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A Cleveland Guides itinerary · Fall

A fall day
worth the drive.

A full day that starts on the west side, heads out to the orchards and the overlook, and ends on the east side with the art museum and dinner.

9 stops1 hr 48 min drivingCar needed
Explore the route
Entrance to the apple picking orchard at Patterson Fruit Farm
From the day · Cleveland Guides
Breakfast bagel from Cleveland Bagel Company
Wooded overlook at Chapin Forest Reservation
The day at a glance

This Cleveland fall itinerary covers a full day, starting on the west side, heading out to Geauga and Lake counties for the orchard and the overlook, and finishing on the east side with the art museum and dinner. You'll need a car for the middle of the day.

AreaDetroit Shoreway to Geauga County to University CircleBest fitWednesday or Friday for an evening museum stop
The route

West side to east side.

Follow the stops in order. Drive times are estimates without traffic.

The day, stop by stop.

1Morning

4201 Detroit Ave, Cleveland, OH, 44113

Start early. Popular flavors like sesame and everything can sell out within a few hours of opening. Grab a dozen for later along with a breakfast sandwich for now.

Breakfast bagel from Cleveland Bagel Company in front of the shop
The first stop: a bagel for the road.
Next stop

A few blocks west on Detroit.

About 2 min driving, before traffic
Next stop

About 10 minutes east to downtown.

About 7 min driving, before traffic
3Late morning

East 9th Street, Cleveland, OH, 44114

Park near the harbor and walk the waterfront for the skyline and lake views. This is the stop for photos before you leave the city.

Cleveland skyline across North Coast Harbor
The skyline from the harbor.
A wider view of North Coast Harbor and downtown Cleveland
A few seconds at the harbor.
Next stop

About 40 minutes east to Chesterland.

About 41 min driving, before traffic
Next stop

A short drive to the Caves Road market.

About 4 min driving, before traffic
Next stop

A short drive north to Kirtland.

About 8 min driving, before traffic
6Afternoon

9938 Chillicothe Road, Kirtland, OH, 44094

Take the short hike out to the scenic overlook on the Lucky Stone Loop. From the top you can see downtown Cleveland to the west and Lake Erie to the north. Go on a clear day, and during peak leaves if you can.

Sunlit woodland trail at Chapin Forest Reservation
The walk to the overlook.
Lake Erie and the forest canopy from Chapin Forest overlook

One of the better spots for fall color in the area.

Next stop

About 30 minutes back toward the city to Little Italy.

About 36 min driving, before traffic
7Early evening

Affettati

Cleveland

12401 Mayfield Road, Cleveland, OH, 44106

A short menu of sandwiches on bread baked that morning.

Next stop

A few minutes to University Circle.

About 5 min driving, before traffic
8Evening

11150 East Boulevard, Cleveland, OH, 44106

General admission is free. Walk the galleries at your own pace. The night we went, there was live music playing in one of the galleries.

Visitors gathered in a gallery at the Cleveland Museum of Art
An evening inside the museum.
Visitors looking at paintings in the Cleveland Museum of Art
Next stop

About 10 minutes up Cedar Hill to Cleveland Heights.

About 5 min driving, before traffic
9Dinner

The Fairmount

Cleveland Heights

2448 Fairmount Boulevard, Cleveland Heights, OH, 44106

Sit on the patio if it's open. The menu covers burgers, salads, tacos and vegan options, with a full bar and good cocktails. An easy place to end the day.

Steak and fries served at The Fairmount
Dinner at The Fairmount.
Ravioli served at The Fairmount
An extra frame

One more scene from the day.

A pumpkin display at Sunnybrook Farms was an extra stop that day. It is not part of the nine-stop mapped route above.

Colorful pumpkins at Sunnybrook Farms
Sunnybrook Farms, an optional fall detour.
Keep exploring

More paths through the city.

A first Cleveland day