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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 in Terra Alta
+1-888-389-4121
700 West Alpine Dr., Terra Alta, WV 26764 ~6.93 miles west of Oakland
  • Midscale Lake property
  • 2 floors in property
From$69
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Wisp Resort
+1-888-675-2083
296 Marsh Hill Rd., Mchenry, MD 21541 ~8.22 miles north of Oakland
  • High end Mountain hotel
  • Check in time: 3pm
From$100
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quaint Inn & Suites - Mchenry
+1-800-716-8490
2704 Deep Creek Dr., Mchenry, MD 21541 ~8.63 miles north of Oakland
  • Inexpensive Resort property
  • Free comp. breakfast
From$129
Poor 2.0 /5 Read Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Hazelton / Bruceton Mills : 886 Casteel Rd.
+1-800-805-5223
886 Casteel Rd., Hazelton, WV 26525 ~17.09 miles northwest of Oakland
  • Cheap Highway hotel
  • Hotel has 3 floors
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
SureStay Plus by Best Western Keyser
+1-888-965-1860
70 North Tornado Way, Keyser, WV 26726 ~19.18 miles east of Oakland
  • Low Cost Mountain property
  • Hotel has 12 suites
From$47
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn Grantsville-Deep Creek Lake
+1-888-788-5576
2541 Chestnut Ridge Rd., Grantsville, MD 21536 ~22.29 miles northeast of Oakland
  • Low Cost Highway property
  • Fitness center on property
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Nemacolin - Farmington
+1-888-897-9207
1001 Lafayette Dr., Farmington, PA 15437 ~27.03 miles north of Oakland
  • Four-star Resort hotel
  • Hotel has a green policy See policy
From$125
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn & Suites Frostburg - Cumberland - Frostburg
+1-888-311-4278
11100 New Georges Creek Rd., Frostburg, MD 21532 ~27.16 miles east of Oakland
  • Low Cost Suburban hotel
  • 2 floors in hotel
From$79
Average 3.5 /5 Latest Reviews Call BookMore Details
Hampton Inn Frostburg - Frostburg
+1-888-469-4795
11200 New Georges Creek Rd., Frostburg, MD 21532 ~28.25 miles northeast of Oakland
  • Low Cost Mountain property
  • Check in: 3:00PM
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Canaan Valley Resort & Conference Center : 230 Main Lodge Rd.
+1-888-734-9421
230 Main Lodge Rd., Davis, WV 26260 ~28.85 miles south of Oakland
  • Midscale Mountain property
  • 4 floors in property
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Lakeview Golf Resort Trademark Collection by Wyndham - Morgantown
+1-888-841-5292
1 Lakeview Dr., Morgantown, WV 26508 ~30.13 miles northwest of Oakland
  • Mid-scale Golf Course hotel
  • 2 suites in hotel
The Cranberry Ascend Hotel Collection in Morgantown
+1-888-455-5160
2700 Cranberry Sq., Morgantown, WV 26508 ~30.42 miles northwest of Oakland
  • Four-star Mountain property
  • 3 meeting rooms in hotel
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham La Vale/Cumberland Area : 1301 National Highway
+1-888-965-8297
1301 National Highway, Lavale, MD 21502 ~31.13 miles east of Oakland
  • Economical Highway property
  • Check in time: 2:00 pm
From$69
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Braddock Inn : 1268 National Highway
+1-888-906-6358
1268 National Highway, Lavale, MD 21502 ~31.17 miles east of Oakland
  • Cheap Mountain hotel
  • Access to gym on-site
From$59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Suburban Studios LaVale-Cumberland - La Vale
+1-888-749-6785
12310 Winchester Rd. Sw, La Vale, MD 21502 ~31.23 miles east of Oakland
  • Two-star Mountain hotel
  • Hotel has 4 meeting rooms
From$31
Average 3.0 /5 Reviews Call BookMore Details
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Holiday Inn Express Morgantown, an IHG Hotel in Morgantown
+1-888-878-9982
605 Venture Dr., Morgantown, WV 26508 ~31.54 miles west of Oakland
  • 3-star Suburban hotel
  • Hotel has 2 meeting rooms
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Morgantown
+1-888-389-4485
603 Venture Dr., Morgantown, WV 26508 ~31.56 miles west of Oakland
  • Inexpensive Airport property
  • 3 floors in property
Super 8 by Wyndham Morgantown
+1-888-389-4121
603 Venture Dr., Morgantown, WV 26503 ~31.58 miles west of Oakland
  • Low-priced property
Comfort Inn & Suites LaVale - Cumberland : 1216 National Highway
+1-888-675-2083
1216 National Highway, Lavale, MD 21502 Website ~31.76 miles east of Oakland
  • Three Star Suburban property
  • Fitness + Health Center
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Morgantown - Morgantown
+1-800-716-8490
1910 Hunter's Way, Morgantown, WV 26505 ~32.01 miles west of Oakland
  • 3 star Highway hotel
  • Hotel has 3 floors
From$69
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Cumberland - La Vale
+1-800-805-5223
1076 National Highway, Cumberland, MD 21502 ~32.04 miles east of Oakland
  • Midscale Suburban property
  • 3 floors in property
From$100
Very Good 4.0 /5 Review Score Call BookMore Details
Suburban Extended Stay Hotel
+1-888-965-1860
40 Sterling Dr., Morgantown, WV 26505 ~32.39 miles west of Oakland
  • Low-priced Suburban hotel
  • 4 floors in property
From$55
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn : 225 Comfort Inn Dr.
+1-888-788-5576
225 Comfort Inn Dr., Morgantown, WV 26508 ~32.71 miles west of Oakland
  • Midscale Suburban property
  • 81 rooms in property
From$62
Very Good 4.0 /5 Review Score Call BookMore Details
South Branch Inn Moorefield - Moorefield
+1-888-897-9207
1500 Us 220 North, Moorefield, WV 26836 ~32.86 miles southeast of Oakland
  • Mid-scale Mountain property
  • 100 sleeping rooms in hotel
From$95
Average 3.0 /5 Read Reviews Call BookMore Details
South Branch Inn Romney : Hc 63 Box 2455
+1-888-311-4278
Hc 63 Box 2455, Romney, WV 26757 ~33.86 miles east of Oakland
  • Three Star Mountain property
  • 3 meeting rooms in property
From$99
Average 3.0 /5 Recent Reviews Call BookMore Details
Hotel Morgan
+1-888-469-4795
127 High St., Morgantown, WV 26505 ~33.90 miles west of Oakland
  • Expensive Downtown property
  • Hotel has 83 rooms
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Scholar Morgantown, Tapestry Collection by Hilton
+1-888-734-9421
345 Chestnut St., Morgantown, WV 26505 ~33.91 miles west of Oakland
  • Affordable Downtown hotel
  • Check-in time: 4:00 PM
From$129
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Morgantown
+1-888-841-5292
150 Suncrest Towne Centre Dr., Morgantown, WV 26505 ~33.98 miles west of Oakland
  • Mid-scale Suburban property
  • Fitness + Health Center
From$92
Very Good 4.0 /5 Reviews Call BookMore Details
Morgantown Marriott at Waterfront Place - Morgantown
+1-888-455-5160
2 Waterfront Place, Morgantown, WV 26501 ~34.11 miles west of Oakland
  • Expensive Riverfront property
  • Fitness / Gym is on-site
From$129
Very Good 4.0 /5 Review Score Call BookMore Details
Your Suite
+1-888-965-8297
507 Beechurst Ave., Morgantown, WV 26505 ~34.38 miles west of Oakland
  • Mid-scale Riverfront hotel
  • Check in time: 3:00 PM
From$35
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Morgantown Medical Center Area
+1-888-906-6358
1046 Willowdale Rd., Morgantown, WV 26505 ~34.42 miles west of Oakland
  • 3-star Suburban hotel
  • Hotel has 104 rooms
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn University Area - Morgantown
+1-888-749-6785
1188 Pineview Dr., Morgantown, WV 26505 ~34.58 miles west of Oakland
  • 3-star Rural hotel
  • 6 floors in property
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Cumberland
+1-888-878-9982
21 North Wineow St., Cumberland, MD 21502 ~34.76 miles east of Oakland
  • 3-star hotel
  • 2 meeting rooms in property
From$69
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Morgantown
+1-888-389-4485
1053 Van Voorhis Rd., Morgantown, WV 26505 ~34.92 miles west of Oakland
  • Mid-scale Rural property
  • 107 sleeping rooms in hotel
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Euro Suites Hotel
+1-888-389-4121
501 Chestnut Ridge Rd., Morgantown, WV 26505 ~34.97 miles west of Oakland
  • Mid-scale Suburban hotel
  • 74 rooms in hotel
From$65
Very Good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge in Morgantown
+1-888-675-2083
15 Commerce Dr., Morgantown, WV 26505 ~35.29 miles west of Oakland
  • Low priced property
  • Check-in time: 12:00
SureStay Plus by Best Western Morgantown
+1-800-716-8490
15 Lawless Rd., Morgantown, WV 26501 ~35.54 miles west of Oakland
  • 3-star Highway hotel
  • Free comp. breakfast
From$66
Average 3.0 /5 Recent Reviews Call BookMore Details
Ramada by Wyndham Cumberland Downtown - Cumberland
+1-800-805-5223
100 South George St., Cumberland, MD 21502 ~35.70 miles east of Oakland
  • Midscale Downtown property
  • 6 floors in property
From$55
Average 3.0 /5 Latest Reviews Call BookMore Details
Microtel Inn & Suites : 15 Lawless Rd.
+1-888-965-1860
15 Lawless Rd., Morgantown, WV 26505 ~35.71 miles west of Oakland
  • 2 star Highway property
  • 4 floors in property
From$59
Very Good 4.0 /5 Review Score Call BookMore Details
Motel 6 Morgantown Wv - Morgantown
+1-888-788-5576
3506 Monongahela Blvd., Morgantown, WV 26505 ~35.99 miles west of Oakland
  • Inexpensive Downtown hotel
  • Free complimentary breakfast
From$62
Average 3.0 /5 Read Reviews Call BookMore Details
Quality Inn & Suites Morgantown in Morgantown
+1-888-897-9207
1400 Saratoga Ave., Morgantown, WV 26505 ~36.02 miles west of Oakland
  • 3-star Downtown hotel
  • Shuttle to airport available
Courtyard Morgantown
+1-888-311-4278
460 Courtyard St., Morgantown, WV 26501 ~36.16 miles west of Oakland
  • Mid-scale Suburban hotel
  • Hotel has a green policy Learn more
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Morgantown / University Town Centre
+1-888-469-4795
325 Granville Sq., Morgantown, WV 26501 ~36.18 miles west of Oakland
  • 3 star Highway hotel
  • 6 floors in hotel
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn & Suites in Morgantown
+1-888-734-9421
366 Boyers Ave., Morgantown, WV 26505 ~36.26 miles west of Oakland
  • Low priced Highway hotel
  • Check in time: 3pm
From$71
Average 3.5 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Morgantown
+1-888-841-5292
161 Lewis Dr., Morgantown, WV 26501 ~36.36 miles west of Oakland
  • Cheap Highway property
  • Check in time: 3:00p
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Cumberland in Cumberland
+1-888-455-5160
109 Welton Dr., Cumberland, MD 21502 ~36.48 miles east of Oakland
  • Three Star Downtown hotel
  • Has environment-friendly policy See policy
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Morgantown
+1-888-965-8297
5000 Gateway Dr., Morgantown, WV 26501 ~37.38 miles west of Oakland
  • 3-star Highway hotel
  • Comp. Breakfast
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Candlewood Suites in Morgantown
+1-888-906-6358
7200 Willie G Ave., Morgantown, WV 26501 ~37.42 miles west of Oakland
  • Inexpensive Highway hotel
  • Check in time: 3:00pm
From$69
Very Good 4.5 /5 Reviews Call BookMore Details
Wingate by Wyndham Uniontown : 283 Mcclellandtown Rd.
+1-888-749-6785
283 Mcclellandtown Rd., Uniontown, PA 15401 ~37.84 miles northwest of Oakland
  • Three Star property
  • 69 sleeping rooms in hotel
Comfort Suites - Uniontown
+1-888-878-9982
675 West Main St., Uniontown, PA 15401 ~38.35 miles northwest of Oakland
  • Midscale hotel
  • Check-in: 15:00
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details

Next: See My Oakland Hotels with Pricing

Graph: Upcoming 20 Days of Oakland Hotel Rates

Rates shown are nightly rates before taxes and do not necessarily reflect all Oakland, MD discounts available. The chart reflects the cheapest Oakland hotel for each day and each star rating category.

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.

Below is a chart of the current pricing seasonality of hotels and motels in Oakland, MD:

Oakland, MD: Prices by Star Rating Class

Below are 3 charts illustrating avg. rate trends by star rating class in Oakland, MD. Browse these charts to calculate the least expensive time period to stay in Oakland throughout the year.

4-Star and 5-Star Hotel Options in Oakland, MD

4 Star Average Prices: $150.67

Check out the 4-star and 5-star accommodation options in Oakland, MD. From historic properties to modern amenities, our selection of hotels will make your stay unforgettable. Plus, with easy access to exciting attractions and downtown districts, you'll be able to explore everything Oakland has to offer. Whether you're looking for a quiet escape or a luxurious weekend getaway, our Oakland hotels are sure to meet your every need, and the town is the perfect destination for you and your group.

Best Low-Budget Hotel Options in Oakland, MD

3 Star Average Prices: $96.22

Check out our selection of low-cost hotels! We have options to suit every budget, and our staff is happy to help you find the room for your needs. Whether you're in town for business or pleasure, we can suggest the perfect inn for you. HotelPlanner.com offers some of the best selection and prices for hotels in Oakland, MD.

2 Star Average Prices: $81.37

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! 

FAQs about hotels in Oakland

What are the best rated hotels in Oakland?

Candlewood Suites, Wisp Resort and SureStay Plus by Best Western Keyser are the best rated hotels based on customer reviews in the last 365 days.

What are the most high-end hotels in Oakland?

Wisp Resort, Nemacolin and The Cranberry Ascend Hotel Collection are the top 3 luxury hotels near Oakland city center.

What hotels are closest to the city center of Oakland?

Alpine Lake Resort, Wisp Resort, and Quaint Inn & Suites are the properties closest to Oakland city center.

How much does a cheap hotel in Oakland cost per night?

In the last year, a 2 star hotel in Oakland can be as cheap as $81.37 per night. (based on HotelPlanner prices)

How much does a 3 star hotel in Oakland cost per night?

In the last year, the average 3 star hotel in Oakland has been $96.22 per night. (based on HotelPlanner prices)

How much does a higher-end hotel in Oakland cost?

In the last year, the average 4 star hotel in Oakland has been $150.67 per night. (based on HotelPlanner prices)

What are the most popular independent hotels in Oakland?

Wisp Resort, Nemacolin and Canaan Valley Resort & Conference Center are the best rated independent hotels (not part of a big brand).

What are the most popular Marriott hotels in Oakland?

Springhill Suites by Marriott Morgantown, Morgantown Marriott at Waterfront Place and Residence Inn by Marriott Morgantown Medical Center Area are the best rated Marriott/Starwood branded hotels (based on customer reviews score).

What are the best Choice Hotels branded hotels in Oakland?

Comfort Inn Grantsville-Deep Creek Lake, The Cranberry Ascend Hotel Collection and Comfort Inn & Suites LaVale - Cumberland are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the best IHG hotels in Oakland?

Candlewood Suites, Holiday Inn Express & Suites Cumberland - La Vale and Holiday Inn University Area are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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