Woodland Holidays

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Top hotels in Woodland

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
The price is Rp1.772.176 per night from 5 Aug to 6 Aug
Rp1.772.176
Rp2.659.782 total
5 Aug - 6 Aug
includes taxes & fees
9/10 Wonderful! (1,639 reviews)
"The room was clean and the amenities were good."

Reviewed on 12 Jul 2026

Rocky Gap Casino & Resort
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 Rp1.523.872 per night from 27 Jul to 28 Jul
Rp1.523.872
Rp1.737.214 total
27 Jul - 28 Jul
includes taxes & fees
7/10 Good! (1,008 reviews)
"………………………..pppp.gggggggggsssssssssss"

Reviewed on 12 Jul 2026

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 Rp1.447.090 per night from 19 Jul to 20 Jul
Rp1.447.090
Rp1.649.683 total
19 Jul - 20 Jul
includes taxes & fees
8/10 Very good! (1,020 reviews)
"Old everything. Smelled of cigarettes and mold. One outlet in bathroom and on opposite wall from vanity. Shower curtain torn and falling off. This should not be listed as a Best Western as it meets no Best Western standards. Would definitely have checked out and gone elsewhere but no other hotels ..."

Reviewed on 13 Jul 2026

Best Western Braddock Inn
See all 277 properties in Woodland
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 Woodland holiday package cost?
You'll find cheap prices on Expedia for your Woodland break. However, factors like the season, length of stay and your choice of hotel will influence how much your holiday to Woodland costs.
What are the cheapest months to go to Woodland?
You can typically find reduced prices and greater availability in January, February and November. Take a look at our cheap Woodland holiday packages and you could score some excellent off-season deals.
How many days is enough for Woodland?
Usually, a handful of days is enough to explore the top sights during your Woodland holiday. However, if you prefer to have more time to chill out or go on day tours, consider extending your itinerary.
How to find the best Woodland package deals?
Finding a cheap Woodland package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply some filters and browse what's available. You can customise your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most wallet-friendly Woodland package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Woodland holiday as a package?
You can enjoy significant savings on your next Woodland break by booking a tailored holiday package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Woodland?
If you've got your Woodland holiday dates finalized, book early to snap up some awesome deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Woodland?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Woodland.
  2. Calculate your budget: Make sure you have enough money to cover everything from dining out and transportation to airfares and activities. Your accommodation will likely be the biggest expense during your trip to Woodland.
  3. Decide how long to go for: Now that you're up to speed on Woodland, you can figure out the perfect length of your break. Put together a draft plan and give yourself enough time for all the things you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Woodland holiday package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.