Hotels in Oakland

Oakland: Where Urban Vibes Embrace Nature’s Serenity

Nestled in the heart of the stunning Allegheny Mountains, Oakland, Maryland, is a charming escape for nature lovers and adventure seekers alike. This quaint town is surrounded by breathtaking landscapes, including the serene Deep Creek Lake and the lush, rolling hills of the surrounding state parks. Visitors can enjoy year-round outdoor activities, from boating and fishing in the summer to skiing and snowboarding in the winter. Oakland's rich history is reflected in its quaint downtown, where unique shops and local eateries invite exploration. Experience the perfect blend of tranquility and adventure in this hidden gem.

Discover great hotels in Oakland

Oakland, Maryland, offers a range of hotel accommodations from cozy inns to family-friendly lodges. Whether you’re seeking budget-friendly options or a more upscale stay, you'll find a variety of choices suited to your needs. Enjoy comfortable rooms and easy access to local attractions in this scenic area. Here are some of the best hotels in Oakland that our travelers love:

1. Alpine Lake ResortOpens in a new window: This 3.0-star lodge is perfect for leisure travelers seeking a beach getaway. The property offers direct access to the beach, ensuring a relaxing experience. With amenities such as an onsite mini-golf, arcade game room, and a shared playground, travelers appreciate the engaging environment. The distinctive features create a delightful atmosphere for family vacations, with positive sentiments highlighting the fun and enjoyable experiences provided for guests.
2. Lake Pointe InnOpens in a new window: This 3.0-star bed and breakfast is an ideal choice for adventure seekers and golf enthusiasts. With direct access to the beach, guests can enjoy a variety of adventure sports and recreation activities nearby, including cross-country skiing and snorkeling. The property stands out for its golf-themed experiences, inviting travelers to indulge in their passion for the sport. Sentiments reflect satisfaction with the unique offerings and the opportunity for curated adventures during their stay.
3. Wisp ResortOpens in a new window: As a 2.5-star hotel, this property caters to adventure travelers looking for skiing and outdoor experiences. Located close to ski shuttle services, guests can easily access winter sports and recreation activities. With onsite options like canoeing, rafting, and mountain biking, the hotel provides an exhilarating backdrop for an active vacation. Positive reviews highlight the property’s ability to deliver an adventurous and memorable escape for those eager to embrace the great outdoors.

Top locations to stay in Oakland

Some of the best areas to stay in Oakland, Maryland, are Thayerville, Swanton, and Terra Alta. Thayerville offers scenic views and outdoor activities, Swanton is perfect for golf enthusiasts and nature lovers, while Terra Alta features beautiful lakes and relaxation spots. For first-time visitors, Thayerville is the best choice, providing easy access to local attractions and natural beauty.

1. SwantonOpens in a new window: Swanton is a charming spot for travelers looking to enjoy a mix of golf and nature. Nestled in the beautiful mountains of Maryland, it offers scenic views and a relaxed atmosphere. You can tee off at local golf courses or explore nearby parks and trails, making it a great destination for outdoor enthusiasts. The proximity to Deep Creek Lake also provides opportunities for fishing, boating, and hiking, ensuring that there's always something fun to do while soaking in the natural beauty.
2. ThayervilleOpens in a new window: If you're seeking a lakeside retreat, Thayerville is the place for you! This area is known for its access to Deep Creek Lake, where visitors can enjoy swimming, kayaking, and cozy lakeside picnics. With its stunning views and peaceful environment, Thayerville is perfect for those wanting to unwind and connect with nature. The area also offers a range of rental options, from quaint cabins to luxurious lakeside homes, making it easy to find the perfect spot to stay.
3. Terra AltaOpens in a new window: Terra Alta is an inviting destination for those who appreciate serene lake views and a laid-back atmosphere. The area is perfect for relaxation and offers beautiful surroundings ideal for fishing, swimming, and hiking nearby trails. Its quaint charm and local events provide a cozy community feel, making it a great spot for a peaceful getaway. With the natural beauty surrounding Terra Alta, visitors can easily enjoy leisurely strolls or simply unwind by the water's edge.

Things to do in Oakland

Oakland boasts a stunning blend of lakes, rivers, and lush parks, making it a haven for outdoor enthusiasts. You can paddle across tranquil waters, hike through scenic trails, or even enjoy winter sports on nearby slopes. With endless opportunities for yoga, camping, and sledding, this vibrant city invites you to explore its natural beauty.

• Thousand Acres Lakeside Golf CourseOpens in a new window – Tee off at Thousand Acres Lakeside Golf Course, where stunning lake views meet a challenging course. Whether you're a seasoned golfer or just starting out, this beautiful setting is perfect for a relaxing round of golf amidst nature's beauty.
• Deep Creek Lake State ParkOpens in a new window – Explore the vast landscapes of Deep Creek Lake State Park, a haven for outdoor enthusiasts. With opportunities for hiking, fishing, and boating, this national park offers various trails and stunning waterfront vistas that invite you to soak up the great outdoors.
• Cannon HillOpens in a new window – Enjoy a peaceful retreat at Cannon Hill, an urban park where you can stroll through lush greenery and unwind by the lake. It's an ideal spot for a leisurely walk or a picnic with friends and family while enjoying the serene surroundings.
• Cranesville Swamp Natural AreaOpens in a new window – Discover the unique ecosystem of Cranesville Swamp Natural Area, a reserve that showcases diverse wildlife and lush vegetation. Take a leisurely hike on the trails and keep an eye out for fascinating birds and other creatures that call this swamp home.

5 tips for savvy savings when booking a hotel in Oakland

1. Book for the cheapest times: The most affordable time to visit Oakland is during March, April, and October, when hotel prices tend to be lower. For a great value for money experience, consider staying for at least 2 to 3 days to fully explore the city's key landmarks and cultural attractions. During your budget-friendly trip, you can enjoy the scenic beauty of the lake and river, participate in activities like rafting and horseback riding, and immerse yourself in the rich history and culture that Oakland has to offer. With the right timing, prices may drop, making it an ideal getaway for those looking to explore without breaking the bank.
2. Look for last-minute deals on Hotels.com: To explore last-minute deals to Oakland, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted rates on hotels close to your travel dates. By enabling email alerts or push notifications, you could stay updated on flash sales and special promotions, helping you maximize savings. Additionally, the Smart ShoppingOpens in a new window feature in the app allows you to compare room rates and amenities, making it easier to find the best options. If prices drop or availability changes, you'll be among the first to know, ensuring a smooth last-minute getaway.
3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates may help you save on your stay in an Oakland hotel. If you’re in search of something unique, boutique hotels can provide a more personalized experience and potentially better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the rate is on the higher side, we’ll suggest alternative dates that could offer a better deal.
4. Consider your location: Staying near major attractions or city centers can be convenient, but it usually tends to come with higher prices. If you're looking for more affordable options, consider hotels in less central neighborhoods, where you can balance cost with accessibility to the sites you want to visit. You might also check out independent hotels a bit farther away, as they can offer a more authentic and budget-friendly experience.
5. Become a Member: Join for free and unlock amazing savings on your next stay in Oakland! Enjoy exclusive member prices on over 100,000 hotels worldwide. As a member, you’ll have the opportunity to advance through tiers quickly, gaining access to fantastic perks such as complimentary room upgrades (subject to availability) and discounts on food and beverages at select VIP Access properties. Don’t miss out on these incredible benefits—sign up today!

Best time to go to Oakland

Oakland experiences its lowest average temperature in January, at 26.4°F (-3.1°C), while July is the hottest month, with an average temperature of 69.1°F (20.6°C). May is usually the wettest month. June, July, and September are the peak travel months in Oakland, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. On the other hand, February, November, and December tend to be quieter times to visit, marked by light rainfall and mostly sunny to mostly cloudy conditions.