Hotels in Chesterland

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Jul 3 - Jul 5
Next weekend
Jul 10 - Jul 12

Where to stay in Chesterland?

Private kitchen

TownePlace Suites by Marriott Painesville Mentor

TownePlace Suites by Marriott Painesville Mentor
3.0 star property
Mentor
9.6 out of 10, Exceptional, (5 reviews)
The price is $158
$182 total
includes taxes & fees
Jul 9 - Jul 10
TownePlace Suites by Marriott Painesville Mentor
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, (1,005 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 $119
$137 total
includes taxes & fees
Jul 1 - Jul 2
Best Western Plus Mentor-Cleveland Northeast
Serves lunch, dinner, and happy hour

The Aurora Inn

The Aurora Inn
3.0 star property
Aurora
9.0 out of 10, Wonderful, (698 reviews)
The price is $113
$127 total
includes taxes & fees
Jul 9 - Jul 10
The Aurora Inn
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, (940 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 $114
$131 total
includes taxes & fees
Jul 5 - Jul 6
Holiday Inn Express & Suites Painesville - Concord by IHG
Terrace/patio

Hampton Inn Madison

Hampton Inn Madison
2.5 star property
Madison
9.6 out of 10, Exceptional, (843 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 $130
$150 total
includes taxes & fees
Jul 6 - Jul 7
Hampton Inn Madison
Pool

Comfort Inn Painesville - Concord

Comfort Inn Painesville - Concord
2.5 star property
Painesville
8.4 out of 10, Very Good, (1,003 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 $113
$130 total
includes taxes & fees
Jul 5 - Jul 6
Comfort Inn Painesville - Concord
Exterior

Country Inn & Suites by Radisson, Macedonia, OH

Country Inn & Suites by Radisson, Macedonia, OH
3.0 star property
Macedonia
7.4 out of 10, Good, (1,008 reviews)
Escape to this Macedonia hotel just 10 minutes from Cuyahoga Valley National Park and MGM Northfield Park. Enjoy complimentary breakfast, WiFi, and parking. Refresh in the indoor pool or hit the fitness center after exploring nearby attractions.
The price is $81
$94 total
includes taxes & fees
Jul 6 - Jul 7
Country Inn & Suites by Radisson, Macedonia, OH
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, (1,003 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 $48
$54 total
includes taxes & fees
Jul 12 - Jul 13
Motel 6 Streetsboro, OH
Exterior

Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby
2.0 star property
Willoughby
7.4 out of 10, Good, (1,008 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 $64
$74 total
includes taxes & fees
Jul 5 - Jul 6
Red Roof Inn Cleveland - Mentor/ Willoughby
Desk, blackout drapes, iron/ironing board, bed sheets

SkyLight Inn Cleveland - Willoughby

SkyLight Inn Cleveland - Willoughby
2.5 star property
Willoughby
6.4 out of 10, (1,004 reviews)
This convenient motel offers a peaceful garden and terrace just 10 minutes from Lake Erie. Guests praise the helpful 24-hour staff and clean accommodations. Regal Willoughby Commons and Classic Park are nearby, with Cleveland Airport just 11 minutes away.
The price is $77
$94 total
includes taxes & fees
Jul 1 - Jul 2
SkyLight Inn Cleveland - Willoughby
City Apartment, Multiple Beds, City View | Living area | 50-inch Smart TV with digital channels, Netflix, Hulu

Sleek DT Cleveland Apt at City Club

Sleek DT Cleveland Apt at City Club
3.0 star property
Downtown Cleveland
9.4 out of 10, Exceptional, (194 reviews)
Steps from Progressive Field and Rocket Arena, this sleek apartment includes free WiFi, self parking, and full kitchen amenities. Convenient to Tower City-Public Square Station, it offers easy access to JACK Cleveland Casino in the heart of the city.
The price is $52
$183 total
includes taxes & fees
Jul 5 - Jul 6
Sleek DT Cleveland Apt at City Club
Front of property

Steele Mansion

Steele Mansion
3.5 star property
Painesville
10.0 out of 10, Exceptional, (459 reviews)
Step into a piece of history at this charming mansion-turned-inn with a welcoming bar and daily full breakfast. Just minutes from Lake Erie, guests can explore hiking trails and mountain biking paths, then relax on the terrace after a day of adventure.
The price is $183
$211 total
includes taxes & fees
Jul 2 - Jul 3
Steele Mansion
Front of property

Stone Gables Inn

Stone Gables Inn
2.0 star property
Ohio City
9.6 out of 10, Exceptional, (290 reviews)
This Victorian guesthouse offers free WiFi and parking, plus a garden and terrace for relaxation. Just 5 minutes from Huntington Bank Field and minutes from JACK Casino and Rocket Arena, with the West 25th-Ohio City Station a short walk away.
The price is $147
$185 total
includes taxes & fees
Jul 1 - Jul 2
Stone Gables Inn
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, (728 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 $122
$141 total
includes taxes & fees
Jul 20 - Jul 21
Holiday Inn Express & Suites Madison by IHG
Standard Double or Twin Room, 2 Double Beds, Smoking | Desk, free WiFi

Red Carpet Inn

Red Carpet Inn
2.5 star property
Garfield Heights
6.8 out of 10, (166 reviews)
Situated in Garfield Heights, this hotel offers free WiFi and parking plus 24-hour front desk service. Just a short drive from Cleveland Clinic, Cuyahoga Valley National Park, and MGM Northfield Park, with Topgolf and Lee Station nearby.
The price is $64
$75 total
includes taxes & fees
Jul 1 - Jul 2
Red Carpet Inn
Deluxe Suite, 1 Double Bed, Non Smoking, Hot Tub | Pillowtop beds, blackout drapes, WiFi, bed sheets

Willow Lodge Willoughby – Cleveland Mentor

Willow Lodge Willoughby – Cleveland Mentor
2.0 star property
Willoughby
7.6 out of 10, Good, (1,020 reviews)
This peaceful motel offers free parking and attentive 24-hour staff just minutes from Lake Erie. Grab a quick bite at the snack bar between visits to nearby Classic Park and Regal Willoughby Commons, with Cleveland only a short drive away.
The price is $77
$89 total
includes taxes & fees
Jul 1 - Jul 2
Willow Lodge Willoughby – Cleveland Mentor
Lobby

Four Points by Sheraton Cleveland-Eastlake

Four Points by Sheraton Cleveland-Eastlake
3.0 star property
Eastlake
8.4 out of 10, Very Good, (603 reviews)
Wake up refreshed in this peaceful Eastlake hotel close to Classic Park and Regal Willoughby Commons. Cool off in the indoor pool, grab a drink at the bar, or maintain your workout in the 24-hour fitness center while enjoying free parking throughout your stay.
The price is $131
$151 total
includes taxes & fees
Jul 5 - Jul 6
Four Points by Sheraton Cleveland-Eastlake
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, (783 reviews)
The price is $122
$138 total
includes taxes & fees
Jul 5 - Jul 6
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
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, (869 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 $67
$75 total
includes taxes & fees
Jul 12 - Jul 13
Quality Inn Streetsboro - Kent
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

8.0/5 (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
A wooden bridge over a snow-covered path in a forest.

Check out reviews of Chesterland hotels guests love

Drury Plaza Hotel Cleveland Downtown

Drury Plaza Hotel Cleveland Downtown

8/10 Good
"The breakfast buffet was very good. Most, if not all, downtown Cleveland hotels are plague by loud motorcycles throughout the night. Try get a room on the backside overlooking the memorial plaza."
Michael 2-night trip
Posted 2 hours ago
Drury Plaza Hotel Cleveland Downtown

Frequently asked questions

What hotels do travelers recommend in Chesterland?
Guests like Fairbridge Hotel Cleveland East.
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.