Photo by Kristin DePlatchett

Chesterland Hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Nov 1 - Nov 2
Tomorrow
Nov 2 - Nov 3
Next weekend
Nov 7 - Nov 9
In two weeks
Nov 14 - Nov 16

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Chesterland hotels

Free daily buffet breakfast
Holiday Inn Express & Suites Madison by IHG
Holiday Inn Express & Suites Madison by IHG
2.5 star property
9.4 out of 10, Exceptional, (654)
"Very good shape and very nice staff."
United States
Sara
The price is P4,817
P5,552 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Inn Express & Suites Madison by IHG
Desk, laptop workspace, blackout drapes, iron/ironing board
Econo Lodge Cleveland Southeast - Kent
Econo Lodge Cleveland Southeast - Kent
2.0 star property
7.6 out of 10, Good, (1010)
"Very good overall, will stay there again "
United States
Theodore
The price is P2,497
P2,821 total
includes taxes & fees
Nov 15 - Nov 16
Econo Lodge Cleveland Southeast - Kent
Lobby
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
3.0 star property
7.6 out of 10, Good, (1035)
"Great property. Good value for around $100 per night"
United States
EDWARD
The price is P4,344
P5,007 total
includes taxes & fees
Nov 5 - Nov 6
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
Pool
Comfort Inn
Comfort Inn
2.5 star property
8.4 out of 10, Very Good, (1004)
"Staff at check-in was very welcoming."
United States
Gail
The price is P6,005
P6,920 total
includes taxes & fees
Nov 9 - Nov 10
Comfort Inn
Exterior
Super 8 by Wyndham Mentor/Cleveland Area
Super 8 by Wyndham Mentor/Cleveland Area
2.0 star property
7.2 out of 10, Good, (951)
"Always a relaxing enjoying experience "
United States
Josh
The price is P3,701
P4,265 total
includes taxes & fees
Nov 4 - Nov 5
Super 8 by Wyndham Mentor/Cleveland Area
Property entrance
Motel 6 Streetsboro, OH
Motel 6 Streetsboro, OH
2.0 star property
7.4 out of 10, Good, (1002)
"We got this Hotel room for $66. This is okay for the price "
United States
Yashwnath
The price is P2,585
P2,921 total
includes taxes & fees
Nov 11 - Nov 12
Motel 6 Streetsboro, OH
Lobby
Best Western Plus Mentor-Cleveland Northeast
Best Western Plus Mentor-Cleveland Northeast
2.5 star property
9.2 out of 10, Wonderful, (1025)
"Good place to stay "
United States
Randall
The price is P5,443
P6,273 total
includes taxes & fees
Nov 16 - Nov 17
Best Western Plus Mentor-Cleveland Northeast
Free daily buffet breakfast
Holiday Inn Express & Suites Painesville - Concord by IHG
Holiday Inn Express & Suites Painesville - Concord by IHG
2.5 star property
9.4 out of 10, Exceptional, (861)
"Updated property, easy to get to, good dining places next to hotel "
United States
Giselle
The price is P7,872
P9,073 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Inn Express & Suites Painesville - Concord by IHG
Property grounds
Super 8 by Wyndham Twinsburg/Cleveland Area
Super 8 by Wyndham Twinsburg/Cleveland Area
2.0 star property
7.0 out of 10, Good, (862)
"Poor management, it should be closed while you are upgrading. It is so dirty..."
United States
Zhien
The price is P2,846
P3,280 total
includes taxes & fees
Nov 17 - Nov 18
Super 8 by Wyndham Twinsburg/Cleveland Area
Desk, iron/ironing board, cribs/infant beds, free WiFi
Quality Inn
Quality Inn
2.5 star property
7.2 out of 10, Good, (761)
"The room was excellent and clean. The staff went above and beyond for me. I had to stay because my house was not ready, the staff helped with making my stay affordable. "
United States
Elizabeth
The price is P3,101
P3,504 total
includes taxes & fees
Nov 11 - Nov 12
Quality Inn
Free daily buffet breakfast
Country Inn & Suites by Radisson, Macedonia, OH
Country Inn & Suites by Radisson, Macedonia, OH
3.0 star property
7.4 out of 10, Good, (1028)
"Place was clean and quiet and near our target destination. Parking was a little tight. "
United States
Diana
The price is P4,080
P4,702 total
includes taxes & fees
Dec 3 - Dec 4
Country Inn & Suites by Radisson, Macedonia, OH
Lobby
Comfort Suites Twinsburg
Comfort Suites Twinsburg
2.5 star property
7.6 out of 10, Good, (806)
"Very nice for price"
United States
Kellie
The price is P5,029
P5,972 total
includes taxes & fees
Nov 23 - Nov 24
Comfort Suites Twinsburg
Daily buffet breakfast (USD 7.49 per person)
Holiday Inn Cleveland Northeast - Mentor by IHG
Holiday Inn Cleveland Northeast - Mentor by IHG
3.0 star property
8.4 out of 10, Very Good, (795)
"Great place to stay "
United States
David
The price is P6,462
P7,448 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Inn Cleveland Northeast - Mentor by IHG
1 bedroom, iron/ironing board, free WiFi, bed sheets
Fairbridge Hotel Cleveland East
Fairbridge Hotel Cleveland East
3.0 star property
6.2 out of 10, (1002)
"Parking was ok"
United States
Charles
The price is P3,913
P4,509 total
includes taxes & fees
Nov 15 - Nov 16
Fairbridge Hotel Cleveland East
Lobby
Comfort Inn & Suites Streetsboro - Kent
Comfort Inn & Suites Streetsboro - Kent
2.5 star property
8.0 out of 10, Very Good, (636)
"Good stay, the front desk associates were very friendly and helpful, there was a good variety on the breakfast buffet:)"
United States
Diana
The price is P6,941
P7,843 total
includes taxes & fees
Nov 4 - Nov 5
Comfort Inn & Suites Streetsboro - Kent
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers
The Aurora Inn
The Aurora Inn
3.0 star property
9.0 out of 10, Wonderful, (566)
"Loved the bath towels!"
United States
Kim
The price is P6,503
P7,349 total
includes taxes & fees
Nov 9 - Nov 10
The Aurora Inn
Fridge, microwave, coffee/tea maker
Suburban Studios Mentor - Cleveland Northeast
Suburban Studios Mentor - Cleveland Northeast
2.0 star property
6.6 out of 10, (429)
"The price was reasonable and there was easy access to the freeway and dining."
United States
Alice
The price is P3,246
P3,741 total
includes taxes & fees
Dec 1 - Dec 2
Suburban Studios Mentor - Cleveland Northeast
Reception
Hilton Garden Inn Cleveland East/Mayfield Village
Hilton Garden Inn Cleveland East/Mayfield Village
3.0 star property
8.4 out of 10, Very Good, (981)
"Pool was small and hot tub was closed. Room was not serviced during our stay. 'Restaurant' was mediocre. "
United States
Kathleen
The price is P4,931
P5,793 total
includes taxes & fees
Nov 9 - Nov 10
Hilton Garden Inn Cleveland East/Mayfield Village
Property amenity
Towneplace Suites By Marriott Streetsboro
Towneplace Suites By Marriott Streetsboro
3.0 star property
8.8 out of 10, Excellent, (331)
"Excellent location, nice facility, friendly staff, safe location "
United States
Kadum
The price is P6,638
P7,501 total
includes taxes & fees
Nov 17 - Nov 18
Towneplace Suites By Marriott Streetsboro
Exterior
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
2.5 star property
8.8 out of 10, Excellent, (704)
"Nice and quiet place. Room is clean and staffs were friendly and nice. Overall, good place to stay."
United States
WenJeng
The price is P6,669
P7,536 total
includes taxes & fees
Nov 7 - Nov 8
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Chesterland attractions

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.
See properties

Chesterland City Park

Explore the great outdoors at Chesterland City Park, a lovely green space in Chesterland.
See properties

Learn more about Chesterland

Maple syrup flows freely at Patterson Fruit Farm, where families pick seasonal produce and enjoy fresh-baked treats. Explore the Western Reserve's rural charm at Holden Arboretum in nearby Kirtland, or sample local wines along the Grand River Valley wine trail.

See all hotels in Chesterland
Pumpkin pickin'!
Photo by Kristin DePlatchett
Open Photo by Kristin DePlatchett

Top Chesterland Hotel Reviews

The Westin Cleveland Downtown

The Westin Cleveland Downtown

10/10 Excellent
"People at check in were very nice and the room was perfect! "
Robert 1-night trip
Posted 1 day ago
The Westin Cleveland Downtown

More cheap stays in Chesterland

Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent

9789 State Route 14, Streetsboro, OH
The price is P2,497 per night from Nov 15 to Nov 16
P2,497
P2,821 total
Nov 15 - Nov 16
includes taxes & fees
7.4/10 Good! (1,007 reviews)

Frequently asked questions

Where is the best place for a stay in Chesterland?
The Westin Cleveland Downtown, located 18.3 mi (29.5 km) from the heart of Chesterland, is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Hotel Indigo Cleveland Downtown by IHG and Ramada by Wyndham Cleveland Independence. See all available top hotels, or vacation rentals in Chesterland.
If I need to cancel my hotel reservation in Chesterland, will I receive a refund?
Yes, the majority of room reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chesterland.
What is staying in Chesterland like?
Visitors can enjoy all that Chesterland has to offer including the golf courses and ski areas. There are 1479 hotels and other accommodations in the surrounding area. Find out more about Chesterland.
What is there to see in Chesterland?
The picturesque setting of Chagrin River and Chesterland City Park exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Alpine Valley and Chester Town Hall. Check out what more to see and do in Expedia's Chesterland guide.
What's the seasonal weather like in Chesterland?
The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Chesterland are January, November, December, and March, with each month seeing an average of 7 inches of snowfall.

Explore a world of travel with Expedia