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Our top choices for Chesterland hotels

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG
4.5 star property
Downtown Cleveland
8.8 out of 10, Excellent, (1,002 reviews)
"Great location, nice staff."
United States
Jeremy
$104 nightly
The price is $123
Feb 16 - Feb 17
Total with taxes and fees
Kimpton Schofield Hotel by IHG

Cleveland Marriott Downtown at Key Tower

Cleveland Marriott Downtown at Key Tower
4.0 star property
Downtown Cleveland
8.8 out of 10, Excellent, (1,001 reviews)
"Clean and perfect location for the convention center"
United States
Linda
$159 nightly
The price is $187
Feb 22 - Feb 23
Total with taxes and fees
Cleveland Marriott Downtown at Key Tower

Metropolitan at The 9, Autograph Collection

Metropolitan at The 9, Autograph Collection
4.0 star property
Downtown Cleveland
9.0 out of 10, Wonderful, (966 reviews)
"Loved the hotel,location,amenities, and vault speakeasy "
United States
Thomas
$159 nightly
The price is $187
Feb 16 - Feb 17
Total with taxes and fees
Metropolitan at The 9, Autograph Collection

Residence Inn By Marriott Cleveland Downtown

Residence Inn By Marriott Cleveland Downtown
3.0 star property
Downtown Cleveland
8.4 out of 10, Very Good, (1,002 reviews)
"Friendly staff great location"
United States
Lori
$103 nightly
The price is $121
Feb 27 - Feb 28
Total with taxes and fees
Residence Inn By Marriott Cleveland Downtown

Comfort Inn Cleveland Downtown

Comfort Inn Cleveland Downtown
2.5 star property
Downtown Cleveland
8.0 out of 10, Very Good, (1,029 reviews)
"Clean room, great breakfast, and Ms. Glo was amazing!!!!"
United States
Cindy
$93 nightly
The price is $109
Feb 21 - Feb 22
Total with taxes and fees
Comfort Inn Cleveland Downtown

Aloft Cleveland Downtown

Aloft Cleveland Downtown
3.0 star property
Downtown Cleveland
8.4 out of 10, Very Good, (1,001 reviews)
"Very nice place to stay, especially if you are traveling with a pets."
United States
VITALIY
$101 nightly
The price is $119
Feb 20 - Feb 21
Total with taxes and fees
Aloft Cleveland Downtown

Fidelity Hotel

Fidelity Hotel
4.5 star property
Downtown Cleveland
9.6 out of 10, Exceptional, (633 reviews)
"Amazing stay. Great staff!! "
United States
Tracy
$135 nightly
The price is $159
Mar 8 - Mar 9
Total with taxes and fees
Fidelity Hotel

Hilton Garden Inn Cleveland Downtown

Hilton Garden Inn Cleveland Downtown
3.0 star property
Downtown Cleveland
7.6 out of 10, Good, (1,010 reviews)
"Great stay "
United States
Chelsea
$106 nightly
The price is $124
Feb 20 - Feb 21
Total with taxes and fees
Hilton Garden Inn Cleveland Downtown

Hampton Inn Cleveland-Downtown

Hampton Inn Cleveland-Downtown
3.0 star property
Downtown Cleveland
8.8 out of 10, Excellent, (1,454 reviews)
"Clean, decent breakfast, great customer service and amazing location "
Canada
luis
$104 nightly
The price is $122
Feb 16 - Feb 17
Total with taxes and fees
Hampton Inn Cleveland-Downtown

ROOST Cleveland

ROOST Cleveland
4.0 star property
Downtown Cleveland
9.6 out of 10, Exceptional, (654 reviews)
"Love this place we stay here every time we are in town! "
United States
Christine
$139 nightly
The price is $163
Feb 15 - Feb 16
Total with taxes and fees
ROOST Cleveland

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, (889 reviews)
"Clean room and nice staff "
United States
Bianca
$48 nightly
The price is $56
Feb 21 - Feb 22
Total with taxes and fees
Super 8 by Wyndham Twinsburg/Cleveland Area

The Westin Cleveland Downtown

The Westin Cleveland Downtown
4.0 star property
Downtown Cleveland
8.6 out of 10, Excellent, (2,046 reviews)
"Excellent accomodations and location."
United States
Melvin Leon
$109 nightly
The price is $128
Feb 15 - Feb 16
Total with taxes and fees
The Westin Cleveland Downtown

Hotel Cleveland, Autograph Collection

Hotel Cleveland, Autograph Collection
4.0 star property
Downtown Cleveland
9.0 out of 10, Wonderful, (235 reviews)
"Gorgeous hotel. Staff was friendly and very helpful."
United States
Marissa
$97 nightly
The price is $114
Mar 1 - Mar 2
Total with taxes and fees
Hotel Cleveland, Autograph Collection

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, (1,296 reviews)
"It was an ok stay "
United States
Trevelle
$101 nightly
The price is $119
Feb 17 - Feb 18
Total with taxes and fees
Crowne Plaza Cleveland at Playhouse Square by IHG

Extended Stay America Select Suites - Cleveland - Mentor

Extended Stay America Select Suites - Cleveland - Mentor
2.5 star property
Mentor
6.2 out of 10, (628 reviews)
"Nice for pets and family"
United States
Virgil
$71 nightly
The price is $82
Feb 24 - Feb 25
Total with taxes and fees
Extended Stay America Select Suites - Cleveland - Mentor

Stone Gables Inn

Stone Gables Inn
2.0 star property
Ohio City
9.6 out of 10, Exceptional, (256 reviews)
"Best place "
United States
Khaja Moinuddin
$120 nightly
The price is $141
Feb 15 - Feb 16
Total with taxes and fees
Stone Gables Inn

Hyatt Regency Cleveland At The Arcade

Hyatt Regency Cleveland At The Arcade
4.0 star property
Downtown Cleveland
9.0 out of 10, Wonderful, (1,113 reviews)
"Great stay"
United States
Kevin
$140 nightly
The price is $165
Feb 15 - Feb 16
Total with taxes and fees
Hyatt Regency Cleveland At The Arcade

Hilton Cleveland Downtown

Hilton Cleveland Downtown
4.0 star property
Downtown Cleveland
9.2 out of 10, Wonderful, (1,324 reviews)
"Great stay!"
United States
Marah
$152 nightly
The price is $179
Mar 15 - Mar 16
Total with taxes and fees
Hilton Cleveland Downtown

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, (1,000 reviews)
"Awesome amenities, good location, dinner service was great!"
United States
Eli
$110 nightly
The price is $129
Feb 22 - Feb 23
Total with taxes and fees
Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG

Hyatt Place Cleveland/Lyndhurst/Legacy Village

Hyatt Place Cleveland/Lyndhurst/Legacy Village
3.0 star property
Lyndhurst
9.0 out of 10, Wonderful, (1,001 reviews)
"Amazing stay. Clean and great service from the front desk. "
United States
paseon
$122 nightly
The price is $143
Feb 22 - Feb 23
Total with taxes and fees
Hyatt Place Cleveland/Lyndhurst/Legacy Village
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.

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

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 is a paradise for outdoor enthusiasts, offering activities like hiking, skiing, and exploring scenic parks and lakes.
  • Family-Friendly Parks: Families can enjoy quality time at local parks, featuring playgrounds and recreational facilities.
  • Charming Neighborhoods: Explore friendly neighborhoods filled with local shops and dining options for a taste of community life.
  • Wineries Nearby: Discover nearby wineries for a delightful tasting experience amidst beautiful landscapes.
  • Diverse Accommodations: Chesterland offers a range of lodging options, from cozy motels to upscale hotels, catering to various preferences.

Find great hotels near Chesterland

Discover a range of hotel accommodations in Chesterland, Ohio, tailored to meet every traveler's needs. Whether you're seeking a pet-friendly stay, a welcoming environment for LGBTQIA guests, or business-focused amenities, Chesterland has options for you. From cozy motels to top-tier hotels, you’ll find the perfect place to unwind after exploring this charming community.

  • Beachwood Extended Suites: Ideal for business travelers seeking a comfortable yet functional stay, Beachwood Extended Suites is a mere 9 miles from Chesterland. This hotel provides a business-themed environment with dedicated amenities such as ConferenceSpace, ensuring that you can conduct work efficiently while away from home. Additionally, the pet-friendly policy allows for furry companions, making it a convenient choice for those traveling with pets. With restrictions in place, the hotel ensures a welcoming environment for all guests while accommodating service animals without fees.
  • Red Roof Inn Cleveland - Mentor/Willoughby: Located 8 miles from Chesterland, the Red Roof Inn Cleveland - Mentor/Willoughby offers a welcoming atmosphere for LGBTQIA travelers and their pets. This hotel is recognized for its inclusive environment, making it a popular choice among diverse travelers. With specific pet policies, including permissions for dogs and cats, this accommodation prioritizes comfort for all guests. The property also waives fees for service animals, ensuring a stress-free stay for those in need of assistance.
  • Comfort Inn Mayfield Heights Cleveland East: Just 6 miles from Chesterland, the Comfort Inn Mayfield Heights Cleveland East seamlessly combines business amenities with a pet-friendly and LGBTQIA-welcoming atmosphere. Equipped with ConferenceSpace, a Business Center, and Meeting Rooms, it is perfect for professionals on the go. The hotel also embraces a pet-friendly policy, allowing guests to bring their beloved animals along. With the assurance of service animal fee waivers, it caters to a diverse clientele while providing a comfortable and accommodating environment.

Where to stay near Chesterland

Chesterland, Ohio, offers a delightful blend of outdoor adventure and serene tranquility. Stroll through picturesque parks and enjoy scenic walking trails, perfect for families and couples alike. Nearby, explore charming neighborhoods filled with friendly locals and budget-friendly options. For a truly peaceful getaway, visit nearby recreational areas where you can relax and unwind amidst nature's beauty. Discover the warmth of Chesterland and its surroundings for an unforgettable vacation experience.

  • Novelty: Located a mere 3 miles from Chesterland, Novelty is a charming city that draws visitors year-round with its appeal for outdoor enthusiasts and adventure seekers. The peak visiting season from June to August invites travelers to explore its picturesque landscapes and recreational areas. Whether you're looking to enjoy a day at the amusement park or indulge in some retail therapy at the local shopping center, Novelty has something for everyone. Don't miss the nearby national state park, serene lakes, and stunning valleys, which provide a perfect backdrop for your outdoor adventures.
  • Gates Mills: Also located 3 miles from Chesterland, Gates Mills is a delightful city that offers a scenic retreat for nature lovers and adventurers alike. With visitor numbers peaking from March to May, it's an ideal time to experience the lush surroundings and outdoor activities. The city features various recreational areas and shopping locations, including shopping malls, ensuring that you have a diverse range of experiences. With attractions like the national state park, tranquil lakes, and beautiful valleys nearby, Gates Mills is a great spot to immerse yourself in nature and enjoy the great outdoors.
  • Hunting Valley: Situated 4 miles away from Chesterland, Hunting Valley is a serene city that attracts visitors with its stunning scenery and outdoor adventures. The city sees moderate seasonal travel, peaking in March, July, and October, making it a fantastic destination for year-round exploration. Visitors can enjoy recreational areas, educational opportunities, and various shopping centers. The proximity to national state parks, lakes, and valleys means you'll have endless options for outdoor activities and sightseeing, making Hunting Valley a perfect addition to your Ohio itinerary.

Things to do in and around Chesterland

Chesterland, Ohio, is perfect for outdoor and adventure enthusiasts, offering a range of activities such as skiing and exploring scenic recreational areas. Families can enjoy outings at local parks, while shopping options abound in the area. Additionally, visitors can discover nearby wineries and partake in various outdoor experiences that highlight the region's natural beauty. Chesterland promises a delightful blend of adventure and relaxation for every type of traveler.

Shopping

In Chesterland, you can explore various shopping options like Legacy Village and ETON Chagrin Blvd Shopping Center, both 8 miles away, and Pinecrest Plaza Shopping, located 9 miles away. If you're up for a drive, these centers offer great entertainment and family-friendly vibes for a fun shopping experience.

Recreation

At Fowler's Mill Golf Course, enjoy a round of golf amidst beautiful landscapes and outdoor vibes. South Chagrin Reservation, just 9 miles away, offers serene trails for relaxation and wellness. StoneWater Golf Club, 7 miles from Chesterland, provides a fantastic golfing experience in a picturesque setting.

Adventure

Alpine Valley, located 4 miles from Chesterland, offers thrilling skiing experiences with a vibrant sports atmosphere. For water fun, head to Pioneer Waterland & Dry Fun Park, 13 miles away, where families can enjoy exciting rides and entertainment. Brandywine Ski Resort, 20 miles away, provides exhilarating outdoor skiing adventures.

Nightlife

For a fun night out, visit Freeway Lanes or WhirlyBall / Laser Sport, both 11 miles from Chesterland, filled with exciting arcade adventures. If you're in the mood for a movie, check out Regal Willoughby Commons, just 9 miles away, perfect for entertainment and romance.

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

Booking tips and Expedia advantages for Chesterland

To save money on your trip to Chesterland, consider visiting from December to February when prices are lower, and aim for a stay on Mondays to avoid Saturday's peak rates. Use Expedia's search tool to find the best hotel deals by sorting for the lowest prices and check for Eco-certified options. Combine your hotel, flight, and activities into a package deal for extra savings. Joining Expedia’s One Key program can provide exclusive discounts and help you earn OneKeyCash for future bookings. Look for free activities in the area to enhance your experience without breaking the bank.

  • 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 enables you to customize your travel experience by selecting your budget, desired location, and additional preferences. You can easily sort the results to display the lowest prices first, ensuring you find the most affordable hotel options right away. Additionally, you can refine your search by hotel type; for instance, if you check the Eco-certified filter, you'll be shown sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your Chesterland hotel reservations with flights and activities through an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Chesterland

Chesterland, Ohio, is perfect for outdoor enthusiasts and those seeking scenic adventures. Visitors can explore beautiful reserves, serene lakes, and urban parks that cater to both nature lovers and culture seekers. Nearby attractions offer even more opportunities for exploration, ensuring a fulfilling experience for all types of travelers. Whether you're looking to hike, relax by the water, or enjoy local culture, Chesterland has something for everyone.

  • Historic Kirtland: Located 7 miles from Chesterland, Historic Kirtland offers a glimpse into the past with its preserved buildings and rich cultural heritage. Explore the early 19th-century village, where you can immerse yourself in history through guided tours and informative exhibits.
  • Punderson State Park: Situated 8 miles away, Punderson State Park is perfect for adventure seekers and nature lovers alike. With its picturesque landscapes, hiking trails, and serene lake, visitors can enjoy various outdoor activities such as fishing, picnicking, and wildlife watching.
  • The Holden Arboretum: Just 7 miles from Chesterland, The Holden Arboretum is a stunning outdoor space featuring diverse plant collections and beautiful gardens. It's an ideal destination for families, offering educational programs and peaceful walking paths amidst nature's beauty.

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 27 miles away and offers luxury accommodations like The Ritz-Carlton and Kimpton Schofield Hotel, both 10 miles from the airport. Akron-Canton Airport (CAK) is located 42 miles from Chesterland, with quality hotels such as the DoubleTree by Hilton Canton Downtown, just 9 miles away, and the nearby Embassy Suites by Hilton Akron Canton Airport, only 1 mile from CAK. For a closer option, Cuyahoga County Airport (CGF) is just 9 miles away, with excellent hotels like InterContinental Cleveland, a mere 8 miles from the airport.

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 $51 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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