Westernport Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

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$125 per night from 2 Jul to 3 Jul
S$125
2 Jul - 3 Jul
includes taxes & fees
6.8/10 (1,005 reviews)
"Very clean every time I stay there"

Reviewed on 15 Jun, 2025

Ramada by Wyndham Cumberland Downtown
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 22 Jun to 23 Jun
S$108
22 Jun - 23 Jun
includes taxes & fees
8.8/10 Excellent! (840 reviews)
Clean and Comfortable
"No bells and whistles but if you need a place to crash, this will meet your needs. They do offer a complimentary breakfast but we didn’t partake. There are NO elevators so keep that in mind if you’re not able to handle stairs easily and you get roomed on the 2nd or 3rd floor."

Reviewed on 16 Jun, 2025

Keyser Inn
Sleep Inn & Suites Cumberland - LaVale
Sleep Inn & Suites Cumberland - LaVale
2.5 out of 5
13320 Ali Ghan Road NE, Cumberland, MD
Fully refundableReserve now, pay when you stay
The price is S$154 per night from 3 Jul to 4 Jul
S$154
3 Jul - 4 Jul
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"On a multi-day trip, this was the best hotel and room we stayed at."

Reviewed on 18 Jun, 2025

Sleep Inn & Suites Cumberland - LaVale
See all 2,640 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.