Desserts from Virginia to Lewes

This food trip itinerary gives you restaurant recommendations for places to eat over 4 days. Starting from Virginia, you can leave at 7:40 am and drive for about 20 minutes to the first stop.

1002 Main St
Dillwyn, VA
(434) 983-2222
  1 review
Coffee & Tea, Desserts, Gluten-Free food
8am to 3pm
Day 1. Arrive at 8:00 am. Eat for about 2 hours. Then drive for about 20 minutes.
1588 Anderson Hwy
Cumberland, VA
(804) 492-3647
  3 reviews
Burgers, Desserts, Hot dogs
11am to 7pm
Arrive at 10:20 am. Wait for about 40 minutes. Double check the opening time of 11:00 am. Eat for about 2 hours. Then drive for about 40 minutes.
2650 Anderson Hwy
Powhatan, VA
(804) 598-8400
$$
  68 reviews
Desserts, Mexican restaurants, Vegetarian
11am to 10pm
Arrive at 1:40 pm. Eat for about 2 hours. Then drive for about 20 minutes.
2238 John Rolfe Pkwy
Henrico, VA
(804) 364-5004
$
  53 reviews
Desserts, Pizza, Salad
11am to 9pm
Arrive at 4:00 pm. Eat for about 2 hours. Then drive for about 10 minutes.
8902 W Broad St
Richmond, VA
(804) 308-0281
$$
Arrive at 6:10 pm. Eat for about 2 hours. Stay overnight. The next day, leave at 9:50 am. Then drive for about 10 minutes.
11800 W Broad St
Richmond, VA
(804) 364-4300
$$
  552 reviews
Desserts, American restaurants (Traditional)
10am to 11pm
Day 2. Arrive at 10:00 am. Eat for about 2 hours. Then drive for about an hour.
1006 Caroline St
Fredericksburg, VA
(540) 373-1352
$$
  382 reviews
Desserts, Italian restaurants, Salad
12pm to 10pm
Arrive at 1:00 pm. Eat for about 2 hours. Then drive for about 5 minutes.
1500 Jefferson Davis Hwy
Fredericksburg, VA
(540) 373-3881
$$
  259 reviews
Desserts, Japanese restaurants, Sushi
11am to 9pm
Arrive at 3:10 pm. Eat for about 2 hours. Then drive for about an hour.
1738 Connecticut Ave NW
Washington, DC, DC
(202) 234-6969
$$
  1785 reviews
Breakfast & Brunch, Desserts, French restaurants
11:30am to 12pm
Arrive at 6:10 pm. Eat for about 2½ hours. Stay overnight. The next day, leave at 10:20 am. Then drive for about 10 minutes.
3500 Connecticut Ave NW
Washington, DC, DC
(202) 237-1432
$$
  1085 reviews
Desserts, American restaurants (New style), Steakhouses
10:30am to 11pm
Day 3. Arrive at 10:30 am. Eat for about 2½ hours. Then drive for about 10 minutes.
3310 Rhode Island Ave
Mount Rainier, MD
(240) 770-8579
$$
  142 reviews
Breakfast & Brunch, Comfort Food, Desserts
4pm to 9pm
Arrive at 1:10 pm. Explore the area for about 3 hours. Double check the opening time of 4:00 pm. Eat for about 2 hours. Then drive for about 40 minutes.
202 West St
Annapolis, MD
(410) 424-0922
$$
Arrive at 6:40 pm. Eat for about 2 hours. Stay overnight. The next day, leave at 7:00 am. Then drive for about 10 minutes.
1372 Cape Saint Claire Rd
Annapolis, MD
(410) 757-5232
$$
Day 4. Arrive at 7:10 am. Eat for about 2 hours. Then drive for about an hour.
21710 Roth Ave
Georgetown, DE
(302) 856-1400
$$
  66 reviews
Burgers, Desserts, Seafood restaurants
11am to 10pm
Arrive at 10:30 am. Wait for about 30 minutes. Double check the opening time of 11:00 am. Eat for about 2 hours. Then drive for about 30 minutes.

Reach your destination in Lewes around 1:30 pm after eating at 14 restaurants over 4 days. If you were to drive nonstop, it would take about 5 hours driving roughly 299 miles straight to Lewes. Looking for more restaurants? You can choose a category below if you want to do an entire road trip full of Coffee & Tea, Desserts, Gluten-Free food, Burgers, Hot dogs, Mexican restaurants, or more. Enjoy the journey!

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