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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

B&B in Chesterland

The Willoughby House
Terrace/patio

The Willoughby House

3.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful property. Nice location. Excellent lounge & restaurant."
$211 nightly
The price is $243
Aug 10 - Aug 11
Total includes taxes and fees
The Willoughby House
Chic Industrial style 1BD living in Cleveland!
Interior

Chic Industrial style 1BD living in Cleveland!

2.0 star property
$165 nightly
The price is $171
Aug 11 - Aug 12
Total includes taxes and fees
Chic Industrial style 1BD living in Cleveland!
Industrial 2BD Apt in Downtown Cleveland!
Interior

Industrial 2BD Apt in Downtown Cleveland!

2.0 star property
8.4 out of 10, Very Good, (7)
"Weekend trip to Cleveland "
$212 nightly
The price is $219
Aug 11 - Aug 12
Total includes taxes and fees
Industrial 2BD Apt in Downtown Cleveland!
The Lost Pearl
Property grounds

The Lost Pearl

3.5 star property
9.8 out of 10, Exceptional, (44)
"It was a wonderful relaxing time spent there!! We were treated very well and the breakfast was delicious!! Definitely plan on going back!!"
The Lost Pearl
Clifford House Private Home Bed & Breakfast
Superior Apartment, 1 Bedroom, Kitchen | Living area | 32-inch flat-screen TV with cable channels, TV

Clifford House Private Home Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (66)
"Charming 100year(ish) home in Cleveland’s bustling Ohio City neighborhood. Easy walk to bars and restaurants. Friendly host and outstanding breakfasts!!"
$193 nightly
The price is $211
Aug 11 - Aug 12
Total includes taxes and fees
Clifford House Private Home Bed & Breakfast
1bd Modern Loft in DT Cleveland
Interior

1bd Modern Loft in DT Cleveland

5.4 out of 10, (3)
"Pretty nice place, bring your own pillow for god sake pillows provided were flatter then the Olsen twins, there was a whole finger nail in the middle of the floor and a broken glass in the cabinet. Other than that nice place. "
$165 nightly
The price is $171
Aug 10 - Aug 11
Total includes taxes and fees
1bd Modern Loft in DT Cleveland
Industrial Townhome Style Loft in DT CLE!
View from property

Industrial Townhome Style Loft in DT CLE!

$175 nightly
The price is $202
Aug 10 - Aug 11
Total includes taxes and fees
Industrial Townhome Style Loft in DT CLE!
Industrial 1BD Apt in the Heart of the City
Interior

Industrial 1BD Apt in the Heart of the City

8.0 out of 10, Very Good, (1)
$165 nightly
The price is $171
Aug 10 - Aug 11
Total includes taxes and fees
Industrial 1BD Apt in the Heart of the City
Stylish 2 bedroom getaway 5 minutes from downtown Cleveland!
Dining

Stylish 2 bedroom getaway 5 minutes from downtown Cleveland!

$171 nightly
The price is $171
Aug 25 - Aug 26
Total includes taxes and fees
Stylish 2 bedroom getaway 5 minutes from downtown Cleveland!
1BD Modern Industrial Loft in DT Cleveland
Interior

1BD Modern Industrial Loft in DT Cleveland

2.0 star property
6.8 out of 10, (5)
"Stay was nice. Nice quit place to just relax. Keep this place in mind for next time. "
$165 nightly
The price is $171
Aug 11 - Aug 12
Total includes taxes and fees
1BD Modern Industrial Loft in DT Cleveland
Cozy 1BD Apt in DT Cleveland
Interior

Cozy 1BD Apt in DT Cleveland

2.0 star property
$165 nightly
The price is $171
Aug 11 - Aug 12
Total includes taxes and fees
Cozy 1BD Apt in DT Cleveland
1BD Chic Loft in DT Cleveland!
Interior

1BD Chic Loft in DT Cleveland!

2.0 star property
$165 nightly
The price is $171
Aug 10 - Aug 11
Total includes taxes and fees
1BD Chic Loft in DT Cleveland!
Trendy Modern 1BD Industrial Loft in DT Cleveland
Interior

Trendy Modern 1BD Industrial Loft in DT Cleveland

2.0 star property
6.0 out of 10, (1)
"First they should advertise free parking with this unit, that's a plus. The bad side: They never reached out with the code to get in, I had to call. They gave us the wrong address. They gave us the wrong code to get in the building. The door to the unit had dead batteries and we had to wait 45 minutes for someone to let us in. The pillows were flat. The towels were small and cheap."
$165 nightly
The price is $171
Aug 10 - Aug 11
Total includes taxes and fees
Trendy Modern 1BD Industrial Loft in DT Cleveland
Industrial Style Living in Downtown Cleveland!
Interior

Industrial Style Living in Downtown Cleveland!

$175 nightly
The price is $202
Aug 10 - Aug 11
Total includes taxes and fees
Industrial Style Living in Downtown Cleveland!
Homestead House B&B
Front of property

Homestead House B&B

4.0 star property
10.0 out of 10, Exceptional, (58)
"Beautiful B&B, fantastic breakfasts, quiet, comfy rooms!!"
Homestead House B&B
The Caboose
Property grounds

The Caboose

9.4 out of 10, Exceptional, (3)
"So cute and the land was beautiful! Owners went above and beyond to make sure we had a wonderful stay 💜"
$269 nightly
The price is $280
Aug 10 - Aug 11
Total includes taxes and fees
The Caboose
1bd industrial apt in DT Cleveland
Interior

1bd industrial apt in DT Cleveland

$165 nightly
The price is $171
Aug 10 - Aug 11
Total includes taxes and fees
1bd industrial apt in DT Cleveland
1BD Loft City Escape in Downtown Cleveland!
Interior

1BD Loft City Escape in Downtown Cleveland!

$165 nightly
The price is $171
Aug 11 - Aug 12
Total includes taxes and fees
1BD Loft City Escape in Downtown Cleveland!
Industrial 1BD in DT Cleveland
Interior

Industrial 1BD in DT Cleveland

2.0 star property
$165 nightly
The price is $171
Aug 17 - Aug 18
Total includes taxes and fees
Industrial 1BD in DT Cleveland
Vibrant 1bd in Downtown Cleveland!
Interior

Vibrant 1bd in Downtown Cleveland!

2.0 star property
Vibrant 1bd in Downtown Cleveland!
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 Chesterland Hotel Reviews

Crowne Plaza Cleveland at Playhouse Square by IHG

Crowne Plaza Cleveland at Playhouse Square by IHG

10/10 Excellent
"Clean, the staff was nice and the beds were super comfortable."
Rae 1-night trip
Posted 10 hours ago
Crowne Plaza Cleveland at Playhouse Square by IHG

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Chesterland?
Prices for B&Bs in Chesterland often vary, but you can find a great deal from $171 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chesterland B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
What is the difference between a Chesterland B&B and a hotel?
Every Chesterland B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Chesterland B&Bs.