Book Hotels in Oldtown, MD

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Top Oldtown hotels

Dreamtime - Modern A-frame Cabin w/ Hot tub

Dreamtime - Modern A-frame Cabin w/ Hot tub

Berkeley Springs WV
$307 nightly
The price is $342 total per night from Aug 13 to Aug 14
$342 total
Aug 13 - Aug 14
Total with taxes and fees
A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.
"Everything as advertised and init was welp stocked. Host was communicative. Really enjoyed our stay and would visit again"

Reviewed on Jul 9, 2026

Opens in a new windowDreamtime - Modern A-frame Cabin w/ Hot tub
The Wills Hotel

The Wills Hotel

3 out of 5
69 Baltimore St Cumberland MD
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $182 total per night from Aug 2 to Aug 3
$182 total
Aug 2 - Aug 3
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock ...
"The property is beautifully restored, with historic character balanced by clean, comfortable, modern accommodations. The staff was welcoming and helpful, and the location made it easy to enjoy downtown Cumberland. A great choice for anyone looking for a distinctive, relaxing stay in the area. I will ..."

Reviewed on Jul 30, 2026

Opens in a new windowThe Wills Hotel
Sleep Inn & Suites Cumberland - LaVale

Sleep Inn & Suites Cumberland - LaVale

2.5 out of 5
13320 Ali Ghan Road NE Cumberland MD
Fully refundable
$97 nightly
The price is $111 total per night from Aug 23 to Aug 24
$111 total
Aug 23 - Aug 24
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
"Me and my classmate had a amazing stay thank you"

Reviewed on Jul 31, 2026

Opens in a new windowSleep Inn & Suites Cumberland - LaVale
Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

4 out of 5
16701 Lakeview Road NE Cumberland MD
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $160 total per night from Aug 30 to Aug 31
$160 total
Aug 30 - Aug 31
Total with taxes and fees
A casino, 3 restaurants, and an indoor pool are all featured at this smoke-free hotel. Enjoy the gym and perks like free self parking. You'll appreciate the ...
"I went for a birthday trip. We couldn’t bring bottles of water into the hotel. Our bathroom door didn’t close. And when I ordered a cold cut sandwich from the deli place it took over an hour."

Reviewed on Jul 31, 2026

Opens in a new windowRocky Gap Casino & Resort
Keyser Inn

Keyser Inn

2.5 out of 5
51 Josie Drive Keyser WV
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $90 total per night from Aug 1 to Aug 2
$90 total
Aug 1 - Aug 2
Total with taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A picnic area is ...
"The place itself is very quaint. Bed was absolutely HORRENDOUS! It was so soft, my husband and I didn’t sleep most of the night. You really need new mattresses in your rooms. At least the king bed room we were in."

Reviewed on Jul 26, 2026

Opens in a new windowKeyser Inn
Coolfont Resort

Coolfont Resort

2 out of 5
3621 Cold Run Valley Rd Berkeley Springs WV
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $157 total per night from Aug 2 to Aug 3
$157 total
Aug 2 - Aug 3
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Enjoy the gym and perks like free self parking and free WiFi. ...
"it was great"

Reviewed on Jul 29, 2026

Opens in a new windowCoolfont Resort
Best Western Braddock Inn

Best Western Braddock Inn

2.5 out of 5
1268 National Hwy Cumberland MD
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $89 total per night from Aug 2 to Aug 3
$89 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and ...
"The staff was incredibly friendly and the hotel and rooms were clean. The decor is dated, but we kind of liked the vibe of it. My one issue was that the room we stayed in (on the ground floor facing parking lot) was incredibly damp - not just the bathroom, but the entire room. Like the towel in the ..."

Reviewed on Jul 31, 2026

Opens in a new windowBest Western Braddock Inn
Ramada by Wyndham Cumberland Downtown

Ramada by Wyndham Cumberland Downtown

3 out of 5
100 South George Street Cumberland MD
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $96 total per night from Aug 3 to Aug 4
$96 total
Aug 3 - Aug 4
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
Opens in a new windowRamada by Wyndham Cumberland Downtown
The Country Inn of Berkeley Springs

The Country Inn of Berkeley Springs

3.5 out of 5
110 S Washington St Berkeley Springs WV
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $147 total per night from Aug 2 to Aug 3
$147 total
Aug 2 - Aug 3
Total with taxes and fees
A full-service spa, 2 restaurants, and a gym are all featured at this hotel. Relax with a drink at the bar/lounge and enjoy perks like free self parking and ...
Opens in a new windowThe Country Inn of Berkeley Springs
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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.

Frequently asked questions

What are the top kid-friendly hotels in Oldtown?
From cool amenities to larger rooms, kid-friendly hotels come with features that can help turn a good family vacation into an extraordinary one. These Oldtown options make traveling with children a snap: You'll be well looked after at Awesome New Property/ CANAL RIVER RETREAT. It comes with a playground, cycling and a talent for making families feel at home. Alternatively, spend your Oldtown break at Sleep Inn & Suites Cumberland - LaVale. Make the most of a swimming pool, complimentary breakfast and more here.
Where can I find cheap hotels in Oldtown?
At Travelocity you'll find really nice hotels in Oldtown at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Oldtown rather than in Oldtown. We may find you even better rates, too.
How do I find the best Oldtown hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Oldtown then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Oldtown?
The cheapest hotel in Oldtown is $89. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Oldtown?
There are 591 hotels in Oldtown on Travelocity.
What are the best hotels in Oldtown?
Oldtown has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Oldtown for you!
When is the best time to visit Oldtown?
If you want the joy of a fun-filled trip in peak season, visit Oldtown during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Oldtown?
Based on historic data is usually the cheapest month to visit Oldtown. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Oldtown?
There are multiple hotels in Oldtown that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Oldtown. We have plenty of kid-friendly hotels in Oldtown to choose from on Travelocity!
Why book a hotel in Oldtown through Travelocity?
Because we have the top hotels in Oldtown! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Oldtown on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Oldtown hotel reviews by fellow wanderers

Sleep Inn & Suites Cumberland - LaVale

Sleep Inn & Suites Cumberland - LaVale

5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"Me and my classmate had a amazing stay thank you"
A verified traveler stayed at Sleep Inn & Suites Cumberland - LaVale
Sleep Inn & Suites Cumberland - LaVale

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