Photo by Kristin DePlatchett

Find hotels in Chesterland, OH from NT$1,598

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Our top choices for Chesterland hotels

Holiday Inn Express & Suites Madison by IHG

Holiday Inn Express & Suites Madison by IHG
2.5 star property
Madison
9.4 out of 10, Exceptional, (670)
"Very great place to stay and all the staff was outstanding… will definitely stay there again."
United States
Debra
The price is NT$2,452
NT$2,826 total
includes taxes & fees
Jan 5 - 2026/1/6
Holiday Inn Express & Suites Madison by IHG

Spark by Hilton Cleveland Beachwood

Spark by Hilton Cleveland Beachwood
3.0 star property
Beachwood
9.2 out of 10, Wonderful, (127)
"Clean room, great staff and service "
Canada
Phillip
The price is NT$2,798
NT$3,287 total
includes taxes & fees
Dec 29 - Dec 30
Spark by Hilton Cleveland Beachwood

Hampton Inn Madison

Hampton Inn Madison
2.5 star property
Madison
9.6 out of 10, Exceptional, (780)
"Very nice staff and clean spacious room. "
United States
Haley
The price is NT$2,810
NT$3,238 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton Inn Madison

Hilton Garden Inn Cleveland East/Mayfield Village

Hilton Garden Inn Cleveland East/Mayfield Village
3.0 star property
Mayfield
8.4 out of 10, Very Good, (1010)
"Clean room, friendly staff. Plenty of restaurants around."
United States
Darius
The price is NT$1,598
NT$1,878 total
includes taxes & fees
Jan 4 - 2026/1/5
Hilton Garden Inn Cleveland East/Mayfield Village

Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby
2.0 star property
Willoughby
7.4 out of 10, Good, (1005)
"The room was nice and tidy, helped me and my family for a short stay and the price was very reasonable "
United States
Derek
The price is NT$1,881
NT$2,168 total
includes taxes & fees
Dec 31 - 2026/1/1
Red Roof Inn Cleveland - Mentor/ Willoughby

La Quinta Inn & Suites by Wyndham Cleveland Macedonia

La Quinta Inn & Suites by Wyndham Cleveland Macedonia
3.0 star property
Macedonia
7.6 out of 10, Good, (1002)
"Great stay. "
United States
Natasha
The price is NT$2,538
NT$2,925 total
includes taxes & fees
Dec 30 - Dec 31
La Quinta Inn & Suites by Wyndham Cleveland Macedonia

Best Western Plus Mentor-Cleveland Northeast

Best Western Plus Mentor-Cleveland Northeast
2.5 star property
Mentor
9.2 out of 10, Wonderful, (1001)
"We stay here every time we drive to/from Co to Ny. Clean, friendly staff and comfortable. Our dog knows it well and is happy when we are there. "
United States
Paul C.
The price is NT$2,912
NT$3,356 total
includes taxes & fees
Jan 5 - 2026/1/6
Best Western Plus Mentor-Cleveland Northeast

Hampton Inn & Suites Cleveland Southeast/Streetsboro

Hampton Inn & Suites Cleveland Southeast/Streetsboro
2.5 star property
Streetsboro
9.0 out of 10, Wonderful, (1001)
"Super cleans rooms. The staff was awesome"
United States
Christopher
The price is NT$3,583
NT$4,049 total
includes taxes & fees
Jan 3 - 2026/1/4
Hampton Inn & Suites Cleveland Southeast/Streetsboro

Holiday Inn Cleveland Northeast - Mentor by IHG

Holiday Inn Cleveland Northeast - Mentor by IHG
3.0 star property
Mentor
8.4 out of 10, Very Good, (806)
"Was a great place to stay"
United States
david f
The price is NT$3,269
NT$3,768 total
includes taxes & fees
Jan 9 - 2026/1/10
Holiday Inn Cleveland Northeast - Mentor by IHG

The Aurora Inn

The Aurora Inn
3.0 star property
Aurora
9.0 out of 10, Wonderful, (579)
"Wonderful place"
United States
Jose
The price is NT$3,169
NT$3,581 total
includes taxes & fees
Jan 4 - 2026/1/5
The Aurora Inn

Holiday Inn Express & Suites Painesville - Concord by IHG

Holiday Inn Express & Suites Painesville - Concord by IHG
2.5 star property
Painesville
9.4 out of 10, Exceptional, (883)
"It was clean, quiet, staff was very polite. Breakfast was good too and fresh ground coffee."
United States
Virginia
The price is NT$3,112
NT$3,680 total
includes taxes & fees
Jan 4 - 2026/1/5
Holiday Inn Express & Suites Painesville - Concord by IHG

Comfort Inn Painesville - Concord

Comfort Inn Painesville - Concord
2.5 star property
Painesville
8.4 out of 10, Very Good, (1001)
"Wonderful staff good place to stay"
United States
Parker
The price is NT$3,034
NT$3,588 total
includes taxes & fees
Jan 4 - 2026/1/5
Comfort Inn Painesville - Concord

SpringHill Suites by Marriott Cleveland/Solon

SpringHill Suites by Marriott Cleveland/Solon
3.0 star property
Solon
9.0 out of 10, Wonderful, (1000)
"Super clean, staff so friendly and breakfast was so good!!"
United States
Gina
The price is NT$3,447
NT$4,050 total
includes taxes & fees
Jan 17 - 2026/1/18
SpringHill Suites by Marriott Cleveland/Solon

Fairfield Inn & Suites by Marriott Cleveland Streetsboro

Fairfield Inn & Suites by Marriott Cleveland Streetsboro
2.5 star property
Streetsboro
8.8 out of 10, Excellent, (718)
"Check in was a breeze and the Receptionist was very welcoming!!"
United States
VICTOR
The price is NT$3,568
NT$4,032 total
includes taxes & fees
Dec 29 - Dec 30
Fairfield Inn & Suites by Marriott Cleveland Streetsboro

Motel 6 Streetsboro, OH

Motel 6 Streetsboro, OH
2.0 star property
Streetsboro
7.4 out of 10, Good, (1001)
"The room was very clean housekeeping was phenomenal. And the staff were very nice and polite?. "
United States
Yvonne
The price is NT$1,383
NT$1,563 total
includes taxes & fees
Dec 31 - 2026/1/1
Motel 6 Streetsboro, OH

Hotel Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG
3.5 star property
Downtown Cleveland
8.4 out of 10, Very Good, (1501)
"The stay was wonderful, very clean and staff was great as well, would definitely staynagain."
United States
Joseph
The price is NT$2,518
NT$2,959 total
includes taxes & fees
Jan 4 - 2026/1/5
Hotel Indigo Cleveland Downtown by IHG

Wyndham Independence

Wyndham Independence
4.0 star property
Independence
6.6 out of 10, (1012)
"Staff was friendly rooms were clean "
United States
Charles
The price is NT$1,627
NT$1,912 total
includes taxes & fees
Dec 30 - Dec 31
Wyndham Independence

Hampton Inn & Suites Cleveland/Independence

Hampton Inn & Suites Cleveland/Independence
2.5 star property
Independence
8.8 out of 10, Excellent, (1001)
"Love Hampton hotels"
United States
Dayanara
The price is NT$2,810
NT$3,301 total
includes taxes & fees
Jan 3 - 2026/1/4
Hampton Inn & Suites Cleveland/Independence

The Westin Cleveland Downtown

The Westin Cleveland Downtown
4.0 star property
Downtown Cleveland
8.6 out of 10, Excellent, (1938)
"Rooms were great, the people were lovely! And even though there was a huge line for check in, the staff were friendly and efficient! "
Canada
Samantha
The price is NT$3,426
NT$4,026 total
includes taxes & fees
Dec 29 - Dec 30
The Westin Cleveland Downtown

Holiday Inn Cleveland-Mayfield by IHG

Holiday Inn Cleveland-Mayfield by IHG
3.0 star property
Mayfield
8.8 out of 10, Excellent, (795)
"Clean room, pleasant staff, beautiful restaurant."
United States
Carol
The price is NT$2,578
NT$3,029 total
includes taxes & fees
Jan 25 - 2026/1/26
Holiday Inn Cleveland-Mayfield by IHG
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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Stay near popular Chesterland attractions

Learn more about Chesterland

Maple syrup flows freely at Patterson Fruit Farm, where families pick seasonal produce and enjoy fresh-baked treats. Explore the Western Reserve's rural charm at Holden Arboretum in nearby Kirtland, or sample local wines along the Grand River Valley wine trail.

Pumpkin pickin'!
Photo by Kristin DePlatchett
Open Photo by Kristin DePlatchett

Top Chesterland Hotel Reviews

More cheap stays in Chesterland

Hotels in Chesterland with star-rating

Find out more about Chesterland

Top reasons to visit Chesterland

  • Outdoor Adventures: Chesterland boasts beautiful lakes, parks, and nature preserves, perfect for hiking, walking, and relaxation.
  • Family-Friendly Activities: The area offers various attractions suitable for families, ensuring fun for all ages.
  • Nearby Wineries: Enjoy a relaxing experience at local wineries, ideal for adults looking to unwind.
  • Shopping Options: Explore local shops that provide unique finds and a taste of the community.
  • Diverse Accommodations: Chesterland features a range of hotels, including pet-friendly and LGBTQIA-friendly options.

Find great hotels near Chesterland

Discover a range of hotel accommodations in Chesterland, Ohio, ideal for both business travelers and leisure seekers. From welcoming pet-friendly motels to LGBTQIA-friendly hotels, you'll find a variety of options to suit your needs. Whether you're searching for the best hotels or top-rated lodgings, Chesterland offers a comfortable stay with convenient amenities to enhance your vacation experience.

  • Beachwood Extended Suites: A perfect blend of comfort and convenience, Beachwood Extended Suites caters to business travelers and families alike. Located a short drive from Chesterland, this hotel offers a pet-friendly environment, making it an ideal choice for those traveling with furry companions. With amenities that include spacious suites, complimentary Wi-Fi, and a welcoming atmosphere, guests can expect a productive stay. The property features a pet policy that ensures your four-legged friends are well accommodated, allowing for a stress-free vacation experience.
  • Red Roof Inn Cleveland - Mentor/Willoughby: Known for its warm hospitality and welcoming environment for LGBTQIA travelers, Red Roof Inn Cleveland - Mentor/Willoughby is an inviting choice for anyone looking to explore the area. Just a short drive from Chesterland, this hotel not only accommodates pets but also provides a variety of amenities, including free Wi-Fi and comfortable rooms. Guests appreciate the flexibility of their pet policy, which allows for dogs and cats with restrictions. This hotel is perfect for those seeking a blend of comfort and community during their stay.
  • Comfort Inn Mayfield Heights Cleveland East: Comfort Inn Mayfield Heights offers a charming and inclusive atmosphere, making it a great choice for LGBTQIA travelers and business guests alike. Located only six miles from Chesterland, this hotel features modern amenities including free breakfast, high-speed internet, and pet-friendly accommodations. Its pet policy allows for service animals and pets, ensuring all guests feel welcome. With a focus on comfort and convenience, this hotel is an excellent base for exploring the region while enjoying a relaxing, home-like environment.

Where to stay near Chesterland

Chesterland, Ohio, offers a delightful blend of outdoor adventures and family-friendly experiences. Explore tranquil parks and recreational areas that are perfect for walking and relaxation. Nearby cities and neighborhoods provide a warm atmosphere filled with friendly locals and romantic spots for couples. Whether you're seeking budget-friendly activities or a peaceful getaway, Chesterland's charm and nearby attractions make it an ideal destination for a memorable vacation.

  • Novelty: Located a mere 4.8km from Chesterland, Novelty is a charming city known for its outdoor adventures and stunning scenery. Visitors flock here primarily in the summer months, drawn by the recreational areas and the thrill of nearby amusement parks. The local attractions include a picturesque lake and the expansive national state park, making it an ideal spot for hiking, picnicking, and enjoying nature. Whether you’re looking for a leisurely day at the park or some exciting activities, Novelty offers a delightful blend of relaxation and adventure.
  • Gates Mills: Also situated 4.8km from Chesterland, Gates Mills is a quaint city that provides a romantic and scenic getaway. While it attracts visitors mostly in the spring, its charm remains year-round. The city features lovely recreational areas and shopping centers, perfect for leisurely strolls and quaint shopping experiences. Highlights include beautiful historic landmarks and serene lakes, making it a lovely place for couples and families alike. Whether you’re exploring the town's neighborhoods or enjoying a picnic by the lake, Gates Mills exudes a warm and inviting atmosphere.
  • Hunting Valley: Just 6.4km from Chesterland, Hunting Valley is a picturesque city ideal for families and nature lovers. The travel experience here peaks in the spring, summer, and fall, with visitors enjoying its recreational areas, golf courses, and recreation centers. The nearby urban park and national state park provide ample opportunities for outdoor activities, from hiking to family picnics. With its scenic views and welcoming community, Hunting Valley is a perfect destination for those looking to unwind and connect with nature.

Things to do in and around Chesterland

Chesterland, Ohio, is a fantastic destination for outdoor and family adventures. Enjoy recreational areas and golf courses for active outings, while also exploring local shopping options. Families will appreciate various activities, and nearby wineries offer a relaxing experience for adults. Whether you're seeking outdoor fun or a leisurely day of shopping and wine tasting, Chesterland has something for everyone to enjoy.

Shopping

In Chesterland, you can enjoy shopping at Legacy Village, 12.9km away, and ETON Chagrin Blvd Shopping Center, also 12.9km away, both offering a mix of entertainment and family vibes. If you're up for a drive, Pinecrest Plaza Shopping is located 14.5km away, providing a vibrant shopping experience.

Recreation

Fowler's Mill Golf Course offers a scenic golfing experience with its beautiful landscapes and outdoor vibes, perfect for sports enthusiasts. For a tranquil retreat, South Chagrin Reservation provides serene trails and relaxation opportunities, just 14.5km away. StoneWater Golf Club, located 11.3km from Chesterland, also delivers an enjoyable golfing atmosphere.

Adventure

Experience the thrill of skiing at Alpine Valley, just 6.4km from Chesterland, where you can hit the slopes and enjoy the vibrant ski culture. For a splash of fun, Pioneer Waterland & Dry Fun Park, located 20.9km away, offers exciting water attractions perfect for families and adventure seekers alike.

For more skiing adventures, head to Brandywine Ski Resort, situated 32.2km from Chesterland, where outdoor enthusiasts can enjoy various winter sports in a scenic setting.

Nightlife

Experience the fun at Freeway Lanes and WhirlyBall, both offering exciting arcade adventures just 17.7km away. For a more relaxed evening, catch a movie at Regal Willoughby Commons, located 14.5km from Chesterland, perfect for entertainment and romance.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chesterland

To save money on your trip to Chesterland, consider visiting during the off-peak months of December to February when prices are lower. Booking your stay on a Monday can also help you avoid higher weekend rates. Use Expedia to compare hotel options, filter for eco-friendly choices, and sort prices from lowest to highest. Additionally, look for package deals that combine flights, hotels, and activities for extra savings. Walking is an affordable way to explore the area, allowing you to enjoy the local sights without spending on public transport.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chesterland are December to February, where the prices are slightly lower. This is in comparison to August to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chesterland is Monday. The most expensive day to stay in Chesterland is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your options based on your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will show you sustainable and environmentally-friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Chesterland hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Chesterland

Chesterland, Ohio, is an excellent destination for outdoor family adventures, featuring beautiful lakes, urban parks, and nature preserves. Visitors can explore a variety of attractions that cater to outdoor enthusiasts and those seeking cultural experiences. Nearby attractions enhance your stay, offering a blend of natural beauty and recreational activities that make Chesterland a memorable vacation spot.

  • Historic Kirtland: Explore this charming historic village, located 11.3km from Chesterland, where you can immerse yourself in rich cultural vibes. Visit historic sites and learn about the unique history of the early Latter-day Saints community.
  • Punderson State Park: Enjoy the stunning scenery and outdoor adventures at this national state park, just 12.9km from Chesterland. With hiking trails, fishing spots, and picnic areas, it’s perfect for nature enthusiasts seeking adventure.
  • The Holden Arboretum: Located 11.3km from Chesterland, this beautiful arboretum offers a family-friendly outdoor experience. Wander through diverse gardens and enjoy educational programs that highlight the importance of plant conservation.

Best time to go to Chesterland

The best time to visit Chesterland is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is very cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.2°F (-3.2°C)Light RainVery CloudySlightly LowSlightly Low
February27.7°F (-2.4°C)Light RainMostly CloudySlightly LowSlightly Low
March36.3°F (2.4°C)Light RainMostly CloudyAverageAverage
April46.6°F (8.1°C)Light RainMostly CloudyAverageAverage
May58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
June66.7°F (19.3°C)Light RainMostly SunnySlightly HighAverage
July71.8°F (22.1°C)Light RainMostly SunnySlightly HighAverage
August70.5°F (21.4°C)Light RainMostly SunnySlightly HighSlightly High
September64.8°F (18.2°C)Light RainMostly SunnyAverageSlightly High
October53.4°F (11.9°C)Light RainMostly SunnyAverageSlightly High
November41.4°F (5.2°C)Light RainMostly CloudyAverageAverage
December33.4°F (0.8°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Chesterland

Traveling to Chesterland, Ohio, is convenient with several nearby airports. Cleveland Hopkins International Airport (CLE) is 43.5km away, with luxurious options like The Ritz-Carlton and Kimpton Schofield Hotel, both 16.1km from the airport. Akron-Canton Airport (CAK) is 67.6km from Chesterland, featuring the DoubleTree by Hilton Canton Downtown just 14.5km away, and the Embassy Suites, only 1.6km from the airport. For closer access, Cuyahoga County Airport (CGF) is 14.5km away, with hotels like InterContinental Cleveland and The Tudor Arms Hotel, both 12.9km from the airport. These hotels offer various transportation services for easy airport access.

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 Hyatt Regency Cleveland At The Arcade and Hilton Garden Inn Cleveland East/Mayfield Village. 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 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 1535 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 Fowler's Mill Golf Course, Alpine Valley, and Chagrin River. 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.

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