Photo by Kristin DePlatchett

Find hotels in Chesterland, OH from SAR 184

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Compare 1,359 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Hampton Inn Madison

2.5 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.6 out of 10, Exceptional, (692)
  • cleanliness
    Travelers can relax by the inviting firepit or lounge by the pool with sun loungers while planning their Madison adventures

What verified guests said

"Great and peaceful… see you soon"

Hampton Inn Madison highlights

Hampton Inn Madison offers a free self-serve breakfast, a swimming pool with sun loungers, a bar for evening drinks, and convenient laundry facilities. Guests consistently praise the helpful staff.
The price is SAR 395
SAR 455 total
includes taxes & fees
30 Jun - 1 Jul
Hampton Inn Madison

Holiday Inn Express & Suites Madison by IHG

2.5 star property
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
9.4 out of 10, Exceptional, (568)
  • cleanliness
    Start your day with a hearty breakfast at this Madison hotel, featuring an indoor pool and 24-hour business center for leisure and work needs.

What verified guests said

"Great place to stay."

Holiday Inn Express & Suites Madison by IHG highlights

Holiday Inn Express & Suites Madison combines comfort with convenience. Enjoy a breakfast buffet each morning and unwind in the indoor pool. Guests appreciate complimentary coffee, tea, newspapers in the lobby, attentive staff, and practical laundry facilities.
The price is SAR 349
SAR 401 total
includes taxes & fees
29 Jun - 30 Jun
Holiday Inn Express & Suites Madison by IHG

The Lost Pearl

3.5 star property
  • Parking included
  • Free WiFi
  • Air conditioning
  • Breakfast available
9.8 out of 10, Exceptional, (44)
  • cleanliness
    Travelers wake up refreshed and ready to explore Ohio wine country, with gardens to stroll through and natural beauty waiting just beyond the doorstep

What verified guests said

"It was a wonderful relaxing time spent there!! We were treated very well and the breakfast was delicious!! Definitely plan on going back!!"

The Lost Pearl highlights

The Lost Pearl offers a serene retreat near Laurentia Vineyard & Winery. Visitors can unwind in the property's garden or connect with nature at nearby Hogback Ridge reserve, making it an ideal base for experiencing the region's outdoor attractions.
The price is SAR 957
SAR 1,005 total
includes taxes & fees
6 Jul - 7 Jul
The Lost Pearl

Holiday Inn Express And Suites Painesville - Concord by IHG

2.5 star property
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
9.4 out of 10, Exceptional, (800)
  • cleanliness
    Travelers can energize at the 24-hour fitness center, tackle work projects in the business center, or relax by the indoor pool at this convenient hotel

What verified guests said

"Clean,comfortable and loved the location. "

Holiday Inn Express And Suites Painesville - Concord by IHG highlights

Holiday Inn Express And Suites Painesville - Concord offers practical comforts for all travelers. Enjoy a breakfast buffet, in-room WiFi, a 24-hour gym, and a business center. The helpful staff consistently receives praise for creating a seamless experience.
The price is SAR 533
SAR 613 total
includes taxes & fees
29 Jun - 30 Jun
Holiday Inn Express And Suites Painesville - Concord by IHG

Comfort Inn

2.5 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.4 out of 10, Very Good, (923)
  • cleanliness
    Travelers can enjoy the pool area or head to the gym for a workout, then start their day with a tasty breakfast served by the friendly hotel staff.

What verified guests said

"Very clean and friendly staff "

Comfort Inn highlights

Located near local attractions, Comfort Inn offers continental breakfast, dry cleaning/laundry services, and a well-equipped gym. Guests love the poolside loungers and free in-room WiFi. The attentive staff consistently earns positive reviews from previous visitors.
The price is SAR 427
SAR 491 total
includes taxes & fees
1 Jul - 2 Jul
Comfort Inn

Steele Mansion

3.5 star property
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
10.0 out of 10, Exceptional, (414)
  • cleanliness
    Step into a haven of warmth where history meets comfort. Enjoy daily receptions and gather in meeting rooms or relax in the garden.

What verified guests said

"Beautifully decorated, good breakfast, lots of social spaces, great bar, excellent service. "

Steele Mansion highlights

Experience historic charm at Steele Mansion, a family-friendly inn near Lake Erie College. Unwind with free full breakfast, WiFi, and games or explore the garden and library; past guests rave about the helpful staff.
The price is SAR 698
SAR 782 total
includes taxes & fees
26 Jun - 27 Jun
Steele Mansion

Motel 6 Streetsboro, OH

2.0 star property
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
  • Laundry
7.4 out of 10, Good, (1003)
  • cleanliness
    Find your perfect blend of comfort and convenience near Streetsboro. Enjoy easy connections with in-room WiFi while having snacks on hand from the deli.

What verified guests said

"This was by far the best motel ive ever been to"

Motel 6 Streetsboro, OH highlights

Motel 6 Streetsboro, OH offers a convenient retreat with laundry facilities, a business center, and snack bar. Guests appreciate the free in-room WiFi and helpful staff while also enjoying amenities like self parking, smoke-free premises, meeting room access for work events or gatherings at the banquet hall.
The price is SAR 184
SAR 208 total
includes taxes & fees
30 Jun - 1 Jul
Motel 6 Streetsboro, OH

Quality Inn

2.5 star property
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
7.4 out of 10, Good, (678)
  • cleanliness
    Quality Inn provides everything travelers need for a seamless getaway, from fitness facilities to local exploration opportunities with multilingual staff guidance

What verified guests said

"The staff is great and the rooms are nice. excellent hotel. "

Quality Inn highlights

Guests at Quality Inn enjoy amenities that enhance travel: in-room WiFi, a gym for convenient workouts, free newspapers, and multilingual staff to help discover nearby attractions. Previous guests praise these features.
The price is SAR 216
SAR 244 total
includes taxes & fees
30 Jun - 1 Jul
Quality Inn

Comfort Inn & Suites Streetsboro - Kent

2.5 star property
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
8.0 out of 10, Very Good, (545)
  • cleanliness
    Travelers can manage business at the 24-hour center, then explore the nearby nature reserve from their comfortable accommodations.

What verified guests said

"Super clean and staff was fantastic!!!"

Comfort Inn & Suites Streetsboro - Kent highlights

Located near Boulder Creek Golf Club, Comfort Inn & Suites Streetsboro - Kent offers a complimentary full breakfast, laundry facilities, a gym, a swimming pool, and a nearby nature reserve. Guests enjoy reliable high-speed WiFi and consistently praise the attentive staff.
The price is SAR 375
SAR 424 total
includes taxes & fees
6 Jul - 7 Jul
Comfort Inn & Suites Streetsboro - Kent

The Aurora Inn

3.0 star property
  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
9.0 out of 10, Wonderful, (468)
  • cleanliness
    Gather around the welcoming firepit or find tranquility in the garden at this historical district retreat where attentive staff consistently earn rave reviews

What verified guests said

"Cozy room and friendly staff"

The Aurora Inn highlights

The Aurora Inn combines comfort with history in a prime historical district. Travelers appreciate the helpful staff and American dishes at Six Horses Tavern. After dining, guests can lounge by the indoor pool with WiFi or relax on sun loungers near the peaceful garden.
The Aurora Inn

Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG

2.5 star property
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
8.2 out of 10, Very Good, (670)
  • cleanliness
    Travelers can practice their aim with on-site archery, then recover with a refreshing dip in the indoor pool or start the day with a hearty breakfast buffet

What verified guests said

"The room was clean and the bed was comfortable "

Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG highlights

Holiday Inn Express Hotel & Suites Cleveland-Streetsboro welcomes guests with a breakfast buffet and coffee shop. Enjoy archery, swim in the indoor pool, work out at the gym, or visit the snack bar/deli. Attentive staff and WiFi access enhance the stay.
The price is SAR 424
SAR 479 total
includes taxes & fees
29 Jun - 30 Jun
Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG

Extended Stay America Select Suites - Cleveland - Mentor

2.5 star property
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
  • Microwave
6.2 out of 10, (582)
  • cleanliness
    Travelers stay connected with free in-room WiFi while handling laundry on-site at this Cleveland business district hotel with convenient self parking

What verified guests said

"The property was very clean and safe. We greatly enjoyed our visit to Mentor, OH."

Extended Stay America Select Suites - Cleveland - Mentor highlights

Extended Stay America Select Suites - Cleveland - Mentor is in Cleveland's business district, offering practical comforts for longer stays. Guests can manage laundry on-site, connect to free in-room WiFi, and enjoy hassle-free self parking.
The price is SAR 260
SAR 299 total
includes taxes & fees
1 Jul - 2 Jul
Extended Stay America Select Suites - Cleveland - Mentor

Hampton Inn & Suites Cleveland Mentor

2.5 star property
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
8.6 out of 10, Excellent, (682)
  • cleanliness
    Travelers can unwind with complimentary coffee or tea in the welcoming lobby after a workout, while the friendly staff offers guidance for exploring the area

What verified guests said

"Nice clean, quiet hotel with great breakfast. The beds were a little uncomfortable for me, but that is personal preference. "

Hampton Inn & Suites Cleveland Mentor highlights

Hampton Inn & Suites Cleveland Mentor offers a hearty breakfast, a gym, free WiFi, express check-out, luggage storage, and genuinely helpful staff.
The price is SAR 443
SAR 510 total
includes taxes & fees
30 Jun - 1 Jul
Hampton Inn & Suites Cleveland Mentor

Residence Inn By Marriott Cleveland Mentor

3.0 star property
  • Pool
  • Hot Tub
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
9.0 out of 10, Wonderful, (346)
  • cleanliness
    Start your day with a hearty breakfast then unwind by the fireplace or at the seasonal pool. Let friendly staff take care of you in this relaxing retreat.

What verified guests said

"Spotless gardens looked very good room excellent breakfast was good and tables and area very clean WiFi also good "

Residence Inn By Marriott Cleveland Mentor highlights

Located near Mentor Lagoons Nature Preserve, Residence Inn By Marriott Cleveland Mentor offers a warm welcome with free full breakfast, a spa tub for relaxation, and dry cleaning/laundry services. Take advantage of the gym, seasonal outdoor pool, and helpful staff to make your stay truly unforgettable.
The price is SAR 424
SAR 488 total
includes taxes & fees
29 Jun - 30 Jun
Residence Inn By Marriott Cleveland Mentor

Hampton Inn & Suites Cleveland Southeast/Streetsboro

2.5 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.0 out of 10, Wonderful, (936)
  • cleanliness
    Travelers warm up by the lobby fireplace before enjoying the breakfast buffet. The 24-hour gym and WiFi keep them connected and active.

What verified guests said

"Always stay at this property.love it"

Hampton Inn & Suites Cleveland Southeast/Streetsboro highlights

Hampton Inn & Suites Cleveland Southeast/Streetsboro offers a complimentary breakfast buffet and a cozy lobby fireplace. Guests can use the 24-hour fitness center, indoor pool, WiFi in common areas, and on-site laundry facilities.
The price is SAR 443
SAR 501 total
includes taxes & fees
20 Jul - 21 Jul
Hampton Inn & Suites Cleveland Southeast/Streetsboro

Econo Lodge Cleveland Southeast - Kent

2.0 star property
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
  • 24/7 front desk
7.4 out of 10, Good, (941)
  • cleanliness
    Travelers unwind after a productive day at this Kent hotel where the staff's warm hospitality creates a welcoming atmosphere for business travelers

What verified guests said

"It was a great place to stay and I recommend staying there"

Econo Lodge Cleveland Southeast - Kent highlights

Located in the business district, Econo Lodge Cleveland Southeast - Kent offers practical comforts like laundry facilities and free in-room WiFi. A 24-hour front desk ensures assistance, and self-parking adds convenience. Guests consistently praise the helpful staff.
The price is SAR 188
SAR 213 total
includes taxes & fees
13 Jul - 14 Jul
Econo Lodge Cleveland Southeast - Kent

Fairfield Inn & Suites by Marriott Cleveland Streetsboro

2.5 star property
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
  • Business services
8.8 out of 10, Excellent, (636)
  • cleanliness
    Fairfield Inn & Suites Cleveland Streetsboro offers comfort near Hudson Springs Park with a thoughtful breakfast buffet that starts each day right

What verified guests said

"great location and the breakfast was good"

Fairfield Inn & Suites by Marriott Cleveland Streetsboro highlights

Travelers love this hotel near Hudson Springs Park. Enjoy a free breakfast buffet, 24-hour gym, and business center. The lobby is perfect for coffee breaks with efficient check-in/out. Guests consistently praise the attentive staff.
The price is SAR 380
SAR 429 total
includes taxes & fees
3 Jul - 4 Jul
Fairfield Inn & Suites by Marriott Cleveland Streetsboro

Towneplace Suites By Marriott Streetsboro

3.0 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.6 out of 10, Excellent, (299)
  • cleanliness
    Travelers start their day with a convenient grab-and-go breakfast before working out in the 24-hour gym or cooling off in the seasonal outdoor pool

What verified guests said

"Great place to stay with a nice breakfast to start the day."

Towneplace Suites By Marriott Streetsboro highlights

Towneplace Suites By Marriott Streetsboro offers a practical home base with complimentary to-go breakfast and dry cleaning/laundry services. Guests maintain routines at the 24-hour fitness center, enjoy seasonal swimming, and research nearby attractions using free WiFi.
The price is SAR 443
SAR 500 total
includes taxes & fees
21 Jul - 22 Jul
Towneplace Suites By Marriott Streetsboro

The Bertram Inn & Conf Ctr Trademark Collection by Wyndham

3.5 star property
  • Pool
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
7.6 out of 10, Good, (166)
  • cleanliness
    Travelers find the perfect balance of entertainment and relaxation at this hotel, from arcade gaming sessions to peaceful afternoons by the outdoor pool

What verified guests said

"No room service but a nice pool "

The Bertram Inn & Conf Ctr Trademark Collection by Wyndham highlights

The Bertram Inn & Conf Ctr Trademark Collection by Wyndham offers comfort and recreation. Enjoy meals at Leopard Restaurant, the arcade, café beverages, an outdoor pool, gym, and free WiFi to stay connected.
The price is SAR 593
SAR 670 total
includes taxes & fees
25 Jun - 26 Jun
The Bertram Inn & Conf Ctr Trademark Collection by Wyndham
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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Chesterland

Experience Chesterland: its golf, skiing, and more!

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

Frequently asked questions

Where is the best place for a stay in Chesterland?

The Westin Cleveland Downtown, located 18.3 mi (29.5 km) from the heart of Chesterland, is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Extended Stay America Premier Suites - Cleveland - Independence and Drury Plaza Hotel Cleveland Downtown. See all available top hotels, or vacation rentals in Chesterland.

What are some of the best vacation home rentals in Chesterland?

Luxury Downtown Townhome w/ Private Garage Unit 13: This vacation home rental outside of Chesterland is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop. See all vacation rentals in Chesterland.

If I need to cancel my hotel reservation in Chesterland, will I receive a refund?

Yes, the majority of room reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chesterland.

Where can I learn more about changing or cancelling my trip to Chesterland?

For more details about picking new dates or cancelling your trip to Chesterland, go to https://www.expedia.com/service/.

What's the best place to stay near Alpine Valley?

Punderson Manor Lodge and Conference Center is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers a marina and a golf course. You'll find it 5.4 mi (8.7 km) from Alpine Valley. Other good options in the area include Red Maple Inn and Holiday Inn Express And Suites Painesville - Concord, an IHG Hotel.

What about the best place to stay close to Fowler's Mill Golf Course?

One of the top choices for your stay is Punderson Manor Lodge and Conference Center, located 4.9 mi (7.9 km) from Fowler's Mill Golf Course, and this 3.5-star hotel offers a marina and a golf course. Red Maple Inn and Staybridge Suites Cleveland Mayfield Heights Beachwood, an IHG Hotel are two other good choices within the area.

What is the best hotel near Hopkins International Airport (CLE)?

Sheraton Cleveland Airport Hotel is a popular 3.5-star hotel featuring a restaurant and an indoor pool. It's located a short 0.3 mi (0.4 km) from Hopkins Intl. Airport. Other accommodations close to the airport are Hilton Garden Inn Cleveland Airport and Howard Johnson by Wyndham Cleveland Airport.

What is staying in Chesterland like?

Visitors can enjoy all that Chesterland has to offer including the golf courses and ski areas. A top sight in the area is Progressive Field. There are 1347 hotels and other accommodations in the surrounding area. Find out more about Chesterland.

What is there to see in Chesterland?

Favorite places to visit include Fowler's Mill Golf Course, Chagrin River, and West Geauga Plaza. Additionally, you'll find Progressive Field in the area. Check out what more to see and do in Expedia's Chesterland guide.

What's the seasonal weather like in Chesterland?

The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Chesterland are January, November, December, and March, with each month seeing an average of 7 inches of snowfall.