Oakwood Village Vacation Packages

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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.

Top Oakwood Village Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Cleveland-Westlake

Hampton Inn Cleveland-Westlake

2.5 out of 5
Price was CA $1,026, price is now CA $869 per person
CA $869
per person
Oct 17 - Oct 20
found 9 hours ago
Roundtrip flight included
Halifax (YHZ) to Cleveland (CLE)
8.2/10 Very Good! (1,005 reviews)
Very nice hotel and cheaper than othersbin this upscale area of Cleveland westlake

Reviewed on Aug. 25, 2025

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

4.5 out of 5
Downtown Cleveland
Price was CA $1,222, price is now CA $993 per person
CA $993
per person
Nov 9 - Nov 12
found 6 hours ago
Roundtrip flight included
Halifax (YHZ) to Cleveland (CLE)
8.6/10 Excellent! (1,002 reviews)
The staff at this hotel are amazing! The hotel itself is clean and modern and within walking distance from many attractions. The only “downside” we experienced was an odd loud whirring type noise outside our window at night.

Reviewed on Aug. 23, 2025

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
Downtown Cleveland
Price was CA $1,344, price is now CA $1,112 per person
CA $1,112
per person
Nov 9 - Nov 12
found 6 hours ago
Roundtrip flight included
Halifax (YHZ) to Cleveland (CLE)
8.6/10 Excellent! (1,512 reviews)
We love Westins... Great room with a view, comfy beds, nice bar and helpful staff.

Reviewed on Aug. 26, 2025

Hampton Inn & Suites Cleveland/Independence

Hampton Inn & Suites Cleveland/Independence

2.5 out of 5
Price was CA $1,064, price is now CA $882 per person
CA $882
per person
Oct 17 - Oct 20
found 9 hours ago
Roundtrip flight included
Halifax (YHZ) to Cleveland (CLE)
8.8/10 Excellent! (1,008 reviews)
Everything was amazing

Reviewed on Aug. 24, 2025

InterContinental Suites Hotel Cleveland by IHG

InterContinental Suites Hotel Cleveland by IHG

4 out of 5
Fairfax
Price was CA $1,042, price is now CA $872 per person
CA $872
per person
Oct 8 - Oct 10
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Cleveland (CLE)
8.8/10 Excellent! (1,005 reviews)
Great property, very clean, safe. Front desk was nice, Valet was great/ $25 a night, The suite was amazing; 2 double beds in one room, living room/kitchen in the other room, tub and toilet in a separate from sink which makes it easy for everyone to get ready. We went to a concert at the Huntington Bank Field and booked here because the bus is pretty much a straight path there. However, be careful because the bus ride is much longer than we thought, it makes about 15 stops and we waited a while for it to even come. It’s only $5 for the day but we did Uber at one point because we didn’t want to be late. If you aren’t on a time crunch then this hotel is great for fairly close proximity to downtown.

Reviewed on Aug. 24, 2025

Ready to book your vacation to Oakwood Village?

 

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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
The price is CA $206 per night from Sep 2 to Sep 3
CA $206
CA $242 total
Sep 2 - Sep 3
includes taxes & fees
8.4/10 Very Good! (1,547 reviews)
"Everything was walking distance"

Reviewed on Aug. 26, 2025

The Westin Cleveland Downtown
Hyatt Regency Cleveland At The Arcade

Hyatt Regency Cleveland At The Arcade

4 out of 5
420 Superior Ave E, Cleveland, OH
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Sep 28 to Sep 29
CA $192
CA $226 total
Sep 28 - Sep 29
includes taxes & fees
8.8/10 Excellent! (1,018 reviews)
"Great hotel!"

Reviewed on Aug. 22, 2025

Hyatt Regency Cleveland At The Arcade
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
The price is CA $153 per night from Sep 1 to Sep 2
CA $153
CA $179 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (1,020 reviews)
"I loved the ho"

Reviewed on Aug. 27, 2025

Kimpton Schofield Hotel by IHG
See all 1,916 properties in Oakwood Village
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.
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Discover the most popular places to visit in Oakwood Village

Rock and Roll Hall of Fame featuring interior views and music

Rock and Roll Hall of Fame

Discover the music and memorabilia from the greatest rock bands in the world and find out why Cleveland is so important to the world of Rock and Roll.

Rock and Roll Hall of Fame
Huntington Bank Field

Huntington Bank Field

Catch an event at Huntington Bank Field during your trip to Cleveland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Huntington Bank Field
Progressive Field

Progressive Field

Catch an event at Progressive Field during your trip to Cleveland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Progressive Field

What to do in Oakwood Village

Cleveland: Eerie Ghosts Haunted Walking Tour

Phantom's Parade on Prospect: Cleveland Ghost Tours

CA $44
per adult
100% of travellers recommend
Phantom's Parade on Prospect: Cleveland Ghost Tours
Lakefront Script Sign

The Best of CLE

CA $275
per traveller
The Best of CLE
Hear Haunted Histories on Our cleveland Ghost Tour.

Cleveland Ghosts Tour

CA $44
per adult
90% of travellers recommend
Cleveland Ghosts Tour
See all activities in Oakwood Village

Frequently asked questions

How much does an Oakwood Village vacation package cost?
You'll find cheap prices from CA $869 on Expedia for your Oakwood Village break. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Oakwood Village costs.
What are the cheapest months to go to Oakwood Village?
December, January and February are the best times to search for cheap Oakwood Village vacation packages. Opting to travel in quieter months means you can usually find reduced prices on accommodations and flights.
How many days is enough for Oakwood Village?
With about 2 days, you'll have plenty of time to experience popular neighbourhoods like Orange and Lee-Seville during your Oakwood Village vacation. Be sure to also add Freeway Lanes and WhirlyBall / Laser Sport to your sightseeing itinerary. Searching for more adventures? Consider exploring outside of Oakwood Village on day trips and tours.
How to find the best Oakwood Village package deals?
Landing a cheap Oakwood Village package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Oakwood Village package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book an Oakwood Village vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and hotels individually. Better still, you can personalize your Oakwood Village getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Oakwood Village?
If you've got your Oakwood Village vacation dates confirmed, book as early as you can to snap up some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Oakwood Village?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Oakwood Village.
  2. Plan your budget wisely: Besides the price of your hotel, you should consider other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that could arise during your trip to Oakwood Village.
  3. Decide how long to go away for: Now that you know more about Oakwood Village, you can figure out the right length of your vacation. Put together a draft itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick an Oakwood Village vacation package that brings all your bookings together.

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