Photo by Kristin DePlatchett

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 Fowler's Mill Golf Course and Chagrin River.

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

Frequently asked questions

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 Oasis: Chesterland's Enchantment Awaits

Nestled in the heart of Geauga County, Chesterland, Ohio, is a charming blend of rural serenity and community spirit. This picturesque destination offers scenic landscapes, including lush parks and rolling hills perfect for hiking and outdoor activities. Visitors can explore the vibrant local farms, savor fresh produce, and enjoy seasonal festivals that celebrate the town's agricultural heritage. Chesterland is also known for its welcoming atmosphere, historic sites, and quaint shops, making it an ideal spot for a peaceful getaway or a family-friendly adventure. Experience the warmth of this hidden gem just outside of bustling Cleveland. For our best hotel rates in Chesterland and to enhance your stay, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Chesterland

Chesterland, Ohio offers a variety of hotel accommodations, from comfortable budget options to charming mid-range stays. Visitors can find cozy inns and well-reviewed hotels that cater to both leisure and business travelers, ensuring a pleasant experience amidst the scenic surroundings of this quaint community. These are some of the hotels preferred by our travelers in Chesterland:

  1. Embassy Suites by Hilton Cleveland BeachwoodOpens in a new window: This inviting 3.5-star hotel is perfect for travelers seeking a blend of comfort and convenience. With spacious rooms, a delightful breakfast selection, and a focus on creating a pleasant atmosphere, it caters especially well to leisure travelers. The hotel boasts a range of amenities including a 24-hour business center, multiple meeting rooms, and pet-friendly policies, catering to those who value both relaxation and functionality. The lovely decor and positive ambiance make it an excellent choice for unwinding after a busy day.
  2. Homestead House B&BOpens in a new window: Homestead House B&B is a sophisticated 4.0-star bed and breakfast that caters to discerning business travelers. It features an array of upscale amenities designed to enhance both productivity and relaxation. With a serene environment, this hotel offers a unique blend of personalized service and high-quality experiences, making it ideal for those looking to combine work and leisure. The tranquil setting and inviting atmosphere provide a perfect backdrop for successful business engagements.
  3. Hotel Indigo Cleveland-Beachwood by IHGOpens in a new window: This charming 3.5-star hotel is designed for travelers who appreciate comfort and quality. Featuring well-appointed rooms, a delightful breakfast option, and a warm, welcoming ambiance, it excels in providing a luxurious experience. The property's modern design, along with thoughtful amenities such as a dedicated business center and excellent dining options, ensures that guests enjoy a memorable stay. This hotel is especially appealing to leisure travelers looking for a refined and enjoyable retreat in the area.

Top locations to stay in Chesterland

When visiting Chesterland, Ohio, consider staying in Dawson Estates, Mentor, or Beachwood. Mentor offers beautiful lakeside attractions and outdoor adventures, while Beachwood features rich cultural experiences with its museums and theaters. Dawson Estates is a quieter option. For first-time visitors, Mentor is best suited for its diverse activities and proximity to the lake.

  1. MentorOpens in a new window: Mentor is an excellent choice for travelers seeking a blend of outdoor fun and local culture. With its close proximity to the stunning Fairport Harbor Lakefront Park Beach and the expansive Headlands Beach State Park, you'll find plenty of opportunities to relax by the water or take a leisurely stroll along the shoreline. History buffs will appreciate the nearby Historic Kirtland, a site rich in heritage. When the sun sets, enjoy a movie at Atlas Cinemas Diamond Center 16 or catch a game at Great Lakes Stadium 16. For shopping enthusiasts, West Geauga Plaza and ETON Chagrin Blvd Shopping Center offer a variety of retail options, making it a well-rounded destination for your stay.
  2. BeachwoodOpens in a new window: Beachwood is a vibrant area perfect for travelers interested in culture and shopping. With top-notch museums like the Cleveland Museum of Natural History and the Cleveland Museum of Art, you can immerse yourself in art and history during your visit. For a unique experience, check out the Christmas Story House, a nostalgic spot for fans of the classic holiday film. When it comes to shopping, Pinecrest Plaza Shopping and the West Side Market provide a delightful range of boutiques and specialty shops. In the evening, enjoy a cultural experience at the Cleveland Play House or the Allen Theatre, making Beachwood a fantastic place to explore.
  3. Dawson EstatesOpens in a new window: Dawson Estates offers a quieter, more residential feel while still being close to the excitement of nearby attractions. It’s a great spot for those looking to recharge before venturing out to explore the surrounding areas. Although it may not have the extensive amenities of larger cities, it serves as a peaceful retreat with easy access to nearby parks and local shops. Travelers can enjoy a serene environment while still being within reach of Mentor and Beachwood's attractions, making it a convenient base for exploration.

Things to do in Chesterland

Chesterland, Ohio, is a gem for outdoor lovers and sports enthusiasts alike. Enjoy a round of golf on scenic courses or hit the slopes for thrilling winter sports. With beautiful parks and trails for hiking and biking, this charming town offers a perfect blend of relaxation and excitement for all visitors.

  • Historic KirtlandOpens in a new window – Step back in time and explore the rich history of this area, known for its significant role in the early days of the Latter Day Saint movement. Walk through the meticulously restored buildings, including the Kirtland Temple, and discover the stories that shaped this community.
  • Punderson State ParkOpens in a new window – Enjoy a day outdoors at this scenic park, where you can hike along picturesque trails or cast a line in the tranquil lake. With opportunities for picnicking and wildlife watching, it’s a great spot to unwind and connect with nature.
  • The Holden ArboretumOpens in a new window – Discover a world of plant diversity at one of the largest arboreta in the United States. Wander through beautiful gardens, explore themed collections, and climb the observation tower for breathtaking views of the lush landscapes.
  • North Chagrin ReservationOpens in a new window – Escape to this vast nature preserve featuring serene walking trails, scenic picnic spots, and a tranquil lake. Keep an eye out for local wildlife as you stroll through the woods or enjoy a leisurely afternoon by the water.
  • Penitentiary Glen Wildlife CenterOpens in a new window – Visit this engaging wildlife center where you can learn about local animals and their habitats. Participate in hands-on exhibits and nature programs, or simply enjoy the peaceful surroundings while observing the resident wildlife.

5 tips for savvy savings when booking a hotel in Chesterland

  1. Book for the cheapest times: The most budget-friendly time to visit Chesterland is in January, February, and December, when hotel prices tend to be lower. For those looking to explore the area's historic and cultural offerings, a stay of at least 2 to 3 days is recommended. During your visit, you can check out attractions such as the national state park, local lakes, parks, historic sites, and museums, all of which provide great value for money while immersing you in the rich heritage of Chesterland.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Chesterland, check out the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted rates on nearby hotels as your travel date approaches. Enabling email alerts or push notifications can keep you informed about flash sales and special promotions, helping you save. Additionally, Smart ShoppingOpens in a new window is a useful comparison tool within the app that allows you to compare hotel prices and amenities, so you're more likely to see the best hotel deals available. This way, you can stay updated on price drops and room availability for your ideal getaway.
  3. Be flexible with dates: Prices can fluctuate due to factors like the hotel’s location, star rating, and the time of year, so being flexible with your travel dates might help you save on your stay in a Chesterland hotel. If you're in search of something special, boutique hotels often provide a more personalized experience and may 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 is on the higher end, we’ll suggest alternative dates that could help you find a better deal.
  4. Consider your location: Staying near major attractions or city centers can be convenient, but it often comes with a higher price tag. For more budget-friendly options, you might want to consider hotels in neighborhoods that are not as central, striking a balance between cost and accessibility to the sights you plan to visit. You could also look into independent hotels a bit further out, which usually tend to be more affordable and can offer a more authentic experience.
  5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Chesterland. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

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 is usually the wettest month.

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.