Photo by Kristin DePlatchett

Find hotels in Chesterland, OH from AED 177

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Our top choices for Chesterland hotels

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG
4.5 star property
Downtown Cleveland
8.6 out of 10, Excellent, (1001)
"Place was very clean, staff was very friendly"
United States
ANTHONY
The price is AED 391
AED 460 total
includes taxes & fees
29 Dec - 30 Dec
Kimpton Schofield Hotel by IHG

Cleveland Marriott Downtown at Key Tower

Cleveland Marriott Downtown at Key Tower
4.0 star property
Downtown Cleveland
8.8 out of 10, Excellent, (1000)
"Great location, staff was very nice"
United States
Sanders
The price is AED 584
AED 686 total
includes taxes & fees
30 Dec - 31 Dec
Cleveland Marriott Downtown at Key Tower

Metropolitan at The 9, Autograph Collection

Metropolitan at The 9, Autograph Collection
4.0 star property
Downtown Cleveland
9.0 out of 10, Wonderful, (945)
"Beautiful hotel, will definitely be back! "
United States
Keith
The price is AED 584
AED 686 total
includes taxes & fees
1 Jan - 2 January 2026
Metropolitan at The 9, Autograph Collection

Residence Inn By Marriott Cleveland Downtown

Residence Inn By Marriott Cleveland Downtown
3.0 star property
Downtown Cleveland
8.2 out of 10, Very Good, (1009)
"Clean rooms, decent breakfast "
United States
Shawntae
The price is AED 379
AED 445 total
includes taxes & fees
25 Dec - 26 Dec
Residence Inn By Marriott Cleveland Downtown

Comfort Inn Cleveland Downtown

Comfort Inn Cleveland Downtown
2.5 star property
Downtown Cleveland
8.0 out of 10, Very Good, (1015)
"Nice place to stay in Cleveland "
United States
Andrew
The price is AED 320
AED 376 total
includes taxes & fees
4 Jan - 5 January 2026
Comfort Inn Cleveland Downtown

Aloft Cleveland Downtown

Aloft Cleveland Downtown
3.0 star property
Downtown Cleveland
8.4 out of 10, Very Good, (1005)
"Very nice place to stay, especially if you are traveling with a pets."
United States
VITALIY
The price is AED 404
AED 475 total
includes taxes & fees
4 Jan - 5 January 2026
Aloft Cleveland Downtown

Hilton Garden Inn Cleveland Downtown

Hilton Garden Inn Cleveland Downtown
3.0 star property
Downtown Cleveland
7.6 out of 10, Good, (1006)
"Enjoyed my stay great place to stay for game trips"
United States
Rolando
The price is AED 284
AED 334 total
includes taxes & fees
10 Jan - 11 January 2026
Hilton Garden Inn Cleveland Downtown

Fidelity Hotel

Fidelity Hotel
4.5 star property
Downtown Cleveland
9.6 out of 10, Exceptional, (551)
"Staff was amazing food was excellent!! Will definitely stay again!"
United States
Sabrina
The price is AED 395
AED 550 total
includes taxes & fees
1 Jan - 2 January 2026
Fidelity Hotel

DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside

DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside
4.0 star property
Downtown Cleveland
7.2 out of 10, Good, (1448)
"Hotel is a little rundown, but friendly staff and great location for football game! "
Canada
Jamie
The price is AED 403
AED 474 total
includes taxes & fees
1 Jan - 2 January 2026
DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside

Hampton Inn Cleveland-Downtown

Hampton Inn Cleveland-Downtown
3.0 star property
Downtown Cleveland
8.8 out of 10, Excellent, (1433)
"Room was clean and staff was cool. "
United States
Anthony
The price is AED 270
AED 318 total
includes taxes & fees
26 Dec - 27 Dec
Hampton Inn Cleveland-Downtown

Holiday Inn Express Cleveland Downtown by IHG

Holiday Inn Express Cleveland Downtown by IHG
2.5 star property
Downtown Cleveland
8.0 out of 10, Very Good, (1692)
"Very nice rooms, love the valet service "
United States
Raymond
The price is AED 364
AED 427 total
includes taxes & fees
29 Dec - 30 Dec
Holiday Inn Express Cleveland Downtown by IHG

Super 8 by Wyndham Twinsburg/Cleveland Area

Super 8 by Wyndham Twinsburg/Cleveland Area
2.0 star property
Twinsburg
7.0 out of 10, Good, (875)
"I'm not picky about the rooms. It had some flaws but had a comfortable bed. Staff was very courteous"
United States
James
The price is AED 184
AED 212 total
includes taxes & fees
30 Dec - 31 Dec
Super 8 by Wyndham Twinsburg/Cleveland Area

Hotel Cleveland, Autograph Collection

Hotel Cleveland, Autograph Collection
4.0 star property
Downtown Cleveland
9.0 out of 10, Wonderful, (200)
"Room was very clean and the bed was exceptionally comfortable."
United States
Steven
The price is AED 547
AED 643 total
includes taxes & fees
25 Dec - 26 Dec
Hotel Cleveland, Autograph Collection

ROOST Cleveland

ROOST Cleveland
4.0 star property
Downtown Cleveland
9.6 out of 10, Exceptional, (632)
"Very nice hotel and very convenient to everything "
United States
Beth
The price is AED 459
AED 540 total
includes taxes & fees
29 Dec - 30 Dec
ROOST Cleveland

Drury Plaza Hotel Cleveland Downtown

Drury Plaza Hotel Cleveland Downtown
3.0 star property
Downtown Cleveland
9.4 out of 10, Exceptional, (2635)
"Always stay here when in town."
United States
Craig
The price is AED 470
AED 552 total
includes taxes & fees
29 Dec - 30 Dec
Drury Plaza Hotel Cleveland Downtown

Crowne Plaza Cleveland at Playhouse Square by IHG

Crowne Plaza Cleveland at Playhouse Square by IHG
3.5 star property
Downtown Cleveland
9.0 out of 10, Wonderful, (1300)
"Room was clean staff was great "
United States
Glen
The price is AED 356
AED 419 total
includes taxes & fees
5 Jan - 6 January 2026
Crowne Plaza Cleveland at Playhouse Square by IHG

The Westin Cleveland Downtown

The Westin Cleveland Downtown
4.0 star property
Downtown Cleveland
8.6 out of 10, Excellent, (1927)
"Very friendly staff. "
United States
Kenneth
The price is AED 400
AED 470 total
includes taxes & fees
25 Dec - 26 Dec
The Westin Cleveland Downtown

Stone Gables Inn

Stone Gables Inn
2.0 star property
Ohio City
9.6 out of 10, Exceptional, (253)
"Very clean room, the bed was so comfortable "
United States
Stephanie
The price is AED 378
AED 488 total
includes taxes & fees
19 Jan - 20 January 2026
Stone Gables Inn

Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG

Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG
3.0 star property
Mayfield Heights
8.2 out of 10, Very Good, (1001)
"Taco Tuesday dinner included. Good breakfast with lots of options. "
United States
Christine
The price is AED 378
AED 444 total
includes taxes & fees
28 Dec - 29 Dec
Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG

Hyatt Regency Cleveland At The Arcade

Hyatt Regency Cleveland At The Arcade
4.0 star property
Downtown Cleveland
8.8 out of 10, Excellent, (1085)
"Great Hotel"
United States
Sherian
The price is AED 500
AED 587 total
includes taxes & fees
15 Jan - 16 January 2026
Hyatt Regency Cleveland At The Arcade
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 is perfect for family-friendly outdoor activities, featuring lakes, parks, and nature reserves for hiking and biking.
  • Charming Neighborhoods: Explore welcoming neighborhoods filled with friendly locals and budget-friendly attractions.
  • Local Wineries: Enjoy a relaxing visit to nearby wineries, ideal for unwinding and savoring local flavors.
  • Golf Courses: Play a round of golf at some of the beautiful courses available in the area.
  • Diverse Accommodations: Choose from a range of lodging options, including pet-friendly and LGBTQIA-friendly establishments.

Find great hotels near Chesterland

Discover the diverse hotel accommodations in Chesterland, Ohio, perfect for both leisure and business travelers. Whether you're seeking a cozy motel or a welcoming hotel, Chesterland offers a variety of options, including pet-friendly and LGBTQIA-friendly establishments. With a focus on comfort and convenience, you'll find the ideal place to unwind after exploring the charming surroundings. Enjoy a memorable stay in this delightful community.

  • Beachwood Extended Suites: Ideal for business travelers and pet owners, Beachwood Extended Suites offers a welcoming atmosphere just 14.5km from Chesterland. This hotel provides a unique blend of comfort and convenience, featuring amenities designed for extended stays. Guests can enjoy spacious suites equipped with kitchenettes, making it easy to prepare meals during their stay. The pet-friendly policy allows some pets on-site, ensuring that your furry companions can accompany you. Guests appreciate the hotel's focus on practicality and the ease of accessing nearby business hubs and local attractions.
  • Red Roof Inn Cleveland - Mentor/Willoughby: Located 12.9km from Chesterland, the Red Roof Inn Cleveland - Mentor/Willoughby is a vibrant choice for LGBTQIA-friendly travelers and pet owners. This welcoming hotel offers a relaxed atmosphere with essential amenities, including comfortable rooms and easy access to local dining and shopping options. The pet-friendly policy not only permits dogs and cats but also includes a fee-waived service animal option, making it a convenient choice for all guests. Travelers love the inclusive environment and the hotel's commitment to being a welcoming space for everyone.
  • Comfort Inn Mayfield Heights Cleveland East: Just 9.7km from Chesterland, Comfort Inn Mayfield Heights Cleveland East is an excellent option for travelers seeking a mix of business convenience and a pet-friendly experience. The hotel proudly supports LGBTQIA travelers and offers a modern, comfortable environment. Guests can enjoy complimentary breakfast and well-appointed rooms designed for relaxation after a busy day. The pet policy allows for pets, and the fee-waived service animal option provides an added layer of convenience. Visitors appreciate the hotel's accessibility to local attractions and its commitment to guest comfort.

Where to stay near Chesterland

Chesterland, Ohio, offers a delightful mix of outdoor adventures and family-friendly activities. Enjoy tranquil getaways in the beautiful recreational areas nearby, where you can hike, bike, or simply relax in nature. Explore charming neighborhoods filled with friendly faces and budget-friendly attractions, perfect for a romantic escape or a fun family vacation. With many destinations within walking distance, Chesterland is an ideal spot for all types of travelers seeking memorable experiences.

  • Novelty: Located 4.8km from Chesterland, Novelty is a charming city that draws visitors year-round, but especially from June to August when outdoor activities flourish. Known for its stunning scenery and adventurous spirit, the city offers access to recreational areas, an amusement park, and a shopping center. Nature enthusiasts can explore nearby landmarks like the national state park and a picturesque lake, making it a perfect destination for those seeking an outdoor escape.
  • Gates Mills: Also situated 4.8km from Chesterland, Gates Mills is a picturesque city that is popular for its romantic atmosphere and outdoor experiences. Visitor numbers peak in the spring months of March to May, making it a lively time to enjoy the scenic views and local recreational areas. The city features a variety of shopping venues, and its proximity to historic sites and serene lakes adds to its charm. Gates Mills is ideal for couples looking to enjoy a peaceful getaway surrounded by nature.
  • Mayfield: Just 9.7km away from Chesterland, Mayfield is a bustling city that caters to business travelers, families, and urban explorers alike. With peaks in visitor traffic during April and the summer months, it offers a variety of experiences from educational venues to shopping centers and malls. Key attractions include a sports facility stadium and a convention center, making it a great hub for events and gatherings. Mayfield’s urban vibe and family-friendly atmosphere provide a well-rounded experience for all types of visitors.

Things to do in and around Chesterland

Chesterland, Ohio, is perfect for outdoor family adventures, offering a range of activities such as recreational areas and golf courses. Enjoy nearby wineries, explore shopping options, and savor family outings in the great outdoors. Whether you're playing a round of golf or relaxing at a local winery, Chesterland has something for everyone to enjoy during your visit.

Shopping

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

Recreation

At Fowler's Mill Golf Course, enjoy a round of golf surrounded by lush landscapes and a welcoming atmosphere. South Chagrin Reservation offers peaceful trails and serene spots for relaxation, perfect for rejuvenation. Nearby, StoneWater Golf Club invites you to experience its beautiful course and outdoor sports ambiance.

Adventure

Experience thrilling winter sports at Alpine Valley, a ski field located 6.4km from Chesterland, offering fantastic skiing vibes. For summer fun, visit Pioneer Waterland & Dry Fun Park, 20.9km away, where family-friendly water rides await. Enjoy outdoor adventures at Brandywine Ski Resort, 32.2km from Chesterland.

Nightlife

Experience the excitement at Freeway Lanes and WhirlyBall / Laser Sport, both offering fun arcade adventures just 17.7km from Chesterland. For a more relaxed evening, catch a movie at Regal Willoughby Commons, located 14.5km away, perfect for a romantic or family outing.

*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 accommodation prices are lower. Mondays offer the cheapest hotel rates, while Saturdays are the most expensive. Use Expedia's search tool to find budget-friendly options, including eco-certified hotels. Additionally, you can save by booking a package that combines your hotel stay with flights and activities. For local transport, look for affordable public transit options, or explore the area on foot to enjoy free activities and the charming surroundings.

  • 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: Explore Expedia's search tool to customize your travel preferences, such as your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified option will showcase 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 hotel stay in Chesterland with your flights and activities through an Expedia package.

Find the best attractions near Chesterland

Chesterland, Ohio, is perfect for outdoor family adventures, offering a variety of attractions such as lakes, urban parks, and nature reserves. Visitors can explore these scenic spots while enjoying cultural experiences suitable for all ages. Additionally, there are plenty of nearby attractions to enhance your vacation. Whether you're looking for relaxation or adventure, Chesterland has something for everyone.

  • Historic Kirtland: Immerse yourself in the rich history of Historic Kirtland, a charming village 11.3km from Chesterland. Explore its preserved buildings and learn about its significance in the early days of the Latter Day Saint movement, offering a unique glimpse into 19th-century life.
  • Punderson State Park: Venture into Punderson State Park, located 12.9km away, where you can enjoy stunning scenery and outdoor adventures. Hike through lush trails, fish in tranquil waters, or simply relax in nature's beauty.
  • The Holden Arboretum: Discover The Holden Arboretum, just 11.3km from Chesterland, a family-friendly destination featuring picturesque gardens and diverse plant collections. Engage with nature through various trails and educational programs perfect for all ages.

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 major airports nearby. Cleveland Hopkins International Airport (CLE) is 43.5km away, offering luxurious accommodations like The Ritz-Carlton and Kimpton Schofield Hotel, both just 16.1km from the airport. For those considering Akron-Canton Airport (CAK), located 67.6km from Chesterland, options include the DoubleTree by Hilton Canton Downtown, 14.5km away, and Embassy Suites, just 1.6km from the airport. Cuyahoga County Airport (CGF) is the closest at 14.5km, with hotel choices like InterContinental Cleveland and The Tudor Arms Hotel, both 12.9km from the airport. Transportation services are readily available from all these hotels to their respective airports.

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 Wyndham Independence. See all available top hotels, or vacation rentals in Chesterland.
What are some of the best vacation home rentals in Chesterland?
Luxury Downtown Townhome w/ Private Garage Unit 13: 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. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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 1538 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 West Geauga Plaza and Chesterland City Park. 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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