Little Italy Vacations from $296
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 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
Your Little Italy Vacation
A well-liked leafy neighborhood, Little Italy lures visitors with its cafes, culture and walking. Lock in a vacation package to Little Italy and get set to experience those highlights and more. Kick start your trip to Little Italy by visiting nearby attractions such as Cleveland Museum of Art, Case Western Reserve University and Agora Theater & Ballroom. No matter what your ideal Little Italy vacation may look like, you can make it a reality with Expedia.
The Latest Little Italy Vacation Packages
Holiday Inn Cleveland Clinic by IHG
Reviewed on Aug 27, 2026
Landing Apartments near Rivergate Park Area
Reviewed on Aug 24, 2026
Where to stay in Little Italy
Downtown Cleveland
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.
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.
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.
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
The Westin Cleveland Downtown
Hotel Indigo Cleveland Downtown by IHG
Crowne Plaza Cleveland at Playhouse Square by IHG
"I didn’t get a receipt"
Reviewed on Aug 28, 2026
Stay near popular Little Italy attractions
Little Italy Historical Museum
Things to do
Phantom's Parade on Prospect: Cleveland Ghost Tours
Cleveland Browns Football Game at Cleveland Browns Stadium
