Find hotels in Oakland, MD from $74

Find great hotels in and around Oakland

Discover a range of lodging options in Oakland, Maryland, perfect for your adventurous getaway. Whether you're seeking a cozy guesthouse or a rustic lodge, the area offers family-friendly and pet-friendly accommodations to enhance your vacation experience. With a variety of hotels in Oakland, you're sure to find the best Oakland hotels that cater to your needs and provide a memorable stay amidst the beautiful surroundings.

• Alpine Lake Resort: Experience a unique blend of relaxation and recreation at Alpine Lake Resort, a charming 3-star lodge located only 6 miles from Oakland. This property is perfect for golf enthusiasts and beach lovers alike, offering direct access to the beach and a golf course. Enjoy an array of outdoor activities while soaking up the sun or hitting the greens. The resort is also pet-friendly, welcoming dogs with amenities designed for their comfort, making it an ideal retreat for the whole family.
• The Lodges at Sunset Village: Adventure awaits at The Lodges at Sunset Village, situated 11 miles from Oakland. This hotel caters to thrill-seekers with a plethora of onsite adventure sports, including fishing, motorboating, and ziplining, as well as nearby skiing and boat tours. The property is also pet-friendly, ensuring your furry companions can join in on the fun. With its focus on outdoor recreation, this lodge is perfect for those looking to create unforgettable memories in nature.
• The Garrett Inn: Nestled in the heart of Oakland, The Garrett Inn is an inviting motel that serves as an adventure hub for outdoor enthusiasts. With easy access to activities such as snowshoeing, skiing, and snow tubing, guests can immerse themselves in the beauty of the surrounding landscape. This property is ideal for those seeking an action-packed getaway, offering a cozy atmosphere after a day of exploration. The Garrett Inn promises a memorable stay filled with adventure and relaxation.

Where to stay in and around Oakland

Oakland, Maryland, offers a perfect blend of outdoor beauty and charming vibes, making it an ideal destination for your vacation. Explore the picturesque downtown area, perfect for a weekend getaway, where you can stroll through quaint streets and enjoy local attractions. Experience the tranquility of nearby neighborhoods, which are family-friendly and secluded, yet trendy. Whether you're seeking a romantic escape or an ecotourism adventure, Oakland is sure to provide a memorable travel experience.

• Thayerville: Nestled within the picturesque landscape of Oakland, Thayerville is a charming village that attracts visitors year-round, especially during the peak summer months of July and August, as well as in October. Known for its stunning outdoor scenery and romantic ambiance, travelers flock here for activities like skiing at nearby resorts and enjoying the natural beauty of the national park. With a range of recreational areas and scenic lakes, Thayerville is perfect for those looking to unwind amidst nature.
• Alpine Lake: Located just 7 miles from Oakland, Alpine Lake is a serene village renowned for its breathtaking landscapes and outdoor adventures. The peak travel season runs from June to August, providing ample opportunities for romantic getaways or family trips. Visitors can explore various recreational areas, indulge in skiing, or simply take in the stunning views of the lake and surrounding national parks. Alpine Lake offers a perfect blend of tranquility and adventure, making it a must-visit destination.
• Swanton: Situated approximately 10 miles from Oakland, Swanton is a vibrant city that sees a seasonal influx of travelers, especially from May to July. Known for its outdoor experiences and scenic beauty, Swanton offers a variety of recreational activities, including skiing and exploring the nearby river and national parks. This city is an ideal spot for those seeking a romantic escape or an adventure-filled vacation, with its diverse attractions ensuring a memorable experience for all visitors.

Things to do in and around Oakland

Oakland, Maryland, is perfect for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can explore scenic hiking trails, enjoy recreational areas, and experience the thrill of skiing at nearby resorts. With its blend of natural beauty and adventurous activities, Oakland offers an ideal setting for weekend getaways and outdoor enjoyment.

Shopping

In Oakland, you'll find charming local shops like the Oakland Antique Mall, perfect for unique gifts. If you're up for a drive, check out the Deep Creek Lake Shopping Center for a wider selection of stores, including local artisans and outdoor gear.

Recreation

Explore Swallow Falls State Park for serene hiking trails and the soothing sounds of nature, perfect for relaxation. For a more active experience, visit Lodestone Golf Club, where you can enjoy a round of golf surrounded by beautiful landscapes, or try your skills at Mystic Rock for an exhilarating outdoor challenge.

Adventure

Wisp Resort, located 11 miles from Oakland, offers thrilling skiing and snowboarding experiences amidst stunning mountain views. For water enthusiasts, Adventure Sports Center International, 10 miles away, provides exciting whitewater rafting and kayaking adventures. Hiking the Allegheny Trail, 14 miles from Oakland, reveals breathtaking scenery and invigorating outdoor exploration.

Nightlife

For a fun night, visit Funland, an arcadeAdventureZone located 11 miles away, perfect for adventure vibes. Alternatively, enjoy a romantic evening at Music at Penn Alps, a theater 24 miles from Oakland, offering a blend of culture and family entertainment.

Booking tips and Expedia advantages for Oakland

To save money on your trip to Oakland, Maryland, consider visiting during the cheaper months of March to April or October, and aim for a Tuesday stay for the best rates. Avoid weekends, especially Saturdays, which are pricier. Use Expedia to compare hotel rates and consider booking a package deal that combines your hotel, flights, and activities for extra savings. Joining Expedia's One Key membership can unlock exclusive discounts and allow you to earn OneKeyCash for future bookings. Take advantage of free local activities to make the most of your budget.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Oakland are March to April and October, where the prices are slightly lower. This is in comparison to July to August and December, where prices are slightly higher.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Oakland is Tuesday. The most expensive day to stay in Oakland is Saturday.
• Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your options based on your budget, desired location, and preferred hotel type. To find the best prices and deals available, simply sort the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your Oakland hotel reservation with your flights and activities through an Expedia package.
• Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Best time to go to Oakland

The best time to visit Oakland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Oakland falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Oakland falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	26.4°F (-3.1°C)	Light Rain	Mostly Cloudy	Average	Average
February	30.0°F (-1.1°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
March	37.6°F (3.1°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
April	47.7°F (8.7°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
May	57.6°F (14.2°C)	Light Rain	Mostly Cloudy	Average	Average
June	64.9°F (18.3°C)	Light Rain	Mostly Sunny	Slightly High	Average
July	69.1°F (20.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	67.3°F (19.6°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	61.5°F (16.4°C)	Light Rain	Mostly Sunny	Slightly High	Average
October	50.7°F (10.4°C)	Light Rain	Mostly Sunny	Average	Slightly Low
November	39.0°F (3.9°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	32.5°F (0.3°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly High