Westernport Holidays

Photo by Shelly Sisler

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Top hotels in Westernport

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
The price is S$118 per night from 1 Sept to 2 Sept
S$118
1 Sept - 2 Sept
includes taxes & fees
6.8/10 (1,002 reviews)
"I didn’t like the virtual check in assistant process."

Reviewed on 23 Aug, 2025

Ramada by Wyndham Cumberland Downtown
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
The price is S$113 per night from 1 Sept to 2 Sept
S$113
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"This is a great place to stay. No issues."

Reviewed on 18 Aug, 2025

Best Western Braddock Inn
Keyser Inn

Keyser Inn

2.5 out of 5
51 Josie Drive, Keyser, WV
Fully refundableReserve now, pay when you stay
The price is S$108 per night from 26 Aug to 27 Aug
S$108
26 Aug - 27 Aug
includes taxes & fees
8.8/10 Excellent! (896 reviews)
Great Place near College
"The Keyser Inn was a wonderful place to stay while we were helping a college student move-in. It was convenient to the school and closeby other businesses often frequented on like that. It was very clean and comfortable. The only problem we had was with the water pressure in the shower, it was too ..."

Reviewed on 18 Aug, 2025

Keyser Inn
See all 2,643 properties in Westernport
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

How much does a Westernport holiday package cost?
You can snap up a holiday package to this destination on Expedia. However, how much your holiday to Westernport costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Westernport?
January, February and November are the best times to search for cheap Westernport holiday packages. Travelling in less busy months means you'll typically find reduced prices on accommodation and flights.
How many days is enough for Westernport?
Usually, a handful of days is enough to go to the top sights during your Westernport holiday. But if you prefer to have some time to unwind or take day tours, think about extending your itinerary.
How to find the best Westernport package deals?
Finding a cheap Westernport package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add some filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most economical Westernport package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Westernport holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and hotels separately. Better still, you can personalise your Westernport escape to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a holiday package to Westernport?
Land amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Westernport getaway.
How to plan a trip to Westernport?

  1. Pick your travel dates: What you want to do in Westernport and your favourite season can help you decide when to get away.
  2. Budget wisely: As well as the cost of your accommodation, you'll need to consider other expenses. These include flights, transportation and food. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Westernport.
  3. Decide your trip length: Consider how long you want to spend discovering Westernport. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a tailored Westernport holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.