Wooster Vacations from $325

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Your Wooster Vacation

Our Wooster vacation packages let you create your own adventure. Tailor your journey to suit your interests and needs and make every moment count in this wonderful city. If your trip to Wooster includes a little sightseeing, don't miss renowned attractions like College of Wooster, Wayne County Fairgrounds and Pine Tree Barn. Your Wooster vacation is just clicks away. Search hotels, flights and more on Expedia for a getaway that's tailored to suit your style.

The Latest Wooster vacation packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Streetsboro, OH

Motel 6 Streetsboro, OH

2 out of 5
Price was $356, price is now $325 per person
$325
per person
May 18 - May 21
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Akron (CAK)
7.4/10 Good! (1,009 reviews)
Good for a quick stop for the night

Reviewed on Mar 23, 2026

DoubleTree by Hilton Akron Fairlawn

DoubleTree by Hilton Akron Fairlawn

3 out of 5
Price was $1,343, price is now $1,007 per person
$1,007
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Akron (CAK)
8.6/10 Excellent! (795 reviews)
Great place with solid, fresh service and cleanliness! So good~ try for yourself!!

Reviewed on Mar 15, 2026

Hampton Inn Medina

Hampton Inn Medina

2.5 out of 5
Price was $1,222, price is now $960 per person
$960
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Akron (CAK)
8.8/10 Excellent! (1,009 reviews)
The room was very clean, the staff was amazing, the breakfast was great! Highly recommend them!

Reviewed on Mar 23, 2026

Hilton Garden Inn Akron Canton Airport

Hilton Garden Inn Akron Canton Airport

3 out of 5
Price was $1,087, price is now $891 per person
$891
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Akron (CAK)
9.2/10 Wonderful! (1,000 reviews)
Older building but well maintained. Almost all staff except one was very friendly, warm and helpful!

Reviewed on Mar 26, 2026

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Discover the most popular places to visit in Wooster

Wooster Square in New Haven

College of Wooster

Take a campus tour or just explore the area of College of Wooster, during your travels in Wooster. While you're here, you can savor the top-notch restaurants.

College of Wooster
Pine Tree Barn

Pine Tree Barn

Find out about the history of Wooster when you take a trip to Pine Tree Barn. While you're here, you can savor the top-notch restaurants.

Pine Tree Barn

Wayne County Fairgrounds

Enjoy an outing to Wayne County Fairgrounds during your stay in Wooster. While you're here, you can savor the top-notch restaurants.

Wayne County Fairgrounds

Wooster Hotel Deals

Days Inn by Wyndham Wooster

Days Inn by Wyndham Wooster

2.5 out of 5
789 E Milltown Rd Wooster OH
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $88 total per night from Mar 29 to Mar 30
$88 total
Mar 29 - Mar 30
Total with taxes and fees
7.2/10 Good! (1,000 reviews)
Staff was friendly.

Reviewed on Mar 22, 2026

Days Inn by Wyndham Wooster
Comfort Suites Wooster near University Campus

Comfort Suites Wooster near University Campus

2.5 out of 5
965 Dover Road Wooster OH
Fully refundable
$108 nightly
The price is $121 total per night from Apr 19 to Apr 20
$121 total
Apr 19 - Apr 20
Total with taxes and fees
9.4/10 Exceptional! (655 reviews)
everything was clean, parking was easy and plentiful. staff were friendly and helpful.

Reviewed on Mar 23, 2026

Comfort Suites Wooster near University Campus
Quality Inn Wooster

Quality Inn Wooster

2.5 out of 5
2055 E Lincoln Way Wooster OH
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $84 total per night from Mar 30 to Mar 31
$84 total
Mar 30 - Mar 31
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
Staff was nice, hotel was clean, breakfast was great!!!!

Reviewed on Mar 21, 2026

Quality Inn Wooster
See all 701 properties in Wooster
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 Wooster Vacation Packages

Wooster Essential Information

Language
English
Currency
U.S dollars
Population
26,700
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Wayne County Historical Society & Museum, College of Wooster and Ohio Light Opera

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Frequently asked questions

How much does a Wooster vacation package cost?
Offering excellent value package deals from $325 on Expedia, you'll be thrilled with how little a vacation to Wooster costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Wooster?
November, December and January are great times to look for cheap Wooster vacation packages. Traveling in less busy periods means you can typically find better prices on accommodations and flights.
How many days is enough for Wooster?
The ideal duration for your Wooster vacation depends on what you'd like to do. Usually, a few days to a week will give you enough time to go to all the top attractions and discover some hidden treasures along the way.
Is it worth booking a vacation package to Wooster?
It's easy to see why a Wooster vacation is on the must-do list of many travelers. Well-known attractions like Wayne County Fairgrounds are just the start of what you can explore here.
How to find the best Wooster package deals?
Use Expedia's filters to find some fabulous Wooster package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Wooster package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Wooster 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 score a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Wooster vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Wooster?
If you're considering a spontaneous Wooster getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Wooster vacation packages?
Your Wooster trip should be a relaxing escape from your busy life, not a source of money worries. So to give you a bit more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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