Hotels in Oakland
Search over 893 hotels from $123
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Top Rated Oakland Hotels

Baja Motel

The Garrett Inn

Amazing Central Location! Lakefront! Hot tub/dock!

New: Lakefront Luxury Home with Private Indoor Heated Pool!

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

Timberlodge: Lakefront, Indoor Pool, Private Dock, Hot Tub, Fire Pit!

5BR lakefront retreat with hot tub, sauna, & dock

A quiet little town

Dog-friendly house on the lake, central AC, & EV charger
Top reasons to visit Oakland
- Lakeside Paradise: Get your adrenaline pumping with thrilling activities like rafting and skiing in Oakland's beautiful lake and river.
- Maryland State Parks: Immerse yourself in nature at the stunning state parks, perfect for camping and horseback riding.
- Vibrant Local Vibes: Experience luxury and eco-tourism in Sunset Village, where you'll find a vibrant and lively atmosphere.
- Ultimate Outdoor Vacation: Oakland offers the ultimate outdoor vacation, with a variety of activities for adventure seekers and nature enthusiasts alike.
- Charming Town: Explore the charming town of Oakland, Maryland, where you'll find a perfect blend of relaxation and excitement.
Popular hotels in Oakland
Oakland, a picturesque town in Maryland, offers a variety of hotel accommodations for outdoor enthusiasts. From cozy bed and breakfasts to upscale resorts, there is something for everyone. Whether you're seeking luxury amenities or a budget-friendly option, Oakland has it all. Many hotels in the area provide convenient access to outdoor activities such as hiking, fishing, and skiing, making it the perfect destination for adventure seekers. Choose from the best hotels in Oakland and indulge in a memorable outdoor vacation.
- Microtel Inn & Suites by Wyndham Hazelton/Bruceton Mills - This 2.0-star rated hotel is located 18.2 miles away from Oakland. It offers close proximity to snowboarding, cross-country skiing, and kayaking. With its countryside surroundings and adventure opportunities like hiking and skiing, it is a great option for an outdoor vacation. Additionally, the hotel provides connecting rooms and is located near a river, adding to its appeal.
- Nemacolin - This 4.5-star rated resort is situated 28.5 miles away from Oakland. It offers a casino, steam room, and poolside bar as its most relevant affinities. With amenities like tennis courts, an indoor pool, childcare services, and a golf course, this resort caters to various interests and provides a luxurious outdoor vacation experience. It also offers a spa and concierge services for added convenience.
- The Inn at Canaan - This 2.5-star rated motel is located 24.9 miles away from Oakland. It is in close proximity to mountains, ski areas, and natural parks. With friendly people and a small-town atmosphere, it offers a charming outdoor vacation experience. The motel is also pet-friendly and provides facilities like golf courses and waterfalls for recreational activities.
Top things to see and do in Oakland
When visiting Oakland, Maryland, you'll be surrounded by the great outdoors and a variety of activities to enjoy. Whether you're seeking adventure or relaxation, this charming town has something for everyone. Explore the nearby lake and river, perfect for rafting and fishing. If you're a fan of winter sports, you can hit the slopes for skiing or go sledding. For those looking to unwind, indulge in luxury accommodations or try some rejuvenating yoga. Nature enthusiasts will love the ecotourism options, including camping and horseback riding. Don't miss out on points of interest like Paradise Point, and keep an eye out for ice fishermen during the winter months.
- Swallow Falls State Park: Nestled in the heart of nature, Swallow Falls State Park offers a mesmerizing experience. Immerse yourself in the enchanting beauty of the river and lake, surrounded by lush forests. Whether you're camping with family or seeking adventure, this park has it all. From skiing and snowboarding in winter to boating and paddleboarding in summer, there's something for everyone. Don't miss the vibrant festivals that bring the park to life. Prepare to be captivated by the serene tranquility and breathtaking scenery.
- Herrington Manor State Park: For those seeking an outdoor escape, Herrington Manor State Park is a true gem. This national state park offers an adventure-filled experience with stunning scenery. Explore the picturesque trails, marvel at the captivating landscapes, and breathe in the fresh mountain air. Whether you're hiking, biking, or simply taking in the natural beauty, this park will leave you in awe. Immerse yourself in the peaceful serenity and let the beauty of nature rejuvenate your soul.
Best places to visit in Oakland
Experience the ultimate outdoor vacation in Oakland, Maryland! Explore the lakeside paradise with activities like rafting and skiing. Discover the stunning Maryland state parks that provide the perfect backdrop for camping and horseback riding. Don't miss the vibrant local vibes in Sunset Village, where you can indulge in luxury and eco-tourism. Everything Oakland has to offer awaits you!
- Mountainside: Mountainside is a neighborhood in or near Oakland that offers a unique experience for outdoor enthusiasts. With its picturesque views of the surrounding mountains and lush greenery, it's a perfect destination for hiking, biking, and other outdoor activities. The neighborhood is known for its well-maintained trails and parks, providing ample opportunities to connect with nature. Whether you're a seasoned adventurer or just looking for a peaceful escape from the city, Mountainside offers a tranquil atmosphere and a chance to explore the great outdoors.
- Paradise Point: As its name suggests, Paradise Point is a neighborhood in or near Oakland that offers a little slice of paradise for outdoor holidaymakers. Situated near a beautiful lake, this area is perfect for water activities such as swimming, boating, and fishing. The neighborhood also boasts scenic picnic spots and well-maintained parks, making it an ideal destination for relaxation and outdoor fun. With its serene atmosphere and breathtaking views, Paradise Point is worth a visit for those seeking a tranquil escape and a chance to reconnect with nature.
- Silver Ridge: Silver Ridge is a popular neighborhood in or near Oakland that offers a unique outdoor experience. Nestled amidst rolling hills and stunning landscapes, this area is a haven for hikers, bikers, and nature enthusiasts. The neighborhood is known for its well-marked trails, which offer breathtaking views of the surrounding scenery. Whether you're looking for a challenging hike or a leisurely stroll, Silver Ridge has something for everyone. With its refreshing atmosphere and untouched beauty, Silver Ridge is the perfect destination for an outdoor holiday.
Seasonal travel trends of Oakland
The popularity of Oakland shows no change throughout the year. The most popular time to visit is between July and September, with a seasonal peak in July. The off-peak tourist season is from November and January, with December typically being the quietest month.
Check out the month-by-month weather chart for Oakland to help you plan your next trip. With a monthly average of 69.1 degrees Fahrenheit, you can expect the hottest temperatures in July. The coldest month, on average, is January. The most rainfall typically happens in May. Regardless of when you visit Oakland, every season has a reason to stay.
![]() | ![]() | ![]() | ![]() |
January | 26.4°F (-3.1°C) | Light Rain | Mostly Cloudy |
February | 30.0°F (-1.1°C) | Light Rain | Mostly Cloudy |
March | 37.6°F (3.1°C) | Light Rain | Mostly Cloudy |
April | 47.7°F (8.7°C) | Light Rain | Mostly Cloudy |
May | 57.6°F (14.2°C) | Light Rain | Mostly Cloudy |
June | 64.9°F (18.3°C) | Light Rain | Mostly Sunny |
July | 69.1°F (20.6°C) | Light Rain | Mostly Sunny |
August | 67.3°F (19.6°C) | Light Rain | Mostly Sunny |
September | 61.5°F (16.4°C) | Light Rain | Mostly Sunny |
October | 50.7°F (10.4°C) | Light Rain | Mostly Sunny |
November | 39.0°F (3.9°C) | Light Rain | Mostly Sunny |
December | 32.5°F (0.3°C) | Light Rain | Mostly Cloudy |
Local eateries in Oakland
Exploring the quaint town of Oakland, Maryland, you'll be delighted by the diverse culinary offerings that reflect the region's unique flavors. From the comforting and hearty taste of UNO Pizzeria & Grill's famous pizzas to the zesty and vibrant dishes at El Canelo, a Latin American Mexican restaurant, your taste buds are in for a treat. Indulge in the mouthwatering creations at Brenda's Pizzeria, known for their highly rated and popular pizzas. Whether you're enjoying the picturesque views of Oakland or exploring nearby attractions like Deep Creek Lake, there's no shortage of dining experiences to satisfy every craving.
Where should you stay in Oakland?
What are some favorite pet-friendly hotels in Oakland?
You and your pet can choose one of these pet-friendly hotels in Oakland for your trip. Cove Creek Lodge 212: Dog Friendly Standard Double Queen Room is a pet-friendly hotel featuring free WiFi and private decks. You and your pet can also consider Cove Creek Lodge 213: Dog Friendly Standard Double Queen Room, a pet-friendly hotel featuring free WiFi and private decks. Cove Creek Lodge 211: Standard Double Queen Fireplace Room is another option, and it's a pet-friendly hotel featuring free WiFi and private decks.
What are the best hotels to stay near Deep Creek Lake?
Deep Creek Lake deserves to be near the top of your to-do list while you're in Oakland. This popular body of water is 9 miles from the downtown area and brings in travelers from all over. Make the most of your time here by basing yourself nearby at Dog Friendly Lake Area Cabin With hot Tub, Charcoal Grill and Fireplace!, just 0.1 miles away. Other highly rated hotels include Dog Friendly Lake Area Home With hot Tub!, located 0.1 miles away, and Lake Area Home With Wheelchair Accessibility, an Indoor hot tub and Game Tables!, which is 0.1 miles away. You'll be able to get out of bed and be at this attraction in no time!
Oakland hotels essential information
Accommodation | 893 hotels |
---|---|
Lowest Price | $123 |
Highest Price | $145 |
Popular hotels | Baja Motel, The Garrett Inn, Amazing Central Location! Lakefront! Hot tub/dock!, New: Lakefront Luxury Home with Private Indoor Heated Pool!, The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek, Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp, Timberlodge: Lakefront, Indoor Pool, Private Dock, Hot Tub, Fire Pit!, 5BR lakefront retreat with hot tub, sauna, & dock, A quiet little town, Dog-friendly house on the lake, central AC, & EV charger, Stunning 7 Bedroom 6.5 Bath Lakefront Home with Dock Slip, Lakefront, dog friendly, dock slip, hot tub, and fire pit |
Booking tips for Oakland
Booking tips for Oakland
Find your perfect hotel with Orbitz
We promote inclusive travel experiences, ensuring that your next trip is accessible to all. When searching for accommodations, utilize filters to find eco-certified hotels or those that warmly embrace LGBTQ+ guests. Our customized filters also allow you to narrow down options based on proximity to popular attractions, availability of book now, pay later options, and more.
Travel as you are
For more than 20 years, Orbitz has been at the forefront of championing LGBTQIA equality and inclusion in travel. Visit Orbitz.com/Pride to discover LGBTQIA-friendly hotels that have pledged to embrace inclusivity. Access our queer travel guides, products, and advice to plan your next vacation. Earn complimentary travel funds through our award-winning Orbitz Rewards program. By collaborating with like-minded individuals, we strive to create a travel industry that is more inclusive.
Saving tips for your trip
When planning your trip to Oakland, Maryland, consider visiting during the less popular season of November-January to save on expenses. To maximize savings, bundle your flights, hotel, and car bookings together for a discounted price. While in Oakland, take advantage of the affordable local attractions such as exploring the nearby lake, enjoying river activities, and going on a scenic horseback riding adventure. These inexpensive options will allow you to experience the beauty of Oakland without breaking the bank.
Recent Reviews

Baja Motel
Areas Of Oakland
Hotels Near
Hotel Themes
Book on Expedia
More to Explore
Top Trending
- Ocean City Hotels with a Lazy River
- Ocean City Hotels with Balconies
- Salisbury Hotel Deals
- Cumberland Hotels with Hot Tubs
- Annapolis Hotel Deals
- Hagerstown Hotels with Hot Tubs
- Ocean City Hotel Deals
- Ocean City Hotels with an Indoor Pool
- Ocean City Beach Resorts & Hotels
- Ocean City Gay Friendly Hotels
- Hagerstown Cheap Hotels
- Frederick Hotels with Hot Tubs
- Ocean City Waterpark Hotels & Resorts
- Waldorf Hotels with Hot Tubs
- Ocean City All Inclusive Resorts & Hotels
- Ocean City Hotels with Hot Tubs
- Ocean City Pet Friendly Hotels
- Silver Spring Hotel Deals
- Cumberland Luxury Hotels
- Frederick Hotel Deals