Woodstock Vacations from $286

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Your Woodstock Vacation

Get ready to experience Woodstock your way with a custom Woodstock vacation package! Discovering the charms of this lively city is made simpler with a base in a neighborhood such as Harpers Choice, which is great for golfing, among plenty of other things. Fill your schedule with tours of Patapsco Valley State Park, Centennial Park and Under Armour Performance Center Baltimore Ravens, some of the attractions you simply have to see during your trip to Woodstock. Stop dreaming and start traveling. Explore the multitude of options on Expedia today and put your Woodstock vacation plans into motion!

The Latest Woodstock vacation packages

Price found within the past 48 hours. Click for updated prices.
The Westin DC Downtown

The Westin DC Downtown

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $515, price is now $286 per person
$286
per person
Oct 9 - Oct 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.8/10 Excellent! (1,002 reviews)

Hotel Burg

Hotel Burg

4 out of 5
Leesburg's Old and Historic District
Save 100% on your flight
Price was $1,733, price is now $1,033 per person
$1,033
per person
Sep 9 - Sep 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
9.6/10 Exceptional! (97 reviews)

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Save 100% on your flight
Price was $483, price is now $292 per person
$292
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.4/10 Very Good! (1,004 reviews)

The River Inn

The River Inn

4 out of 5
Northwest
Save 100% on your flight
Price was $860, price is now $522 per person
$522
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (2,036 reviews)
Endroit bien placé a côté du métro. Secteur tranquille à côté de restos et épicerie. Cuisine très pratique dans la chambre. C'est un peu viellot mais très propre. Nous avons aimé notre séjour

Reviewed on Jul 31, 2026

Comfort Inn & Suites Baltimore Inner Harbor

Comfort Inn & Suites Baltimore Inner Harbor

3 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $700, price is now $450 per person
$450
per person
Oct 2 - Oct 6
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
5.2/10 (1,014 reviews)
Dirty, run down, smelly, old and broken fixtures, stay away at all cost

Reviewed on Jul 28, 2026

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See all available trips from Columbus to Woodstock
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Stay near popular Woodstock attractions

Howard County Conservancy at Mt. Pleasant

You can take time to visit Howard County Conservancy at Mt. Pleasant during your travels to Woodstock.
See properties

Woodstock Hotel Deals

Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
20 W Baltimore St Baltimore MD
$150 nightly
The price is $177 total per night from Aug 2 to Aug 3
$177 total
Aug 2 - Aug 3
Total with taxes and fees
8.4/10 Very Good! (3,141 reviews)
"Great place to stay"

Reviewed on Aug 1, 2026

Lord Baltimore Hotel
Holiday Inn Express Towson - Baltimore North by IHG

Holiday Inn Express Towson - Baltimore North by IHG

2.5 out of 5
1100 Cromwell Bridge Rd Towson MD
Fully refundable
$92 nightly
The price is $106 total per night from Aug 30 to Aug 31
$106 total
Aug 30 - Aug 31
Total with taxes and fees
9/10 Wonderful! (1,169 reviews)
"This was a great hotel loved the location the room was amazing bed was so comfy even the view was nice from the window. Will stay here again."

Reviewed on Aug 1, 2026

Holiday Inn Express Towson - Baltimore North by IHG
Renaissance Baltimore Harborplace Hotel

Renaissance Baltimore Harborplace Hotel

4 out of 5
202 E Pratt St Baltimore MD
$152 nightly
The price is $179 total per night from Aug 30 to Aug 31
$179 total
Aug 30 - Aug 31
Total with taxes and fees
Renaissance Baltimore Harborplace Hotel
See all 1,369 properties in Woodstock
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.

Find the Best Woodstock Vacation Packages

Woodstock Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Baltimore Washington Intl. Thurgood Marshall Airport (BWI)
Top Sights
Maryland Zoo, Guinness Open Gate Brewery & Barrel House and Patapsco Valley State Park

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Frequently asked questions

How much does a Woodstock vacation package cost?
You'll find cheap prices from $286 on Expedia for your Woodstock getaway. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Woodstock costs.
What are the cheapest months to go to Woodstock?
You're likely to find lower prices and greater availability in December, January and February. Take a look at our cheap Woodstock vacation packages and you could land some great off-season discounts.
How many days is enough for Woodstock?
The ideal length of your Woodstock vacation depends on what you'd like to do. Typically, a handful of days to a week will give you time to hit all the leading sights and explore some hidden treasures along the way.
How to find the best Woodstock package deals?
Finding a cheap Woodstock package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Woodstock package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Woodstock vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and accommodations individually. Better still, you can tailor your Woodstock escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Woodstock?
If you have your Woodstock travel dates finalized, book as soon as you can to bag some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are great for traveling on a whim.
Does Expedia offer Book Now, Pay Later Woodstock vacation packages?
If you're anything like us, you love traveling but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Woodstock break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great 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.