Photo by Kristin DePlatchett

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Check prices for these dates

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15 Dec - 16 Dec
Tomorrow
16 Dec - 17 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

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Our top choices for Chesterland hotels

Exterior
Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG
4.5 star property
Downtown Cleveland
8.6 out of 10, Excellent, (1007)
"Friendly staff nice hotel "
United States
Orestes
The price is AU$183
includes taxes & fees
25 Dec - 26 Dec
Kimpton Schofield Hotel by IHG
3 bars/lounges, rooftop bar, cocktail bar
Metropolitan at The 9, Autograph Collection

Metropolitan at The 9, Autograph Collection

Metropolitan at The 9, Autograph Collection
4.0 star property
Downtown Cleveland
9.0 out of 10, Wonderful, (942)
"Beautiful hotel, will definitely be back! "
United States
Keith
The price is AU$281
includes taxes & fees
23 Dec - 24 Dec
Metropolitan at The 9, Autograph Collection
Bar (on property)
Residence Inn By Marriott Cleveland Downtown

Residence Inn By Marriott Cleveland Downtown

Residence Inn By Marriott Cleveland Downtown
3.0 star property
Downtown Cleveland
8.2 out of 10, Very good, (1001)
"Very friendly staff to greet us with effortless check in"
United States
JOHN
The price is AU$196
includes taxes & fees
16 Dec - 17 Dec
Residence Inn By Marriott Cleveland Downtown
Property amenity
Cleveland Marriott Downtown at Key Tower

Cleveland Marriott Downtown at Key Tower

Cleveland Marriott Downtown at Key Tower
4.0 star property
Downtown Cleveland
8.8 out of 10, Excellent, (1000)
"Will stay again"
United States
Tom
The price is AU$281
includes taxes & fees
21 Dec - 22 Dec
Cleveland Marriott Downtown at Key Tower
Lobby
Comfort Inn Cleveland Downtown

Comfort Inn Cleveland Downtown

Comfort Inn Cleveland Downtown
2.5 star property
Downtown Cleveland
8.0 out of 10, Very good, (1013)
"Clean room , friendly customer service great breakfast "
United States
Jonathan
The price is AU$154
includes taxes & fees
4 Jan - 5 Jan 2026
Comfort Inn Cleveland Downtown
Breakfast, lunch, dinner served; Regional cuisine
Fidelity Hotel

Fidelity Hotel

Fidelity Hotel
4.5 star property
Downtown Cleveland
9.6 out of 10, Exceptional, (534)
"Place is excellent "
United States
shawn
The price is AU$203
includes taxes & fees
4 Jan - 5 Jan 2026
Fidelity Hotel
Exterior
Aloft Cleveland Downtown

Aloft Cleveland Downtown

Aloft Cleveland Downtown
3.0 star property
Downtown Cleveland
8.4 out of 10, Very good, (1003)
"Very nice place to stay, especially if you are traveling with a pets."
United States
VITALIY
The price is AU$194
includes taxes & fees
4 Jan - 5 Jan 2026
Aloft Cleveland Downtown
Bar (on property)
Hilton Garden Inn Cleveland Downtown

Hilton Garden Inn Cleveland Downtown

Hilton Garden Inn Cleveland Downtown
3.0 star property
Downtown Cleveland
7.4 out of 10, Good, (1013)
"Great friendly staff! Amazing breakfast as well."
Canada
Roberto
The price is AU$135
includes taxes & fees
10 Jan - 11 Jan 2026
Hilton Garden Inn Cleveland Downtown
Room, Non Smoking | Living area
DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside

DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside

DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside
4.0 star property
Downtown Cleveland
7.2 out of 10, Good, (1447)
"Room was clean, easy check in even with a lot of people at the front, breakfast was good, and bed was comfy. "
United States
Destinee
The price is AU$194
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside
Exterior
Hampton Inn Cleveland-Downtown

Hampton Inn Cleveland-Downtown

Hampton Inn Cleveland-Downtown
3.0 star property
Downtown Cleveland
8.8 out of 10, Excellent, (1439)
"Room was clean and staff was cool. "
United States
Anthony
The price is AU$130
includes taxes & fees
26 Dec - 27 Dec
Hampton Inn Cleveland-Downtown
Desk, soundproofing, free cots/infant beds, free WiFi
Super 8 by Wyndham Twinsburg/Cleveland Area

Super 8 by Wyndham Twinsburg/Cleveland Area

Super 8 by Wyndham Twinsburg/Cleveland Area
2.0 star property
Twinsburg
7.0 out of 10, Good, (874)
"I'm not picky about the rooms. It had some flaws but had a comfortable bed. Staff was very courteous"
United States
James
The price is AU$78
includes taxes & fees
28 Dec - 29 Dec
Super 8 by Wyndham Twinsburg/Cleveland Area
Lobby lounge
Hotel Cleveland, Autograph Collection

Hotel Cleveland, Autograph Collection

Hotel Cleveland, Autograph Collection
4.0 star property
Downtown Cleveland
9.0 out of 10, Wonderful, (195)
"Great stay"
Canada
Neil
The price is AU$263
includes taxes & fees
21 Dec - 22 Dec
Hotel Cleveland, Autograph Collection
Reception
ROOST Cleveland

ROOST Cleveland

ROOST Cleveland
4.0 star property
Downtown Cleveland
9.6 out of 10, Exceptional, (625)
"Very nice place to stay and close to many things to do."
United States
Brandy
The price is AU$221
includes taxes & fees
28 Dec - 29 Dec
ROOST Cleveland
Exterior
Holiday Inn Express Cleveland Downtown by IHG

Holiday Inn Express Cleveland Downtown by IHG

Holiday Inn Express Cleveland Downtown by IHG
2.5 star property
Downtown Cleveland
8.0 out of 10, Very good, (1694)
"Very nice rooms, love the valet service "
United States
Raymond
The price is AU$168
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn Express Cleveland Downtown by IHG
Exterior
The Westin Cleveland Downtown

The Westin Cleveland Downtown

The Westin Cleveland Downtown
4.0 star property
Downtown Cleveland
8.6 out of 10, Excellent, (1895)
"Very friendly staff. "
United States
Kenneth
The price is AU$193
includes taxes & fees
18 Dec - 19 Dec
The Westin Cleveland Downtown
Front of property
Stone Gables Inn

Stone Gables Inn

Stone Gables Inn
2.0 star property
Ohio City
9.6 out of 10, Exceptional, (252)
"Very clean room, the bed was so comfortable "
United States
Stephanie
The price is AU$193
includes taxes & fees
13 Jan - 14 Jan 2026
Stone Gables Inn
Ballroom
Hyatt Regency Cleveland At The Arcade

Hyatt Regency Cleveland At The Arcade

Hyatt Regency Cleveland At The Arcade
4.0 star property
Downtown Cleveland
9.0 out of 10, Wonderful, (1076)
"Everything was great, hotel staff were awesome - had a great time!"
United States
Eric
The price is AU$240
includes taxes & fees
5 Jan - 6 Jan 2026
Hyatt Regency Cleveland At The Arcade
Exterior
Crowne Plaza Cleveland at Playhouse Square by IHG

Crowne Plaza Cleveland at Playhouse Square by IHG

Crowne Plaza Cleveland at Playhouse Square by IHG
3.5 star property
Downtown Cleveland
9.0 out of 10, Wonderful, (1303)
"The staff was warm and inviting, and the hotel itself was clean and comfy"
United States
Kristen
The price is AU$171
includes taxes & fees
29 Dec - 30 Dec
Crowne Plaza Cleveland at Playhouse Square by IHG
Front of property
Hilton Cleveland Downtown

Hilton Cleveland Downtown

Hilton Cleveland Downtown
4.0 star property
Downtown Cleveland
9.2 out of 10, Wonderful, (1259)
"Great stay"
United States
Britney
The price is AU$254
includes taxes & fees
22 Dec - 23 Dec
Hilton Cleveland Downtown
Exterior
Hyatt Place Cleveland/Lyndhurst/Legacy Village

Hyatt Place Cleveland/Lyndhurst/Legacy Village

Hyatt Place Cleveland/Lyndhurst/Legacy Village
3.0 star property
Lyndhurst
9.0 out of 10, Wonderful, (1003)
"The breakfast was great, the room was spacious, and all of the front staff were helpful. "
United States
Jena
The price is AU$196
includes taxes & fees
21 Dec - 22 Dec
Hyatt Place Cleveland/Lyndhurst/Legacy Village
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.
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Stay near popular Chesterland attractions

Fowler's Mill Golf Course

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

West Geauga Plaza

West Geauga Plaza serves as Chesterland's community hub with essential retail stores and local dining options. Enjoy a relaxed shopping experience at Giant Eagle or savour authentic cuisine at My Thai Restaurant.
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

Recent Reviews in Chesterland

Hotel Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG

10/10 Excellent
"Clean and comfortable room. I will always choose this chain when traveling "
Nickia 1-night trip
Posted 16 hours ago
Hotel Indigo Cleveland Downtown by IHG

More cheap accommodation in Chesterland

Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent

9789 State Route 14 Streetsboro OH
The price is AU$65 per night from 31 Dec to 1 Jan
AU$65
31 Dec - 1 Jan 2026
includes taxes & fees
7.4/10 Good! (1,002 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 traveller data. Other good options for your stay in the area are Wyndham Independence and Hyatt Regency Cleveland At The Arcade. See all available top hotels, or vacation rentals in Chesterland.
What are some of the best holiday rentals that Chesterland has to offer?
Luxury Downtown Townhome w/ Private Garage Unit 4: This holiday home rental outside of Chesterland is equipped with a balcony, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop. See all 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. There are 1543 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 Fowler's Mill Golf Course, Alpine Valley and Chagrin River. A couple of additional sights to add to your itinerary are West Geauga Plaza and Chesterland City Park. 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 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Chesterland are January, November, December and March, with each month seeing an average of 17 cm of snowfall.

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