E. Boyd St, Oakland, MD 21550.

13. Participate in a Guided Fishing Tour on Deep Creek Lake

Enjoying a guided fishing tour on Deep Creek Lake is an unforgettable experience! Learn from local experts who know the best fishing spots. They provide everything you need to make your day successful and fun.

Whether you’re a beginner or an experienced angler, the guides tailor the experience to suit your needs. They offer helpful tips for catching fish and ensuring that you have a great time out on the water.

Deep Creek Lake is home to beautiful species of fish such as bass and trout. The excitement of reeling in your catch is thrilling. Plus, the stunning scenery creates a peaceful backdrop during your fishing adventure.

Throughout the tour, you will learn about the lake’s ecosystem and the importance of conservation. Knowledgeable guides share insights that help you appreciate the natural habitat even more.

Participating in a guided fishing tour creates lasting memories. The joy of fishing alongside family or friends enhances your experience at Deep Creek Lake!

Address: Various locations around Deep Creek Lake, MD.

14. Experience the Thrill of White-Water Rafting on the Nearby Youghiogheny River

For adventurous souls, white-water rafting on the Youghiogheny River offers excitement like no other! This thrilling experience is perfect for those seeking some adrenaline-pumping fun amid beautiful scenery.

Guided rafting tours cater to all experience levels. Professionals lead the tours, ensuring your safety while providing tips for navigating the rapids. The excitement of conquering the waves with friends is an unforgettable experience!

The river features varying levels of rapids, from gentle flows to wild waves. Depending on your skill level, you can choose a tour that fits your preferences. It’s a perfect place for both beginners and experienced rafters.

As you paddle through stunning landscapes, keep an eye out for breathtaking views and local wildlife. The natural beauty surrounding the river enhances the thrill of the adventure.

White-water rafting on the Youghiogheny River is a must-do for adventure seekers. The combination of excitement and stunning surroundings makes for the perfect day out!

Address: 1348 Lick Run Rd, Oakland, MD 21550.

15. Spend a Day at the Splash Island at Wisp Resort During Summer

Splash Island at Wisp Resort is a fantastic summer destination for families and friends! This water park features fun activities for everyone. Whether you want to slide down waterslides, float in lazy rivers, or splash around in splash pads, Splash Island has it all.

The park offers various attractions tailored for different age groups. Kids can enjoy playful water features, while adults can relax by the pool and soak up the sun. It’s a great way to cool off during hot summer days!

Grab lunch at the park’s café, where you can find tasty meals and cool refreshments. Enjoy your food while relaxing in the warm summer air. It’s a perfect way to refuel for more fun activities.

Throughout the day, you’ll find entertainment and special events. Engage with lifeguards for fun contests or participate in activities that make your visit even more memorable.

Visiting Splash Island at Wisp Resort guarantees a day filled with laughter, excitement, and relaxation. It’s a must for anyone seeking a fun summer getaway!

Address: 296 Marsh Hill Rd, McHenry, MD 21541.

16. Discover Local Wildlife at the Local Nature Preserves and Parks

Exploring local nature preserves and parks is a great way to connect with wildlife. These areas offer diverse ecosystems that host various plant and animal species. Bring your binoculars and be ready for an exciting adventure in nature!

Visitors might encounter deer, birds, and other creatures throughout the trails. The tranquil setting allows for undisturbed wildlife viewing, making it a photographer’s dream! Capture the beauty of nature at its finest.

Many parks offer guided nature walks, where experts share knowledge about local flora and fauna. These tours provide insights into the region’s unique ecosystems and conservation efforts.

Don’t forget to check out the educational centers that often accompany these parks. They feature exhibits and programs that enlighten visitors about wildlife preservation and awareness.

Exploring local nature preserves is an enriching experience. It fosters a deeper appreciation of the natural world and encourages responsible interaction with wildlife.

Address: Various locations in Garrett County, MD.

17. Take a Boat Tour of the Lake to See the Surrounding Beauty from the Water

A boat tour of Deep Creek Lake provides a unique perspective of the area’s stunning landscapes. The gentle waves and refreshing breeze create a serene environment as you glide across the water. It’s the perfect way to spend a relaxing afternoon!

Guided tours often share stories about the lake’s history and the surrounding area. You’ll learn fascinating facts while absorbing the breathtaking scenery. Bring your camera to capture the beauty of the idyllic shoreline!

On tours, you may also get the chance to see local wildlife along the shores. The experience provides opportunities for bird-watching and spotting other animals in their natural habitat.

Many boat tour companies offer sunset cruises, which are an incredible way to end the day. Witness the vibrant colors of the sky reflecting off the water as the sun sets over the horizon.

Taking a boat tour of Deep Creek Lake allows you to experience the magic of the area’s beauty. It’s a memorable adventure that everyone should enjoy!

Address: Various locations on Deep Creek Lake, MD.

18. Visit the Wisp Resort Adventure Park for Zip-Lining and Mountain Biking

Wisp Resort Adventure Park is an exciting destination for thrill-seekers! You can experience the thrill of zip-lining through the trees, enjoying stunning views from above. It’s an exhilarating way to explore the beautiful landscapes of the resort.

The zip-line courses vary in difficulty, so there’s something for everyone. Perfect for both beginners and experienced adventurers, you can enjoy soaring through the treetops with family or friends.

If you prefer biking, the park offers mountain biking trails that cater to various skill levels. Ride through scenic woods, enjoying the fresh air and natural beauty all around you.

Equipment rentals are available at the resort, so you don’t need to worry about bringing your gear. Friendly staff is on hand to offer assistance and ensure you have a safe experience.

Wisp Resort Adventure Park is a fantastic way to embrace outdoor fun! With exciting activities, beautiful surroundings, and friendly staff, you’re guaranteed an unforgettable day.

Address: 296 Marsh Hill Rd, McHenry, MD 21541.

19. Explore the History at the Historic Charles Daugherty House

The historic Charles Daugherty House is a charming representation of local heritage. This preserved home offers insights into the life of earlier residents of the area. Guided tours are available, showcasing historical artifacts and stories that bring the past to life.

Visiting the house immerses you in the lifestyle of a bygone era. The architecture and furnishings reflect the history of the area and provide a fascinating lesson in local culture.

Check for special events, as the house sometimes hosts community activities and exhibits. These events enhance your understanding of local history and allow you to engage with the community.

Surrounded by beautiful gardens, the house provides a lovely place to explore. Take some time to stroll around the grounds and enjoy the peaceful atmosphere.

Exploring the Charles Daugherty House is an enriching experience that connects you with the area’s history. You’ll leave with a deeper appreciation for the rich cultural heritage of Garrett County!

Address: 2 E. Oak St, Oakland, MD 21550.

20. Relax at the Beautiful Waterfalls at the Nearby Herrington Manor State Park

Herrington Manor State Park features stunning waterfalls and tranquil walking paths. It’s an ideal location to unwind while enjoying the sights and sounds of nature. The peaceful ambiance and scenic beauty create a perfect getaway.

The park offers various trails leading to the waterfalls, allowing visitors to experience nature up close. The sound of the cascading water is soothing and makes for a perfect place to relax.

Picnic areas are available for those who want to enjoy a meal surrounded by nature. Bring your favorite snacks and spend a wonderful day basking in the natural beauty that surrounds you.

The park also has opportunities for fishing and boating, making it a well-rounded destination for outdoor enthusiasts. Spend your day exploring beautiful landscapes while enjoying your favorite activities.

Visiting Herrington Manor State Park is a delightful experience. The combination of beautiful waterfalls and calming nature creates a wonderful escape from the everyday routine.

Address: 222 Herrington Ln, Oakland, MD 21550.

Final Thoughts

Garrett County, Maryland, is a splendid destination for outdoor lovers and culture seekers alike. Whether you’re hiking scenic trails, exploring local history, or simply enjoying the beauty of Deep Creek Lake, there’s something for everyone to experience.

The wide array of activities, from thrilling adventures to serene nature escapes, invites you to immerse yourself in the magic of this beautiful area. Each season offers new opportunities for fun and relaxation.

As you leave Garrett County, the memories of stunning landscapes, captivating culture, and warm hospitality will linger long after your visit, drawing you back to explore its charm once more. If you are interested in exploring more places to visit, don’t hesitate to check out these other exciting destinations that could inspire your next adventure!