Oldtown, MD

Travel Guide

A stone tunnel with greenery on the sides.
A tunnel with a river running through it, surrounded by lush greenery.
Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

4 out of 5
16701 Lakeview Road NE Cumberland MD
$140 nightly
The price is $160 total per night from Sep 1 to Sep 2
$160 total
Sep 1 - Sep 2
Total with taxes and fees
Book a stay at this spa hotel in Cumberland. Enjoy free parking, an outdoor pool, and 3 restaurants. Our guests praise the helpful staff and the clean rooms ...
Rocky Gap Casino & Resort
Dreamtime - Modern A-frame Cabin w/ Hot tub

Dreamtime - Modern A-frame Cabin w/ Hot tub

Berkeley Springs WV
Stay at this cabin in Berkeley Springs. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Frog Valley Artisans, LTD and Colonial Springs Spa ...
10/10 Exceptional! (67 reviews)
"Lots of privacy on this little cul-de-sac, and a huge deck and hot tub to take advantage of it. Fabulous vibes, from the cozy and bright upstairs bedroom (which went unused) to the hip, well-equipped kitchen (even a stacked washer/dryer), to the perfect master bedroom and romantic bath. Starbucks ..."

Reviewed on Jul 25, 2026

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Dreamtime - Modern A-frame Cabin w/ Hot tub
Ramada by Wyndham Cumberland Downtown

Ramada by Wyndham Cumberland Downtown

3 out of 5
100 South George Street Cumberland MD
$81 nightly
The price is $92 total per night from Sep 7 to Sep 8
$92 total
Sep 7 - Sep 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Cumberland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7/10 Good! (1,009 reviews)
"Well got there at 12:30am on 8/3/26 but lady at the reception refused to checked me in till I paid another night claiming check in time start at 3pm mind you I paid from 8/3/26 - 8/7/26. But has to pay $112 on 8/3/26 then check in back that morning and that was craze and very disappointing cause ..."

Reviewed on Aug 12, 2026

Ramada by Wyndham Cumberland Downtown
See all 609 properties in Oldtown
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.
Perched in the Trees, Very Private, Screened in Porch with view

Perched in the Trees, Very Private, Screened in Porch with view

Needmore PA
Stay at this chalet in Fulton County. Enjoy ski-in/ski-out access, patios, and an in-room coffeemaker.
10/10 Exceptional! (187 reviews)
"Cute, quaint and quiet little cabin not too far off the beaten path.I will definitely stay again"

Reviewed on Jul 19, 2026

Perched in the Trees, Very Private, Screened in Porch with view
Private, light filled retreat space... with your own pickleball court!

Private, light filled retreat space... with your own pickleball court!

Berkeley Springs WV
Stay at this cabin in Berkeley Springs. Enjoy cable/satellite TV service, an in-room coffeemaker, and in-room fireplaces. Popular attractions Ice House and Berkeley ...
Private, light filled retreat space... with your own pickleball court!
Romantic, rustic, private A-frame chalet tucked in the woods - 4 miles to town!

Romantic, rustic, private A-frame chalet tucked in the woods - 4 miles to town!

Berkeley Springs WV
Stay at this cabin in Berkeley Springs. Enjoy a fitness center, patios, and in-room jetted tubs. Popular attractions Colonial Springs Spa and Frog Valley Artisans, ...
8.8/10 Excellent! (67 reviews)
"We had a good vacation and really enjoyed our stay. The house and pool were nice, and we especially enjoyed spending time around the outdoor fire pit. The only issue was that the sheets and blankets were not very clean and had hairs on them. Other than that, we had a pleasant stay and enjoyed our ..."

Reviewed on Aug 12, 2026

Romantic, rustic, private A-frame chalet tucked in the woods - 4 miles to town!
See all properties in Oldtown
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.

Stay near popular Oldtown attractions

Paw Paw Tunnel

10.0/10 (1 review)
Find out about the history of Oldtown with a stop at Paw Paw Tunnel. Amble around this relaxing area's forest, or seek out the hiking trails.
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Cities near Oldtown

A highway curving through a mountainous landscape with rocky cliffs on either side.

Little Orleans

A calm lake surrounded by lush green hills under a clear blue sky.

Flintstone

A river flowing through a town with a bridge and a large building with a sign.

Cumberland

A river winding through a dense forest with a mountain in the background.

Great Cacapon

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