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/Accommodations

Alpine Lake Resort - Terra Alta
+1-888-389-4121
700 West Alpine Dr., Terra Alta, WV 26764 +1-888-389-4121 ~6.93 miles west of Oakland
  • Three Star Lake hotel
  • 35 rooms in property
From£55
Average 3.0 /5 Hotel Reviews Call BookMore Details
Wisp Resort
+1-888-675-2083
296 Marsh Hill Rd., Mchenry, MD 21541 +1-888-675-2083 ~8.22 miles north of Oakland
  • Four-star Mountain hotel
  • Gym / Fitness Center Available
From£79
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quaint Inn & Suites - Mchenry
+1-800-716-8490
2704 Deep Creek Dr., Mchenry, MD 21541 +1-800-716-8490 ~8.63 miles north of Oakland
  • Two star Resort property
  • 2 suites in hotel
From£102
Poor 2.0 /5 Guest Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Hazelton/Bruceton Mills - Hazelton
+1-800-805-5223
886 Casteel Rd., Hazelton, WV 26525 +1-800-805-5223 ~17.09 miles northwest of Oakland
  • Inexpensive Highway property
  • Check in: 3:00pm
From£47
Average 3.0 /5 Latest Reviews Call BookMore Details
SureStay Plus by Best Western Keyser : 70 North Tornado Way
+1-888-965-1860
70 North Tornado Way, Keyser, WV 26726 +1-888-965-1860 ~19.18 miles east of Oakland
  • Low priced Mountain property
  • 4 floors in hotel
From£37
Very good 4.0 /5 Reviews Call BookMore Details
Comfort Inn Grantsville-Deep Creek Lake - Grantsville
+1-888-788-5576
2541 Chestnut Ridge Rd., Grantsville, MD 21536 +1-888-788-5576 ~22.29 miles northeast of Oakland
  • Low priced Highway property
  • 96 rooms in hotel
From£47
Very good 4.0 /5 Review Score Call BookMore Details
Nemacolin : 1001 Lafayette Dr.
+1-888-897-9207
1001 Lafayette Dr., Farmington, PA 15437 +1-888-897-9207 ~27.03 miles north of Oakland
  • High-end Resort hotel
  • 30 conference rooms in property
From£99
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Suites Frostburg - Cumberland in Frostburg
+1-888-311-4278
11100 New Georges Creek Rd., Frostburg, MD 21532 +1-888-311-4278 ~27.16 miles east of Oakland
  • Economy Suburban hotel
  • 20 suites in property
From£63
Average 3.5 /5 Read Reviews Call BookMore Details
Hampton Inn Frostburg
+1-888-469-4795
11200 New Georges Creek Rd., Frostburg, MD 21532 +1-888-469-4795 ~28.25 miles northeast of Oakland
  • Inexpensive Mountain property
  • Hotel has 3 floors
From£63
Very good 4.0 /5 Recent Reviews Call BookMore Details
Canaan Valley Resort & Conference Center in Davis
+1-888-734-9421
230 Main Lodge Rd., Davis, WV 26260 +1-888-734-9421 ~28.85 miles south of Oakland
  • Midscale Mountain property
  • Fitness center on property
From£86
Very good 4.0 /5 Latest Reviews Call BookMore Details
Lakeview Golf Resort : 1 Lakeview Dr.
+1-888-841-5292
1 Lakeview Dr., Morgantown, WV 26508 +1-888-841-5292 ~30.13 miles northwest of Oakland
  • 3 star Golf Course property
  • Fitness / Gym is on-site
From£55
Poor 2.0 /5 Review Score Call BookMore Details
The Cranberry Ascend Hotel Collection - Morgantown
+1-888-455-5160
2700 Cranberry Sq., Morgantown, WV 26508 +1-888-455-5160 ~30.42 miles northwest of Oakland
  • 4 star Mountain hotel
  • Hotel has an eco-friendly policy Learn more
From£59
Very good 4.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham La Vale/Cumberland Area - Lavale
+1-888-965-8297
1301 National Highway, Lavale, MD 21502 +1-888-965-8297 ~31.13 miles east of Oakland
  • Two-star Highway hotel
  • 63 rooms in property
From£55
Average 3.0 /5 Review Score Call BookMore Details
Best Western Braddock Inn - Lavale
+1-888-906-6358
1268 National Highway, Lavale, MD 21502 +1-888-906-6358 ~31.17 miles east of Oakland
  • 2 star Mountain hotel
  • Free breakfast
From£47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Suburban Studios LaVale-Cumberland
+1-888-749-6785
12310 Winchester Rd. Sw, La Vale, MD 21502 +1-888-749-6785 ~31.23 miles east of Oakland
  • Low priced Mountain property
  • 4 meeting rooms in hotel
From£24
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Morgantown An Ihg Hotel
+1-888-878-9982
605 Venture Dr., Morgantown, WV 26508 +1-888-878-9982 ~31.54 miles west of Oakland
  • Three Star Suburban property
  • 68 rooms in hotel
From£63
Very good 4.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Morgantown
+1-888-389-4485
603 Venture Dr., Morgantown, WV 26508 +1-888-389-4485 ~31.56 miles west of Oakland
  • Economy Airport property
  • Hotel has 12 suites
Super 8 by Wyndham Morgantown
+1-888-389-4121
603 Venture Dr., Morgantown, WV 26503 +1-888-389-4121 ~31.58 miles west of Oakland
  • 2-star property
Comfort Inn & Suites LaVale - Cumberland
+1-888-675-2083
1216 National Highway, Lavale, MD 21502 Website +1-888-675-2083 ~31.76 miles east of Oakland
  • Three Star Suburban hotel
  • 19 suites in property
From£63
Very good 4.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Morgantown in Morgantown
+1-800-716-8490
1910 Hunter's Way, Morgantown, WV 26505 +1-800-716-8490 ~32.01 miles west of Oakland
  • Affordable Highway property
  • 80 rooms in property
From£55
Very good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Cumberland - La Vale : 1076 National Highway
+1-800-805-5223
1076 National Highway, Cumberland, MD 21502 +1-800-805-5223 ~32.04 miles east of Oakland
  • 3 star Suburban hotel
  • 87 rooms in property
From£79
Very good 4.0 /5 Review Score Call BookMore Details
Suburban Extended Stay Hotel
+1-888-965-1860
40 Sterling Dr., Morgantown, WV 26505 +1-888-965-1860 ~32.39 miles west of Oakland
  • Economical Suburban hotel
  • Hotel has 4 floors
From£43
Very good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn : 225 Comfort Inn Dr.
+1-888-788-5576
225 Comfort Inn Dr., Morgantown, WV 26508 +1-888-788-5576 ~32.71 miles west of Oakland
  • Midscale Suburban property
  • 81 rooms in hotel
From£49
Very good 4.0 /5 Recent Reviews Call BookMore Details
South Branch Inn Moorefield - Moorefield
+1-888-897-9207
1500 Us 220 North, Moorefield, WV 26836 +1-888-897-9207 ~32.86 miles southeast of Oakland
  • 3 star Mountain hotel
  • Hotel has a green policy See more
From£75
Average 3.0 /5 Hotel Reviews Call BookMore Details
South Branch Inn Romney - Romney
+1-888-311-4278
Hc 63 Box 2455, Romney, WV 26757 +1-888-311-4278 ~33.86 miles east of Oakland
  • Midscale Mountain hotel
  • 3 conference rooms in property
From£79
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hotel Morgan - Morgantown
+1-888-469-4795
127 High St., Morgantown, WV 26505 +1-888-469-4795 ~33.90 miles west of Oakland
  • 4-star Downtown hotel
  • 83 rooms in property
From£86
Very good 4.0 /5 Reviews Call BookMore Details
Scholar Morgantown, Tapestry Collection by Hilton
+1-888-734-9421
345 Chestnut St., Morgantown, WV 26505 +1-888-734-9421 ~33.91 miles west of Oakland
  • Midscale Downtown property
  • 4 floors in hotel
From£102
Very good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Morgantown : 150 Suncrest Towne Centre Dr.
+1-888-841-5292
150 Suncrest Towne Centre Dr., Morgantown, WV 26505 +1-888-841-5292 ~33.98 miles west of Oakland
  • Mid-scale Suburban property
  • 118 sleeping rooms in hotel
From£73
Very good 4.0 /5 Recent Reviews Call BookMore Details
Morgantown Marriott at Waterfront Place
+1-888-455-5160
2 Waterfront Place, Morgantown, WV 26501 +1-888-455-5160 ~34.11 miles west of Oakland
  • 4-star Riverfront property
  • 207 rooms in hotel
From£102
Very good 4.0 /5 Recent Reviews Call BookMore Details
Your Suite
+1-888-965-8297
507 Beechurst Ave., Morgantown, WV 26505 +1-888-965-8297 ~34.38 miles west of Oakland
  • Three Star Riverfront hotel
  • Check in: 3:00 PM
From£27
Very good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Morgantown Medical Center Area in Morgantown
+1-888-906-6358
1046 Willowdale Rd., Morgantown, WV 26505 +1-888-906-6358 ~34.42 miles west of Oakland
  • 3-star Suburban hotel
  • Hotel has 4 floors
From£79
Very good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Morgantown - University Area, an IHG Hotel
+1-888-749-6785
1188 Pineview Dr., Morgantown, WV 26505 +1-888-749-6785 ~34.58 miles west of Oakland
  • Midscale Rural property
  • Hotel has 170 rooms
From£63
Very good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Cumberland - Cumberland
+1-888-878-9982
21 North Wineow St., Cumberland, MD 21502 +1-888-878-9982 ~34.76 miles east of Oakland
  • Mid-scale property
  • Fitness + Health Center
From£55
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Morgantown : 1053 Van Voorhis Rd.
+1-888-389-4485
1053 Van Voorhis Rd., Morgantown, WV 26505 +1-888-389-4485 ~34.92 miles west of Oakland
  • Mid-scale Rural hotel
  • Check in: 3:00 PM
From£63
Average 3.0 /5 Guest Reviews Call BookMore Details
Euro Suites Hotel : 501 Chestnut Ridge Rd.
+1-888-389-4121
501 Chestnut Ridge Rd., Morgantown, WV 26505 +1-888-389-4121 ~34.97 miles west of Oakland
  • Three Star Suburban hotel
  • 74 rooms in property
From£51
Very good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge in Morgantown
+1-888-675-2083
15 Commerce Dr., Morgantown, WV 26505 +1-888-675-2083 ~35.29 miles west of Oakland
  • 2 star property
  • Check in time: 12:00
From£47
Poor 2.0 /5 Read Reviews Call BookMore Details
Sonesta Essential Morgantown - Morgantown
+1-800-716-8490
15 Lawless Rd., Morgantown, WV 26501 +1-800-716-8490 ~35.54 miles west of Oakland
  • Three Star Highway hotel
  • 4 floors in property
From£63
Average 3.0 /5 Guest Reviews Call BookMore Details
Ramada by Wyndham Cumberland Downtown
+1-800-805-5223
100 South George St., Cumberland, MD 21502 +1-800-805-5223 ~35.70 miles east of Oakland
  • Three Star Downtown hotel
  • 130 sleeping rooms in hotel
From£43
Average 3.0 /5 Read Reviews Call BookMore Details
Microtel Inn & Suites
+1-888-965-1860
15 Lawless Rd., Morgantown, WV 26505 +1-888-965-1860 ~35.71 miles west of Oakland
  • Cheap Highway hotel
  • 57 sleeping rooms in hotel
From£47
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Morgantown Wv
+1-888-788-5576
3506 Monongahela Blvd., Morgantown, WV 26505 +1-888-788-5576 ~35.99 miles west of Oakland
  • Economy Downtown property
  • Has environment-friendly policy Read more
From£49
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Suites Morgantown in Morgantown
+1-888-897-9207
1400 Saratoga Ave., Morgantown, WV 26505 +1-888-897-9207 ~36.02 miles west of Oakland
  • 3 star Downtown property
  • Free comp. breakfast
From£55
Poor 2.0 /5 Reviews Call BookMore Details
Courtyard Morgantown : 460 Courtyard St.
+1-888-311-4278
460 Courtyard St., Morgantown, WV 26501 +1-888-311-4278 ~36.16 miles west of Oakland
  • Mid-scale Suburban hotel
  • 107 rooms in hotel
From£63
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Morgantown / University Town Centre
+1-888-469-4795
325 Granville Sq., Morgantown, WV 26501 +1-888-469-4795 ~36.18 miles west of Oakland
  • 3 star Highway property
  • 2 meeting rooms in hotel
From£71
Very good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn & Suites : 366 Boyers Ave.
+1-888-734-9421
366 Boyers Ave., Morgantown, WV 26505 +1-888-734-9421 ~36.26 miles west of Oakland
  • Inexpensive Highway hotel
  • Gym / Fitness Center Available
From£56
Average 3.5 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Morgantown : 161 Lewis Dr.
+1-888-841-5292
161 Lewis Dr., Morgantown, WV 26501 +1-888-841-5292 ~36.36 miles west of Oakland
  • Two star Highway property
  • Fitness center on property
From£47
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Cumberland in Cumberland
+1-888-455-5160
109 Welton Dr., Cumberland, MD 21502 +1-888-455-5160 ~36.48 miles east of Oakland
  • Mid-scale Downtown hotel
  • Fitness center on property
From£63
Very good 4.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Morgantown : 5000 Gateway Dr.
+1-888-965-8297
5000 Gateway Dr., Morgantown, WV 26501 +1-888-965-8297 ~37.38 miles west of Oakland
  • Midscale Highway property
  • Comp. Breakfast
From£63
Average 3.0 /5 Read Reviews Call BookMore Details
Candlewood Suites : 7200 Willie G Ave.
+1-888-906-6358
7200 Willie G Ave., Morgantown, WV 26501 +1-888-906-6358 ~37.42 miles west of Oakland
  • Economical Highway property
  • 82 suites in hotel
From£55
Very good 4.5 /5 Review Score Call BookMore Details
Wingate by Wyndham Uniontown - Uniontown
+1-888-749-6785
283 Mcclellandtown Rd., Uniontown, PA 15401 +1-888-749-6785 ~37.84 miles northwest of Oakland
  • Three Star hotel
  • Check-in time: 15:00
Comfort Suites
+1-888-878-9982
675 West Main St., Uniontown, PA 15401 +1-888-878-9982 ~38.35 miles northwest of Oakland
  • Affordable hotel
  • 80 rooms in hotel
From£63
Average 3.0 /5 Latest 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! 

Back to Top