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Our top choices for Chesterland hotels

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, (1,670 reviews)
"Great location and overall good hotel "
United States
Brandon
$104 nightly
The price is $122
May 25 - May 26
Total with taxes and fees
Hotel Indigo Cleveland Downtown by IHG

Drury Plaza Hotel Cleveland Downtown

Drury Plaza Hotel Cleveland Downtown
4.0 star property
Downtown Cleveland
9.4 out of 10, Exceptional, (2,755 reviews)
"Excellent buffet breakfast daily, beautiful historical place"
United States
Allison
$169 nightly
The price is $199
May 18 - May 19
Total with taxes and fees
Drury Plaza Hotel Cleveland Downtown

The Westin Cleveland Downtown

The Westin Cleveland Downtown
4.0 star property
Downtown Cleveland
8.6 out of 10, Excellent, (2,165 reviews)
"An excellent place to stay all around."
United States
DEBRA
$129 nightly
The price is $152
May 24 - May 25
Total with taxes and fees
The Westin Cleveland Downtown

Hotel Cleveland, Autograph Collection

Hotel Cleveland, Autograph Collection
4.0 star property
Downtown Cleveland
9.2 out of 10, Wonderful, (349 reviews)
"Loved this hotel! The staff was extremely friendly and helpful. The rooms are very spacious, clean and comfortable."
United States
Catherine
$139 nightly
The price is $163
May 25 - May 26
Total with taxes and fees
Hotel Cleveland, Autograph Collection

Hyatt Regency Cleveland At The Arcade

Hyatt Regency Cleveland At The Arcade
4.0 star property
Downtown Cleveland
9.0 out of 10, Wonderful, (1,174 reviews)
"Great location"
United States
Cheri Ann
$166 nightly
The price is $195
Jun 4 - Jun 5
Total with taxes and fees
Hyatt Regency Cleveland At The Arcade

Spark by Hilton Cleveland Beachwood

Spark by Hilton Cleveland Beachwood
3.0 star property
Beachwood
9.2 out of 10, Wonderful, (374 reviews)
"Great continental breakfast, clean spaces, and the staff were amazing!"
United States
Heather
$97 nightly
The price is $114
Jun 14 - Jun 15
Total with taxes and fees
Spark by Hilton Cleveland Beachwood

Drury Inn & Suites Cleveland Beachwood

Drury Inn & Suites Cleveland Beachwood
3.0 star property
Orange
9.4 out of 10, Exceptional, (1,000 reviews)
"room and staff was great, quick and easy check in. breakfast was okay!"
Canada
Caitlyn
$131 nightly
The price is $154
May 24 - May 25
Total with taxes and fees
Drury Inn & Suites Cleveland Beachwood

Fidelity Hotel

Fidelity Hotel
4.5 star property
Downtown Cleveland
9.6 out of 10, Exceptional, (743 reviews)
"Nice breakfast and friendly bar area."
United States
Kenneth
$152 nightly
The price is $179
May 31 - Jun 1
Total with taxes and fees
Fidelity Hotel

Hilton Cleveland Downtown

Hilton Cleveland Downtown
4.0 star property
Downtown Cleveland
9.2 out of 10, Wonderful, (1,410 reviews)
"Great location . Friendly staff, Room was clean , comfy and had a great lake view. Would stay again . Highly recommend for staying in downtown area"
United States
Lance
$169 nightly
The price is $199
May 25 - May 26
Total with taxes and fees
Hilton 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, (1,314 reviews)
"Beautiful Hotel great location"
United States
Nereida
$105 nightly
The price is $123
May 28 - May 29
Total with taxes and fees
Crowne Plaza Cleveland at Playhouse Square by IHG

Cleveland Marriott East

Cleveland Marriott East
3.5 star property
Warrensville Heights
9.0 out of 10, Wonderful, (1,001 reviews)
"Front desk and housekeeping was amazing"
United States
Serina
$157 nightly
The price is $184
May 17 - May 18
Total with taxes and fees
Cleveland Marriott East

Holiday Inn Cleveland Clinic by IHG

Holiday Inn Cleveland Clinic by IHG
3.0 star property
Fairfax
8.8 out of 10, Excellent, (1,349 reviews)
"Great hotel "
United States
Robert
$135 nightly
The price is $159
May 24 - May 25
Total with taxes and fees
Holiday Inn Cleveland Clinic by IHG

Hilton Garden Inn Cleveland Downtown

Hilton Garden Inn Cleveland Downtown
3.0 star property
Downtown Cleveland
7.6 out of 10, Good, (1,015 reviews)
"Very clean with a friendly staff - great location, easy parking for a big city. Would definitely stay here again."
United States
Stephenie
$106 nightly
The price is $124
May 26 - May 27
Total with taxes and fees
Hilton Garden Inn Cleveland Downtown

Hilton Garden Inn Cleveland East/Mayfield Village

Hilton Garden Inn Cleveland East/Mayfield Village
3.0 star property
Mayfield
8.2 out of 10, Very Good, (1,001 reviews)
"There’s a fee for breakfast and room was decent "
United States
Sheryl
$95 nightly
The price is $112
Jun 14 - Jun 15
Total with taxes and fees
Hilton Garden Inn Cleveland East/Mayfield Village

Hampton Inn & Suites Cleveland-Beachwood

Hampton Inn & Suites Cleveland-Beachwood
2.5 star property
Orange
9.0 out of 10, Wonderful, (1,000 reviews)
"Great stay"
United States
John
$155 nightly
The price is $182
May 25 - May 26
Total with taxes and fees
Hampton Inn & Suites Cleveland-Beachwood

Homewood Suites by Hilton Cleveland-Beachwood

Homewood Suites by Hilton Cleveland-Beachwood
3.0 star property
Beachwood
9.0 out of 10, Wonderful, (1,000 reviews)
"I enjoyed my stay at the hotel, clean and easy access to the pool and breakfast."
United States
Amka
$163 nightly
The price is $192
May 21 - May 22
Total with taxes and fees
Homewood Suites by Hilton Cleveland-Beachwood

Aloft Beachwood

Aloft Beachwood
3.0 star property
Beachwood
8.2 out of 10, Very Good, (1,011 reviews)
"The property was very clean and rhe coffee is good"
United States
Raquel
$118 nightly
The price is $139
May 24 - May 25
Total with taxes and fees
Aloft Beachwood

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, (1,001 reviews)
"Breakfast was great, staff was wonderful and establishment was very clean"
United States
Donald
$116 nightly
The price is $136
May 25 - May 26
Total with taxes and fees
Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG

Courtyard by Marriott Cleveland Willoughby

Courtyard by Marriott Cleveland Willoughby
3.0 star property
Willoughby
8.4 out of 10, Very Good, (787 reviews)
"Our stay was wonderful. The Marriott was a very nice place, the staff were very helpful and friendly."
United States
Jennifer
$133 nightly
The price is $153
May 24 - May 25
Total with taxes and fees
Courtyard by Marriott Cleveland Willoughby

Embassy Suites by Hilton Cleveland Beachwood

Embassy Suites by Hilton Cleveland Beachwood
3.5 star property
Beachwood
7.2 out of 10, Good, (1,001 reviews)
"The fountains are gorgeous, I llove the pool, breakfast was awesome💗💗☀️ the lady who made my omelette was sooo sweet n quick!💗"
United States
Juliet R
$122 nightly
The price is $144
May 24 - May 25
Total with taxes and fees
Embassy Suites by Hilton Cleveland Beachwood
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Where to stay near Chesterland

Discover the charm of Chesterland, OH, perfect for outdoor adventures and family-friendly experiences. Explore scenic parks, enjoy romantic strolls, and immerse yourself in the welcoming atmosphere of Chesterland districts. For your next trip, consider various travel options to uncover the beauty of Chesterland, Ohio.

Novelty

Discover Novelty, a charming city ideal for travelers seeking outdoor adventures and scenic beauty. Just a short distance from Chesterland, Novelty is perfect for families and weekend getaways, offering access to Punderson State Park for hiking, Wiegand Lake for relaxing days by the water, and Chagrin Falls Village Park for leisurely strolls. With visitor numbers peaking in the summer, Novelty provides a vibrant atmosphere year-round. Choosing Novelty ensures an enriching experience surrounded by nature's beauty.

Gates Mills

Experience the charm of Gates Mills, an excellent hub for travelers seeking a blend of outdoor adventure and cultural exploration. Just a few miles from Chesterland, Gates Mills offers access to stunning natural scenery, including a nearby lake and national state park, as well as attractions like the Cleveland Museum of Art and Case Western Reserve University. With its welcoming atmosphere and a variety of recreational activities, Gates Mills is a smart choice for your next hotel booking.

Hunting Valley

If you are a family traveler or seeking a luxurious getaway, look no further than Hunting Valley, known for its beautiful parks and recreational areas. Explore cultural gems like Case Western Reserve University and the Cleveland Museum of Art, or delve into history at Historic Kirtland. This charming city, located about 4 miles from Chesterland, offers a perfect blend of outdoor adventure and leisurely shopping, making it an excellent choice for your stay.

Mayfield

Mayfield stands out as a prime spot for families and weekend getaway travelers interested in exploring rich educational and cultural experiences. Just a short distance from Chesterland, visitors can enjoy attractions like the historic Case Western Reserve University, the Cleveland Museum of Art, and the charming Historic Kirtland. With a variety of shopping centers and outdoor activities nearby, Mayfield is an excellent choice for those seeking both leisure and adventure. Its close proximity makes it a smart hotel booking option for your stay.

Mayfield Heights

Travelers visiting the area often choose Mayfield Heights, especially families and weekend getaway seekers, looking for a blend of urban experiences and leisure activities. With attractions like the historic Case Western Reserve University, the engaging Cleveland Museum of Art, and the fascinating Cleveland Museum of Natural History nearby, there's plenty to enjoy. Just 6 miles from Chesterland, Mayfield Heights is a smart choice for your stay, offering easy access to vibrant city life and educational venues.

Stay near popular attractions in and around Chesterland

Nestled in the heart of Ohio, Chesterland offers a perfect blend of outdoor adventure and family-friendly fun. Explore serene lakes, lush urban parks, and scenic reserves, making it an ideal getaway for those seeking culture and nature. Enjoy unforgettable experiences in this charming locale!

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 $54 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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