Oakland Maryland Accommodations

Only hotels in Oakland are listed below. Search for cheap and discounted hotel and motel rates in or near Oakland, MD for your upcoming personal or group travel. Discover the best Oakland Maryland hotel/motel rooms. Review the Oakland hotel list below to find the perfect lodging. We also have a map of the Oakland hotels. Group booking? Search Oakland Group Hotel Deals

The Oakland center point is approximately 6 miles southwest of Deep Creek Lake State Park and 19 miles south of Diesel Institute of America.

Whether you're looking for a place to relax and take in the natural beauty, or you're looking for a place to enjoy some of the best outdoor recreation in the region, Oakland, MD, is the perfect destination. There are plenty of things to do in Oakland, including visiting the local museums, shopping in the quaint downtown area, and hiking or biking in the nearby park. Oakland is also a great place to eat, with a variety of restaurants serving up everything from Southern comfort food to international cuisine. So come and explore Oakland – you won't be disappointed!  More from this guide...

Oakland Hotels, Motels & Accommodations

Alpine Lake Resort 700 West Alpine Dr., Terra Alta, WV 26764 Call ~6.92 miles west of Oakland
  • Mid-scale Lake hotel
  • 2 floors in hotel
From£51
Average 3.0 /5 Recent Reviews Call BookMore Details
Wisp Resort : 296 Marsh Hill Rd. 296 Marsh Hill Rd., Mchenry, MD 21541 Call ~8.21 miles north of Oakland
  • 4 star Mountain property
  • Check in time: 3pm
From£75
Very good 4.0 /5 Recent Reviews Call BookMore Details
Quaint Inn & Suites - Mchenry 2704 Deep Creek Dr., Mchenry, MD 21541 Call ~8.61 miles north of Oakland
  • Economical Resort hotel
  • Fitness center on property
Microtel Inn & Suites by Wyndham Hazelton/Bruceton Mills 886 Casteel Rd., Hazelton, WV 26525 Call ~17.07 miles northwest of Oakland
  • Cheap Highway hotel
  • Hotel has 59 rooms
From£45
Average 3.0 /5 Latest Reviews Call BookMore Details
SureStay Plus Hotel by Best Western Keyser in Keyser 70 North Tornado Way, Keyser, WV 26726 Call ~19.15 miles east of Oakland
  • 2 star Mountain property
  • Check-in time: 03:00
From£35
Very good 4.0 /5 Review Score Call BookMore Details
Comfort Inn Grantsville-Deep Creek Lake : 2541 Chestnut Ridge Rd. 2541 Chestnut Ridge Rd., Grantsville, MD 21536 Call ~22.27 miles northeast of Oakland
  • Two-star Highway property
  • Free complimentary breakfast
From£45
Very good 4.0 /5 Review Score Call BookMore Details
Nemacolin : 1001 Lafayette Dr. 1001 Lafayette Dr., Farmington, PA 15437 Call ~27.00 miles north of Oakland
  • 4 star Resort hotel
  • 5 floors in hotel
From£94
Very good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn & Suites Frostburg - Cumberland in Frostburg 11100 New Georges Creek Rd., Frostburg, MD 21532 Call ~27.15 miles east of Oakland
  • Economy Suburban property
  • Check-in time: 2:00pm
From£59
Average 3.5 /5 Review Score Call BookMore Details
Hampton Inn Frostburg - Frostburg 11200 New Georges Creek Rd., Frostburg, MD 21532 Call ~28.24 miles northeast of Oakland
  • Two star Mountain property
  • 3 floors in property
From£59
Very good 4.0 /5 Recent Reviews Call BookMore Details
Canaan Valley Resort & Conference Center - Davis 230 Main Lodge Rd., Davis, WV 26260 Call ~28.81 miles south of Oakland
  • 3 star Mountain hotel
  • 12 meeting rooms in property
From£82
Very good 4.0 /5 Recent Reviews Call BookMore Details
Lakeview Golf Resort : 1 Lakeview Dr. 1 Lakeview Dr., Morgantown, WV 26508 Call ~30.12 miles northwest of Oakland
  • Affordable Golf Course property
  • Hotel has 3 floors
The Cranberry Ascend Hotel Collection 2700 Cranberry Sq., Morgantown, WV 26508 Call ~30.41 miles northwest of Oakland
  • High-end Mountain property
  • 3 meeting rooms in property
From£56
Very good 4.0 /5 Review Score Call BookMore Details
Super 8 by Wyndham La Vale/Cumberland Area - Lavale 1301 National Highway, Lavale, MD 21502 Call ~31.12 miles east of Oakland
  • Economical Highway property
  • Complimentary breakfast is offered
From£51
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Braddock Inn 1268 National Highway, Lavale, MD 21502 Call ~31.16 miles east of Oakland
  • Two star Mountain property
  • 2 conference rooms in property
From£44
Average 3.0 /5 Guest Reviews Call BookMore Details
Suburban Studios LaVale-Cumberland 12310 Winchester Rd. Sw, La Vale, MD 21502 Call ~31.21 miles east of Oakland
  • 2-star Mountain hotel
  • 4 conference rooms in property
From£23
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Morgantown An Ihg Hotel in Morgantown 605 Venture Dr., Morgantown, WV 26508 Call ~31.53 miles west of Oakland
  • Affordable Suburban hotel
  • Hotel has 3 floors
From£59
Very good 4.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Morgantown : 603 Venture Dr. 603 Venture Dr., Morgantown, WV 26503 Call ~31.57 miles west of Oakland
  • Two-star property
Super 8 Morgantown 603 Venture Dr., Morgantown, WV 26508 Call ~31.57 miles west of Oakland
  • Two-star Airport property
  • Hotel has 12 suites
From£67
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Comfort Inn & Suites Lavale Cumberland - Lavale 1216 National Highway, Lavale, MD 21502 Website Call ~31.75 miles east of Oakland
  • Affordable Suburban property
  • Hotel has 19 suites
From£59
Very good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Morgantown in Morgantown 1910 Hunter's Way, Morgantown, WV 26505 Call ~32.00 miles west of Oakland
  • 3 star Highway property
  • 80 suites in hotel
From£51
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Cumberland - La Vale by IHG 1076 National Highway, Cumberland, MD 21502 Call ~32.03 miles east of Oakland
  • Midscale Suburban hotel
  • 28 suites in hotel
From£75
Very good 4.0 /5 Guest Reviews Call BookMore Details
Suburban Studios Morgantown - Morgantown 40 Sterling Dr., Morgantown, WV 26505 Call ~32.38 miles west of Oakland
  • Low priced Suburban hotel
  • Check-in: 3:00 PM
From£41
Very good 4.0 /5 Review Score Call BookMore Details
Quality Inn : 225 Comfort Inn Dr. 225 Comfort Inn Dr., Morgantown, WV 26508 Call ~32.69 miles west of Oakland
  • Three Star Suburban hotel
  • 81 rooms in property
From£46
Very good 4.0 /5 Recent Reviews Call BookMore Details
South Branch Inn Moorefield in Moorefield 1500 Us 220 North, Moorefield, WV 26836 Call ~32.78 miles southeast of Oakland
  • Three Star Mountain property
  • Hotel has an eco-friendly policy See policy
From£71
Average 3.0 /5 Reviews Call BookMore Details
South Branch Inn Romney : 64 Heritage Circle 64 Heritage Circle, Romney, WV 26757 Call ~33.78 miles east of Oakland
  • Affordable Mountain hotel
  • Fitness center on property
From£74
Average 3.0 /5 Read Reviews Call BookMore Details
Hotel Morgan a Wyndham Hotel - Morgantown 127 High St., Morgantown, WV 26505 Call ~33.89 miles west of Oakland
  • Four-star Downtown hotel
  • Gym / Fitness Center Available
From£82
Very good 4.0 /5 Read Reviews Call BookMore Details
Scholar Morgantown, Tapestry Collection by Hilton 345 Chestnut St., Morgantown, WV 26505 Call ~33.90 miles west of Oakland
  • Midscale Downtown hotel
  • Gym is available on property
From£97
Very good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Morgantown 150 Suncrest Towne Centre Dr., Morgantown, WV 26505 Call ~33.97 miles west of Oakland
  • Affordable Suburban property
  • Check in time: 03:00PM
From£69
Very good 4.0 /5 Guest Reviews Call BookMore Details
Morgantown Marriott at Waterfront Place - Morgantown 2 Waterfront Place, Morgantown, WV 26501 Call ~34.10 miles west of Oakland
  • Four-star Riverfront hotel
  • Hotel has 207 rooms
From£97
Very good 4.0 /5 Read Reviews Call BookMore Details
Your Suite : 507 Beechurst Ave. 507 Beechurst Ave., Morgantown, WV 26505 Call ~34.37 miles west of Oakland
  • Midscale Riverfront property
  • 3 floors in hotel
From£26
Very good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Morgantown Medical Center Area : 1046 Willowdale Rd. 1046 Willowdale Rd., Morgantown, WV 26505 Call ~34.42 miles west of Oakland
  • Mid-scale Suburban hotel
  • 104 suites in property
From£74
Very good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Morgantown - University Area, an IHG Hotel : 1188 Pineview Dr. 1188 Pineview Dr., Morgantown, WV 26505 Call ~34.58 miles west of Oakland
  • Affordable Rural property
  • 8 suites in property
From£60
Very good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Cumberland 21 North Wineow St., Cumberland, MD 21502 Call ~34.75 miles east of Oakland
  • 3 star hotel
  • Hotel has 12 suites
From£51
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Morgantown 1053 Van Voorhis Rd., Morgantown, WV 26505 Call ~34.91 miles west of Oakland
  • Mid-scale Rural hotel
  • Free complimentary breakfast
From£60
Average 3.0 /5 Latest Reviews Call BookMore Details
Euro Suites Hotel : 501 Chestnut Ridge Rd. 501 Chestnut Ridge Rd., Morgantown, WV 26505 Call ~34.96 miles west of Oakland
  • 3 star Suburban property
  • Free complimentary breakfast
From£48
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge Morgantown in Morgantown 15 Commerce Dr., Morgantown, WV 26505 Call ~35.28 miles west of Oakland
  • 2 star property
Sonesta Essential Morgantown - Morgantown 15 Lawless Rd., Morgantown, WV 26501 Call ~35.53 miles west of Oakland
  • 3-star Highway property
  • Hotel has 14 suites
From£60
Average 3.0 /5 Reviews Call BookMore Details
Ramada by Wyndham Cumberland Downtown 100 South George St., Cumberland, MD 21502 Call ~35.69 miles east of Oakland
  • 3 star Downtown hotel
  • Fitness / Gym is on-site
From£41
Average 3.0 /5 Read Reviews Call BookMore Details
Microtel Inn & Suites in Morgantown 15 Lawless Rd., Morgantown, WV 26505 Call ~35.70 miles west of Oakland
  • Cheap Highway hotel
  • Free complimentary breakfast
From£44
Very good 4.0 /5 Latest Reviews Call BookMore Details
Motel 6 Morgantown Wv 3506 Monongahela Blvd., Morgantown, WV 26505 Call ~35.99 miles west of Oakland
  • Low priced Downtown hotel
  • 70 sleeping rooms in hotel
From£46
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn & Suites Morgantown in Morgantown 1400 Saratoga Ave., Morgantown, WV 26505 Call ~36.01 miles west of Oakland
  • 3 star Downtown hotel
  • 142 rooms in hotel
Courtyard Morgantown - Morgantown 460 Courtyard St., Morgantown, WV 26501 Call ~36.15 miles west of Oakland
  • 3 star Suburban hotel
  • Hotel has 3 meeting rooms
From£60
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Morgantown / University Town Centre in Morgantown 325 Granville Sq., Morgantown, WV 26501 Call ~36.17 miles west of Oakland
  • Affordable Highway property
  • 2 meeting rooms in hotel
From£66
Very good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites Morgantown - University Area - Morgantown 366 Boyers Ave., Morgantown, WV 26505 Call ~36.25 miles west of Oakland
  • Low Cost Highway hotel
  • Gym / Fitness Center Available
From£53
Average 3.5 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Morgantown 161 Lewis Dr., Morgantown, WV 26501 Call ~36.35 miles west of Oakland
  • 2 star Highway property
  • Free breakfast
From£45
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Cumberland : 109 Welton Dr. 109 Welton Dr., Cumberland, MD 21502 Call ~36.47 miles east of Oakland
  • 3 star Downtown hotel
  • Check in time: 3:00PM
From£59
Very good 4.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Morgantown in Morgantown 5000 Gateway Dr., Morgantown, WV 26501 Call ~37.37 miles west of Oakland
  • 3-star Highway hotel
  • Hotel has an eco-friendly policy Read more
From£60
Average 3.0 /5 Reviews Call BookMore Details
Candlewood Suites : 7200 Willie G Ave. 7200 Willie G Ave., Morgantown, WV 26501 Call ~37.42 miles west of Oakland
  • Low-priced Highway hotel
  • 3 floors in hotel
From£51
Very good 4.5 /5 Review Score Call BookMore Details
Wingate by Wyndham Uniontown - Uniontown 283 Mcclellandtown Rd., Uniontown, PA 15401 Call ~37.82 miles northwest of Oakland
  • Mid-scale hotel
  • Hotel has 69 rooms
Comfort Suites in Uniontown 675 West Main St., Uniontown, PA 15401 Call ~38.33 miles northwest of Oakland
  • Affordable hotel
  • Hotel has 4 floors
From£60
Average 3.0 /5 Read Reviews Call BookMore Details

Next: See My Oakland Hotels with Pricing

Best Time to Visit Oakland, MD

There's no wrong time to visit Oakland, MD – each season has its own unique charm. But if you are looking for certain time for your trip, the best time to visit Oakland is in the spring or fall. In the spring, the town comes to life with the annual Cherry Blossom Festival. The festival celebrates the Japanese heritage, and features a parade, a beauty pageant, food vendors, and live music. Also, this is when Oakland is bursting with color as the flowers come into bloom, and the weather is ideal for spending time outdoors. There are plenty of events and activities going on throughout the season, and the town's charm makes it a great place to relax and take in the natural beauty of the area. In the fall, people celebrate the region's agricultural heritage with the annual Harvest Festival. The festival features a parade, a corn maze, a petting zoo, and has live music.

Hotel Discounts in Oakland, MD

Check out HotelPlanner's selection of discounted hotel rooms and save on your next visit! Whether you're in town for business or pleasure, our hotel deals make it easy to find a great rate and plan your stay. Book your room now and enjoy all that Oakland has to offer, all at a great price.

Oakland - The Name Origin

Oakland is a charming town in Maryland that is steeped in history. The meaning of the name of Oakland, MD is not definitively known, but there are several theories. One theory suggests that the name is derived from the oak trees that once grew in the area. Another theory suggests that the name is derived from the Native American word "oakkon," which means "place of oaks." The name Oakland may also be derived from the Old English words "ealh" meaning "old" and "wic" meaning "dwelling place." It is also possible that the name is derived from the Gaelic "ailigh" meaning "rocky."  

Historic Landmarks in Oakland, MD

Oakland is home to a variety of historic structures and landmarks worth exploring. Start your journey at the Oakland Museum, where you can learn about the town's history. Then, walk around the town square and admire the beautiful architecture of the buildings. Make sure to check out the Oakland Presbyterian Church and the Oakland United Methodist Church. If you're looking for something more outdoorsy, head over to one of the area's parks, Swallow Falls State Park or Herrington Manor State Park, where you can hike and birdwatch in a natural setting. Or, visit the historic Oakland Covered Bridge.This town is concentration of some of the most beautiful and historically significant structures and landmarks in the state. From the grandiose and stately courthouse, to the charming and well-preserved downtown area, there's something for everyone to enjoy in Oakland.

Myths and Hauntings in Oakland, MD

There are plenty of myths and hauntings in Oakland, MD. Some say that the town is cursed, and many believe that there are ghosts lurking around every corner. While it's hard to know what's true and what's not, there's no doubt that Oakland is a spooky place with a rich history. The most famous myth is that of the Goat Man, who is said to roam the woods near the town. Other myths include sightings of ghosts and other supernatural creatures. The most famous hauntings in Oakland are those of the Oakland Manor. The Manor is said to be haunted by the ghost of a woman who died in a fire in the early 1900s. If you're looking for a scare, be sure to check out some of the town's most spooked spots. The Oakland Cemetery is said to be haunted by the ghosts of Confederate soldiers, and the courthouse is said to be creeped by the ghost of a woman who was killed there. There are also plenty of myths and legends, so come to this misterious town and explore it! 

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