Italian restaurants from Leesburg (Virginia) to Pittsburgh

This food trip itinerary gives you restaurant recommendations for places to eat over 3 days. Starting from Leesburg, you can leave at 10:20 am and drive for about 40 minutes to the first stop.

200 Middletown Pkwy
Middletown, MD
(301) 371-4000
$$
  123 reviews
Italian restaurants, Seafood restaurants
11am to 11pm
Day 1. Arrive at 11:00 am. Eat for about 2 hours. Then drive for about 20 minutes.
280 N Main St
Boonsboro, MD
(301) 799-5080
$$
  35 reviews
Italian restaurants, Pizza, Sandwiches
10:30am to 10pm
Arrive at 1:20 pm. Eat for about 2 hours. Then drive for about 20 minutes.
792 Frederick St
Hagerstown, MD
(301) 745-6300
$$
  142 reviews
Italian restaurants, Pizza
11am to 9pm
Arrive at 3:30 pm. Eat for about 2 hours. Then drive for about 10 minutes.
1481 Salem Ave
Hagerstown, MD
(301) 790-0952
$$
Arrive at 5:40 pm. Eat for about 2 hours. Then drive for about 20 minutes.
9460 Williamsport Pike
Falling Waters, WV
(304) 274-2900
$$
  16 reviews
Italian restaurants, Pizza
10:30am to 11pm
Arrive at 8:00 pm. Eat for about 2 hours. Stay overnight. The next day, leave at 10:00 am. Then drive for about an hour.
151 E Main St
Everett, PA
(814) 652-5135
$$
  12 reviews
Italian restaurants, Pizza
11am to 9:30pm
Day 2. Arrive at 11:00 am. Eat for about 2 hours. Then drive for about 20 minutes.
132 E Pitt St
Bedford, PA
(814) 623-1130
$$
Arrive at 1:20 pm. Explore the area for about 3½ hours. Double check the opening time of 5:00 pm. Eat for about 2 hours. Then drive for about 40 minutes.
2235 Stoystown Rd
Somerset, PA
(814) 444-9523
  5 reviews
Italian restaurants, Pizza
Arrive at 7:40 pm. Eat for about 2 hours. Stay overnight. The next day, leave at 10:20 am. Then drive for about 10 minutes.
800 N Center Ave
Somerset, PA
(814) 445-2102
$$
Day 3. Arrive at 10:30 am. Eat for about 2 hours. Then drive for about 5 minutes.
1213 N Center Ave
Somerset, PA
(814) 443-1454
$
  10 reviews
Chicken Wings, Italian restaurants, Pizza
10:30am to 11pm
Arrive at 12:40 pm. Eat for about 2 hours. Then drive for about 40 minutes.
232 Countryside Plz
Mt. Pleasant Pa, PA
(724) 542-4648
$
  20 reviews
Italian restaurants, Pizza
10:30am to 10pm
Arrive at 3:20 pm. Eat for about 2 hours. Then drive for about 30 minutes.
2000 Commerce Lp
North Huntingdon, PA
(724) 515-5983
$$$
  200 reviews
Italian restaurants
11am to 10pm
Arrive at 5:40 pm. Eat for about 2 hours. Then drive for about 10 minutes.
833 Harrison City Rd
Trafford, PA
(412) 229-8481
$$
  174 reviews
Italian restaurants
11am to 8pm
Arrive at 7:50 pm. Eat for about 2 hours. Then drive for about 30 minutes.

Reach your destination in Pittsburgh around 10:20 pm after eating at 13 restaurants over 3 days. If you were to drive nonstop, it would take about 3½ hours driving roughly 0 miles straight to Pittsburgh. Looking for more restaurants? You can choose a category below if you want to do an entire road trip full of Italian restaurants, Seafood restaurants, Pizza, Sandwiches, Mexican restaurants, American restaurants (New style), or more. Enjoy the journey!

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