Little Italy Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Little Italy
Price found within the past 48 hours. Click for updated prices.
Ariel Broadway Hotel
CA $1,226
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
St. John's (YYT) to Cleveland (CLE)
8.2/10 Very good! (654 reviews)
Great location. Very friendly staff. Fantastic view from our corner room.
We had dinner on the rooftop and it was a great experience. The waitress was so nice and competent, handling a big party and the rest of the diners by herself. She did a fantastic job.
Reviewed on Aug 30, 2026
Where to stay in Little Italy
Find the best Little Italy areas and neighborhoods for the activities you enjoy most. Learn more about Little Italy
Downtown Cleveland
6 out of top 10 points of interest in this area
Diverse architecture and subdistricts define this central business area, offering various dining, retail, and entertainment options. Explore Playhouse Square, Public Square, and North Coast Harbor's attractions, with convenient access via the HealthLine and Waterfront Line Rapid stations.
Ohio City
Historic West Side Market and Ohio City Fresh Food Collaborative offer unique shopping experiences, while craft breweries like Hansa Brewing and Market Garden Brewery quench your thirst. Explore the Transformer Station, St. John's Episcopal Church, and Carnegie West Branch Library.
Cuyahoga Valley
While you're in Cuyahoga Valley, take in top sights like Cuyahoga River and jump on the metro at East 34th-Campus Station to see more of the city.
Gateway District
The ample dining options and great live music are top of the list for many visitors to Gateway District. A stop by Rocket Arena or Progressive Field might round out your trip.
Tremont
Brimming with art galleries and diverse restaurants, this cultural hub attracts tech companies and preserves its historic landscape. Must-see sights include St. Theodosius Russian Orthodox Cathedral and A Christmas Story House.
Little Italy Hotel Deals
Best Western Plus Strongsville Cleveland
15471 Royalton Rd Strongsville OH
Fully refundableReserve now, pay when you stay
CA $92
CA $108 total
Oct 4 - Oct 5
includes taxes & fees
7.8/10 Good! (1,607 reviews)
"Clean and staff were pleasant."
Reviewed on Sep 1, 2026
Hotel Indigo Cleveland Downtown by IHG
651 Huron Rd E Cleveland OH
Fully refundable
CA $153
CA $179 total
Sep 20 - Sep 21
includes taxes & fees
The Westin Cleveland Downtown
777 Saint Clair Ave Ne Cleveland OH
Fully refundableReserve now, pay when you stay
CA $179
CA $210 total
Sep 6 - Sep 7
includes taxes & fees
8.6/10 Excellent! (277 reviews)
"Excellent hotel but when we arrived early we were told our room was not ready and no other rooms were available. Then they informed us if we want a room immediately, we could pay $35 to have a room immediately. First time that has happened to us and we were not impressed. Must be a new money grab ..."
Reviewed on Sep 2, 2026
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.
Frequently asked questions
How much does a Little Italy vacation package cost?
Starting from only CA $835, a package is your passport to inexpensive travel. Custom build your Little Italy getaway by choosing from our huge range of flights, hotels and rental cars.
How do I get a cheap travel package to Little Italy?
Browse and lock in everything in the one place with our Little Italy vacation packages. You'll find bargains on flights, hotels and more that'll keep your bank account happy and your adventurousness alive. And, with more than 550 partner airlines and 1,000,000 hotel options worldwide to select from, you have countless opportunities to mix and match your own way.
Where should I stay in Little Italy?
Most visitors to Little Italy include both Progressive Field and Rock and Roll Hall of Fame on their must-see lists. Why not select a hotel right near these fantastic attractions?
How far in advance should I book my Little Italy vacation?
Browse Expedia to compare international fares as soon as you know your travel dates. You can generally purchase a ticket up to 12 months prior to departure. If it's too early for your preferred air carrier, or you've left things to the last minute, fear not. Low prices to Little Italy sometimes occur a few weeks before the date of departure.
What does an Expedia Little Italy travel package include?
You can select from a combination of hotels, flights and rental cars. Once you've made your booking, you can add the fun stuff like tours and experiences. Want to pick your airfare class? That's also possible. The choice is all yours when it comes to putting together your ideal Little Italy getaway.
What should I know before booking a Little Italy travel package?
Booking all the parts of your escape together is a terrific way to save. Combine your car rentals, airfares and hotels into one little package. But hotels aren't your only option. Expedia has all kinds of properties, including vacation rentals such as oceanfront condos and short-term homes. You've got choices galore!
Can I choose my airline with a Little Italy Expedia vacation package?
Expedia offers access to more than 550 partner airlines worldwide, so you sure can! Simply select your preferred carrier and put together your ideal Little Italy trip.
If I'm not able to travel, can I cancel my Little Italy vacation package?
You can cancel your Little Italy booking if your travel plans have changed. Whether you'll incur a penalty or not depends on your airline, hotel or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.
Stay near popular Little Italy attractions
Little Italy Historical Museum
You can spend an afternoon browsing the exhibits at Little Italy Historical Museum in Cleveland. Discover the top-notch restaurants and fascinating museums in this family-friendly area.
Things to do
Cleveland Guardians Baseball Game at Progressive Field
CA $81
per adult
Phantom's Parade on Prospect: Cleveland Ghost Tours
CA $33
per adult
100% of travellers recommend
Phantom's Parade on Prospect: Cleveland Ghost Tours
CA $36
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.