Woodland Vacations

Book a Hotel + Flight or Car together to unlock savings

    deals illustration

    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Woodland Vacation Packages

Woodland Hotel Deals

Rocky Gap Casino & Resort
Rocky Gap Casino & Resort
3 out of 5
16701 Lakeview Road NE, Cumberland, MD
Fully refundableReserve now, pay when you stay
The price is ₩159,888 per night from Aug 10 to Aug 11
₩159,888
₩233,511 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (1,225 reviews)
"Great place to stay! Hotel, Casino, and restaurants are very clean and the outside area is beautiful!"

Reviewed on Jul 9, 2025

Rocky Gap Casino & 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
The price is ₩115,007 per night from Jul 20 to Jul 21
₩115,007
₩131,107 total
Jul 20 - Jul 21
includes taxes & fees
7.8/10 Good! (1,003 reviews)
"Nice place hidden in the middle of town out of view"

Reviewed on Jul 9, 2025

Best Western Braddock Inn
Comfort Inn Grantsville-Deep Creek Lake
Comfort Inn Grantsville-Deep Creek Lake
2.5 out of 5
2541 Chestnut Ridge Rd, I-68 Exit 22, Grantsville, MD
Fully refundableReserve now, pay when you stay
The price is ₩156,996 per night from Jul 13 to Jul 14
₩156,996
₩178,976 total
Jul 13 - Jul 14
includes taxes & fees
8.2/10 Very Good! (656 reviews)
"convenient location, excellent service and good breakfast"

Reviewed on Jul 11, 2025

Comfort Inn Grantsville-Deep Creek Lake
See all 287 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 vacation 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 vacation 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 vacation 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 vacation. 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 customize 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 vacation as a package?
You can enjoy significant savings on your next Woodland break by booking a tailored vacation 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 vacation package to Woodland?
If you've got your Woodland vacation 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, favorite 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 accommodations 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 vacation 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.