Cleveland Vacations from $301

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The Latest Cleveland vacation packages

Price found within the past 48 hours. Click for updated prices.
Rio Hotel & Casino, a Destination by Hyatt Hotel

Rio Hotel & Casino, a Destination by Hyatt Hotel

4 out of 5
Price was $936, price is now $301 per person
$301
per person
Jan 21 - Jan 28
found 2 days ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Las Vegas (LAS)
15.6/10 Exceptional! (6,658 reviews)
Large Rooms, Comfy Beds, Great Staff and Great Times!

Reviewed on Nov 17, 2025

Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $1,629, price is now $667 per person
$667
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
16/10 Exceptional! (1,004 reviews)
Enjoyed a few days with the kids gere

Reviewed on Nov 15, 2025

The Shelborne By Proper, a Member of Design Hotels

The Shelborne By Proper, a Member of Design Hotels

4 out of 5
South Beach
Price was $1,647, price is now $682 per person
$682
per person
Jan 26 - Jan 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
19.2/10 Exceptional! (53 reviews)
Staff super friendly and welcoming and helpful, room ready

Reviewed on Nov 16, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $949, price is now $398 per person
$398
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (NYC)
18.4/10 Exceptional! (2,007 reviews)
Great room and polite staff and excellent restaurant and location.

Reviewed on Nov 15, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $11,702, price is now $5,187 per person
$5,187
per person
Jan 26 - Jan 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
16/10 Exceptional! (1 review)
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Cleveland Hotel Deals

Grand Times Hotel Sherbrooke

Grand Times Hotel Sherbrooke

4 out of 5
1, rue Belvedere Sud Sherbrooke QC
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $171 total per night from Dec 1 to Dec 2
$171 total
Dec 1 - Dec 2
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
.

Reviewed on Nov 12, 2025

Grand Times Hotel Sherbrooke
OTL Gouverneur Sherbrooke

OTL Gouverneur Sherbrooke

5 out of 5
3131 rue King Ouest Sherbrooke QC
Fully refundableReserve now, pay when you stay
$153 nightly
The price is $182 total per night from Nov 30 to Dec 1
$182 total
Nov 30 - Dec 1
Total with taxes and fees
9.6/10 Exceptional! (1,603 reviews)
Very nice

Reviewed on Nov 12, 2025

OTL Gouverneur Sherbrooke
Hôtel Le Président

Hôtel Le Président

3 out of 5
3535, rue King Ouest Sherbrooke QC
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $122 total per night from Nov 18 to Nov 19
$122 total
Nov 18 - Nov 19
Total with taxes and fees
8/10 Very Good! (1,008 reviews)
I received a cold welcome from a young woman who didn't respect my request; on the contrary, she went against it. However, this was quickly rectified by another receptionist, a young man, who provided excellent customer service. The pool was heated, clean, and quiet. The room was comfortable. The ...

Reviewed on Nov 5, 2025

Hôtel Le Président
See all 76 properties in Cleveland
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 Cleveland Vacation Packages

Cleveland Essential Information

Language
English
Currency
Canadian dollars
Top Sights
Les Vallons de Wadleigh Vineyard and Woolen Mill Ulverton

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Frequently asked questions

How much does a Cleveland vacation package cost?
You can pick up a vacation package to this popular destination from $301 on Expedia. However, how much your vacation to Cleveland costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Cleveland?
You can typically find lower rates and better availability in November, December and January. Check out our cheap Cleveland vacation packages and you could score some great off-season discounts.
How many days is enough for Cleveland?
The ideal length of your Cleveland vacation depends on what you'd like to do and see. Usually, a few days to a week will give you time to check out all the top sights and discover some hidden spots along the way.
How to find the best Cleveland package deals?
Begin your search for a Cleveland package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Cleveland package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Cleveland adventure underway.
Is it cheaper to book a Cleveland vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and accommodations individually. Better still, you can personalize your Cleveland escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Cleveland?
If you've got your Cleveland vacation dates finalized, book as soon as you can to score some awesome deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later Cleveland vacation packages?
Your Cleveland trip is meant to be a relaxing escape from your busy life, not a reason for money worries. So to allow you that extra 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 spread the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.