Photo by Kristin DePlatchett

Chesterland Hotels

March 2025

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Top 10 trending Chesterland hotels

Hampton Inn Madison

2.5 star property
9.6 out of 10, Exceptional, (665)
"The check in person was friendly . A great way to start the visit "
The price is P5,798
P6,667 total
includes taxes & fees
Apr 16 - Apr 17
Hampton Inn Madison

Holiday Inn Express & Suites Madison by IHG

2.5 star property
9.4 out of 10, Exceptional, (524)
"This hotel is halfway to our daughter’s house and we always enjoy staying here for the night as we travel."
The price is P4,987
P5,735 total
includes taxes & fees
Apr 20 - Apr 21
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, (774)
"Clean spacious roo.s, and extremely friendly staff."
The price is P6,878
P7,910 total
includes taxes & fees
Apr 20 - Apr 21
Holiday Inn Express And Suites Painesville - Concord by IHG

Comfort Inn

2.5 star property
8.4 out of 10, Very Good, (887)
"Location to entertainment and dining "
The price is P4,823
P5,547 total
includes taxes & fees
Apr 20 - Apr 21
Comfort Inn

Steele Mansion

3.5 star property
10.0 out of 10, Exceptional, (401)
"The history of the house was very interesting. The atmosphere and the house were beautiful. "
The price is P10,042
P11,247 total
includes taxes & fees
Apr 1 - Apr 2
Steele Mansion

Motel 6 Streetsboro, OH

2.0 star property
7.4 out of 10, Good, (1000)
"The staff at this property were absolutely amazing. That said, it’s apparent the place is a little run down. There was an excess of fragrance in place to try and cover what seemed to be an “old” smell of the building. The showers and fixtures were not the cleanest. However, it’s still a good place to rest after a long trip. Again, the staff were super helpful with everything I needed. Would recommend to anyone needing an inexpensive place to stay. "
The price is P2,187
P2,471 total
includes taxes & fees
Apr 6 - Apr 7
Motel 6 Streetsboro, OH

Quality Inn

2.5 star property
7.4 out of 10, Good, (661)
"This was an impromptu stay and was worth it. The staff was friendly and helpful. The place was clean. The hallways were clean also. The room was clean. The light switch did not work but the lamp was bright enough. There was plenty of towels. The water was nice and hot (just like I like it)! There were 2 beds in our room. The one we slept in was perfect! It was comfortable and with 4 pillows (which is a plus) because my husband gets 1 and I get the other 3! The stay was quiet but there is outside...
The price is P2,954
P3,338 total
includes taxes & fees
Apr 1 - Apr 2
Quality Inn

Comfort Inn & Suites Streetsboro - Kent

2.5 star property
8.0 out of 10, Very Good, (505)
"It was nice to have an actual breakfast available"
The price is P5,554
P6,276 total
includes taxes & fees
Mar 28 - Mar 29
Comfort Inn & Suites Streetsboro - Kent

The Aurora Inn

3.0 star property
9.0 out of 10, Wonderful, (421)
"We enjoyed exploring the area and the lap pool. Staff were above and beyond!"
The price is P5,778
P6,529 total
includes taxes & fees
Apr 20 - Apr 21
The Aurora Inn

Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG

2.5 star property
8.2 out of 10, Very Good, (643)
"Front desk was great at checkin. Original room was an adjoining room but there was loud children next door. Went to the front desk and they moved my room. Very helpful & friendly "
The price is P6,019
P6,801 total
includes taxes & fees
Mar 28 - Mar 29
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, (561)
"It was ok .. until some kid was screaming continuously off and on for hours throughout the night "
The price is P3,665
P4,214 total
includes taxes & fees
Apr 7 - Apr 8
Extended Stay America Select Suites - Cleveland - Mentor

Residence Inn By Marriott Cleveland Mentor

3.0 star property
9.0 out of 10, Wonderful, (336)
"Nice staff"
The price is P8,541
P9,822 total
includes taxes & fees
Apr 20 - Apr 21
Residence Inn By Marriott Cleveland Mentor

Hampton Inn & Suites Cleveland Southeast/Streetsboro

2.5 star property
9.0 out of 10, Wonderful, (901)
"Amazing and clean, and very reasonably priced. Highly recommended. "
The price is P6,285
P7,102 total
includes taxes & fees
Apr 17 - Apr 18
Hampton Inn & Suites Cleveland Southeast/Streetsboro

Econo Lodge Cleveland Southeast - Kent

2.0 star property
7.4 out of 10, Good, (871)
"It’s an affordable hotel, but everything works which is nice when you pay that little, friendly staff, easy parking"
The price is P2,192
P2,477 total
includes taxes & fees
Apr 10 - Apr 11
Econo Lodge Cleveland Southeast - Kent

Fairfield Inn & Suites by Marriott Cleveland Streetsboro

2.5 star property
8.8 out of 10, Excellent, (600)
"The staff. "
The price is P5,365
P6,063 total
includes taxes & fees
Mar 31 - Apr 1
Fairfield Inn & Suites by Marriott Cleveland Streetsboro

Towneplace Suites By Marriott Streetsboro

3.0 star property
8.6 out of 10, Excellent, (291)
"They had one of the best free breakfast bars I’ve seen from a “suites” hotel. Plenty of fresh and hot options. Check-in was easy, my bed was comfortable, pets are only $25 extra and it was very quiet even though they were almost fully booked. "
The price is P5,101
P5,765 total
includes taxes & fees
Mar 31 - Apr 1
Towneplace Suites By Marriott Streetsboro

The Bertram Inn & Conf Ctr Trademark Collection by Wyndham

3.5 star property
7.6 out of 10, Good, (159)
"Rooms are huge and clean, Friendly staff, great location. "
The price is P8,362
P9,449 total
includes taxes & fees
Mar 27 - Mar 28
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, (1000)
"Very safe location and reasonable price"
The price is P5,881
P6,764 total
includes taxes & fees
Mar 30 - Mar 31
Best Western Plus Mentor-Cleveland Northeast

Red Roof Inn Cleveland - Mentor/ Willoughby

2.0 star property
7.4 out of 10, Good, (1002)
"Cool for a night "
The price is P3,757
P4,320 total
includes taxes & fees
Apr 1 - Apr 2
Red Roof Inn Cleveland - Mentor/ Willoughby
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

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 Holiday Inn Cleveland Clinic by IHG and Hotel Indigo Cleveland Downtown 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. A top sight in the area is Progressive Field. There are 1242 hotels and other accommodations in the surrounding area. Find out more about Chesterland.

What is there to see in Chesterland?

Favorite places to visit include Alpine Valley, Chagrin River, and Fowler's Mill Golf Course. Additionally, you'll find Progressive Field in the area. 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.