Photo by KM Moore
Find 4 Star Hotels in Oakland, MD
Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check availability on Oakland 4 Star Hotels
Compare Oakland 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.
Save an average of 15% on thousands of hotels when you're signed in
Explore similar 5-star hotels
Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Oakland.
Preston on the Lake 5 Bedroom House
585 Glendale Road, Oakland, MD
Still don't see what you're looking for?
See all properties in Oakland.
You can also use these popular filters to refine your search.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Oakland Hotels by Star Rating
Stay near popular Oakland attractions
- Hotels near Deep Creek Lake
- Hotels near Swallow Falls State Park
- Hotels near Wisp Resort
- Hotels near Blackwater Falls State Park
- Hotels near Deep Creek Lake State Park
- Hotels near Ohiopyle State Park
- Hotels near Canaan Valley Ski Resort
- Hotels near Blackwater Falls
- Hotels near The Casino at Nemacolin
- Hotels near Coopers Rock State Forest
- Hotels near Timberline Four Season Resort
- Hotels near Dolly Sods Wilderness Area
- Hotels near Off-Road Driving Academy
- Hotels near Youghiogheny River
- Hotels near New Germany State Park
- Hotels near Savage River
- Hotels near Potomac State College of West Virginia University
- Hotels near Hovatter's Wildlife Zoo
- Hotels near Cannon Hill
More Hotel Options in Oakland
- Adventure Hotels (3)
- Beach Hotels (1)
- Business Hotels (1)
- Family Hotels (5)
- Golf Hotels (1)
- Historic Hotels (1)
- Hotel Wedding Venues (1)
- Hotel with a Concierge (1)
- Hotels with Bars (1)
- Hotels with Free Parking (3)
- Hotels with Hot Tubs (1)
- Hotels with WiFi (3)
- Hotels with a Pool (1)
- Luxury Hotels (1)
- Pet-friendly Hotels (2)
- Resorts & Hotels with Spas (1)
- Romantic Hotels (2)
- Shopping Hotels (1)
- Ski Hotels (3)
Explore more hotels
- Charming, Eco-Friendly Cabin Retreat, Heart of Deep Creek
- Cozy, family-friendly, lakeview condo with gas grill & firepit
- Amazing Central Location! Lakefront! Hot tub/dock!
- New! Serenity Shores: Lake Area, Hot Tub, Fireplace, Fire Pit, A/C!
- Close to everything DCL, fun for the whole family
- Lakefront, dog friendly, dock slip, hot tub, and fire pit
- Raccoon Lagoon Deep Creek Lake Front Rental Minutes from Wisp Ski Resort!!
- Central Lake House with Private Dock! Walk to Area Hot Spots!
- Deep Creek Lake Townhome w/ Deck & Water Views
- New: Lakefront Luxury Home with Private Indoor Heated Pool!
- Private cabin with hot tub, outdoor dining, and fireplace
- Dog-friendly Lakefront Log Home on a Quiet Cove with Front Deck & Private Dock
- Stunning 7 Bedroom 6.5 Bath Lakefront Home with Dock Slip
- 5BR lakefront retreat with hot tub, sauna, & dock
- Dog-friendly home in a great, central location w/ private hot tub & golf nearby
- Dog-friendly house on the lake, central AC, & EV charger
- Level lakefront, family-friendly, hot tub, low fees, private dock
- Will O' The Wisp 306C: Unique Lakefront One Bedroom Condo with Great Fireplace &
- Summerside: Lakefront, Dock Slip, Hot Tub, Fire Pit, Pool Table!
- Three Bedroom Cabin, Hot Tub, Wooded Lot, Access to Lake, Family, Pet Friendly.