Hotels in Chesterland

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May 22 - May 24
Next weekend
May 29 - May 31

Where to stay in Chesterland?

Free daily buffet breakfast

Holiday Inn Express & Suites Madison by IHG

Holiday Inn Express & Suites Madison by IHG
2.5 star property
Madison
9.4 out of 10, Exceptional, (711 reviews)
This Madison hotel is near Laurentia Vineyard and Lake Erie with a 24-hour fitness center and indoor pool. Free breakfast and parking enhance your stay, and guests rave about the friendly staff who make every visit special.
The price is $123
$142 total
includes taxes & fees
Jun 21 - Jun 22
Holiday Inn Express & Suites Madison by IHG
Terrace/patio

Hampton Inn Madison

Hampton Inn Madison
2.5 star property
Madison
9.6 out of 10, Exceptional, (823 reviews)
Just minutes from Laurentia Vineyard & Winery, this Madison hotel offers complimentary breakfast, WiFi, and parking. Enjoy the indoor pool or grab a drink at the bar after exploring nearby Hogback Ridge. Rooms include refrigerators and microwaves for added convenience.
The price is $114
$131 total
includes taxes & fees
May 31 - Jun 1
Hampton Inn Madison
Pool

Comfort Inn Painesville - Concord

Comfort Inn Painesville - Concord
2.5 star property
Painesville
8.4 out of 10, Very Good, (1,002 reviews)
Comfort Inn offers a peaceful retreat with complimentary breakfast, WiFi, and parking. Unwind in the indoor pool and hot tub after exploring nearby Little Mountain Country Club. Travelers consistently praise the quiet atmosphere and exceptionally helpful staff.
The price is $107
$123 total
includes taxes & fees
Jun 14 - Jun 15
Comfort Inn Painesville - Concord
Individually furnished, desk, free WiFi, bed sheets

Motel 6 Streetsboro, OH

Motel 6 Streetsboro, OH
2.0 star property
Streetsboro
7.4 out of 10, Good, (1,002 reviews)
Tucked just 15 minutes from Cuyahoga Valley National Park, this motel offers a straightforward, comfortable experience. Enjoy free WiFi, complimentary parking, and 24-hour front desk service. ZipCity and Boulder Creek Golf Club are nearby attractions worth exploring.
The price is $51
$60 total
includes taxes & fees
Jun 1 - Jun 2
Motel 6 Streetsboro, OH
Room, Multiple Beds, Non Smoking | Desk, iron/ironing board, cribs/infant beds, free WiFi

Quality Inn Streetsboro - Kent

Quality Inn Streetsboro - Kent
2.5 star property
Streetsboro
7.2 out of 10, Good, (846 reviews)
Just 15 minutes from Cuyahoga Valley National Park, this peaceful hotel earns praise for its quiet atmosphere. Enjoy a free breakfast before exploring nearby ZipCity, or unwind at the fitness center after a day of adventure.
The price is $64
$72 total
includes taxes & fees
May 25 - May 26
Quality Inn Streetsboro - Kent
Indoor pool

Comfort Inn & Suites Streetsboro - Kent

Comfort Inn & Suites Streetsboro - Kent
2.5 star property
Streetsboro
8.0 out of 10, Very Good, (668 reviews)
This well-appointed hotel offers an indoor pool for refreshing swims any time of year. Located in Streetsboro, guests enjoy easy access to ZipCity and Boulder Creek Golf Club, plus complimentary breakfast, WiFi, and parking.
The price is $115
$130 total
includes taxes & fees
Jun 1 - Jun 2
Comfort Inn & Suites Streetsboro - Kent
Serves lunch, dinner, and happy hour

The Aurora Inn

The Aurora Inn
3.0 star property
Aurora
9.0 out of 10, Wonderful, (659 reviews)
The price is $112
$127 total
includes taxes & fees
May 31 - Jun 1
The Aurora Inn
Lobby

Extended Stay America Select Suites - Cleveland - Mentor

Extended Stay America Select Suites - Cleveland - Mentor
2.5 star property
Mentor
6.2 out of 10, (634 reviews)
Experience the convenience of free WiFi and parking at this Mentor hotel. Located within a short drive to Lake Erie and Atlas Cinemas, you'll find laundry facilities on site and nearby hiking, biking, kayaking, and sledding opportunities.
The price is $78
$90 total
includes taxes & fees
May 31 - Jun 1
Extended Stay America Select Suites - Cleveland - Mentor
Free breakfast

Hampton Inn & Suites Cleveland Mentor

Hampton Inn & Suites Cleveland Mentor
2.5 star property
Mentor
8.6 out of 10, Excellent, (795 reviews)
Located minutes from Lake Erie, this Mentor hotel offers complimentary breakfast, WiFi, and parking. The fitness center keeps your workout routine intact while exploring Atlas Cinemas and Mentor Marsh nearby. Helpful staff enhance your stay at this convenient Cleveland-area base.
The price is $127
$146 total
includes taxes & fees
Jun 14 - Jun 15
Hampton Inn & Suites Cleveland Mentor
Property amenity

Residence Inn By Marriott Cleveland Mentor

Residence Inn By Marriott Cleveland Mentor
3.0 star property
Mentor
9.0 out of 10, Wonderful, (420 reviews)
Wake up to complimentary breakfast at this Mentor hotel before exploring nearby Lake Erie. The seasonal outdoor pool offers refreshing dips, while the fitness center keeps workouts on track. Guests appreciate the attentive staff, free WiFi and convenient parking.
The price is $149
$172 total
includes taxes & fees
May 24 - May 25
Residence Inn By Marriott Cleveland Mentor
Front of property - evening/night

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, (930 reviews)
This Painesville hotel offers an indoor pool and 24-hour fitness center with free breakfast, WiFi, and parking. Clean rooms provide a comfortable base to explore nearby Lake County History Center while helpful staff enhance your stay.
The price is $134
$154 total
includes taxes & fees
May 26 - May 27
Holiday Inn Express & Suites Painesville - Concord by IHG
Lobby

Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent
2.0 star property
Streetsboro
7.8 out of 10, Good, (1,000 reviews)
Retreat to this tranquil Streetsboro hotel, just 15 minutes from Cuyahoga Valley National Park. After exploring nearby ZipCity or Hudson Springs Park, unwind in clean, quiet rooms. Helpful staff, free WiFi, and complimentary parking enhance the serene experience.
The price is $48
$54 total
includes taxes & fees
Jun 11 - Jun 12
Econo Lodge Cleveland Southeast - Kent
Free daily buffet breakfast

Fairfield Inn & Suites by Marriott Cleveland Streetsboro

Fairfield Inn & Suites by Marriott Cleveland Streetsboro
3.0 star property
Streetsboro
8.8 out of 10, Excellent, (765 reviews)
The price is $122
$138 total
includes taxes & fees
May 24 - May 25
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
Suite, 2 Bedrooms | Living room | 32-inch TV with cable channels

Towneplace Suites By Marriott Streetsboro

Towneplace Suites By Marriott Streetsboro
3.0 star property
Streetsboro
8.6 out of 10, Excellent, (346 reviews)
Refresh in the outdoor pool after exploring nearby Cuyahoga Valley National Park. This hotel offers convenient free breakfast, WiFi, and parking. Fitness enthusiasts will appreciate the 24-hour gym while Hudson Springs Park and ZipCity attractions wait just moments away.
The price is $142
$160 total
includes taxes & fees
Jun 7 - Jun 8
Towneplace Suites By Marriott Streetsboro
Outdoor pool

The Bertram Inn & Conf Ctr Trademark Collection by Wyndham

The Bertram Inn & Conf Ctr Trademark Collection by Wyndham
3.5 star property
Aurora
7.6 out of 10, Good, (199 reviews)
Escape to this peaceful Aurora retreat with lush surroundings. Work out in the fitness center, then relax at the coffee shop or bar. Free WiFi and parking make your stay seamless, with Atlas Cinemas and local wineries just minutes away.
The price is $152
$172 total
includes taxes & fees
May 24 - May 25
The Bertram Inn & Conf Ctr Trademark Collection by Wyndham
Breakfast, lunch and dinner served

Best Western Plus Mentor-Cleveland Northeast

Best Western Plus Mentor-Cleveland Northeast
2.5 star property
Mentor
9.2 out of 10, Wonderful, (1,001 reviews)
Unwind in this Cleveland-area hotel with a seasonal outdoor pool and American cuisine at Skye Restaurant & Pub. After a free breakfast, explore nearby James Garfield National Historic Site or enjoy the 24-hour fitness center before retiring to clean, comfortable rooms.
The price is $118
$136 total
includes taxes & fees
May 24 - May 25
Best Western Plus Mentor-Cleveland Northeast
Exterior

Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby
2.0 star property
Willoughby
7.4 out of 10, Good, (1,002 reviews)
Peaceful retreat in Willoughby with easy access to Historic Kirtland and Lake Erie. Guests love the clean rooms, free WiFi, complimentary parking, and 24-hour assistance from friendly staff in this notably quiet hotel, even during busy periods.
The price is $62
$71 total
includes taxes & fees
Jun 17 - Jun 18
Red Roof Inn Cleveland - Mentor/ Willoughby
Lobby

Mentor Home Inn

Mentor Home Inn
2.0 star property
Mentor
5.8 out of 10, (675 reviews)
Feel welcome and relaxed at this Mentor motel offering free WiFi and parking. Take a swim in the seasonal outdoor pool after exploring nearby Indian Museum of Lake County and Historic Kirtland. Friendly staff are ready to help with anything you need.
The price is $71
$82 total
includes taxes & fees
May 24 - May 25
Mentor Home Inn
Lobby sitting area

Hampton Inn & Suites Cleveland Southeast/Streetsboro

Hampton Inn & Suites Cleveland Southeast/Streetsboro
2.5 star property
Streetsboro
9.0 out of 10, Wonderful, (1,000 reviews)
This business-friendly hotel is a 15-minute drive from Cuyahoga Valley National Park in peaceful Streetsboro. Enjoy the indoor pool and 24-hour fitness center after exploring ZipCity or Hudson Springs Park nearby. Free parking and quiet rooms make for a convenient home base.
The price is $122
$138 total
includes taxes & fees
May 31 - Jun 1
Hampton Inn & Suites Cleveland Southeast/Streetsboro
Bar (on property)

Holiday Inn Cleveland Northeast - Mentor by IHG

Holiday Inn Cleveland Northeast - Mentor by IHG
3.0 star property
Mentor
8.4 out of 10, Very Good, (839 reviews)
Just minutes from Lake Erie, this hotel offers a peaceful haven with an indoor pool and Savoria Restaurant. Nearby Indian Museum and shopping add local flair, while in-room fridges and microwaves complement the fitness center.
The price is $135
$156 total
includes taxes & fees
Jun 14 - Jun 15
Holiday Inn Cleveland Northeast - Mentor by IHG
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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Top landmarks in Chesterland

Fowler's Mill Golf Course

4.0/5 (1 review)
You might want to practice your swing at Fowler's Mill Golf Course, a golf course located 3.3 mi (5.4 km) from central Chesterland. If Fowler's Mill Golf Course doesn't quite scratch your golfing itch, Berkshire Hill Golf Course, and Pleasant Hill Golf Course are also nearby.
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Learn more about Chesterland

Chesterland is well-known for its attractions such as Fowler's Mill Golf Course and Chagrin River.

See all hotels in Chesterland
Chesterland, Ohio, USA - 2-21-22: A small bridge in the Bessie Benner Metzenbaum Park

Check out reviews of Chesterland hotels guests love

Wyndham Independence

Wyndham Independence

10/10 Excellent
"Great experience."
Jamar 3-night trip
Posted 10 hours ago
Wyndham Independence

Frequently asked questions

What hotels do travelers recommend in Chesterland?
Guests like Spark by Hilton Cleveland Beachwood and Willow Lodge Willoughby – Cleveland Mentor.
Can I book refundable accommodations in Chesterland?
If you need the flexibility to change your travel plans to Chesterland, most hotels offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Chesterland be like during my vacation?
The warmest months in Chesterland are usually July and August with an average temp of 68°F. January and February are the chilliest months when the average temp is 31°F. The rainiest months are June and July.
Why should I book my Chesterland accommodation with Hotels.com?
There are plenty of reasons to book your Chesterland travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.