Little Italy Vacations from $225

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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

Price found within the past 48 hours. Click for updated prices.
Econo Lodge Inn & Suites Sandusky South

Econo Lodge Inn & Suites Sandusky South

2 out of 5
Price was $299, price is now $225 per person
$225
per person
Apr 7 - Apr 11
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to Cleveland (CLE)
8.2/10 Very Good! (1,001 reviews)
The rooms are clean and quiet. The only thing they lack is more shower essentials and very small pillows. Besides that beds are comfy, clean room, easy parking, easy check in and check out, and located right next to a bunch of restaurants.

Reviewed on Jan 11, 2026

The Washington Boutique Hotel

The Washington Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $738, price is now $482 per person
$482
per person
Apr 7 - Apr 11
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to Cleveland (CLE)
9/10 Wonderful! (80 reviews)
Cute house, neat location. Avoid the crazy neighbor.

Reviewed on Oct 19, 2025

Anchor Bay Inn and Suites

Anchor Bay Inn and Suites

2 out of 5
Save 100% on your flight
Price was $538, price is now $393 per person
$393
per person
Apr 7 - Apr 11
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to Cleveland (CLE)
8.8/10 Excellent! (160 reviews)
Room was very clean but the heat/

Reviewed on Oct 29, 2025

Sandusky Inn

Sandusky Inn

2 out of 5
Save 100% on your flight
Price was $1,409, price is now $1,051 per person
$1,051
per person
Apr 7 - Apr 11
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to Cleveland (CLE)
8/10 Very Good! (542 reviews)
Great service, location, and price.

Reviewed on Nov 7, 2025

JARVIS Edgewater Park & Beach 5BD Villa

JARVIS Edgewater Park & Beach 5BD Villa

3.5 out of 5
Edgewater
Save 100% on your flight
Price was $3,129, price is now $2,389 per person
$2,389
per person
Mar 20 - Mar 22
found 23 hours ago
Roundtrip flight included
New York (NYC) to Cleveland (CLE)
No reviews

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
Terminal Tower which includes railway items and heritage architecture

Downtown Cleveland

6 out of top 10 points of interest in this area
4.5/5(2,315 area reviews)

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.

Find hotels in Downtown Cleveland

Little Italy Hotel Deals

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
777 Saint Clair Ave Ne Cleveland OH
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $152 total per night from Jan 15 to Jan 16
$152 total
Jan 15 - Jan 16
Total with taxes and fees
8.6/10 Excellent! (1,988 reviews)
Awesome hotel! The room was very clean. Nice view of the city! We would highly recommend and would definitely stay here again!

Reviewed on Jan 12, 2026

The Westin Cleveland Downtown
Hyatt Regency Cleveland At The Arcade

Hyatt Regency Cleveland At The Arcade

4 out of 5
420 Superior Ave E Cleveland OH
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $160 total per night from Feb 4 to Feb 5
$160 total
Feb 4 - Feb 5
Total with taxes and fees
8.8/10 Excellent! (1,097 reviews)
Was amazing from the first step in. Everything was first class from the check in to the views. Room was spacious with a welcoming atomospher. The locarion is perfect, a quick walk across the street and you have endless food, drink, and a show. Cant wait for the next stay!

Reviewed on Jan 9, 2026

Hyatt Regency Cleveland At The Arcade
Hilton Garden Inn Cleveland Downtown

Hilton Garden Inn Cleveland Downtown

3 out of 5
1100 Carnegie Ave Cleveland OH
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $117 total per night from Jan 21 to Jan 22
$117 total
Jan 21 - Jan 22
Total with taxes and fees
7.4/10 Good! (1,031 reviews)
Clean room | Helpful Staff

Reviewed on Jan 11, 2026

Hilton Garden Inn Cleveland Downtown
See all 1,938 properties in Little Italy
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.
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Discover the most popular places to visit in Little Italy

The view from the observation deck overlooking downtown Cleveland.

Cleveland Clinic

Though Cleveland Clinic might be what brings you to town, perhaps you'll have a chance to explore more of Cleveland while you are here.

Cleveland Clinic
cleveland skyline

Huntington Bank Field

Catch an event at Huntington Bank Field during your trip to Cleveland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Huntington Bank Field
Rock and Roll Hall of Fame showing interior views and music

Rock and Roll Hall of Fame

Discover the music and memorabilia from the greatest rock bands in the world and find out why Cleveland is so important to the world of Rock and Roll.

Rock and Roll Hall of Fame

Things to do

Skip the Line: Cleveland History Center Admission Ticket

Skip the Line: Cleveland History Center Admission Ticket

$14
per adult
Skip the Line: Cleveland History Center Admission Ticket
Cleveland Cavaliers Basketball Game at Rocket Mortgage FieldHouse

Cleveland Cavaliers Basketball Game at Rocket Mortgage FieldHouse

$67
per adult
Cleveland Cavaliers Basketball Game at Rocket Mortgage FieldHouse
Cleveland: Eerie Ghosts Haunted Walking Tour

Phantom's Parade on Prospect: Cleveland Ghost Tours

$24
per adult
100% of travellers recommend
Phantom's Parade on Prospect: Cleveland Ghost Tours
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.