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Hotels in Chesterland

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Where to stay in Chesterland?

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.

Top landmarks in Chesterland

Learn more about Chesterland

Chesterland is well-known for its attractions such as Chagrin River and Chesterland City Park.

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

Check out reviews of Chesterland hotels guests love

Frequently asked questions

How much does a hotel room cost in Chesterland?
You can find top hotels in Chesterland from $61 with options to suit your budget and needs. If you're looking for an affordable hotel in Chesterland that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com. If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Chesterland hotels?
Members can save up to 20% on select hotels in Chesterland. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Chesterland hotels with free cancellation?
It's easy to book a refundable Chesterland hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some popular hotels in central Chesterland?
For hotels in central Chesterland, check out Holiday Inn Cleveland-Mayfield by IHG and Hilton Garden Inn Cleveland East/Mayfield Village. Travelers love Holiday Inn Cleveland-Mayfield by IHG for its location, as well as the restaurant, bar/lounge and 24-hour gym this hotel offers. Hilton Garden Inn Cleveland East/Mayfield Village is another popular central hotel with an indoor pool, a restaurant and a bar/lounge.
Are all taxes and fees included in the Chesterland hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
What hotels do travelers recommend in Chesterland?
Can I book refundable accommodations in Chesterland?
If you need the flexibility to change your travel plans to Chesterland, most hotels offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Chesterland be like during my vacation?
The warmest months in Chesterland are usually July and August with an average temp of 68°F. January and February are the chilliest months when the average temp is 31°F. The rainiest months are June and July.
Why should I book my Chesterland accommodation with Hotels.com?
There are plenty of reasons to book your Chesterland travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Chesterland

Find out more about Chesterland

Discover the Hidden Charms of Chesterland: Where Nature Meets Enchantment

Nestled in the heart of Geauga County, Chesterland, Ohio, offers a charming slice of small-town Americana with a touch of nature's beauty. This serene destination is perfect for outdoor enthusiasts, featuring scenic parks like the picturesque Hilltop Park and the tranquil trails of the nearby Cuyahoga Valley National Park. Visitors can explore local farms and artisanal shops, savor homemade treats, or engage with the vibrant community at seasonal festivals. With its friendly atmosphere and lush landscapes, Chesterland invites travelers seeking a peaceful retreat to experience the warmth of Ohio’s countryside.

Discover great hotels in Chesterland

Chesterland offers a variety of hotel accommodations, from budget-friendly options to more upscale stays. Many hotels are pet-friendly, and you’ll find convenient options nearby for easy access to local attractions. Room availability is generally good, making it a suitable destination for any traveler. Here are some of our travelers' favorite hotels in Chesterland:

  1. Hilton Garden Inn Cleveland East/Mayfield VillageOpens in a new window: This 3.0-star hotel provides an inviting experience for leisure travelers seeking a comfortable getaway. With a range of amenities including a 24-hour business center, multiple meeting rooms, and conference space, it caters to those looking for a seamless travel experience. Families are welcomed with thoughtful amenities, ensuring a pleasant stay for all. The hotel fosters a welcoming atmosphere, making it an ideal choice for travelers who appreciate inclusivity and warmth during their stay.
  2. Holiday Inn Cleveland-Mayfield by IHGOpens in a new window: This 3.0-star hotel is perfect for adventure seekers who also require business facilities. Enjoy an array of recreation options, including nearby hiking and biking trails, making it a fantastic base for outdoor enthusiasts. The hotel features a well-equipped business center and multiple meeting spaces, ensuring that both relaxation and productivity can coexist effortlessly. This property excels in providing a unique blend of adventure and convenience, appealing to travelers who value both experiences.
  3. Comfort Inn Mayfield Heights Cleveland EastOpens in a new window: Comfort Inn Mayfield Heights Cleveland East is a cozy 2.5-star hotel that offers a distinctive experience for travelers who appreciate pet-friendly accommodations. With flexible pet policies and essential amenities, it ensures a relaxing atmosphere for all visitors. Business travelers will find the property outfitted with a business center and meeting rooms, while the overall environment promotes comfort and ease. This hotel stands out for its welcoming vibe, making it a great choice for visitors looking to enjoy both leisure and convenience during their stay.

Top locations to stay in Chesterland

Some great areas to stay in when visiting Chesterland, Ohio, are Beachwood, Mentor, and Willoughby. Beachwood is known for its diverse dining options and shopping experiences. Mentor offers cultural attractions like opera and theater, while Willoughby boasts a vibrant dining scene and charming downtown. For first-time visitors, Beachwood is the best choice due to its variety of amenities and attractions.

  1. BeachwoodOpens in a new window: Beachwood is a fantastic choice for travelers looking to enjoy a vibrant dining scene and exceptional shopping opportunities. With its upscale shopping centers, including popular retail destinations, you can spend the day exploring a variety of stores. The area is also known for its diverse range of restaurants, from cozy cafes to fine dining experiences, making it a foodie’s paradise. Additionally, Beachwood offers cultural attractions, including theaters and art galleries, ensuring there's always something interesting to see or do.
  2. MentorOpens in a new window: Mentor provides an inviting atmosphere for travelers seeking cultural experiences and scenic outdoor spaces. The area is home to theaters that host a variety of performances, making it perfect for those who appreciate the arts. You can relax at the beautiful parks or along the shores of Lake Erie, where you’ll find stunning views and recreational activities. Mentor also boasts charming shops and local boutiques that offer unique finds, ensuring a delightful shopping experience.
  3. WilloughbyOpens in a new window: Willoughby is a charming town that captures the essence of small-town Ohio with its inviting dining options and local shops. Stroll through the historic downtown area, where you can discover a mix of boutique stores and eateries. The town often hosts community events and cultural activities, providing a great way to experience local life. Whether you're enjoying a casual meal or exploring unique shops, Willoughby offers a cozy and friendly atmosphere for visitors.

Things to do in Chesterland

Chesterland is a hidden gem for outdoor enthusiasts, offering fantastic golfing and thrilling skiing experiences. With its scenic landscapes, you can enjoy hiking trails and peaceful picnics, making it a great spot to unwind and connect with nature. Whether you’re hitting the slopes or enjoying a round of golf, adventure awaits!

  • Historic KirtlandOpens in a new window – Step into the past at Historic Kirtland, a charming village that showcases the rich history of the area. Explore meticulously preserved buildings and learn about the early settlers who shaped this community. Wander through the streets and take in the unique architecture that tells stories of a bygone era.
  • The Holden ArboretumOpens in a new window – Nature enthusiasts will delight in The Holden Arboretum, a stunning collection of trees and plants spread across expansive grounds. Stroll through beautifully landscaped gardens, observe diverse flora, and enjoy the tranquility of the natural surroundings. Don’t miss the opportunity to hike the trails that wind through this lush environment.
  • Punderson State ParkOpens in a new window – For outdoor lovers, Punderson State Park offers a perfect escape into nature. Enjoy activities like hiking, fishing, or simply relaxing by the water. The park’s scenic landscapes and recreational options make it an ideal spot for family picnics or a peaceful day out in the fresh air.

5 tips for savvy savings when booking a hotel in Chesterland

  1. Book for the cheapest times: The most budget-friendly months to visit Chesterland are January, February, and December, when hotel prices are typically lower. For those looking to enjoy the area's historical and cultural landmarks, a stay of at least 2 to 3 days is recommended. This timeframe allows visitors to explore the region’s rich history and cultural attractions, such as golf courses and ski resorts, all while enjoying great value for money. Planning your trip during these months could lead to even more savings, as prices may drop further, making it an ideal time for travelers on a budget.
  2. Look for last-minute deals on Hotels.com: To explore last-minute deals to Chesterland, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted rates on hotels as your travel date approaches. To stay informed about flash sales and special promotions, consider enabling email alerts or push notifications from Hotels.com. Additionally, utilize the Smart ShoppingOpens in a new window tool available via the app to compare hotel prices and amenities, helping you find the best hotel deals. This way, if prices drop or rooms become available, you'll be among the first to know, making booking your getaway easier.
  3. Be flexible with dates: Prices can fluctuate based on factors such as the hotel's location, star rating, and the time of year. Being flexible with your travel dates could help you save on your stay at a hotel in Chesterland. If you're seeking a unique experience, boutique hotels often provide a more personalized touch and can sometimes offer better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price leans toward the higher end, we’ll recommend alternative dates that may be more affordable, helping you find the best possible deal.
  4. Consider your location: Staying near major attractions or downtown areas can be convenient, but it often comes with a higher price tag. For more affordable options, look into hotels in neighborhoods that are a bit farther out, as they usually tend to be cheaper while still providing reasonable access to the sights you want to see. You might also want to consider independent hotels located further away, which can offer a more authentic experience at a budget-friendly rate.
  5. Become a Member: Join our membership for free and make your next stay in Chesterland unforgettable! Enjoy savings on over 100,000 hotels around the globe with exclusive member prices. As you progress through the membership tiers, you'll unlock fantastic perks, including complimentary room upgrades (when available) and discounts on food and beverages at select VIP Access properties. Don’t miss out on these amazing benefits—sign up today and start planning your perfect getaway!

Best time to go to Chesterland

Chesterland experiences its lowest average temperature in January, at 26.2°F (-3.2°C), while July is the hottest month, with an average temperature of 71.8°F (22.1°C). June tends to be the wettest month. The peak travel months to visit Chesterland are June to August, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, January, February, and December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly cloudy to very cloudy conditions.

If you're looking for a place to get away, look no further than Chesterland. Whether you're planning to stay for a night or for the week, the area around Chesterland has accommodations to fit every need. Search for hotels in Chesterland with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Chesterland hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Chesterland hotel deals are here with our lowest price guarantee.

Chesterland Travel Information

Best Time to Visit
March, October and November
Average Stay
3 days
International Airport
Hopkins Intl. Airport (CLE)
Popular Sights
Fowlers Mill Golf Course and Chardon Lakes Golf Club

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