10 Best Motels in Chesterland: Find Cheap Motels in Chesterland, OH 2026

A wooden bridge over a snow-covered path in a forest.

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

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Chesterland motels

Deluxe Suite, 1 Double Bed, Non Smoking, Hot Tub | Pillowtop beds, blackout drapes, WiFi (surcharge), bed sheets

1. Willow Lodge Willoughby – Cleveland Mentor

Willoughby

Josh

AED 297 total

includes taxes & fees

22 Oct - 23 Oct

Desk, blackout drapes, iron/ironing board (on request), bed sheets

2. SkyLight Inn Cleveland - Willoughby

Willoughby

Robin

AED 264 total

includes taxes & fees

4 Oct - 5 Oct

3. Mentor Home Inn

Mentor

Dennis

AED 286 total

includes taxes & fees

22 Sep - 23 Sep

Desk, blackout drapes, iron/ironing board, cribs (free)

4. Super 8 by Wyndham Mentor/Cleveland Area

Mentor

Wayne A

AED 288 total

includes taxes & fees

11 Oct - 12 Oct

Desk, iron/ironing board (on request), WiFi (free)

5. Villa Rosa Motel

Painesville

Bonnie

AED 422 total

includes taxes & fees

22 Sep - 23 Sep

Desk, WiFi (free), individually furnished, bed sheets

6. Motel 6 Streetsboro, OH

Streetsboro

Hiroko

AED 169 total

includes taxes & fees

1 Oct - 2 Oct

7. Knights Inn Macedonia

Macedonia

Justin

AED 233 total

includes taxes & fees

22 Sep - 23 Sep

Desk, soundproofing, cribs (free), WiFi (free)

8. Super 8 by Wyndham Twinsburg/Cleveland Area

Twinsburg

Erin

AED 229 total

includes taxes & fees

4 Oct - 5 Oct

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Chesterland Hotel Reviews

Fidelity Hotel

10/10 Excellent

"Hotel is beautiful and charming. Room was not huge, but very nice, with a comfortable bed, great bedding, great Tv, and great HVAC system - quiet and kept the room comfortable all night. Staff was exceptionally helpful and friendly. Location is an easy walk to almost everywhere you'd want to go downtown. Parking is super convenient. We'll be back. Didn't get to the restaurant, but will next time for sure - looked great."

Hotel Indigo Cleveland Downtown by IHG

8/10 Good

"The hotel is in an incredible location, directly across the street from Rocket Arena. It’s a perfect place to stay for a concert or game. It should be noted the hotel is an active construction site, and is down to one elevator. When the hotel is sold out, as it was for the concert we attended, that made elevator traffic very slow, with long lines. The staff was incredibly kind, patient, and represented the hotel with class."

Kimpton Schofield Hotel by IHG

10/10 Excellent

"The property was in excellent shape, My 2 complaints were that the mattress was certainly due for replacement and not the same quality as a Marriott or Westin, and for the price of a room, and all of the nice amenities, they cheaped out on cheap single ply toilet paper. The Betts restaurant was exceptionally busy because of the multiple events going on that night, but the service was excellent, the food was unbelievably good and the food and drink prices were shockingly inexpensive. The next time I am in town for an event or even for a weekend getaway I would certainly return."

Frequently asked questions

What can I expect from a motel trip to Chesterland?

If you're having difficulty finding a motel in Chesterland, let us help you find a motel or something similar from more than 1509 lodging options in the larger area. Simply use our search tools to filter by nightly room rate or cost-effective amenities such as free parking and free airport transportation.

What's it like to stay in a motel?

At most motels, you're likely to find a free parking spot and an outdoor pool. When you stay at a motel, you'll often have access to your room directly from the parking lot. Introduced in the early 1950s, colorful neon signs were used as beacons for tired families on road trips, and you can see these today along the historic U.S. Route 66.

What are the best motels in Chesterland?

Here you'll find some of our customers' favorite motels to book in the larger area. Willow Lodge Willoughby – Cleveland Mentor is located 7.7 mi (12.4 km) from the heart of Chesterland. Enjoy access to the free parking and snack bar/deli, as well as room amenities like pillowtop beds. Motel 6 Streetsboro, OH: Free WiFi, free parking, and a snack bar/deli are available during your stay. Central Chesterland is 19.4 mi (31.3 km) away. SkyLight Inn Cleveland - Willoughby: Enjoy access to the free parking and terrace, as well as room amenities like air conditioning. Located 7.8 mi (12.6 km) from the heart of Chesterland. Super 8 by Wyndham Twinsburg/Cleveland Area: Central Chesterland is 15.6 mi (25.1 km) away. Laundry facilities along with freebies like breakfast, WiFi, and parking are available during your stay. Knights Inn Macedonia: 18 mi (29 km) from the heart of Chesterland. Enjoy access to the free parking and coffee in the lobby, as well as room amenities like a microwave.

What things can I to do in Chesterland?

These are some of the parks and outdoorsy places: Chagrin River, Chesterland City Park, and Sunnybrook Preserve. You'll find these family-friendly sights in the area: Mentor Ice Arena, Pioneer Waterland & Dry Fun Park, and Cleveland Museum of Natural History. During your trip, here are some other places to visit: Fowler's Mill Golf Course, Alpine Valley, and Berkshire Hill Golf Course.

What's the seasonal weather like in Chesterland?

Weather can make or break a roadtrip, so we've gathered some data about year-round temperatures in Chesterland to help you plan yours. 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.

What are my options for getting around Chesterland when staying in a motel?

We've gathered some information about getting around Chesterland to help you navigate your stay: Fly into Cleveland, OH (CGF-Cuyahoga County), which is located 8.6 mi (13.8 km) from the city center. You can also search for flights into Cleveland, OH (BKL-Burke Lakefront), which is 17.7 mi (28.5 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chesterland motels

1. Willow Lodge Willoughby – Cleveland Mentor

2. SkyLight Inn Cleveland - Willoughby

3. Mentor Home Inn

4. Super 8 by Wyndham Mentor/Cleveland Area

5. Villa Rosa Motel

6. Motel 6 Streetsboro, OH

7. Knights Inn Macedonia

8. Super 8 by Wyndham Twinsburg/Cleveland Area

Top Chesterland Hotel Reviews

Fidelity Hotel

Hilton Garden Inn Cleveland Downtown

Wyndham Independence

Drury Plaza Hotel Cleveland Downtown

Hyatt Regency Cleveland At The Arcade

Hotel Indigo Cleveland Downtown by IHG

Holiday Inn Cleveland Clinic by IHG

Hilton Cleveland Downtown

Kimpton Schofield Hotel by IHG

Frequently asked questions

Explore a world of travel with Expedia

Search Motels in Chesterland

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chesterland motels

1. Willow Lodge Willoughby – Cleveland Mentor

2. SkyLight Inn Cleveland - Willoughby

3. Mentor Home Inn

4. Super 8 by Wyndham Mentor/Cleveland Area

5. Villa Rosa Motel

6. Motel 6 Streetsboro, OH

7. Knights Inn Macedonia

8. Super 8 by Wyndham Twinsburg/Cleveland Area

Top Chesterland Hotel Reviews

Fidelity Hotel

Frequently asked questions

Explore a world of travel with Expedia