Woodland Holidays

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    Save up to €900 when you book a flight and hotel together*

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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 €127 per night from 30 Aug to 31 Aug
€127
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (1,654 reviews)
"We were definitely surprised how nice Rocky Gap Resort was. The view was spectacular! Lots of outdoor seating with fire pits all around. Seating by the lake with a lifeguard was a plus. Canoes, kayaks and paddle boats are available to rent. Different types of restaurants are available. Fancier, casual ..."

Reviewed on 5 Aug 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 €81 per night from 6 Sept to 7 Sept
€81
6 Sept - 7 Sept
includes taxes & fees
Ramada by Wyndham Cumberland Downtown
Sleep Inn & Suites Cumberland - LaVale

Sleep Inn & Suites Cumberland - LaVale

2.5 out of 5
13320 Ali Ghan Road NE Cumberland MD
Fully refundable
The price is €96 per night from 2 Sept to 3 Sept
€96
2 Sept - 3 Sept
includes taxes & fees
9.2/10 Wonderful! (1,016 reviews)
"The room was spacious"

Reviewed on 6 Aug 2026

Sleep Inn & Suites Cumberland - LaVale
See all 278 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.

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