Search Deals on
Chesterland Vacation Packages

Build your package with 2 more options
Photo by Kristin DePlatchett

Chesterland Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Avon

Wyndham Avon

3.5 out of 5
Price was $295, price is now $257 per person
$257
per person
Oct 18 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
Stay at this 3.5-star business-friendly hotel in Avon. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Miller Nature Preserve and Klingshirn Winery are located nearby.
Anchor Bay Inn and Suites

Anchor Bay Inn and Suites

2 out of 5
Price was $444, price is now $374 per person
$374
per person
Oct 10 - Oct 12
found 16 hours ago
Roundtrip flight included
New York (NYC) to Cleveland (CLE)
Stay at this motel in Sandusky. Enjoy free WiFi, free parking, and hiking/biking on site. Our guests praise the helpful staff in our reviews. Popular attractions Cedar Point and Sports Force Parks at Cedar Point Sports Center are located nearby.
Cedar Stables Inn and Suites

Cedar Stables Inn and Suites

2.5 out of 5
Price was $429, price is now $375 per person
$375
per person
Oct 10 - Oct 12
found 16 hours ago
Roundtrip flight included
New York (NYC) to Cleveland (CLE)
Stay at this hotel in Sandusky. Enjoy free WiFi, free parking, and satellite TV channels. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cedar Point and Kalahari Waterpark Resort are located nearby.
La Quinta Inn & Suites by Wyndham Cleveland Airport West

La Quinta Inn & Suites by Wyndham Cleveland Airport West

3 out of 5
Price was $463, price is now $405 per person
$405
per person
Oct 27 - Nov 1
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
Stay at this 3-star business-friendly hotel in North Olmsted. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Westfield Great Northern Mall and Rocky River are located nearby.
Homewood Suites by Hilton Cleveland-Beachwood

Homewood Suites by Hilton Cleveland-Beachwood

3 out of 5
Price was $314, price is now $275 per person
$275
per person
Oct 18 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
Stay at this 3-star business-friendly hotel in Beachwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Maltz Museum of Jewish Heritage and ETON Chagrin Blvd Shopping Center are located nearby.
Residence Inn by Marriott Cleveland Independence

Residence Inn by Marriott Cleveland Independence

3 out of 5
Price was $324, price is now $285 per person
$285
per person
Nov 14 - Nov 16
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
Stay at this 3-star business-friendly hotel in Independence. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cleveland Metroparks Zoo and Topgolf are located nearby.
Explorer Rest & Recreation

Explorer Rest & Recreation

2 out of 5
Price was $416, price is now $371 per person
$371
per person
Oct 10 - Oct 12
found 16 hours ago
Roundtrip flight included
New York (NYC) to Cleveland (CLE)
Stay at this hotel in Sandusky. Enjoy free WiFi, free parking, and cable TV channels. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cedar Point and Kalahari Waterpark Resort are located nearby.
Hilton Garden Inn Akron Canton Airport

Hilton Garden Inn Akron Canton Airport

3 out of 5
Price was $705, price is now $629 per person
$629
per person
Oct 9 - Oct 12
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Akron (CAK)
Stay at this 3-star business-friendly hotel in North Canton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Belden Village Mall and Harry London Chocolate Factory are located nearby.

Chesterland Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Cedar Stables Inn and Suites

Cedar Stables Inn and Suites

2.5 out of 5
Price was $480, price is now $372 per person
$372
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

4.5 out of 5
Downtown Cleveland
Price was $508, price is now $395 per person
$395
per person
Nov 20 - Nov 23
found 21 hours ago
Roundtrip flight included
Denver (DEN) to Cleveland (CLE)
Hampton Inn & Suites Cleveland-Beachwood

Hampton Inn & Suites Cleveland-Beachwood

2.5 out of 5
Price was $499, price is now $388 per person
$388
per person
Nov 20 - Nov 23
found 22 hours ago
Roundtrip flight included
Denver (DEN) to Cleveland (CLE)
Hotel Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG

3.5 out of 5
Downtown Cleveland
Price was $590, price is now $463 per person
$463
per person
Nov 20 - Nov 23
found 22 hours ago
Roundtrip flight included
Denver (DEN) to Cleveland (CLE)

Chesterland Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Cleveland/Independence

Hampton Inn & Suites Cleveland/Independence

2.5 out of 5
Save 100% on your flight
Price was $542, price is now $382 per person
$382
per person
Dec 2 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
The Willoughby House

The Willoughby House

3 out of 5
Save 100% on your flight
Price was $704, price is now $468 per person
$468
per person
Dec 2 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

4.5 out of 5
Downtown Cleveland
Save 100% on your flight
Price was $679, price is now $456 per person
$456
per person
Dec 2 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
Cleveland Marriott Downtown at Key Tower

Cleveland Marriott Downtown at Key Tower

4 out of 5
Downtown Cleveland
Save 100% on your flight
Price was $1,021, price is now $703 per person
$703
per person
Dec 2 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Wed, Oct 8 - Sat, Oct 11
MCO
Orlando Intl.
CLE
Hopkins Intl.
$90 Roundtrip, found 7 hours ago
$90
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Wed, Oct 8 from Orlando Intl. to Hopkins Intl., returning Sat, Oct 11, priced at $90 found 7 hours ago
Spirit Airlines
Wed, Nov 19 - Wed, Dec 3
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$96 Roundtrip, found 7 hours ago
$96
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Wed, Nov 19 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Wed, Dec 3, priced at $96 found 7 hours ago
Frontier Airlines
Sat, Sep 27 - Sat, Oct 4
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$108 Roundtrip, found 7 hours ago
$108
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sat, Sep 27 from Hartsfield-Jackson Atlanta Intl. to Hopkins Intl., returning Sat, Oct 4, priced at $108 found 7 hours ago
Frontier Airlines
Tue, Sep 30 - Tue, Oct 7
LGA
LaGuardia
CLE
Hopkins Intl.
$110 Roundtrip, found 7 hours ago
$110
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Tue, Sep 30 from LaGuardia to Hopkins Intl., returning Tue, Oct 7, priced at $110 found 7 hours ago