A wooden bridge over a snow-covered path in a forest.

Chesterland Hotels from ā‚¹7,127

  • 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

This weekend
24 Jul - 26 Jul
Next weekend
31 Jul - 2 Aug

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Chesterland hotels

Lobby

1. Comfort Inn Mayfield Heights Cleveland East

Comfort Inn Mayfield Heights Cleveland East
2.5 star property
Mayfield Heights
8.4 out of 10, Very good, (1,020 reviews)
"Staff was very friendly especially the chef!!"
United States
Patricia
The price is ā‚¹10,282
ā‚¹12,081 total
includes taxes & fees
3 Aug - 4 Aug
Comfort Inn Mayfield Heights Cleveland East
Front of property ā€“ evening/night

2. Holiday Inn Express & Suites Painesville - Concord by IHG

Holiday Inn Express & Suites Painesville - Concord by IHG
2.5 star property
Painesville
9.4 out of 10, Exceptional, (944 reviews)
"All staff that we encountered was very friendly and the hotel itself is very clean. Our room was good sized with two queen beds."
United States
David
The price is ā‚¹10,244
ā‚¹11,806 total
includes taxes & fees
26 Jul - 27 Jul
Holiday Inn Express & Suites Painesville - Concord by IHG
Breakfast, lunch and dinner served

3. Best Western Plus Mentor-Cleveland Northeast

Best Western Plus Mentor-Cleveland Northeast
2.5 star property
Mentor
9.2 out of 10, Wonderful, (1,003 reviews)
"Clean room and friendly staff"
United States
Peter
The price is ā‚¹12,685
ā‚¹14,619 total
includes taxes & fees
3 Aug - 4 Aug
Best Western Plus Mentor-Cleveland Northeast
Lobby

4. Drury Inn & Suites Cleveland Beachwood

Drury Inn & Suites Cleveland Beachwood
3.0 star property
Orange
9.4 out of 10, Exceptional, (1,007 reviews)
"Good stay will Stay again"
United States
Cari
The price is ā‚¹12,612
ā‚¹14,819 total
includes taxes & fees
2 Aug - 3 Aug
Drury Inn & Suites Cleveland Beachwood
Reception

5. Hilton Garden Inn Cleveland East/Mayfield Village

Hilton Garden Inn Cleveland East/Mayfield Village
3.0 star property
Mayfield
8.0 out of 10, Very good, (1,005 reviews)
"Nice stay"
United States
Wilfred
The price is ā‚¹10,974
ā‚¹12,894 total
includes taxes & fees
2 Aug - 3 Aug
Hilton Garden Inn Cleveland East/Mayfield Village
Lobby

6. Spark by Hilton Cleveland Beachwood

Spark by Hilton Cleveland Beachwood
3.0 star property
Beachwood
9.2 out of 10, Wonderful, (488 reviews)
"Had a great stay for the weekend."
United States
Omari
The price is ā‚¹9,395
ā‚¹11,039 total
includes taxes & fees
3 Aug - 4 Aug
Spark by Hilton Cleveland Beachwood
Restaurant

7. Holiday Inn Cleveland-Mayfield by IHG

Holiday Inn Cleveland-Mayfield by IHG
3.0 star property
Mayfield
8.8 out of 10, Excellent, (843 reviews)
"Staff was outstanding, room was so clean and very comfortable. I will definitely be staying here every time I visit my daughter in the future."
United States
Mary Anne Mabry
The price is ā‚¹10,244
ā‚¹12,037 total
includes taxes & fees
9 Aug - 10 Aug
Holiday Inn Cleveland-Mayfield by IHG
Exterior

8. Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG

Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG
3.0 star property
Mayfield Heights
8.2 out of 10, Very good, (1,000 reviews)
"It's a very nice place with good rooms and good breakfast. The water pressure in the shower is great too."
United States
Ashley
The price is ā‚¹9,435
ā‚¹11,087 total
includes taxes & fees
2 Aug - 3 Aug
Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG
Premium bedding, in-room safe, desk, laptop workspace

9. Courtyard by Marriott Cleveland Willoughby

Courtyard by Marriott Cleveland Willoughby
3.0 star property
Willoughby
8.4 out of 10, Very good, (804 reviews)
"Our stay was wonderful. The Marriott was a very nice place, the staff were very helpful and friendly."
United States
Jennifer
The price is ā‚¹11,910
ā‚¹13,726 total
includes taxes & fees
2 Aug - 3 Aug
Courtyard by Marriott Cleveland Willoughby
Exterior

10. SpringHill Suites by Marriott Cleveland/Solon

SpringHill Suites by Marriott Cleveland/Solon
3.0 star property
Solon
8.8 out of 10, Excellent, (1,000 reviews)
"Great ! Clean , friendly , food good ."
United States
Daniel
The price is ā‚¹13,012
ā‚¹15,289 total
includes taxes & fees
26 Jul - 27 Jul
SpringHill Suites by Marriott Cleveland/Solon
Pool

11. Comfort Inn Painesville - Concord

Comfort Inn Painesville - Concord
2.5 star property
Painesville
8.4 out of 10, Very good, (1,003 reviews)
"This is a recently renovated Comfort Inn. The lobby is welcoming and the rooms are exceptionally clean. The beds are super comfortable!!"
United States
James
The price is ā‚¹11,039
ā‚¹12,723 total
includes taxes & fees
26 Jul - 27 Jul
Comfort Inn Painesville - Concord
Lobby

12. Four Points by Sheraton Cleveland-Eastlake

Four Points by Sheraton Cleveland-Eastlake
3.0 star property
Eastlake
8.4 out of 10, Very good, (613 reviews)
"Convenient location in a quiet area."
United States
Michael J
The price is ā‚¹12,228
ā‚¹14,092 total
includes taxes & fees
3 Aug - 4 Aug
Four Points by Sheraton Cleveland-Eastlake
Terrace/patio

13. Home2 Suites by Hilton Cleveland Beachwood

Home2 Suites by Hilton Cleveland Beachwood
3.0 star property
Beachwood
8.6 out of 10, Excellent, (816 reviews)
"Rachel helped us sort out confusion about reservation and extending our stay. Entire staff throughout our stay was great. Loved breakfast."
United States
Sara
The price is ā‚¹10,974
ā‚¹12,894 total
includes taxes & fees
2 Aug - 3 Aug
Home2 Suites by Hilton Cleveland Beachwood
Exterior

14. Hyatt Place Cleveland/Lyndhurst/Legacy Village

Hyatt Place Cleveland/Lyndhurst/Legacy Village
3.0 star property
Lyndhurst
9.0 out of 10, Wonderful, (1,003 reviews)
"Great hotel and wonderful location!"
United States
Evelyn
The price is ā‚¹13,864
ā‚¹16,291 total
includes taxes & fees
2 Aug - 3 Aug
Hyatt Place Cleveland/Lyndhurst/Legacy Village
Lobby

15. Cleveland Marriott East

Cleveland Marriott East
3.5 star property
Warrensville Heights
9.0 out of 10, Wonderful, (1,003 reviews)
"Great stay, clean property and kind / helpful staff"
United States
Andrew
The price is ā‚¹13,421
ā‚¹15,770 total
includes taxes & fees
2 Aug - 3 Aug
Cleveland Marriott East
Property amenity

16. TownePlace Suites by Marriott Cleveland Solon

TownePlace Suites by Marriott Cleveland Solon
3.0 star property
Solon
9.4 out of 10, Exceptional, (521 reviews)
"The room's kitchen was fully stocked with utensils etc, the provided breakfast had a good variety of options, the staff was great."
United States
Susan
The price is ā‚¹12,045
ā‚¹14,152 total
includes taxes & fees
9 Aug - 10 Aug
TownePlace Suites by Marriott Cleveland Solon
Terrace/patio

17. Homewood Suites by Hilton Cleveland-Beachwood

Homewood Suites by Hilton Cleveland-Beachwood
3.0 star property
Beachwood
9.0 out of 10, Wonderful, (1,000 reviews)
"Hotel was clean and nice Great breakfast Staff was v helpful Excellent location"
Canada
VIKRAMJIT SINGH
The price is ā‚¹15,711
ā‚¹18,460 total
includes taxes & fees
9 Aug - 10 Aug
Homewood Suites by Hilton Cleveland-Beachwood
Deluxe Suite, 1 Double Bed, Non Smoking, Hot Tub | Pillow-top beds, blackout curtains, WiFi, bed sheets

18. Willow Lodge Willoughby ā€“ Cleveland Mentor

Willow Lodge Willoughby ā€“ Cleveland Mentor
2.0 star property
Willoughby
7.6 out of 10, Good, (1,007 reviews)
"Very enjoyable stay"
United States
Demetrius
The price is ā‚¹6,957
ā‚¹8,018 total
includes taxes & fees
27 Jul - 28 Jul
Willow Lodge Willoughby ā€“ Cleveland Mentor
Exterior

19. Courtyard by Marriott Cleveland Beachwood

Courtyard by Marriott Cleveland Beachwood
3.0 star property
Beachwood
8.4 out of 10, Very good, (1,003 reviews)
"Clean room, good for a short stay, close to shopping, restaurants."
United States
Daljinder
The price is ā‚¹12,420
ā‚¹14,594 total
includes taxes & fees
26 Jul - 27 Jul
Courtyard by Marriott Cleveland Beachwood
Exterior

20. Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby
2.0 star property
Willoughby
7.4 out of 10, Good, (1,015 reviews)
"Red Roof Inns never fail to provide clean basic accomodations. Nothing fancy, no free breakfast, but reliable. You know what you get for the price. Great for a quick overnight stay while traveling."
United States
Howard
The price is ā‚¹6,184
ā‚¹7,127 total
includes taxes & fees
3 Aug - 4 Aug
Red Roof Inn Cleveland - Mentor/ Willoughby
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

8.0/10 (1 review)
This Pete Dye masterpiece challenges golfers with three distinct nine-hole courses woven through natural landscapes. Test your strategy on the Lake nine's signature Coastline hole where precision trumps power.
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
A wooden bridge over a snow-covered path in a forest.

Top Chesterland Hotel Reviews

Embassy Suites by Hilton Cleveland Rockside

Embassy Suites by Hilton Cleveland Rockside

10/10 Excellent
"This was our first time staying in an Embassy suites hotel. The hotel itself beautiful. The evening reception and made to order breakfast were excellent. The only issue I had was that 10 minutes before checkout time. They came and knocked on our door to tell us it was time to leave. We were attempting to leave, but there were no carts to be able to get our luggage so we were waiting. I thought that was very rude. Also, I booked a king suite and upon arrival found out that they had overbooked and there were none available. I was charged for a king and then I was told there was no price difference, but I know the king suite was more."
Lisa 1-night trip
Posted 7 hours ago
Embassy Suites by Hilton Cleveland Rockside

More cheap stays in Chesterland

SkyLight Inn Cleveland - Willoughby

SkyLight Inn Cleveland - Willoughby

34600 Maplegrove Rd Willoughby OH
The price is ā‚¹5,833 per night from 26 Jul to 27 Jul
ā‚¹5,833
ā‚¹7,204 total
26 Jul - 27 Jul
includes taxes & fees

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 traveller data. Other good options for your stay in the area are Hotel Indigo Cleveland Downtown by IHG and Hilton Garden Inn Cleveland Downtown. 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 hotel reservations are refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, it might still be possible to cancel it and receive a refund within 24 hours 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. A top sight in the area is Progressive Field. There are 1511 hotels and other accommodation options in the surrounding area. Find out more about Chesterland.
What is there to see in Chesterland?
Favourite places to visit include Chagrin River, Berkshire Hill Golf Course and Fowler's Mill Golf Course. Additionally, you'll find Progressive Field in the area. Take a look at what more there is 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 temperature of 20Ā°C, while the coldest months are January and February, with an average of -1Ā°C. The snowiest months in Chesterland are January, November, December and March, with each month seeing an average of 17 cm of snowfall.

Explore a world of travel with Expedia