logo
By Huuk Team

Road trip from Raleigh to Chesapeake

All Category
iconSights & Landmarks
iconShopping
iconNature & Parks
iconMuseums
iconFun & Games
iconNightlife
iconConcerts & Shows
Show more (3+)

ITINERARY

3h 47m187 miles9 stops
1
Carolina Heights
Wilmington, NC
A section of Wilmington that offers many older homes and scenic gardens.
2
North Carolina Museum of History
5 E Edenton St, Raleigh, NC 27601-1011
Explore more than 14,000 years of North Carolina history, from the state's earliest inhabitants through the 20th century. The major exhibition The Story of North Carolina features fascinating artifacts, multimedia presentations, and an interactive format for all ages. Other exhibits highlight the state's military history, sports heroes, decorative arts and more. Monthly programs include children's programs, craft demonstrations and family events. The Museum Shop, featuring North Carolina crafts, and the on-site restaurant Pharaoh's at the Museum are open daily. Admission is free, although some special exhibits require a fee. Free parking is available on weekends in the Jones/Edenton Street lot. Museum hours are Monday through Saturday, 9 a.m. to 5 p.m., and Sunday, noon to 5 p.m.
3
Boxcar Bar + Arcade
330 W Davie St, Raleigh, NC 27601-1746
Boxcar Bar + Arcade in downtown Raleigh is home to over 100 arcade-style games, including classic and modern arcades and pinball favorites, Skeeball, air hockey, free game consoles and more! We offer a full bar (including 24 craft drafts), a covered patio complete with an outdoor bar and live music stage, a dog friendly environment and so much more. We serve fresh, free popcorn daily and outside food is welcome.
4
Game On Escapes & More
107 Edinburgh South Dr Suite 203, Cary, NC 27511-8426
We offer family friendly escape games and a game show appealing to a variety of ages. Great for corporate events, team outings, and just a fun night out with friends and family.
5
The Raleigh Market
1025 Blue Ridge Rd, Raleigh, NC 27607-3902
Located on the historic N.C. State Fairgrounds, The Raleigh Market is recognized as one of the Top 10 flea markets in the U.S. Each weekend, indoor and outdoor vendors showcase vintage goods and antiques, collectibles, new items, thrift items, crafts, art, jewelry and so much more. Food trucks, farm stands and fair food ensure customers do not leave hungry! The Raleigh Market is open Saturdays and Sundays, 9 am - 5 pm. Admission and parking are free.
6
The Mariners' Museum and Park
100 Museum Drive, Newport News, VA 23606
Curate your Mariners’ Experience! From inspiring stories of mariners who risked it all for freedom to true tales of man conquering the wild seas, our indoor galleries will spark curiosity, wonder, and an appreciation for our shared maritime heritage. Explore over 90,000 square feet of gallery space and discover your connection to our shared maritime heritage. Admission to the Museum is only $1 per person. Add some outdoor adventure to your day in our 550-acre Park which offers visitors a quiet and serene place to walk, hike or run amongst rolling woodlands. Our Park features the award-winning five-mile Noland Trail that surrounds the 167-acre Mariners’ Lake. The Park is free and open to the public.
7
Pagoda & Oriental Garden
265 W Tazewell St, Norfolk, VA 23510-1209
8
O'Connor Brewing Co.
211 W 24th St, Norfolk, VA 23517
The brewery is located at 211 W. 24th Street in the new Railroad district of Norfolk, situated next to the historic Ghent neighborshood and just a mile or two from Downtown. The Tasting Room and Production facility share a 35,000 sq. foot mid-century modern historic building. Free parking is available in their private lot or street parking is free along 24th and 23rd street. O’Connor beer drinkers come from all walks of life, but what brings them together is a love of the small, simple joys in life. The pleasure of being outdoors, relaxing on the beach with friends, having dinner with family after a day of hard work, and of course, enjoying a fresh, flavorful beer. Customers appreciate the O’Connor brand for its approachability and authenticity. They value its independent spirit, that it remains family owned and operated, and its support of the local community. And their loyalty has established it as a mainstay brand with 10 years of sustained success.
9
Veterans United Home Loans Amphitheater
3550 Cellar Door Way, Virginia Beach, VA 23456-6115
Customize this Trip

OVERVIEW

1
Start:Carolina Heights
Wilmington, North Carolina·
4.5
(3) review
A section of Wilmington that offers many older homes and scenic gardens.
Wilmington, NC
2
North Carolina Museum of History
Raleigh, North Carolina·
4.5
(936) review
Explore more than 14,000 years of North Carolina history, from the state's earliest inhabitants through the 20th century. The major exhibition The Story of North Carolina features fascinating artifacts, multimedia presentations, and an interactive format for all ages. Other exhibits highlight the state's military history, sports heroes, decorative arts and more. Monthly programs include children's programs, craft demonstrations and family events. The Museum Shop, featuring North Carolina crafts, and the on-site restaurant Pharaoh's at the Museum are open daily. Admission is free, although some special exhibits require a fee. Free parking is available on weekends in the Jones/Edenton Street lot. Museum hours are Monday through Saturday, 9 a.m. to 5 p.m., and Sunday, noon to 5 p.m.
5 E Edenton St, Raleigh, NC 27601-1011
3
Boxcar Bar + Arcade
Raleigh, North Carolina·
4.5
(92) review
Boxcar Bar + Arcade in downtown Raleigh is home to over 100 arcade-style games, including classic and modern arcades and pinball favorites, Skeeball, air hockey, free game consoles and more! We offer a full bar (including 24 craft drafts), a covered patio complete with an outdoor bar and live music stage, a dog friendly environment and so much more. We serve fresh, free popcorn daily and outside food is welcome.
330 W Davie St, Raleigh, NC 27601-1746
4
Game On Escapes & More
Cary, North Carolina·
5.0
(98) review
We offer family friendly escape games and a game show appealing to a variety of ages. Great for corporate events, team outings, and just a fun night out with friends and family.
107 Edinburgh South Dr Suite 203, Cary, NC 27511-8426
5
The Raleigh Market
Raleigh, North Carolina·
4.0
(96) review
Located on the historic N.C. State Fairgrounds, The Raleigh Market is recognized as one of the Top 10 flea markets in the U.S. Each weekend, indoor and outdoor vendors showcase vintage goods and antiques, collectibles, new items, thrift items, crafts, art, jewelry and so much more. Food trucks, farm stands and fair food ensure customers do not leave hungry! The Raleigh Market is open Saturdays and Sundays, 9 am - 5 pm. Admission and parking are free.
1025 Blue Ridge Rd, Raleigh, NC 27607-3902
6
The Mariners' Museum and Park
Newport News, Virginia·
5.0
(959) review
Curate your Mariners’ Experience! From inspiring stories of mariners who risked it all for freedom to true tales of man conquering the wild seas, our indoor galleries will spark curiosity, wonder, and an appreciation for our shared maritime heritage. Explore over 90,000 square feet of gallery space and discover your connection to our shared maritime heritage. Admission to the Museum is only $1 per person. Add some outdoor adventure to your day in our 550-acre Park which offers visitors a quiet and serene place to walk, hike or run amongst rolling woodlands. Our Park features the award-winning five-mile Noland Trail that surrounds the 167-acre Mariners’ Lake. The Park is free and open to the public.
100 Museum Drive, Newport News, VA 23606
7
Pagoda & Oriental Garden
Norfolk, Virginia·
4.0
(91) review
265 W Tazewell St, Norfolk, VA 23510-1209
8
O'Connor Brewing Co.
Norfolk, Virginia·
4.5
(97) review
The brewery is located at 211 W. 24th Street in the new Railroad district of Norfolk, situated next to the historic Ghent neighborshood and just a mile or two from Downtown. The Tasting Room and Production facility share a 35,000 sq. foot mid-century modern historic building. Free parking is available in their private lot or street parking is free along 24th and 23rd street. O’Connor beer drinkers come from all walks of life, but what brings them together is a love of the small, simple joys in life. The pleasure of being outdoors, relaxing on the beach with friends, having dinner with family after a day of hard work, and of course, enjoying a fresh, flavorful beer. Customers appreciate the O’Connor brand for its approachability and authenticity. They value its independent spirit, that it remains family owned and operated, and its support of the local community. And their loyalty has established it as a mainstay brand with 10 years of sustained success.
211 W 24th St, Norfolk, VA 23517
9
Veterans United Home Loans Amphitheater
Virginia Beach, Virginia·
3.5
(93) review
3550 Cellar Door Way, Virginia Beach, VA 23456-6115

CHECKLIST

icon
GPS device or app
icon
Download Offline Map
icon
Car charger and portable battery
icon
Water bottles and snacks
icon
Travel pillow and blanket
icon
Sunglasses and sunscreen
icon
First-aid kit
icon
Trash bags
icon
Hand sanitizer and wet wipes
icon
Driver’s license and vehicle registration
icon
Cash and cards
icon
Camera or smartphone
Unlock Effortless Travel Planning
Create your dream trip in minutes by this prompt. Try now!
FAQ
Frequently Asked Questions
What's the driving distance between Raleigh and Chesapeake?
The distance is 187 miles
What's the travel time between Raleigh and Chesapeake?
The driving time can vary depending on traffic conditions, but it is typically 3h 47m mins in normal traffic
What are some of the best cities to visit between Raleigh and Chesapeake?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Chesapeake?
There are plenty! Here are some stops you shouldn’t miss on your way to Chesapeake
What’s the weather like in Chesapeake?
The weather in Chesapeake is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Chesapeake in January
Weather in Chesapeake in February
Weather in Chesapeake in March
Weather in Chesapeake in April
Weather in Chesapeake in May
Weather in Chesapeake in June
Weather in Chesapeake in July
Weather in Chesapeake in August
Weather in Chesapeake in September
Weather in Chesapeake in October
Weather in Chesapeake in November
Weather in Chesapeake in December
Interested in a detailed plan for your time in Chesapeake?
Plan your dream Chesapeake trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Chesapeake
A 2-day itinerary in Chesapeake
A 3-day itinerary in Chesapeake
A 4-day itinerary in Chesapeake
A 5-day itinerary in Chesapeake
A 6-day itinerary in Chesapeake
Where else can I travel to if I'm starting my trip in Raleigh?
We have a lot of great trip options for Raleigh! See the links below for all the itineraries we created for you