Woodstock Vacation Packages

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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!

Top Woodstock Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Crystal City-Washington, D.C. by IHG

Crowne Plaza Crystal City-Washington, D.C. by IHG

3.5 out of 5
Crystal City
Price was CA $1,168, price is now CA $872 per person
CA $872
per person
Oct 9 - Oct 12
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
8.4/10 Very good! (1,001 reviews)

The Westin DC Downtown

The Westin DC Downtown

4 out of 5
Downtown Washington D.C.
Price was CA $1,465, price is now CA $1,040 per person
CA $1,040
per person
Oct 9 - Oct 12
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
8.8/10 Excellent! (1,002 reviews)

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was CA $1,313, price is now CA $973 per person
CA $973
per person
Oct 9 - Oct 12
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9/10 Wonderful! (1,218 reviews)

Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
Price was CA $1,375, price is now CA $1,048 per person
CA $1,048
per person
Sep 6 - Sep 12
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
8.4/10 Very good! (1,002 reviews)

AC Hotel by Marriott Washington DC Capitol Hill Navy Yard

AC Hotel by Marriott Washington DC Capitol Hill Navy Yard

4 out of 5
Navy Yard
Price was CA $1,335, price is now CA $1,040 per person
CA $1,040
per person
Oct 9 - Oct 12
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
8.8/10 Excellent! (745 reviews)
So you get an email saying breakfast is 19 and change , well they actually charge you 25 plus tax , you bring it up to staff, they say oh no you bring it up to front desk when you check out, front desk has closed tab before checkout, you show front desk manager the email, they deny etc and will not reduce food bill, also watch out restaurant is called smoke and mirrors, yep poor service and no notice of mandatory high tips, then try try to get you to tip on top if there mandatory tip also. Last night stay, loud music, multiple complaints takes over an hr to resolve it . Have stayed In Marriott before, this one sucks bad.

Reviewed on Jul 31, 2026

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Woodstock Hotel Deals

Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
20 W Baltimore St Baltimore MD
The price is CA $164 per night from Aug 3 to Aug 4
CA $164
CA $193 total
Aug 3 - Aug 4
includes taxes & fees
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
The price is CA $136 per night from Aug 23 to Aug 24
CA $136
CA $158 total
Aug 23 - Aug 24
includes taxes & fees
9/10 Wonderful! (1,168 reviews)
"Stay was great room was perfect"

Reviewed on Jul 31, 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
The price is CA $237 per night from Aug 30 to Aug 31
CA $237
CA $278 total
Aug 30 - Aug 31
includes taxes & 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.
All Inclusive Vacations
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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

Frequently asked questions

How much does a Woodstock vacation package cost?
Offering great value package deals from CA $872 on Expedia, you'll be pleasantly surprised at how much a vacation to Woodstock costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Woodstock?
Travel in the off-peak season and you're likely to get cheap Woodstock vacation packages. Keep in mind that public holidays and major local events can have an impact on prices, so do some research before you go.
How many days is enough for Woodstock?
Dedicate around 2 days for your Woodstock vacation if you're hoping to immerse yourself in everything that makes this place special. Stroll around popular neighbourhoods, including Milford Mill and Liberty Manor. Then check out top attractions such as Northwest Regional Park and B&O Railroad Station Museum. With a clever itinerary, you'll be kept busy with room for some me-time too. Want to travel beyond Woodstock? Consider fitting in a day trip or two.
How to find the best Woodstock package deals?
Finding a cheap Woodstock package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can customize your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most affordable Woodstock package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Woodstock vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Woodstock vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Woodstock?
If you're considering a spur-of-the-moment Woodstock trip, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Woodstock?

  1. Pick your travel dates: The things you want to do in Woodstock and your favourite season will help you decide when to go.
  2. Calculate your budget: Ensure you have enough money to pay for everything from dining out and transportation to experiences and flights. Your hotel will likely be the biggest expense during your trip to Woodstock.
  3. Determine how many days away: Start by listing all the activities and sights you want to get to in Woodstock. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your accommodations and airfare: After you've nailed down your dates and duration, book the perfect Woodstock vacation package for you.

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