Search Deals onChesterland Vacation Packages
Chesterland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Wingate by Wyndham Geneva at SPIRE Academy
Price was $519, price is now $458 per person
$458
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Cleveland (CLE)
Stay at this motel in Geneva. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ferrante Winery and Harpersfield Covered Bridge are located nearby.
Everything was awesome! Super nice and super reasonable!
Reviewed on Jul 15, 2026
Fidelity Hotel
Price was $654, price is now $514 per person
$514
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Cleveland (CLE)
Book a stay at this luxury hotel in Cleveland. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Rocket Arena and Progressive Field are located nearby.
Landing Apartments near Rivergate Park Area
Price was $806, price is now $664 per person
$664
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Cleveland (CLE)
Book a stay at this golf apartment in Cleveland. Enjoy free parking, an outdoor pool, and a fitness center. Popular attractions Rocket Arena and Progressive Field are located nearby.
Outstanding views of city from our balcony and fantastic location of condo! We were very pleased with everything about our try here. Definitely would stay here again and recommend it to anyone traveling to the area.
Reviewed on Jun 29, 2026
La Quinta Inn & Suites by Wyndham Cleveland Airport West
Price was $660, price is now $548 per person
$548
per person
Aug 17 - Aug 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Cleveland (CLE)
Book a stay at this business-friendly hotel in North Olmsted. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Crocker Park and Westfield Great Northern Mall are located nearby.
perfect
Reviewed on Jul 16, 2026
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
Price was $632, price is now $525 per person
$525
per person
Aug 17 - Aug 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Akron (CAK)
Book a stay at this business-friendly hotel in Macedonia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cuyahoga Valley National Park and MGM Northfield Park are located nearby.
DoubleTree by Hilton Akron Fairlawn
Price was $575, price is now $496 per person
$496
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Akron (CAK)
Book a stay at this business-friendly hotel in Akron. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Blossom Music Center and Summit Mall are located nearby.
Hilton Garden Inn Cleveland Downtown
Price was $591, price is now $524 per person
$524
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Cleveland (CLE)
Book a stay at this business-friendly hotel in Cleveland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Progressive Field and Rocket Arena are located nearby.
Quick overnight stay to watch a game or have something going on in Cleveland okay this is a good spot. It is close to all the ballparks, Rock n Roll HOF and downtown. They clean rooms on Sunday not a lot of amenities, parking is so so and they are doing construction near this hotel. Another advantage is you can walk to downtown or to the ballparks easily. Just wouldn’t stay more than a night or two at the most.
Reviewed on Jul 15, 2026
InterContinental Cleveland by IHG
Price was $574, price is now $511 per person
$511
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Cleveland (CLE)
Book a stay at this luxury hotel in Cleveland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Progressive Field and Rocket Arena are located nearby.
Great beds
Reviewed on Jul 16, 2026
Chesterland Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Chesterland Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Aug 29 - Wed, Sep 2
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$78 Roundtrip, found 1 hour ago
$78
Roundtrip
found 1 hour ago
Thu, Aug 13 - Wed, Aug 19
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$93 Roundtrip, found 1 day ago
$93
Roundtrip
found 1 day ago
Tue, Sep 1 - Fri, Sep 11
TPA
Tampa Intl.
CLE
Hopkins Intl.
$124 Roundtrip, found 2 days ago
$124
Roundtrip
found 2 days ago
Tue, Aug 25 - Wed, Sep 2
MCO
Orlando Intl.
CLE
Hopkins Intl.
$134 Roundtrip, found 4 days ago
$134
Roundtrip
found 4 days ago
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