Cleveland Vacation Packages

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Your Cleveland Vacation

Book a Cleveland vacation package and prepare to experience all this city has to offer. Think about staying in the neighborhood of Punta Gorda Isles, which is great for walking, fishing and watersports. Fill your spare time with tours of Fishermens Village, Gilchrist Park and Bayshore Park Fishing Pier, some of the things you shouldn't miss during a trip to Cleveland. Whoever you're heading away with and whatever your bank balance, your ultimate Cleveland vacation is only clicks away with Expedia.

Top Cleveland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Riverview Inn

Riverview Inn

2 out of 5
Hancock
per person
Jun. 2 - Jun. 7
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Punta Gorda Airport (PGD)
7.4/10 Good! (540 reviews)
The bay it was relaxing

Reviewed on Apr. 22, 2025

Sunseeker Resort Charlotte Harbor

Sunseeker Resort Charlotte Harbor

4.5 out of 5
Save 100% on your flight
per person
Jun. 14 - Jun. 21
just found
Roundtrip flight included
Toronto (YTO) to Punta Gorda Airport (PGD)
9.2/10 Wonderful! (823 reviews)
Everything is perfect

Reviewed on Apr. 29, 2025

Vantage Apartments by Barsala

Vantage Apartments by Barsala

3.5 out of 5
Hancock
per person
Jun. 4 - Jun. 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Punta Gorda Airport (PGD)
9.4/10 Exceptional! (16 reviews)
Spacious, clean with pool access. Great experience! We would return

Reviewed on Apr. 24, 2025

Travelodge by Wyndham Fort Myers North

Travelodge by Wyndham Fort Myers North

2 out of 5
Hancock
per person
Jun. 2 - Jun. 7
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Punta Gorda Airport (PGD)
5.8/10 (1,002 reviews)
The building in front of the hotel which looks like it was once part of the hotel functioning as a restaurant has no roof and is falling down. This gives the hotel a less than stellar appearance. I realize the hotel is very slowly recovering from hurricane damage.

Reviewed on Apr. 28, 2025

American Inn Punta Gorda

American Inn Punta Gorda

2.5 out of 5
per person
Jun. 2 - Jun. 7
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Punta Gorda Airport (PGD)
7.6/10 Good! (421 reviews)
Very nice grounds and landscaping.

Reviewed on Apr. 19, 2025

Ready to book your vacation to Cleveland?

 

Choose your dates

Cleveland Hotel Deals

Sunseeker Resort Charlotte Harbor
Sunseeker Resort Charlotte Harbor
4.5 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is CA $181 per night from May 21 to May 22
CA $181
CA $263 total
includes taxes & fees
May 21 - May 22
9/10 Wonderful! (925 reviews)
"We enjoyed our stay. The rooftop pool was very classy. Adults only. Nice! And the view was nice at sunset. The main pool was also nice. The food and drinks were also surprisingly very good. The only think l thing that thru us off was that there was no full restaurant at the resort. A lot of little ..."

Reviewed on Apr. 28, 2025

Sunseeker Resort Charlotte Harbor
Days Inn by Wyndham Port Charlotte/Punta Gorda
Days Inn by Wyndham Port Charlotte/Punta Gorda
3 out of 5
1941 Tamiami Trl, Port Charlotte, FL
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from May 21 to May 22
CA $135
CA $151 total
includes taxes & fees
May 21 - May 22
7.6/10 Good! (1,000 reviews)
"I got to this property sort of taken a back. I didn't realize there were bedside fees along with extra pet fees- I "assumed" they were included in the price of the hotel because I asked for a pet friendly room. Not such a big deal, it's life. What made this experience so great was the fact that I ..."

Reviewed on Apr. 26, 2025

Days Inn by Wyndham Port Charlotte/Punta Gorda
Baymont by Wyndham Punta Gorda/Port Charlotte
Baymont by Wyndham Punta Gorda/Port Charlotte
2.5 out of 5
9035 Mac Drive, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from May 1 to May 2
CA $136
CA $152 total
includes taxes & fees
May 1 - May 2
8.2/10 Very Good! (1,044 reviews)
"Easy access to the airport. Friendly staff"

Reviewed on Apr. 30, 2025

Baymont by Wyndham Punta Gorda/Port Charlotte
See all 3,891 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Cleveland vacation package cost?
You’ll find cheap prices from CA $615 on Expedia for your Cleveland escape. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Cleveland costs.
What are the cheapest months to go to Cleveland?
If you’re looking to snag a cheap Cleveland vacation package, consider planning a trip in January, February and September. You’re likely to find better prices on airfares and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Cleveland?
Usually, a handful of days is enough to explore the major attractions during your Cleveland vacation. But if you’d like to have more time to unwind or take day trips, consider extending your trip.
How to find the best Cleveland package deals?
Use Expedia’s handy filters to find some of the best Cleveland package deals. When you start your search, simply set your maximum budget and then sort the results by “Price: low to high.” If you want to save, plan your break for midweek, or browse for Cleveland package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it’s typically best to book your vacation package as soon as possible.
Is it cheaper to book a Cleveland vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You’ll typically snag a better deal than booking each component individually. And you’ll still have the freedom to create a personalized Cleveland vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Cleveland?
Score fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Cleveland adventure.
How to plan a trip to Cleveland?

  1. Choose when to go: Check your schedule and get packing. Your favourite time of year and the type of activities on offer will also help you decide when to escape to Cleveland.
  2. Budget wisely: On top of the price of your hotel, you should factor in other expenses. These include food, transportation and flights. Also, set aside a little extra for unexpected expenses that may come up during your trip to Cleveland.
  3. Decide your trip length: Consider how long you’d like to spend discovering Cleveland. Plan your days so you can get to all the activities and attractions you’re interested in at a leisurely pace.
  4. Combine your airfare and accommodations: Once you’ve nailed down your dates and duration, lock in the ideal Cleveland vacation package for you.

Discover the most popular places to visit in Cleveland

Fishermen's Village

Fishermen's Village

4.5/5(6 reviews)

You can do some window-shopping at Fishermen's Village during your stay in Punta Gorda. Stroll along the waterfront in this family-friendly area, or check out its lively bars.

Fishermen's Village

Bayshore Park Fishing Pier

Learn about the local history of Charlotte Harbor when you spend time at Bayshore Park Fishing Pier. Amble around this quaint area's waterfront and enjoy its top-notch restaurants.

Bayshore Park Fishing Pier

Harbor Heights Park

Harbor Heights Park is just one of the places to see in Punta Gorda, so why not enjoy the other things to explore during your travels? Discover the beautiful sunsets and shops in this family-friendly area.

Harbor Heights Park

What to do in Cleveland

"The Oasis" Tiki Boat

Sunset Tiki Boat Cruise (BYOB)

CA $95
per adult
Sunset Tiki Boat Cruise (BYOB)
Night Sky Stargazing Tour in Punta Gorda Florida

Night Sky Stargazing Tour in Punta Gorda Florida

CA $82
per adult
Night Sky Stargazing Tour in Punta Gorda Florida
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

CA $90
per adult
100% of travellers recommend
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise
See all activities in Cleveland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.