Cleveland Vacations from $477

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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.

The Latest Cleveland vacation packages

Price found within the past 48 hours. Click for updated prices.
Tropical Palm Motel

Tropical Palm Motel

2.5 out of 5
Hancock
Price was $585, price is now $477 per person
$477
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Punta Gorda Airport (PGD)
2/10 (1 review)
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Save 100% on your flight
Price was $1,549, price is now $951 per person
$951
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Punta Gorda Airport (PGD)
18.4/10 Exceptional! (1,610 reviews)
We love the Sunseeker! The rooms are extremely clean, new and have a fresh look.

Reviewed on Nov 16, 2025

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Save 100% on your flight
Price was $991, price is now $669 per person
$669
per person
Feb 6 - Feb 9
found 2 hours ago
Roundtrip flight included
Minneapolis (MSP) to Punta Gorda Airport (PGD)
19.6/10 Exceptional! (1,026 reviews)
Room was very nice bigger than expected. Everything was new clean and comfortable

Reviewed on Nov 16, 2025

Wyvern Hotel, an Ascend Collection Hotel

Wyvern Hotel, an Ascend Collection Hotel

4 out of 5
Downtown Punta Gorda
Price was $654, price is now $539 per person
$539
per person
Feb 6 - Feb 9
found 2 hours ago
Roundtrip flight included
Minneapolis (MSP) to Punta Gorda Airport (PGD)
18/10 Exceptional! (1,001 reviews)
Room 207 Black mold coming out of AC vents, noticed it in the morning on the sofa under vents, Manager not available, left message with front desk, no response yet. Have stayed here many times before, never had an issue.

Reviewed on Nov 16, 2025

Hibiscus Heated Pool Private Dock Bikes Kayaks Walk to Fishermen s Village

Hibiscus Heated Pool Private Dock Bikes Kayaks Walk to Fishermen s Village

3 out of 5
Punta Gorda Isles
Save 100% on your flight
Price was $5,162, price is now $4,311 per person
$4,311
per person
Dec 27 - Jan 3
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Punta Gorda Airport (PGD)
No reviews
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Discover the most popular places to visit in Cleveland

Peace River not far from Fisherman’s Village, Punta Gorda, Florida.

Fishermen's Village

4.5/5(322 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

Peace River Botanical & Sculpture Gardens

4.5/5(4 reviews)

Explore the great outdoors at Peace River Botanical & Sculpture Gardens, a lovely green space in Cleveland.

Peace River Botanical & Sculpture Gardens

Charlotte County Historical Center

You can spend an afternoon exploring the galleries in Charlotte County Historical Center in Charlotte Harbor. Stroll along the waterfront or discover the beautiful sunsets in this quaint area.

Charlotte County Historical Center

What to do in Cleveland

Night Sky Stargazing Tour in Punta Gorda Florida

Night Sky Stargazing Tour in Punta Gorda Florida

$59
per adult
Night Sky Stargazing Tour in Punta Gorda Florida
Marco Island: 10,000 Islands Shelling Boat Tour

Marco Island: 10,000 Islands Shelling Boat Tour

$100
per adult
100% of travellers recommend
Marco Island: 10,000 Islands Shelling Boat Tour
"The Oasis" Tiki Boat

Sunset Tiki Boat Cruise (BYOB)

$59
per adult
Sunset Tiki Boat Cruise (BYOB)
See all activities in Cleveland

Cleveland Hotel Deals

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
5500 Sunseeker Way Punta Gorda FL
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $245 total per night from Nov 23 to Nov 24
$245 total
Nov 23 - Nov 24
Total with taxes and fees
9.2/10 Wonderful! (1,612 reviews)
How attentive the staff was and how clean the room was. 10/10

Reviewed on Nov 10, 2025

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Country Inn & Suites by Radisson, Port Charlotte, FL

Country Inn & Suites by Radisson, Port Charlotte, FL

2.5 out of 5
24244 Corporate Ct Port Charlotte FL
Fully refundable
$82 nightly
The price is $92 total per night from Nov 30 to Dec 1
$92 total
Nov 30 - Dec 1
Total with taxes and fees
7.6/10 Good! (1,116 reviews)
The breakfast wasn’t anything to rave about but the hotel itself was clean when you walk in. It has a nice aroma. And when you go in the room, you can smell the cleaning products. It was very clean highly recommend.

Reviewed on Nov 11, 2025

Country Inn & Suites by Radisson, Port Charlotte, FL
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
812 Kings Hwy Port Charlotte FL
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $100 total per night from Dec 14 to Dec 15
$100 total
Dec 14 - Dec 15
Total with taxes and fees
8.2/10 Very Good! (1,006 reviews)
Easy and pleasant check-in, very clean room and temperature control was great. Will stay here again....thank you

Reviewed on Nov 14, 2025

Comfort Inn & Suites
See all 4,263 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
U.S dollars
Closest Airport
Charlotte County Airport (PGD)
Top Sights
Peace River Wildlife Center & Ponce de León Park, Charlotte County Historical Center and Charlotte Harbor Preserve State Park

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Frequently asked questions

How much does a Cleveland vacation package cost?
Offering great value package deals from $477 on Expedia, you'll be pleasantly surprised at how much a vacation to Cleveland costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Cleveland?
June, August and October are the best times to look for cheap Cleveland vacation packages. Choosing to travel in less busy months means you'll typically find lower prices on accommodations and flights.
How many days is enough for Cleveland?
The ideal duration for your Cleveland vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you plenty of time to visit all the main 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 preferred travel dates and destination under our "Packages" tab. Then apply some 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 irresistible savings. If you don't find the ideal Cleveland package deal right away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Cleveland escape off to a flying start.
Is it cheaper to book a Cleveland vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and accommodations individually. Better still, you can tailor your Cleveland getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out 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 confirmed, book as soon as you can to bag some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later Cleveland vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Cleveland trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.