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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, (701 reviews)
"Super friendly and clean!"
United States
Bob
$95 nightly
The price is $109
Apr 2 - Apr 3
Total with taxes and fees
Holiday Inn Express & Suites Madison by IHG

Best Western Plus Mentor-Cleveland Northeast

Best Western Plus Mentor-Cleveland Northeast
2.5 star property
Mentor
9.2 out of 10, Wonderful, (1,000 reviews)
"Very nice Hotel. Would definitely recommend to family and friends. "
United States
Chad
$101 nightly
The price is $117
Apr 8 - Apr 9
Total with taxes and fees
Best Western Plus Mentor-Cleveland Northeast

Hampton Inn Madison

Hampton Inn Madison
2.5 star property
Madison
9.6 out of 10, Exceptional, (801 reviews)
"Nice rooms, clean fitness room, several choices on the breakfast bar"
United States
Karen
$102 nightly
The price is $117
Apr 6 - Apr 7
Total with taxes and fees
Hampton Inn Madison

Steele Mansion

Steele Mansion
3.5 star property
Painesville
10.0 out of 10, Exceptional, (450 reviews)
"Family had a wonderful stay while here."
United States
James
$160 nightly
The price is $190
Apr 2 - Apr 3
Total with taxes and fees
Steele Mansion

Motel 6 Streetsboro, OH

Motel 6 Streetsboro, OH
2.0 star property
Streetsboro
7.4 out of 10, Good, (1,001 reviews)
"As always i had an amazing stay. Pet friendly and stuff was amazing as always. "
United States
Yvonne
$49 nightly
The price is $55
Apr 2 - Apr 3
Total with taxes and fees
Motel 6 Streetsboro, OH

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 were friendly, housekeeping was outstanding. Water is hot for a shower, the best. Bed was comfortable, lots of pillows a plus!! It was a nice place to stay and I plan on staying there again. "
United States
Melissa
$61 nightly
The price is $70
Apr 5 - Apr 6
Total with taxes and fees
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, (1,039 reviews)
"Nice place "
United States
Brian
$85 nightly
The price is $98
Apr 2 - Apr 3
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Cleveland Macedonia

The Aurora Inn

The Aurora Inn
3.0 star property
Aurora
9.0 out of 10, Wonderful, (622 reviews)
"Comfortable stay, would love to come back again "
Canada
Marium
$110 nightly
The price is $125
Apr 12 - Apr 13
Total with taxes and fees
The Aurora Inn

Spark by Hilton Cleveland Beachwood

Spark by Hilton Cleveland Beachwood
3.0 star property
Beachwood
9.4 out of 10, Exceptional, (285 reviews)
"The room was clean and the staff was helpful & friendly. Excellent location for our needs. Would stay here again!"
United States
Cathy
$71 nightly
The price is $83
Apr 12 - Apr 13
Total with taxes and fees
Spark by Hilton Cleveland Beachwood

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, (749 reviews)
"Yummy breakfast "
United States
Julie
$109 nightly
The price is $123
Apr 5 - Apr 6
Total with taxes and fees
Fairfield Inn & Suites by Marriott Cleveland Streetsboro

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, (916 reviews)
"great breakfast, nice room!"
United States
LYNN
$115 nightly
The price is $136
Apr 5 - Apr 6
Total with taxes and fees
Holiday Inn Express & Suites Painesville - Concord by IHG

Stone Gables Inn

Stone Gables Inn
2.0 star property
Ohio City
9.6 out of 10, Exceptional, (261 reviews)
"Gorgeous space! Stocked kitchen! Convenient location!"
United States
Amanda
$128 nightly
The price is $150
Apr 29 - Apr 30
Total with taxes and fees
Stone Gables Inn

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
$114 nightly
The price is $131
Apr 12 - Apr 13
Total with taxes and fees
Hampton Inn & Suites Cleveland Mentor

Four Points by Sheraton Cleveland-Eastlake

Four Points by Sheraton Cleveland-Eastlake
3.0 star property
Eastlake
8.6 out of 10, Excellent, (567 reviews)
"Clean room, comfortable bed, friendly staff and great location"
United States
David Mark
$103 nightly
The price is $119
Apr 5 - Apr 6
Total with taxes and fees
Four Points by Sheraton Cleveland-Eastlake

Residence Inn By Marriott Cleveland Mentor

Residence Inn By Marriott Cleveland Mentor
3.0 star property
Mentor
9.0 out of 10, Wonderful, (406 reviews)
"Property was very welcoming to pets. "
United States
Tyler
$127 nightly
The price is $146
Apr 4 - Apr 5
Total with taxes and fees
Residence Inn By Marriott Cleveland Mentor

Comfort Inn Painesville - Concord

Comfort Inn Painesville - Concord
2.5 star property
Painesville
8.4 out of 10, Very Good, (1,007 reviews)
"Everything was great , staff, hotel everything ! "
United States
Lashona
$103 nightly
The price is $122
Apr 26 - Apr 27
Total with taxes and fees
Comfort Inn Painesville - Concord

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, (823 reviews)
"Clean room , nice restaurant/bar , great staff"
United States
Michael
$110 nightly
The price is $127
Apr 5 - Apr 6
Total with taxes and fees
Holiday Inn Cleveland Northeast - Mentor by IHG

TownePlace Suites by Marriott Cleveland Solon

TownePlace Suites by Marriott Cleveland Solon
3.0 star property
Solon
9.4 out of 10, Exceptional, (462 reviews)
"Staff was great/friendly, room was clean"
United States
Dawn
$101 nightly
The price is $119
Apr 5 - Apr 6
Total with taxes and fees
TownePlace Suites by Marriott Cleveland Solon

Hilton Garden Inn Cleveland/Twinsburg

Hilton Garden Inn Cleveland/Twinsburg
3.0 star property
Twinsburg
8.8 out of 10, Excellent, (763 reviews)
"Excellent service from staff! Great room! "
United States
Joshua
$109 nightly
The price is $126
Apr 26 - Apr 27
Total with taxes and fees
Hilton Garden Inn Cleveland/Twinsburg

Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent
2.0 star property
Streetsboro
7.6 out of 10, Good, (1,002 reviews)
"Better than my last stay there."
United States
Ellen
$47 nightly
The price is $53
Apr 17 - Apr 18
Total with taxes and fees
Econo Lodge Cleveland Southeast - Kent
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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

Hotels in Chesterland with star-rating

Find out more about Chesterland

Top reasons to visit Chesterland

  • Outdoor Adventures: Chesterland features nature preserves, lakes, and urban parks perfect for hiking, relaxing, and enjoying scenic views.
  • Family-Friendly Activities: The area offers a variety of attractions suitable for families, including recreational areas and shopping centers.
  • Thrilling Ski Experiences: For adventure lovers, nearby Alpine Valley provides skiing and terrain parks for exciting winter activities.
  • Welcoming Atmosphere: Friendly locals and charming neighborhoods create a warm environment for all travelers.
  • Diverse Accommodations: Chesterland offers a range of hotels and motels, ensuring a comfortable stay for every guest.

Find great hotels near Chesterland

Chesterland, Ohio offers a variety of hotel accommodations to meet your travel needs, whether you're on a business trip or seeking a pet-friendly getaway. With options ranging from comfortable motels to welcoming hotels, you can enjoy an inclusive and LGBTQIA-friendly atmosphere. Discover the best hotels in Chesterland that provide essential amenities and a warm, inviting experience for every traveler.

  • Beachwood Extended Suites: Beachwood Extended Suites is a budget-friendly lodging option located 9 miles away from Chesterland, perfect for travelers seeking a comfortable stay without breaking the bank. This hotel caters to business travelers and pet owners, allowing dogs on-site with specific restrictions and a waived fee for service animals. Guests will appreciate the spacious suites equipped with essential amenities, making it an ideal choice for extended stays. The welcoming atmosphere and convenient location provide a great base for exploring the area.
  • Red Roof Inn Cleveland - Mentor/Willoughby: Situated 8 miles from Chesterland, Red Roof Inn Cleveland - Mentor/Willoughby offers a budget-friendly experience for those traveling with pets. This hotel welcomes both dogs and cats, ensuring a hassle-free stay for pet owners. The rooms are designed for comfort and practicality, featuring modern amenities. Guests enjoy the convenience of in-room dining options and easy access to nearby attractions, making it an excellent choice for families and individuals alike looking for a cozy and affordable retreat.
  • Comfort Inn Mayfield Heights Cleveland East: Located just 6 miles from Chesterland, Comfort Inn Mayfield Heights Cleveland East boasts a solid guest rating of 8.4 out of 10, reflecting its commitment to quality service. This hotel is well-suited for both business travelers and pet owners, featuring pet-friendly policies with a small fee. Guests can unwind in well-appointed rooms and take advantage of the hotel's amenities, including a complimentary breakfast. The friendly staff and convenient location make this hotel an appealing option for those visiting the Cleveland area.

Where to stay near Chesterland

Chesterland, Ohio, offers a delightful blend of outdoor adventures and family-friendly activities, making it a perfect vacation spot. Explore the nearby Alpine Valley for stunning scenery and thrilling experiences. The warm atmosphere is complemented by friendly locals, creating a welcoming environment for all types of travelers. With its charming neighborhoods and budget-friendly options, Chesterland is ideal for romantic getaways or family vacations, ensuring a memorable experience for everyone.

  • Novelty: Nestled only 3 miles from Chesterland, Novelty is a charming city that beckons outdoor enthusiasts and adventure seekers alike. With visitor numbers peaking from June to August, it's the perfect summer getaway. The area is known for its stunning scenery and recreational opportunities, including access to lakes and a national state park. Explore the local educational attractions and enjoy shopping at the nearby centers. Whether you're hiking along the beach or picnicking by the lake, Novelty offers a refreshing escape into nature.
  • Gates Mills: Also located 3 miles from Chesterland, Gates Mills is a picturesque city that invites visitors year-round, particularly from March to May. Known for its breathtaking outdoor experiences and scenic landscapes, it features recreational areas perfect for a day of fun. Golf enthusiasts will appreciate the local courses, while shoppers can indulge in a variety of retail options. The nearby urban park and national state park provide serene spots for relaxation and exploration, making Gates Mills an ideal destination for nature lovers.
  • Hunting Valley: Just 4 miles away from Chesterland, Hunting Valley is a beautiful city that attracts visitors seeking outdoor adventures and family-friendly experiences. With peak travel months in March, July, and October, this location offers a delightful mix of recreational activities and shopping opportunities. Families can enjoy the urban parks and national state parks that surround the area, providing ample space for outdoor fun. Whether you're hiking or enjoying a day at the local park, Hunting Valley promises a memorable experience for all.

Things to do near Chesterland

Chesterland, Ohio, offers a fantastic blend of outdoor activities and family-friendly adventures. Visitors can enjoy recreational areas, a shopping center, and a shopping mall. For thrill-seekers, there are options for skiing and exploring terrain parks, making it an exciting destination for adventure vacations.

Shopping

In Chesterland, check out local shops for unique gifts and souvenirs. If you're up for a drive, visit the Great Lakes Mall in Mentor, about 12 miles away, featuring a wide range of retailers and dining options for a full shopping experience.

Recreation

Experience the luxurious ambiance at Quail Hollow Country Club, where you can indulge in upscale amenities and serene surroundings. At Little Mountain Country Club, enjoy a tranquil escape with top-notch facilities and a picturesque setting, perfect for relaxation and rejuvenation.

Adventure

Explore the scenic trails at the Cleveland Metroparks, where hiking and biking adventures await amid stunning landscapes. For thrill-seekers, try zip-lining at the Geauga Lake Park, offering an exhilarating view of the surrounding nature. Don't miss canoeing on the Chagrin River for a refreshing outdoor experience.

Nightlife

Explore the vibrant nightlife in Chesterland by visiting the local bars and restaurants. Enjoy a cozy atmosphere at The Rustic Tavern, where you can savor great food. For a lively scene, check out The Chesterland Brewing Company for craft beers and occasional live music.

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

Booking tips and Expedia advantages for Chesterland

  • 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: Expedia's search tool lets you customize your experience by selecting your budget, preferred location, and additional preferences. You can easily sort the results to display prices from lowest to highest, allowing you to find the most affordable hotels first. Additionally, you can refine your search by hotel type; for instance, by selecting the Eco-certified filter, you'll be shown sustainable and eco-friendly hotels that are available for booking.
  • 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 an outdoor family adventure vacation, offering a variety of attractions like nature preserves, lakes, and urban parks. Visitors can enjoy scenic views and beach experiences while exploring the area’s natural beauty. Whether you're hiking in a preserve or relaxing by the lake, Chesterland provides a delightful escape into nature for travelers looking to unwind and have fun.

  • Historic Kirtland: Explore this charming historic village, rich in cultural vibes and steeped in history. Just 7 miles from Chesterland, you can visit unique sites that reflect the early days of the Mormon Church and the area's development.
  • Punderson State Park: Located 8 miles away, this national state park offers breathtaking scenery and a range of outdoor adventures. Enjoy hiking trails, fishing, and picnicking amidst nature, perfect for thrill-seekers and families alike.
  • The Holden Arboretum: Situated 7 miles from Chesterland, this expansive arboretum provides a beautiful setting for family outings and outdoor exploration. Wander through stunning gardens and diverse plant collections that inspire and educate visitors.

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 27 miles away, with excellent hotel options such as The Ritz-Carlton, Cleveland, Kimpton Schofield Hotel, and Hyatt Regency Cleveland, all located about 10 miles from the airport. PITtsburgh International Airport (PIT) is 91 miles away, featuring hotels like DoubleTree by Hilton and Hyatt Regency, both within a mile of the airport. Additionally, Akron-Canton Airport (CAK) is 42 miles from Chesterland, with nearby hotels including DoubleTree by Hilton and Embassy Suites, both just a mile from the airport. Each airport provides accessible transportation services to their respective hotels.

Frequently asked questions

What is the best area to stay in Chesterland?
The best area to stay in Chesterland is the central village area, particularly around the intersection of Mayfield Road (US-322) and Chillicothe Road (SR-306).

This area is the heart of Chesterland, offering convenient access to local amenities and the feel of a suburban community. You'll find a selection of local shops, eateries, and services clustered along these main roads. It's a well-maintained and pleasant area for those looking for a relaxed stay.

Families will find this central location ideal due to its proximity to local parks and community facilities. It's a comfortable base for exploring the Geauga County area, with easy drives to places like The West Woods or the local library. The calm residential streets nearby make it a good choice for those traveling with children.

For travelers seeking a quiet and residential experience, the areas slightly off the main roads, but still within a short drive of the village center, offer a peaceful setting.
When is the best time to go to Chesterland?
While Chesterland is a charming place to visit year-round, the best time to go is during the late spring, summer, and early fall months, specifically from May to October.

This period offers consistently pleasant weather, ideal for enjoying outdoor activities and the natural beauty of the area. You'll find comfortable temperatures for exploring local parks, visiting farms, and attending community events. Families especially appreciate the warm weather for outdoor adventures.

The fall months, particularly September and October, are beautiful in Chesterland as the Geauga County landscape transforms with vibrant autumn foliage.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chesterland.
How can I save on a Chesterland hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Chesterland hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Chesterland hotel?
Prices for hotels in Chesterland often vary, but you can find a great deal from $53 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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