Oldtown, MD

Travel Guide

Photo by Kayla Berry
Photo by Kayla Berry
Photo by Kayla Berry
Photo by Kayla Berry
Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

3 out of 5
16701 Lakeview Road NE Cumberland MD
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 ...
8.8/10 Excellent! (1,438 reviews)
Did nt stay for breakfast.

Reviewed on 6 January 2026

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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 ...
9.8/10 Exceptional! (52 reviews)
I took my Mother here for her 80th Bday getaway. It was so quiet and peaceful and relaxing. We had everything we needed. I was so impressed by the cleanliness and quaint decor of this A-Frame. The beds were wonderfully comfortable. We sat at the table and made dinners, did puzzles and listened to ...

Reviewed on 7 December 2025

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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
The price is SAR 274 per night from Jan 12 to Jan 13
SAR 274
SAR 313 total
12 Jan - 13 Jan
includes taxes & 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 ...
6.8/10 (1,006 reviews)
Great hotel Friendly Staff nice Breakfast

Reviewed on 2 January 2026

Ramada by Wyndham Cumberland Downtown
See all 569 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.
9.8/10 Exceptional! (171 reviews)
The house is in great condition and has everything you need for a short trip. The view is absolutely beautiful. Would stay again!

Reviewed on 2 December 2025

Perched in the Trees, Very Private, Screened in Porch with view
Charming mountaintop cabin with hot tub, pool table, and breathtaking views

Charming mountaintop cabin with hot tub, pool table, and breathtaking views

Great Cacapon WV
Stay at this vacation home in Great Cacapon. Enjoy a garden, laundry facilities, and a pool table. Popular attractions Frog Valley Artisans, LTD and Prospect ...
9.8/10 Exceptional! (218 reviews)
Everything was as described. Sparkling clean, very comfortable and wonderful views. We had a wonderful time.

Reviewed on 1 December 2025

Charming mountaintop cabin with hot tub, pool table, and breathtaking views
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 ...
9.8/10 Exceptional! (52 reviews)
I took my Mother here for her 80th Bday getaway. It was so quiet and peaceful and relaxing. We had everything we needed. I was so impressed by the cleanliness and quaint decor of this A-Frame. The beds were wonderfully comfortable. We sat at the table and made dinners, did puzzles and listened to ...

Reviewed on 7 December 2025

Dreamtime - Modern A-frame Cabin w/ Hot tub
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.

Popular places to visit

This is a 3,118 foot long canal tunnel that is eerily dark and silent when you’re alone with no flashlight. #adventure

Paw Paw Tunnel

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.

Paw Paw Tunnel

Chesapeake and Ohio Canal National Historical Park

Explore the great outdoors at Chesapeake and Ohio Canal National Historical Park, a lovely green space in Oldtown. Amble around this romantic area's forest, or seek out the hiking trails.

Chesapeake and Ohio Canal National Historical Park