Woodland Vacations from $331

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Your Woodland Vacation

The fascinating city of Woodland is calling your name. Delve into everything from its highlights to its hidden gems with a Woodland vacation package that's custom made for you. If sightseeing is on the agenda during your trip to Woodland, swing by well-known attractions like Frostburg State University, Noahs Ark and Palace Theater. Expedia is here to help you escape your routine. Tailor your vacation to Woodland to suit your style of travel, whatever that may be!

The Latest Woodland vacation packages

Price found within the past 48 hours. Click for updated prices.
Travelodge by Wyndham Brunswick near Frederick

Travelodge by Wyndham Brunswick near Frederick

2 out of 5
Price was $390, price is now $331 per person
$331
per person
Oct 8 - Oct 12
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Hagerstown (HGR)
9.2/10 Wonderful! (356 reviews)
It's not the same hotel that it used to be. It's worn out and I've stayed at this hotel for years, and I've in this actual room before. There's a lingering odor that I suspect is from someone having smoked in it before. The cleaning staff are nice and I like them. The hotel is still a better option than staying in Frederick, which has turned into a dump.

Reviewed on Jul 27, 2025

Mirror Villas - Modern Retreat with private hot tubs and mountain view

Mirror Villas - Modern Retreat with private hot tubs and mountain view

3.5 out of 5
Price was $1,585, price is now $1,364 per person
$1,364
per person
Nov 10 - Nov 13
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Hagerstown (HGR)
No reviews
Liberty Mountain Resort

Liberty Mountain Resort

2.5 out of 5
Price was $834, price is now $731 per person
$731
per person
Nov 10 - Nov 13
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Hagerstown (HGR)
8.8/10 Excellent! (468 reviews)
The hotels don’t have elevators, They upgraded the rooms but need elevators for older guests like me with health issuse

Reviewed on Jul 13, 2025

Mansion House 1757

Mansion House 1757

3 out of 5
Price was $886, price is now $819 per person
$819
per person
Nov 10 - Nov 13
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Hagerstown (HGR)
No reviews
James Buchanan Hotel, Trademark Collection By Wyndham

James Buchanan Hotel, Trademark Collection By Wyndham

3 out of 5
Price was $901, price is now $850 per person
$850
per person
Nov 10 - Nov 13
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Hagerstown (HGR)
8.4/10 Very Good! (14 reviews)
Great location, very clean rooms and very accommodating staff

Reviewed on Sep 2, 2025

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Discover the most popular places to visit in Woodland

Frostburg State University

Enjoy the collegiate vibe when you visit Frostburg State University, during your trip to Frostburg. Discover the area's mountain views and seek out the biking trails.

Frostburg State University

Noah's Ark

Find out about the history of Frostburg when you take a trip to Noah's Ark. While in this family-friendly area, you can savor the top-notch restaurants.

Noah's Ark

Frostburg State University Arboretum

Take the family on an outing to Frostburg State University Arboretum during your trip to Frostburg. While you're here, you can savor the top-notch restaurants.

Frostburg State University Arboretum

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
$152 nightly
The price is $173 total per night from Sep 8 to Sep 9
$173 total
Sep 8 - Sep 9
Total with taxes and fees
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
$77 nightly
The price is $88 total per night from Sep 10 to Sep 11
$88 total
Sep 10 - Sep 11
Total with taxes and fees
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
$114 nightly
The price is $130 total per night from Sep 4 to Sep 5
$130 total
Sep 4 - Sep 5
Total with taxes and fees
Comfort Inn Grantsville-Deep Creek Lake
See all 296 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.

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Frequently asked questions

How much does a Woodland vacation package cost?
You'll find cheap prices from $331 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?
If you're hoping to book a cheap Woodland vacation package, consider visiting in December, January and February. You'll typically find better rates on hotels and airfares during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Woodland?
With a well-organized schedule, you can easily tick off the top Woodland sights in a handful of days. But if you'd like to discover hidden spots or go on day tours, consider booking your Woodland vacation for longer.
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.
Does Expedia offer Book Now, Pay Later Woodland vacation packages?
If you're anything like us, you love exploring new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Woodland break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.