Wooster Vacations from $412

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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.
Courtyard by Marriott Akron Stow

Courtyard by Marriott Akron Stow

3 out of 5
Price was $517, price is now $412 per person
$412
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
New York (NYC) to Akron (CAK)
8.8/10 Excellent! (940 reviews)
I appreciated the whole staff. Everyone was kind and helpful. The room was in great condition and it was comfortable start to finish. The food (it is pay as you go) however it was delicious and affordable. Will be staying here again.

Reviewed on Apr 27, 2026

Hampton Inn Medina

Hampton Inn Medina

2.5 out of 5
Price was $561, price is now $414 per person
$414
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
New York (NYC) to Akron (CAK)
8.8/10 Excellent! (1,003 reviews)
Clean room, friendly

Reviewed on May 6, 2026

Bertram Inn at Glenmoor

Bertram Inn at Glenmoor

3.5 out of 5
Price was $1,058, price is now $863 per person
$863
per person
Aug 5 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Akron (CAK)
8.6/10 Excellent! (306 reviews)
Staff were great and it was a fun experience. I would bring my own pillow next time.

Reviewed on Apr 26, 2026

Townhouse Near Hall Of Fame Canton I 77

Townhouse Near Hall Of Fame Canton I 77

2.5 out of 5
Price was $931, price is now $786 per person
$786
per person
Aug 5 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Akron (CAK)
5.6/10 (154 reviews)
The room was huge very clean and the bed also huge was very comfortable. Everything worked fine. The shower was hot too It was quiet and the gentleman at the front desk was polite ppl rofessional and fast to respond. So good for the price. Thanks

Reviewed on Apr 24, 2026

Holiday Inn Express & Suites Medina by IHG

Holiday Inn Express & Suites Medina by IHG

2.5 out of 5
Price was $578, price is now $496 per person
$496
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
New York (NYC) to Akron (CAK)
9.6/10 Exceptional! (627 reviews)
Rooms were clean and staff was friendly. I ended up needing laundry services and there is a washer and dryer available free of charge and tide pods for purchase at the front desk.

Reviewed on May 10, 2026

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Discover the most popular places to visit in Wooster

Wooster Square in New Haven

College of Wooster

4.5/5(71 reviews)

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

4.5/5(16 reviews)

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

Econo Lodge Wooster

Econo Lodge Wooster

2 out of 5
2137 E. Lincoln Way Wooster OH
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $70 total per night from May 14 to May 15
$70 total
May 14 - May 15
Total with taxes and fees
6.2/10 (811 reviews)
Everyone is very friendly and very helpful and we enjoy our stay and the price is the lowest in town

Reviewed on May 8, 2026

Econo Lodge Wooster
Quality Inn Wooster

Quality Inn Wooster

2.5 out of 5
2055 E Lincoln Way Wooster OH
Fully refundable
$78 nightly
The price is $85 total per night from May 24 to May 25
$85 total
May 24 - May 25
Total with taxes and fees
8.8/10 Excellent! (1,004 reviews)
Good price and clean and comfortable stay in Wooster. I will stay stay again.

Reviewed on May 4, 2026

Quality Inn Wooster
Hilton Garden Inn Wooster

Hilton Garden Inn Wooster

3 out of 5
959 Dover Rd Wooster OH
$120 nightly
The price is $135 total per night from May 26 to May 27
$135 total
May 26 - May 27
Total with taxes and fees
8.8/10 Excellent! (611 reviews)
Clean room as expected, being part of the honors! The biggest disappointment was the hot water. It was like it only had one shower with warm water. The hot water out of the sink was hotter than the shower. My 11-year-old son and wife ended up taking cold showers because there were none! When we checked ...

Reviewed on May 11, 2026

Hilton Garden Inn Wooster
See all 711 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 $412 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.