Oakwood Village Vacations from $249

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Your Oakwood Village Vacation

From its highlights to its hidden gems, this city is best explored with a Oakwood Village vacation package. Find somewhere to stay in University Circle, which is great for festivals, bars and pubs and history. You'll want to sightsee during your trip to Oakwood Village. Drop by top attractions such as MGM Northfield Park, Pinecrest Plaza Shopping and Thistledown Racetrack. Your ideal Oakwood Village vacation is just clicks away. Explore flights, accommodations and more on Expedia for a getaway that's tailored to suit your travel style.

The Latest Oakwood Village vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Cleveland/Independence
Kimpton Schofield Hotel by IHG
The Willoughby House
Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG
The Westin Cleveland Downtown
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Oakwood Village Hotel Deals

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
777 Saint Clair Ave Ne, Cleveland, OH
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $152 total per night from Oct 16 to Oct 17
$152 total
Oct 16 - Oct 17
Total with taxes and fees
8.4/10 Very Good! (1,666 reviews)
"Great locution we enjoyed this day"

Reviewed on Oct 10, 2025

The Westin Cleveland Downtown
Wyndham Independence

Wyndham Independence

4 out of 5
6200 Quarry Lane, Independence, OH
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $78 total per night from Oct 31 to Nov 1
$78 total
Oct 31 - Nov 1
Total with taxes and fees
6.4/10 (1,025 reviews)
"I love love this hotel. I’m not gonna pick out the little things because overall they were great!! BUT…… though most hotels do the $100 hold, some don’t. And those that do take the hold, should specify it boldly during payout. A customer shouldn’t find out they have to pay more or need more once ..."

Reviewed on Oct 9, 2025

Wyndham Independence
Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

4.5 out of 5
2000 East Ninth Street, Cleveland, OH
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $145 total per night from Oct 30 to Oct 31
$145 total
Oct 30 - Oct 31
Total with taxes and fees
8.6/10 Excellent! (1,014 reviews)
"We love the Kimpton. We stay here often. Always clean and very friendly."

Reviewed on Oct 12, 2025

Kimpton Schofield Hotel by IHG
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.

Oakwood Village Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Hopkins Intl. Airport (CLE)
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Cleveland Metroparks Zoo, Cleveland Museum of Art and Christmas Story House

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Frequently asked questions

How much does an Oakwood Village vacation package cost?
You'll find cheap prices from $249 on Expedia for your Oakwood Village getaway. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Oakwood Village costs.
What are the cheapest months to go to Oakwood Village?
November, December and January are the best times to look for cheap Oakwood Village vacation packages. Choosing to travel in quieter periods means you can typically find lower prices on flights and accommodations.
How many days is enough for Oakwood Village?
The ideal duration of your Oakwood Village vacation depends on what you'd like to do and see. Usually, a few days to a week will give you plenty of time to hit all the leading sights and discover some hidden spots along the way.
How to find the best Oakwood Village package deals?
Bagging a cheap Oakwood Village package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can customize your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to view the most wallet-friendly Oakwood Village package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book an Oakwood Village vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and stays separately. Better still, you can customize your Oakwood Village trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Oakwood Village?
If you're planning a spur-of-the-moment Oakwood Village vacation, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Oakwood Village vacation packages?
Your Oakwood Village getaway is meant to be a relaxing escape from your busy life, not a reason for money worries. So to allow you a little more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any 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.