Photo by Kristin DePlatchett

Find hotels in Chesterland, OH from SAR 172

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Compare 1,223 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Holiday Inn Express And Suites Painesville - Concord, an IHG Hotel

2.5 star property
9.4 out of 10, Exceptional, (747)
"The best thing I can say is we will be back when it is necessary to stay in the area. "
The price is SAR 432
SAR 497 total
includes taxes & fees
10 Jan - 11 January 2025
Holiday Inn Express And Suites Painesville - Concord, an IHG Hotel

Punderson Manor Lodge and Conference Center

3.5 star property
9.0 out of 10, Wonderful, (228)
"The Punderson Lodge does not have an elevator. You have go up one flight of stairs and then back down another half-flight to get to your room. This is major points off. "
Punderson Manor Lodge and Conference Center

Pine Lake Trout Club Cabin #8!!!

8.0 out of 10, Very Good, (7)
"It was a wonderful stay and experience! The only things was little things like the floor seemed like it was in need of vacuuming and we found looked like little kids boy short on the side of the couch but overall it was a pleasant time we had thank you!!"
The price is SAR 639
SAR 721 total
includes taxes & fees
24 Dec - 25 Dec
Pine Lake Trout Club Cabin #8!!!

Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

10.0 out of 10, Exceptional, (16)
"Clean, quiet and comfy. Ideal location in the countryside while visiting family"
The price is SAR 338
SAR 526 total
includes taxes & fees
3 Jan - 4 January 2025
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

Equestrian facility .Cozy apartment in nice Chardon with AC, fitness room, WiFi

The price is SAR 451
SAR 526 total
includes taxes & fees
24 Dec - 25 Dec
Equestrian facility .Cozy apartment in nice Chardon with AC, fitness room, WiFi

Pine Lake Trout Club Cabin #4!!!

10.0 out of 10, Exceptional, (2)
"My wife and I enjoyed our stay so much that we for sure will be returning.."
The price is SAR 714
SAR 808 total
includes taxes & fees
26 Dec - 27 Dec
Pine Lake Trout Club Cabin #4!!!

Cozy two bedroom house close to Middlefield, and close to Route 80 and 422

10.0 out of 10, Exceptional, (11)
"Stayed here for work, very quiet in the woods but close to town still! Neighbors were great!😉😉"
Cozy two bedroom house close to Middlefield, and close to Route 80 and 422

Rustic Western Getaway

8.4 out of 10, Very Good, (26)
"My husband and I stayed in the area for a wedding and wanted somewhere close to the venue, since I was in the wedding. The check-in process was so easy and convenient. The space was a little smaller than anticipated, however it was perfect for the two of us and was nice and cozy. I can’t say enough great things about the customer service, I requested a late check-out the morning we were supposed to depart (realizing a little more sleep would be nice), I received approval of my request within...
The price is SAR 376
SAR 526 total
includes taxes & fees
24 Dec - 25 Dec
Rustic Western Getaway

Camp Newbury: 100% off grid. 2 log cabins, pavilion, trails and shooting range.

10.0 out of 10, Exceptional, (3)
"Cozy cabin in a private setting amongst nature but not far from sites and additional amenities. Host is gracious and has thought of just about everything one could need in an off-grid setting."
The price is SAR 1,127
SAR 1,285 total
includes taxes & fees
25 Dec - 26 Dec
Camp Newbury: 100% off grid. 2 log cabins, pavilion, trails and shooting range.

Quiet Country Get-Away

8.8 out of 10, Excellent, (29)
"House was wonderful- especially enjoyed the jacuzzi tub. Quiet, owners easy to work with - communication excellent. Had more space than we thought it might have."
The price is SAR 376
SAR 582 total
includes taxes & fees
24 Dec - 25 Dec
Quiet Country Get-Away

Pine Lake Trout Club Cabin #3!!!

8.8 out of 10, Excellent, (5)
"3 of us stayed here overnight. Quiet, rustic, just what we wanted."
The price is SAR 845
SAR 962 total
includes taxes & fees
27 Dec - 28 Dec
Pine Lake Trout Club Cabin #3!!!

Bonnie's Guesthouse @ Peridot Equine Sanctuary

9.6 out of 10, Exceptional, (70)
"We admire folks that do good works. It is amazing to experience the love and compassion that these folks provide to these beautiful misfits. The peaceful setting and stay was a humbling experience. The location was great for our visit to Presque Isle in Erie, Pa and then to Cuyoga National Park in Ohio for bike trail rides. Highly recommend a stay and a visits to both of these beautiful parks. Mark and Vicki"
The price is SAR 563
SAR 639 total
includes taxes & fees
26 Dec - 27 Dec
Bonnie's Guesthouse @ Peridot Equine Sanctuary

Cozy Farm Apartment

9.4 out of 10, Exceptional, (48)
"Great place with all the necessary essentials for your stay. A home away from home."
The price is SAR 376
SAR 582 total
includes taxes & fees
25 Dec - 26 Dec
Cozy Farm Apartment

Pine Lake Trout Club Cabin #1!!!

10.0 out of 10, Exceptional, (1)
"Perfect spot for a cabin in the woods, yet centrally locate to many great offerings."
The price is SAR 657
SAR 748 total
includes taxes & fees
29 Dec - 30 Dec
Pine Lake Trout Club Cabin #1!!!

Pine Lake Trout Club Cabin #7!!!

10.0 out of 10, Exceptional, (6)
"Great spot for a weekend getaway. "
Pine Lake Trout Club Cabin #7!!!

Forever spring cabin

10.0 out of 10, Exceptional, (208)
"Cabin was very peaceful and cozy perfect for a long weekend away "
Forever spring cabin

Geauga Maple Cottage

10.0 out of 10, Exceptional, (169)
"This is our third time staying here while visiting family. The location is perfect, close enough to walk around the square and easy to get to so much of our family and friends. Plenty of food options and stores nearby. Having space to spread out and relax after days of holiday get togethers is so nice and the hosts are very responsive to any questions or concerns. "
Geauga Maple Cottage

Beautiful cabin situated on wooded land with nice yard clearing and small stream

10.0 out of 10, Exceptional, (7)
"Very cozy cabin. Situated in the wilderness, the scenery is beautiful and it's very clean"
Beautiful cabin situated on wooded land with nice yard clearing and small stream

1br-1bth- Furnished Apartment in Chardon

9.6 out of 10, Exceptional, (5)
"Once I found the correct address (midnight in the rain), check-in was easy. The apartment is above the garage, which the host offers use of. The apartment was clean as a pin, very nicely done, she has lots of snack, bottled water, dishes and utensils. I will DEFINITELY stay here again!"
The price is SAR 376
SAR 563 total
includes taxes & fees
31 Dec - 1 January 2025
1br-1bth- Furnished Apartment in Chardon

Loft Unplugged w/ Outdoor Space in Amish Country!

2.0 star property
8.0 out of 10, Very Good, (2)
"The property was just beautiful!! The host and hostess was just amazing, so polite and friendly. The loft was everything I expected!! I made 2 blankets while I was there .. I didn’t use the electric!! Or battery light I saved it for my daughter and grandson for the last 2 days. And now I have not watched tv since I have been home. And I quit social media. I could live there. Please go stay !! Best thing ever !! "
Loft Unplugged w/ Outdoor Space in Amish Country!
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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Frequently asked questions

Where is the best place for a stay in Chesterland?

Drury Plaza Hotel 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 The Westin Cleveland Downtown and Hilton Cleveland Downtown. See all available top hotels, or vacation rentals in Chesterland.

What are some of the best vacation home rentals in Chesterland?

Large duplex king size bed and two queen size: This vacation home rental outside of Chesterland is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all 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 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 1222 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. A couple of additional sights to add to your agenda are Chesterland City Park and Chester Town Hall. 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.