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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, (698 reviews)
"Super friendly and clean!"
United States
Bob
The price is SAR 357
SAR 411 total
includes taxes & fees
5 Apr - 6 Apr
Holiday Inn Express & Suites Madison by IHG

Motel 6 Streetsboro, OH

Motel 6 Streetsboro, OH
2.0 star property
Streetsboro
7.4 out of 10, Good, (1,002 reviews)
"Very helpful "
United States
Yvonne
The price is SAR 169
SAR 191 total
includes taxes & fees
29 Mar - 30 Mar
Motel 6 Streetsboro, OH

Steele Mansion

Steele Mansion
3.5 star property
Painesville
10.0 out of 10, Exceptional, (449 reviews)
"Family had a wonderful stay while here."
United States
James
The price is SAR 602
SAR 712 total
includes taxes & fees
27 Mar - 28 Mar
Steele Mansion

Hampton Inn Madison

Hampton Inn Madison
2.5 star property
Madison
9.6 out of 10, Exceptional, (800 reviews)
"We enjoyed our short stay! The room and hotel itself were very clean and breakfast was delicious!"
United States
Keary
The price is SAR 366
SAR 422 total
includes taxes & fees
5 Apr - 6 Apr
Hampton Inn Madison

The Aurora Inn

The Aurora Inn
3.0 star property
Aurora
9.0 out of 10, Wonderful, (619 reviews)
"Very nice historical inn, we loved our stay!"
United States
Barb Robinson
The price is SAR 388
SAR 439 total
includes taxes & fees
29 Mar - 30 Mar
The Aurora Inn

Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby
2.0 star property
Willoughby
7.4 out of 10, Good, (1,000 reviews)
"Staff was great. Room was dated but very clean. "
United States
Amy
The price is SAR 228
SAR 263 total
includes taxes & fees
8 Apr - 9 Apr
Red Roof Inn Cleveland - Mentor/ Willoughby

Best Western Plus Mentor-Cleveland Northeast

Best Western Plus Mentor-Cleveland Northeast
2.5 star property
Mentor
9.2 out of 10, Wonderful, (1,005 reviews)
"Very nice Hotel. Would definitely recommend to family and friends. "
United States
Chad
The price is SAR 380
SAR 438 total
includes taxes & fees
8 Apr - 9 Apr
Best Western Plus Mentor-Cleveland Northeast

Fairfield Inn & Suites by Marriott Cleveland Streetsboro

Fairfield Inn & Suites by Marriott Cleveland Streetsboro
3.0 star property
Streetsboro
8.8 out of 10, Excellent, (748 reviews)
"Yummy breakfast "
United States
Julie
The price is SAR 410
SAR 463 total
includes taxes & fees
18 Apr - 19 Apr
Fairfield Inn & Suites by Marriott Cleveland Streetsboro

Hampton Inn & Suites Cleveland Southeast/Streetsboro

Hampton Inn & Suites Cleveland Southeast/Streetsboro
2.5 star property
Streetsboro
9.0 out of 10, Wonderful, (1,004 reviews)
"Great place! & breakfast "
United States
Debbie
The price is SAR 397
SAR 449 total
includes taxes & fees
4 Apr - 5 Apr
Hampton Inn & Suites Cleveland Southeast/Streetsboro

Quality Inn Streetsboro - Kent

Quality Inn Streetsboro - Kent
2.5 star property
Streetsboro
7.2 out of 10, Good, (814 reviews)
"The rooms were much nicer than I expected for the price. I would stay here again. "
United States
Amy
The price is SAR 214
SAR 242 total
includes taxes & fees
29 Mar - 30 Mar
Quality Inn Streetsboro - Kent

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, (913 reviews)
"Great "
United States
Christopher
The price is SAR 379
SAR 448 total
includes taxes & fees
29 Mar - 30 Mar
Holiday Inn Express & Suites Painesville - Concord by IHG

Four Points by Sheraton Cleveland-Eastlake

Four Points by Sheraton Cleveland-Eastlake
3.0 star property
Eastlake
8.6 out of 10, Excellent, (565 reviews)
"Clean and convenient "
United States
Leo
The price is SAR 387
SAR 446 total
includes taxes & fees
30 Mar - 31 Mar
Four Points by Sheraton Cleveland-Eastlake

Comfort Inn Painesville - Concord

Comfort Inn Painesville - Concord
2.5 star property
Painesville
8.4 out of 10, Very Good, (1,001 reviews)
"We stay here often, it is our go to place in Ohio! "
United States
Timothy
The price is SAR 380
SAR 449 total
includes taxes & fees
19 Apr - 20 Apr
Comfort Inn Painesville - Concord

Spark by Hilton Cleveland Beachwood

Spark by Hilton Cleveland Beachwood
3.0 star property
Beachwood
9.2 out of 10, Wonderful, (274 reviews)
"The room was clean and the staff was helpful & friendly. Excellent location for our needs. Would stay here again!"
United States
Cathy
The price is SAR 286
SAR 336 total
includes taxes & fees
2 Apr - 3 Apr
Spark by Hilton Cleveland Beachwood

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, (904 reviews)
"Convenient"
United States
Cheryl
The price is SAR 189
SAR 218 total
includes taxes & fees
29 Mar - 30 Mar
Super 8 by Wyndham Twinsburg/Cleveland Area

Residence Inn By Marriott Cleveland Mentor

Residence Inn By Marriott Cleveland Mentor
3.0 star property
Mentor
9.0 out of 10, Wonderful, (404 reviews)
"Good property, good location, fair pricing. Breakfast was good and had lots of variety, rooms were big but getting a little dated and getting worn. "
United States
Keith
The price is SAR 477
SAR 550 total
includes taxes & fees
3 Apr - 4 Apr
Residence Inn By Marriott Cleveland Mentor

The Bertram Inn & Conf Ctr Trademark Collection by Wyndham

The Bertram Inn & Conf Ctr Trademark Collection by Wyndham
3.5 star property
Aurora
7.6 out of 10, Good, (197 reviews)
"Very welcoming, nice staff and clean. "
United States
Roberto
The price is SAR 507
SAR 573 total
includes taxes & fees
29 Mar - 30 Mar
The Bertram Inn & Conf Ctr Trademark Collection by Wyndham

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, (822 reviews)
"Clean room , nice restaurant/bar , great staff"
United States
Michael
The price is SAR 428
SAR 493 total
includes taxes & fees
30 Mar - 31 Mar
Holiday Inn Cleveland Northeast - Mentor by IHG

Hampton Inn & Suites Cleveland Mentor

Hampton Inn & Suites Cleveland Mentor
2.5 star property
Mentor
8.6 out of 10, Excellent, (767 reviews)
"Super clean and the breakfast was very good "
United States
Todd
The price is SAR 428
SAR 493 total
includes taxes & fees
5 Apr - 6 Apr
Hampton Inn & Suites Cleveland Mentor

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, (1,038 reviews)
"Nice place "
United States
Brian
The price is SAR 319
SAR 368 total
includes taxes & fees
29 Mar - 30 Mar
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
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.

Chesterland, Ohio, USA - 2-21-22: A small bridge in the Bessie Benner Metzenbaum Park

Top Chesterland Hotel Reviews

More cheap stays in Chesterland

Find out more about Chesterland

Top reasons to visit Chesterland

  • Outdoor Adventures: Chesterland boasts beautiful lakes, urban parks, and nature reserves, perfect for exploration and relaxation.
  • Family-Friendly Activities: The city offers various engaging outings and recreational areas, making it ideal for families.
  • Nearby Wineries: Wine enthusiasts can enjoy delightful experiences at local wineries, adding a unique touch to your visit.
  • Welcoming Atmosphere: Experience the charm of friendly locals and a peaceful setting, perfect for a relaxing getaway.
  • Diverse Accommodation: From cozy motels to comfortable hotels, Chesterland provides a range of lodging options for every traveler.

Find great hotels near Chesterland

Chesterland, Ohio, offers a variety of lodging options perfect for any traveler. From comfortable hotels to cozy motels, you're sure to find accommodations that meet your needs. Many hotels cater to business travelers and provide pet-friendly services, ensuring a welcoming experience for everyone, including the LGBTQIA community. Explore the best hotels in Chesterland for a memorable stay and convenient access to local attractions.

  • Beachwood Extended Suites: Beachwood Extended Suites offers a cozy and convenient stay for travelers seeking a home away from home. Located 14.5km from Chesterland, this hotel features pet-friendly accommodations, making it ideal for those wishing to travel with their furry companions. With a focus on business travel, the hotel provides essential amenities such as complimentary Wi-Fi and business services, ensuring you stay connected and productive during your visit. Guests appreciate the welcoming atmosphere and the flexibility of having pets on-site, with policies in place to accommodate various needs.
  • Red Roof Inn Cleveland - Mentor/Willoughby: Situated 12.9km from Chesterland, Red Roof Inn Cleveland - Mentor/Willoughby is a vibrant choice for the LGBTQIA community and pet lovers alike. This hotel prides itself on creating an inclusive environment, and its affiliation with LGBTQI travel guides reflects its commitment to welcoming all guests. With amenities such as free Wi-Fi, comfortable rooms, and a flexible pet policy, this property ensures a pleasant stay for everyone. Guests will enjoy the convenient location and the friendly, accommodating staff.
  • Comfort Inn Mayfield Heights Cleveland East: Located 9.7km from Chesterland, Comfort Inn Mayfield Heights Cleveland East is perfect for both business travelers and vacationers seeking a pet-friendly environment. This hotel stands out for its welcoming atmosphere towards the LGBTQIA community, complemented by its association with LGBTQI travel guides. Guests can take advantage of modern amenities, complimentary breakfast, and well-appointed rooms. The hotel’s proximity to local attractions makes it a great base for exploring the area while providing a comfortable retreat after a day of activities.

Where to stay near Chesterland

Chesterland, Ohio, offers a delightful blend of outdoor adventures and family-friendly activities. Nestled in a tranquil setting, this charming city is perfect for a relaxing getaway. Explore nearby recreational areas and enjoy the welcoming atmosphere created by friendly locals. With its budget-friendly options and romantic spots, Chesterland is an ideal destination for travelers seeking both excitement and relaxation. Venture out to nearby neighborhoods for even more enriching experiences.

  • Novelty: Located merely 4.8km from Chesterland, Novelty is a charming city known for its welcoming atmosphere and outdoor adventures. Visitors flock here for its beautiful scenery, making it perfect for nature lovers and adventure seekers alike. The summer months, from June to August, see the most traveler activity, while winter brings a quieter ambiance. Popular attractions include a nearby national state park, tranquil lakes, and an amusement park, offering a variety of recreational activities. Don't miss the chance to explore local shops and indulge in the area's vibrant outdoor offerings.
  • Gates Mills: Also just 4.8km from Chesterland, Gates Mills is a picturesque city that captures the essence of outdoor beauty and romantic getaways. With a peak in visitors from March to May, Gates Mills is perfect for those seeking a serene escape. The city's charm lies in its historic sites and scenic lakes, with plenty of recreational areas and shopping options nearby. Stroll through the quaint neighborhoods or enjoy a leisurely day at the local shopping mall center, making it an ideal destination for couples and families alike.
  • Mayfield: Situated 9.7km from Chesterland, Mayfield is a bustling city that caters to families and business travelers. With visitor numbers peaking in April and the summer months, it offers a mix of outdoor activities and educational experiences. The city is well-equipped with shopping centers and a sports facility stadium, making it a lively spot for both leisure and business. Additionally, the convention center and various event venues ensure that Mayfield is a hub for gatherings and entertainment, making it a versatile destination for all types of travelers.

Things to do in and around Chesterland

Chesterland, Ohio, offers a perfect blend of outdoor and family adventures. Enjoy recreational areas, golf courses, and various shopping options. Families can explore engaging outings while nearby wineries provide a delightful experience for wine enthusiasts. Whether you seek relaxation or adventure, Chesterland has something for everyone to enjoy during your vacation.

Shopping

In Chesterland, you can enjoy shopping at Legacy Village, located 12.9km away, and Pinecrest Plaza Shopping, also 14.5km away, both offering a vibrant mix of businesses and entertainment. For a more extensive experience, ETON Chagrin Blvd Shopping Center is located 12.9km away as well.

Recreation

Fowler's Mill Golf Course offers a scenic golfing experience surrounded by lush landscapes and outdoor vibes, perfect for sports enthusiasts. Nearby, South Chagrin Reservation provides a tranquil setting for relaxation and wellness activities, while StoneWater Golf Club features beautiful courses and outdoor adventures just a short drive away.

Adventure

Experience the thrill of winter sports at Alpine Valley, a vibrant ski field located 6.4km from Chesterland, perfect for skiing enthusiasts. For summer fun, visit Pioneer Waterland & Dry Fun Park, 20.9km away, offering exciting water rides and family entertainment. Lastly, enjoy outdoor skiing adventures at Brandywine Ski Resort, situated 32.2km from Chesterland.

Nightlife

The nightlife in Chesterland offers exciting experiences like Freeway Lanes and WhirlyBall / Laser Sport, both fun arcade adventure zones filled with thrill. For a more relaxed evening, catch a romantic film at Regal Willoughby Commons, just 14.5km away, perfect for family entertainment.

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

Booking tips and Expedia advantages for Chesterland

For a budget-friendly vacation in Chesterland, Ohio, plan your visit during the off-peak months of December to February when prices drop. Save further by booking your stay on a Monday, as Saturday tends to be the priciest. Use Expedia to compare hotel rates and take advantage of package deals that combine flights and accommodations. Explore free activities in the area and consider public transport options to minimize travel expenses. Sorting hotel options by price from lowest to highest will help you find the best deals suited to your budget.

  • 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 type of accommodation. To find the best deals and lowest prices, 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.

Find the best attractions near Chesterland

Chesterland, Ohio, offers a fantastic outdoor adventure for families and travelers seeking culture and scenic experiences. Popular attractions include lakes, urban parks, and nature reserves, perfect for exploration and relaxation. Whether you're enjoying the natural beauty or engaging in local activities, Chesterland provides a variety of nearby attractions to enhance your visit. It's an ideal destination for those looking to connect with nature and enjoy outdoor fun.

  • Historic Kirtland: Explore the rich cultural heritage of Historic Kirtland, a historic village that offers a glimpse into early American life. With restored buildings and engaging historical reenactments, you'll feel transported back in time, making it a fascinating stop just 11.3km from Chesterland.
  • Punderson State Park: Experience the great outdoors at Punderson State Park, a haven for adventure enthusiasts. Enjoy hiking trails, fishing, and picnicking amidst stunning natural scenery, all located 12.9km from Chesterland. It's perfect for those looking to embrace nature.
  • The Holden Arboretum: Delight in the beauty of nature at The Holden Arboretum, where families can enjoy walking trails, beautiful gardens, and educational programs. Located just 11.3km away, it’s a perfect spot for relaxation and exploration.

Best time to go to Chesterland

The best time to visit Chesterland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chesterland falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chesterland falls in January, 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 and offers luxury accommodations like The Ritz-Carlton and Kimpton Schofield Hotel, both 16.1km from the airport. For a closer option, Cuyahoga County Airport (CGF) is just 14.5km away, with quality hotels such as InterContinental Cleveland and The Tudor Arms Hotel, each 12.9km from the airport. Additionally, Akron-Canton Airport (CAK) is 67.6km from Chesterland, featuring hotels like DoubleTree by Hilton Canton Downtown, just 14.5km away. Transportation services are readily available from these hotels to their respective airports.

Frequently asked questions

Where is the best place for a stay in Chesterland?
Hotel Indigo Cleveland Downtown by IHG, located 18.2 mi (29.2 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 Hotel Cleveland, Autograph Collection. See all available top hotels, or vacation rentals in Chesterland.
What are some of the best vacation home rentals in Chesterland?
Ohio City Getaway W/ Hot Tub, Pool Table and more!: This vacation home rental outside of Chesterland is located in the city center and has a fireplace, a furnished patio, and a barbecue grill to put you at ease in your new surroundings. 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. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. 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 1541 hotels and other accommodations in the surrounding area. Find out more about Chesterland.
What is there to see in Chesterland?
The picturesque setting of Chagrin River and Chesterland City Park exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Fowler's Mill Golf Course and Alpine Valley. 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.