Photo by Kristin DePlatchett

Chesterland Hotels

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Top 10 trending Chesterland hotels

Hampton Inn Madison

2.5 star property
9.6 out of 10, Exceptional, (714)
"I was visiting friends and it was so convenient to stay here. Breakfast was good. "
The price is P6,288
P7,247 total
includes taxes & fees
Aug 17 - Aug 18
Hampton Inn Madison

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 P5,792
P6,675 total
includes taxes & fees
Aug 10 - Aug 11
Holiday Inn Express & Suites Madison by IHG

Holiday Inn Express And Suites Painesville - Concord by IHG

2.5 star property
9.4 out of 10, Exceptional, (818)
"Amazing breakfast! Comfy beds, quiet, clean"
The price is P7,971
P9,187 total
includes taxes & fees
Jul 31 - Aug 1
Holiday Inn Express And Suites Painesville - Concord by IHG

Comfort Inn

2.5 star property
8.4 out of 10, Very Good, (937)
"Convenient location, great staff and comfortable room."
The price is P5,964
P6,873 total
includes taxes & fees
Aug 10 - Aug 11
Comfort Inn

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 P10,644
P11,947 total
includes taxes & fees
Aug 3 - Aug 4
Steele Mansion

Motel 6 Streetsboro, OH

2.0 star property
7.4 out of 10, Good, (1000)
"I have stayed here a few times while in area. The hotel is fine. It is nothing fancy but it is a clean convenient place to stay at a really good price. "
The price is P2,944
P3,327 total
includes taxes & fees
Aug 10 - Aug 11
Motel 6 Streetsboro, OH

Quality Inn

2.5 star property
7.2 out of 10, Good, (707)
"The space met our family's needs and we enjoyed the breakfast!"
The price is P3,610
P4,080 total
includes taxes & fees
Aug 10 - Aug 11
Quality Inn

Comfort Inn & Suites Streetsboro - Kent

2.5 star property
8.0 out of 10, Very Good, (573)
"Great room, very comfortable bed, very clean!"
The price is P5,844
P6,604 total
includes taxes & fees
Aug 10 - Aug 11
Comfort Inn & Suites Streetsboro - Kent

The Aurora Inn

3.0 star property
9.0 out of 10, Wonderful, (494)
"Very friendly staff"
The price is P6,638
P7,501 total
includes taxes & fees
Aug 10 - Aug 11
The Aurora Inn

Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG

2.5 star property
8.2 out of 10, Very Good, (682)
"Staff was friendly. Room was clean and nice. The hotel is clearly undergoing renovations and you can see unfinished areas but it is very clean and the room was nice. "
The price is P7,857
P8,878 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG

Extended Stay America Select Suites - Cleveland - Mentor

2.5 star property
6.2 out of 10, (593)
"The property was very clean and safe. We greatly enjoyed our visit to Mentor, OH."
The price is P3,406
P3,925 total
includes taxes & fees
Aug 10 - Aug 11
Extended Stay America Select Suites - Cleveland - Mentor

Hampton Inn & Suites Cleveland Mentor

2.5 star property
8.6 out of 10, Excellent, (697)
"Everything was very good here."
The price is P6,756
P7,786 total
includes taxes & fees
Aug 17 - Aug 18
Hampton Inn & Suites Cleveland Mentor

Residence Inn By Marriott Cleveland Mentor

3.0 star property
9.0 out of 10, Wonderful, (360)
"Very nice hotel."
The price is P7,283
P8,394 total
includes taxes & fees
Aug 17 - Aug 18
Residence Inn By Marriott Cleveland Mentor

Hampton Inn & Suites Cleveland Southeast/Streetsboro

2.5 star property
9.0 out of 10, Wonderful, (945)
"Great stay at a great price "
The price is P7,246
P8,188 total
includes taxes & fees
Aug 10 - Aug 11
Hampton Inn & Suites Cleveland Southeast/Streetsboro

Econo Lodge Cleveland Southeast - Kent

2.0 star property
7.4 out of 10, Good, (992)
"Friendly staff, clean rooms, quiet, comfortable. "
The price is P2,867
P3,240 total
includes taxes & fees
Aug 12 - Aug 13
Econo Lodge Cleveland Southeast - Kent

Fairfield Inn & Suites by Marriott Cleveland Streetsboro

2.5 star property
8.8 out of 10, Excellent, (650)
"This hotel was a true gem!! We enjoyed our stay"
The price is P5,784
P6,535 total
includes taxes & fees
Aug 24 - Aug 25
Fairfield Inn & Suites by Marriott Cleveland Streetsboro

Towneplace Suites By Marriott Streetsboro

3.0 star property
8.6 out of 10, Excellent, (304)
"Great place to stay with a nice breakfast to start the day."
The price is P6,461
P7,301 total
includes taxes & fees
Aug 10 - Aug 11
Towneplace Suites By Marriott Streetsboro

The Bertram Inn & Conf Ctr Trademark Collection by Wyndham

3.5 star property
7.6 out of 10, Good, (171)
"Quik and easy to book..price was ok and there were rooms last minute i think with more up to date furniture , appliances and tv it would be really nice "
The price is P9,271
P10,477 total
includes taxes & fees
Aug 4 - Aug 5
The Bertram Inn & Conf Ctr Trademark Collection by Wyndham

Best Western Plus Mentor-Cleveland Northeast

2.5 star property
9.2 out of 10, Wonderful, (1013)
"BEST breakfast ever! Our next trip we will stay ONLY here"
The price is P6,270
P7,226 total
includes taxes & fees
Aug 17 - Aug 18
Best Western Plus Mentor-Cleveland Northeast
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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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.