Photo by Kristin DePlatchett

Chesterland Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Chesterland hotels

Holiday Inn Express & Suites Madison by IHG

2.5 star property
9.4 out of 10, Exceptional, (590)
"Great place to stay."
The price is P5,658
P6,521 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Madison by IHG

Econo Lodge Cleveland Southeast - Kent

2.0 star property
7.4 out of 10, Good, (993)
"Friendly staff, clean rooms, quiet, comfortable. "
The price is P2,925
P3,305 total
includes taxes & fees
Aug 17 - Aug 18
Econo Lodge Cleveland Southeast - Kent

La Quinta Inn & Suites by Wyndham Cleveland Macedonia

3.0 star property
7.6 out of 10, Good, (1002)
"Love to stay at this hotel, very clean and very pleasant staff. Highly recommend !"
The price is P4,568
P5,265 total
includes taxes & fees
Sep 1 - Sep 2
La Quinta Inn & Suites by Wyndham Cleveland Macedonia

Comfort Inn

2.5 star property
8.4 out of 10, Very Good, (943)
"Convenient location, great staff and comfortable room."
The price is P6,084
P7,011 total
includes taxes & fees
Aug 24 - Aug 25
Comfort Inn

Super 8 by Wyndham Mentor/Cleveland Area

2.0 star property
7.2 out of 10, Good, (913)
"Would stay again."
The price is P4,015
P4,627 total
includes taxes & fees
Aug 10 - Aug 11
Super 8 by Wyndham Mentor/Cleveland Area

Residence Inn By Marriott Cleveland Mentor

3.0 star property
9.0 out of 10, Wonderful, (362)
"Very nice hotel."
The price is P7,408
P8,537 total
includes taxes & fees
Aug 17 - Aug 18
Residence Inn By Marriott Cleveland Mentor

Steele Mansion

3.5 star property
10.0 out of 10, Exceptional, (424)
"We loved how unique the place was and easy to check in"
The price is P10,858
P12,187 total
includes taxes & fees
Aug 3 - Aug 4
Steele Mansion

Best Western Plus Mentor-Cleveland Northeast

2.5 star property
9.2 out of 10, Wonderful, (1002)
"BEST breakfast ever! Our next trip we will stay ONLY here"
The price is P6,396
P7,371 total
includes taxes & fees
Aug 17 - Aug 18
Best Western Plus Mentor-Cleveland Northeast

Motel 6 Streetsboro, OH

2.0 star property
7.4 out of 10, Good, (1002)
"Really good value for the money "
The price is P3,003
P3,393 total
includes taxes & fees
Aug 5 - Aug 6
Motel 6 Streetsboro, OH

Holiday Inn Express And Suites Painesville - Concord by IHG

2.5 star property
9.4 out of 10, Exceptional, (820)
"Amazing breakfast! Comfy beds, quiet, clean"
The price is P7,291
P8,403 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express And Suites Painesville - Concord by IHG

Super 8 by Wyndham Twinsburg/Cleveland Area

2.0 star property
7.0 out of 10, Good, (828)
"Great Price! Dining at the Blue Canyon Kitchen and Tavern was Spectacular. Very Close😉"
The price is P3,558
P4,101 total
includes taxes & fees
Aug 4 - Aug 5
Super 8 by Wyndham Twinsburg/Cleveland Area

Country Inn & Suites by Radisson, Macedonia, OH

3.0 star property
7.6 out of 10, Good, (1003)
"Very well-kept property. Clean room Good breakfast"
The price is P4,428
P5,103 total
includes taxes & fees
Sep 1 - Sep 2
Country Inn & Suites by Radisson, Macedonia, OH

Holiday Inn Cleveland Northeast - Mentor by IHG

3.0 star property
8.4 out of 10, Very Good, (751)
"Great place to stay "
The price is P6,795
P7,831 total
includes taxes & fees
Aug 10 - Aug 11
Holiday Inn Cleveland Northeast - Mentor by IHG

Fairbridge Hotel Cleveland East

3.0 star property
6.2 out of 10, (1003)
"Need a good rest before traveling and this place was great"
The price is P3,570
P4,114 total
includes taxes & fees
Sep 1 - Sep 2
Fairbridge Hotel Cleveland East

Quality Inn

2.5 star property
7.2 out of 10, Good, (708)
"The space met our family's needs and we enjoyed the breakfast!"
The price is P3,428
P3,874 total
includes taxes & fees
Aug 31 - Sep 1
Quality Inn

Comfort Suites Twinsburg

2.5 star property
7.8 out of 10, Good, (759)
"Great location, great staff, great price."
The price is P5,156
P6,292 total
includes taxes & fees
Aug 17 - Aug 18
Comfort Suites Twinsburg

The Aurora Inn

3.0 star property
9.0 out of 10, Wonderful, (497)
"Very friendly staff"
The price is P6,426
P7,263 total
includes taxes & fees
Aug 10 - Aug 11
The Aurora Inn

Mentor Home Inn

2.0 star property
5.8 out of 10, (627)
"I like that the property was kind of like a hide away. "
The price is P4,094
P4,719 total
includes taxes & fees
Aug 11 - Aug 12
Mentor Home Inn

Hampton Inn Madison

2.5 star property
9.6 out of 10, Exceptional, (716)
"We have stayed at this location several times. The staff is friendly and the entire property is clean."
The price is P6,148
P7,085 total
includes taxes & fees
Aug 24 - Aug 25
Hampton Inn Madison

Extended Stay America Premier Suites - Cleveland - Independence

2.5 star property
7.4 out of 10, Good, (1688)
"Nice hotel for the price"
The price is P4,260
P5,006 total
includes taxes & fees
Sep 1 - Sep 2
Extended Stay America Premier Suites - Cleveland - Independence
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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Chesterland

Experience Chesterland: its golf, skiing, and more!

Photo by Kristin DePlatchett
Open Photo by Kristin DePlatchett

Top Chesterland Hotel 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 Crowne Plaza Cleveland at Playhouse Square by IHG. 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.

Where can I learn more about changing or cancelling my trip to Chesterland?

For more details about picking new dates or cancelling your trip to Chesterland, go to https://www.expedia.com/service/.

What's the best place to stay near Alpine Valley?

Punderson Manor Lodge and Conference Center is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers a marina and a golf course. You'll find it 5.4 mi (8.7 km) from Alpine Valley. Other good options in the area include Red Maple Inn and Holiday Inn Express And Suites Painesville - Concord, an IHG Hotel.

What about the best place to stay close to Fowler's Mill Golf Course?

One of the top choices for your stay is Punderson Manor Lodge and Conference Center, located 4.9 mi (7.9 km) from Fowler's Mill Golf Course, and this 3.5-star hotel offers a marina and a golf course. Red Maple Inn and Staybridge Suites Cleveland Mayfield Heights Beachwood, an IHG Hotel are two other good choices within the area.

What are some hotels with pools in Chesterland?

Drury Plaza Hotel Cleveland Downtown: 3-star hotel, 9-minute walk from Rocket Mortgage FieldHouse. Provides a snack bar, an indoor pool, and free buffet breakfast. Hilton Cleveland Downtown and Embassy Suites by Hilton Cleveland Beachwood are two additional hotels that offer an onsite pool.

What is the best hotel near Hopkins International Airport (CLE)?

Sheraton Cleveland Airport Hotel is a popular 3.5-star hotel featuring a restaurant and an indoor pool. It's located a short 0.3 mi (0.4 km) from Hopkins Intl. Airport. Other accommodations close to the airport are Hilton Garden Inn Cleveland Airport and Howard Johnson by Wyndham Cleveland Airport.

What is staying in Chesterland like?

Visitors can enjoy all that Chesterland has to offer including the golf courses and ski areas. There are 1338 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 Fowler's Mill Golf Course and West Geauga Plaza. 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.