Cleveland Vacations from $573

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The Latest Cleveland vacation packages

Price found within the past 48 hours. Click for updated prices.
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $1,204, price is now $573 per person
$573
per person
Feb 8 - Feb 13
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,003 reviews)
Overall a great stay. Very nice and clean condo with its own small pool. The property is beautiful and we enjoyed the tennis and pickleball facilities. Only areas for improvement were the initial delay in room being available from housekeeping and need for more service staff around the pool area.

Reviewed on Jan 4, 2026

Creekside Inn

Creekside Inn

2.5 out of 5
Price was $1,498, price is now $577 per person
$577
per person
Feb 8 - Feb 13
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,004 reviews)
The staff were very friendly and helpful

Reviewed on Jan 5, 2026

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 $17,503, price is now $8,173 per person
$8,173
per person
Feb 10 - Feb 14
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
Bay Breeze Premium Apartments By Eskape Collection

Bay Breeze Premium Apartments By Eskape Collection

4 out of 5
Price was $1,670, price is now $800 per person
$800
per person
Mar 21 - Mar 28
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (189 reviews)
Our two bedroom apartment was very comfortable and quiet. We enjoyed our stay very much.

Reviewed on Dec 30, 2025

President Hotel Villa

President Hotel Villa

3.5 out of 5
South Beach
Price was $1,685, price is now $817 per person
$817
per person
Mar 28 - Apr 4
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (997 reviews)
Helpful staff , good location

Reviewed on Nov 27, 2025

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Cleveland Hotel Deals

OTL Gouverneur Sherbrooke

OTL Gouverneur Sherbrooke

5 out of 5
3131 rue King Ouest Sherbrooke QC
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $185 total per night from Jan 8 to Jan 9
$185 total
Jan 8 - Jan 9
Total with taxes and fees
9.6/10 Exceptional! (1,644 reviews)
In general great couple of comments though. Indoor swimming pool very small for number of rooms in hotel. Only one seat and same space to hang towels and bathrobes. Room furniture, chairs very large for such small room

Reviewed on Jan 2, 2026

OTL Gouverneur Sherbrooke
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
$154 nightly
The price is $183 total per night from Jan 6 to Jan 7
$183 total
Jan 6 - Jan 7
Total with taxes and fees
8.4/10 Very Good! (1,013 reviews)
Awsome

Reviewed on Dec 30, 2025

Grand Times Hotel Sherbrooke
Hôtel Le Président

Hôtel Le Président

3 out of 5
3535, rue King Ouest Sherbrooke QC
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $121 total per night from Jan 8 to Jan 9
$121 total
Jan 8 - Jan 9
Total with taxes and fees
8/10 Very Good! (1,007 reviews)
Nice place if you’re looking for a clean, safe place to sleep. Restaurant closed early and there was no place to eat within walking distance. This was the first hotel I stayed where I asked for a toothbrush and they didn’t have one. Good for the price but very minimalistic. The guy at the front desk ...

Reviewed on Dec 28, 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 $573 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.