Chesterland Vacations
Book a Hotel + Flight or Car together to unlock savings
Photo by Kristin DePlatchett
- Plan, book, travel with confidence
- Better togetherSave up to NT$5,067 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
Find the Best Chesterland Vacation Packages
Chesterland Hotel Deals
The Westin Cleveland Downtown
777 Saint Clair Ave Ne Cleveland OH
Fully refundableReserve now, pay when you stay
The price is NT$4,052 per night from Feb 1 to Feb 2
NT$4,052
NT$4,761 total
Feb 1 - Feb 2
includes taxes & fees
8.6/10 Excellent! (1,975 reviews)
Room clean and comfortable
Reviewed on 2026/1/6
Hyatt Regency Cleveland At The Arcade
420 Superior Ave E Cleveland OH
Fully refundableReserve now, pay when you stay
The price is NT$4,272 per night from Jan 27 to Jan 28
NT$4,272
NT$5,019 total
Jan 27 - Jan 28
includes taxes & fees
8.8/10 Excellent! (1,102 reviews)
Staff was great, from room, front desk bellman,bar and security. Kudos to all.
Reviewed on 2026/1/5
Hilton Garden Inn Cleveland Downtown
1100 Carnegie Ave Cleveland OH
Fully refundableReserve now, pay when you stay
The price is NT$2,886 per night from Jan 13 to Jan 14
NT$2,886
NT$3,391 total
Jan 13 - Jan 14
includes taxes & fees
7.4/10 Good! (1,017 reviews)
Very clean, great location, was looking forward to hot tub but it was out of service. Breakfast bar was very expensive for what was offered and quality was horrible.
Reviewed on 2026/1/5
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.
Discover the most popular places to visit in Chesterland
Fowler's Mill Golf Course
Enjoy a round of golf in Chesterland at Fowler's Mill Golf Course. While in this quaint area, you can savor the top-notch restaurants.
Explore a world of travel with Expedia
- La Quinta Inn & Suites Hotels in Chagrin Falls
- B&B in South Euclid
- Apartments in Mentor
- Pet-Friendly Hotels in Willoughby
- Hotels with Hot Tubs in Willoughby
- Hotels near Cuyahoga County
- 5 Star Hotels in Mayfield Heights
- Lyndhurst Hotels
- Adventure Hotels in Willoughby
- Resorts & Hotels with Spas in Wickliffe
- Hotels near StoneWater Golf Club
- Hotels near Historic Kirtland
- Hotels with an Indoor Pool in Wickliffe
- Resorts & Hotels with Spas in Orange
- Pet-Friendly Hotels in Wickliffe
- Apartments in Beachwood
- Inns in Chagrin Falls
- 3 Star Hotels in Solon
- 5 Star Hotels in Pepper Pike
- B&B in Willoughby
- Family Hotels in Lyndhurst
- Chagrin Falls Hotels
- 5 Star Hotels in Beachwood
- 5 Star Hotels in Lyndhurst
- 4 Star Hotels in Beachwood
- Hotels with a Pool in Orange
- Apartments in Chagrin Falls
- Hotels with a Pool in Beachwood
- 5 Star Hotels in Warrensville Heights
- Ski Hotels in Chardon
- B&B in Beachwood
- Family Hotels in Mayfield Heights
- Pet-Friendly Hotels in Lyndhurst
- David Berger National Memorial
- North Randall Vacations
- Visit Wickliffe
- Maltz Museum of Jewish Heritage
- Visit Burton
- The Holden Arboretum
- Cleveland Clinic
- Burton Vacations
- Fowler's Mill Golf Course
- Visit Chesterland
- South Chagrin Reservation
- Visit Newbury
- Shaker Heights Vacations
- Cleveland Institute of Music
- Ronald McDonald House Cleveland
- Visit Chardon
- Mgm Northfield Park
- Solon Vacations
- Legacy Village
- Macedonia Vacations
- Mentor Marsh - Carol H. Sweet Nature Center
- Garfield Heights Vacations
- Highland Heights Vacations
- Cleveland Museum of Art
- Visit Beachwood
- Little Mountain Country Club
- Quail Hollow Country Club
- Museum of Contemporary Art Cleveland
- Cleveland Museum of Natural History
- Eton Chagrin Blvd Shopping Center
- University Hospitals of Cleveland
- Visit Gates Mills
- Case Western Reserve University
- Cleveland Botanical Garden
- Visit Bainbridge
- Briardale Greens Golf Course
- Black Brook Golf Course
- Visit Novelty
- Severance Hall
- United Rental Cars in Chagrin Falls
- Enterprise Rental Cars in Willoughby
- Car rental Mentor
- Alamo Rent A Car Rental Cars in Chagrin Falls
- Avis Rental Cars in Lyndhurst
- Global Rent a Car Rental Cars in Chagrin Falls
- Car rental Woodmere
- Enterprise Rental Cars in Warrensville Heights
- Car rentals near ETON Chagrin Blvd Shopping Center
- Car rental Pepper Pike
- Rental cars Cuyahoga County airport
- Car rental Chagrin Falls
- Car rental University Heights
- Enterprise Rental Cars in Highland Heights
- Mex Rent A Car Rental Cars in East Side
- Enterprise Rental Cars in Wickliffe
- Thrifty Car Rental Rental Cars in Chesterland
- Hertz Rental Cars in Willowick
- National Car Rental Rental Cars in Pepper Pike
- Budget Rental Cars in South Euclid
- Enterprise Rental Cars in Mayfield Heights
- Ada Rental Cars in Chagrin Falls
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
