Pepper Pike Vacations from $257

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Your Pepper Pike Vacation

When a city getaway is calling, answer it with a vacation package to Pepper Pike. The neighborhood of University Circle, which is great for festivals, bars and pubs and history, makes an excellent base for your adventures. If your trip to Pepper Pike includes a little sightseeing, hit up much-loved attractions like Legacy Village, Pinecrest Plaza Shopping and Thistledown Racetrack. Browse Expedia's wide range of travel options and book your perfect vacation to Pepper Pike now.

The Latest Pepper Pike vacation packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Avon

Wyndham Avon

3.5 out of 5
Price was $295, price is now $257 per person
$257
per person
Oct 18 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.8/10 Excellent! (1,008 reviews)
Room was good size, well layed out. Property was nice, updated and staff was excellent.

Reviewed on Sep 2, 2025

The Willoughby House

The Willoughby House

3 out of 5
Price was $658, price is now $498 per person
$498
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Cleveland (CLE)
10/10 Exceptional! (4 reviews)
Clean rooms and comfortable beds helped us throughly enjoy our stay!

Reviewed on Aug 26, 2025

Anchor Bay Inn and Suites

Anchor Bay Inn and Suites

2 out of 5
Price was $444, price is now $374 per person
$374
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip flight included
New York (NYC) to Cleveland (CLE)
8.8/10 Excellent! (146 reviews)
I like how quiet the room was. Bed was a little uncomfortable afer 2 nights but over all very cute little vintage motel.

Reviewed on Aug 24, 2025

Kelleys Island Venture Resort

Kelleys Island Venture Resort

2 out of 5
Price was $675, price is now $569 per person
$569
per person
Oct 23 - Oct 26
found 5 hours ago
Roundtrip flight included
New York (NYC) to Cleveland (CLE)
8.8/10 Excellent! (48 reviews)
Super Hot pool was great

Reviewed on Jul 29, 2025

Cedar Point's Hotel Breakers

Cedar Point's Hotel Breakers

3.5 out of 5
Price was $828, price is now $710 per person
$710
per person
Oct 23 - Oct 26
found 5 hours ago
Roundtrip flight included
New York (NYC) to Cleveland (CLE)
8.6/10 Excellent! (1,027 reviews)
Great place to stay for Cedar Point. The balcony was grossly dirty.

Reviewed on Sep 8, 2025

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Discover the most popular places to visit in Pepper Pike

Rock and Roll Hall of Fame showing 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
Beautiful ballpark, right in the heart of downtown Cleveland. Cleveland Indians - 7 Minnesota Twins - 6

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 Pepper Pike

Cleveland: Eerie Ghosts Haunted Walking Tour

Phantom's Parade on Prospect: Cleveland Ghost Tours

$24
per adult
100% of travellers recommend
Phantom's Parade on Prospect: Cleveland Ghost Tours
Skip the Line: Cleveland History Center Admission Ticket

Skip the Line: Cleveland History Center Admission Ticket

$14
per adult
Skip the Line: Cleveland History Center Admission Ticket
Hear Haunted Histories on Our cleveland Ghost Tour.

Cleveland Ghosts Tour

$32
per adult
90% of travellers recommend
Cleveland Ghosts Tour
See all activities in Pepper Pike

Pepper Pike Hotel Deals

Ramada by Wyndham Cleveland Independence

Ramada by Wyndham Cleveland Independence

3.5 out of 5
5300 Rockside Road, Independence, OH
Fully refundableReserve now, pay when you stay
$57 nightly
The price is $67 total per night from Sep 9 to Sep 10
$67 total
Sep 9 - Sep 10
Total with taxes and fees
Ramada by Wyndham Cleveland Independence
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 Sep 28 to Sep 29
$152 total
Sep 28 - Sep 29
Total with taxes and fees
The Westin Cleveland Downtown
La Quinta Inn & Suites by Wyndham Cleveland - Airport North

La Quinta Inn & Suites by Wyndham Cleveland - Airport North

3 out of 5
4222 W 150th St, Cleveland, OH
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $108 total per night from Oct 5 to Oct 6
$108 total
Oct 5 - Oct 6
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Cleveland - Airport North
See all 1,650 properties in Pepper Pike
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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Frequently asked questions

How much does a Pepper Pike vacation package cost?
Offering great value package deals from $257 on Expedia, you'll be pleasantly surprised at how much a vacation to Pepper Pike costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Pepper Pike?
You can usually find reduced prices and better availability in November, December and January. Explore our cheap Pepper Pike vacation packages and you could get some great off-season deals.
How many days is enough for Pepper Pike?
With a well-organized itinerary, you can easily tick off the most popular Pepper Pike sights in a few days. But if you prefer to venture off the beaten track or go on day tours, think about booking your Pepper Pike vacation for longer.
How to find the best Pepper Pike package deals?
Use Expedia's handy filters to help you find some of the best Pepper Pike package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Pepper Pike package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Pepper Pike vacation as a package?
You can enjoy significant savings on your Pepper Pike getaway by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Pepper Pike?
Land incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Pepper Pike adventure.
Does Expedia offer Book Now, Pay Later Pepper Pike vacation packages?
Your Pepper Pike getaway should be an escape from your busy life, not a reason for money-related stress. So to allow you extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.