Oakland, MD

Travel Guide

Swallow Falls
Swallow Falls
Gorgeous fall day! Lots of people, but there was room to walk
Swallow falls cliffs. One of my favorite spots to visit in the winter. This trail is directly across the river from the State park side.
By far one of my favorite waterfalls.. Maryland only has a few and this one tops them all.. short hike

Where to stay in Oakland

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Blakeslee

While there might not be top attractions in Blakeslee, you can explore the larger area and discover places like Deep Creek Lake and Deep Creek Lake State Park.

Blakeslee
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Timbers on the Yough

While Timbers on the Yough isn't home to many top sights, Baltimore and Ohio Railroad Station and Herrington Manor State Park are some notable places to visit nearby.

Timbers on the Yough
The Garrett Inn

The Garrett Inn

2.5 out of 5
17848 Garrett Highway Oakland MD
$108 nightly
The price is $123 total per night from Jan 26 to Jan 27
$123 total
Jan 26 - Jan 27
Total with taxes and fees
Stay at this motel in Oakland. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9.6/10 Exceptional! (412 reviews)
Room was clean. Staff was nice. Parking was perfect

Reviewed on Dec 14, 2025

The Garrett Inn
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

Oakland MD
Stay at this vacation home in Oakland. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Deep Creek Lake and Wisp Resort are located ...
8/10 Very Good! (67 reviews)
The place was as described and close to a lot of thsijgs

Reviewed on Nov 13, 2025

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,
Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

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

Oakland MD
Book a stay at this family-friendly vacation home in Oakland. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Deep Creek Lake and Wisp Resort ...
9.4/10 Exceptional! (16 reviews)
My family and I, including our dog Harley, had a great stay. Terry was an amazing host. We had a weather related issue and she was super responsive and extremely helpful. This was our second stay at this property. It fits our needs and was perfect for a few days of skiing and playing in the snow. ...

Reviewed on Jan 5, 2026

Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp
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.
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

Oakland MD
Stay at this vacation home in Oakland. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Deep Creek Lake and Wisp Resort are located ...
8/10 Very Good! (67 reviews)
The place was as described and close to a lot of thsijgs

Reviewed on Nov 13, 2025

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,
Perfect Lake Escape | Dog Friendly Hot Tub, Fire Pit, Dock Slip

Perfect Lake Escape | Dog Friendly Hot Tub, Fire Pit, Dock Slip

Oakland MD
Book a stay at this family-friendly vacation home in Oakland. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Deep Creek Lake and Wisp Resort ...
10/10 Exceptional! (55 reviews)
This location was a great way for us to experience Deep Creek Lake in the winter months. The house was spacious, well-stocked, and spotless on arrival. We had a wonderful weekend and will look forward to coming back in the future!

Reviewed on Jan 16, 2026

Perfect Lake Escape | Dog Friendly Hot Tub, Fire Pit, Dock Slip
The winter is coming !!!

The winter is coming !!!

Oakland MD
Stay at this cabin in Oakland. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.
9.6/10 Exceptional! (50 reviews)
Great place to stay for our family New Years get-away. Only issues encountered was the quantity of silverware did not match the stay capacity and we did not have a snow shovel (it snowed every day we were there which was great for the stay).

Reviewed on Jan 4, 2026

The winter is coming !!!
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.

Popular places to visit

Reviews of Oakland

4.5
Top Destination
5 - Excellent
25
5 - Excellent 61%
4 - Good
13
4 - Good 32%
3 - Okay
2
3 - Okay 5%
2 - Disappointing
1
2 - Disappointing 2%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

Verified traveler

Really enjoyed our short visit. Will definitely be returning in the summer. Would love to explore what Oakland has to offer what was the bit cold when we were there

5/5 - Excellent

Verified traveler

So in love with Deep Creek Lake. Cannot wait to come back

3/5 - Okay

Dee

Nothing to write home about.

5/5 - Excellent

Verified traveler

Nice place to get away

5/5 - Excellent

Tschmed

Oakland, Deep Creek area are great summer travel destinations. Always plan my trip the week of the Garett County Fair. Also enjoy the water activities in the area.

4/5 - Good

Verified traveler

My home for 35 years, I miss it and the people and especially the mountains and valleys etc. Just there for a quick visit.

Cities near Oakland

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