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By Huuk Team

Road trip from Boston to Chesapeake

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Show more (3+)

ITINERARY

12h 27m577 miles23 stops
1
Boston Public Garden
4 Charles St, Boston, MA 02114-4602
This Frederick Law Olmsted-designed park, famous for its Swan Boats, has over 600 varieties of trees and an ever-changing array of flowers. It is America's first public garden.
2
Boston Children's Museum
308 Congress St, Boston, MA 02210-1016
Highlights of this interactive museum include the "Science Playground," featuring giant soap bubble-making tools and the "New Balance Climb," which teaches kids the laws of physics while navigating through a two-story-high maze.
3
Hex: Old World Witchery
246 Essex St, Salem, MA 01970-3422
Salem Warlock Christian Day presents magical merchandise for both the curious and Witch alike. Whether you want a candle to bless your home, herbs and roots to make your own magic, a potion to attract love, the perfect ritual tool, a Voodoo doll made by a real practitioner, or to cast a spell at our authentic Witches' Altar, Hex is for those who believe in magic and those whose hearts beat with its fire.Be sure to visit our Witches' Altar of the Dead that stands at the Western wall of the shop. Here, countless visitors through the years have left messages, photos, and mementos in honor of departed loved ones in the spirit world. We welcome you to contribute to the magic!And, while there, have an authentic psychic reading with one of Salem's most talented Witches: Leanne Marrama, Laura Broderick, and Kyri Spencer!
4
Redemption Rock Brewing Co.
333 Shrewsbury St Entrance on Putnam Ln., Worcester, MA 01604-4614
Redemption Rock Brewing Co. is a craft brewery, taproom, and cafe in Worcester, Mass. We make beer for people. "Beer for people" means beer enjoyed with a strong sense of community and camaraderie, and we aim to provide high-quality, fun beer in all its forms. Also, as a certified Benefit Corporation (B Corp), we’re dedicated to working for the community. It’s an essential part of our business, and we’re continually looking for new ways to support local organizations, partner with local businesses, and be a better kind of employer and corporate citizen. Finally, we’ve designed the Redemption Rock taproom to be the ultimate community gathering space. It’s bright, comfortable, and colorful and serves as both a coffeehouse and a bar. Visit us with your friends, come meet new friends, or even hold your private event here. We hope to see you soon.
5
DCU Center
50 Foster Street, Worcester, MA 01608-1305
6
Anton Limo
East Haven, CT, New Haven, CT 06513
Anton Limo is an elite limo transport company offering fully licensed vehicles and first-class services that meets your widest satisfaction. Whether you need a luxury limo for a special occasion, an appointment or a trip; we reserved the best services to secure your broad needs 24/7. We offer exclusive service on airport transfers:Our pricing is very affordable and we are located in Connecticut.
7
Yale University Art Gallery
1111 Chapel Street, New Haven, CT 06510-2301
Yale University Art Gallery is the oldest college art museum in America. The Gallery’s encyclopedic holdings of more than 250,000 objects range from ancient times to the present day and represent civilizations from around the globe. Spanning a block and a half of the city of New Haven, Connecticut, the Gallery comprises three architecturally distinct buildings, including a masterpiece of modern architecture from 1953 designed by Louis Kahn through which visitors enter. The museum is free and open to the public.
8
New Haven Railroad Station
50 Union Ave, New Haven, CT 06519-1754
9
The Blue Bar, Algonquin Hotel
59 W 44th St, New York City, NY 10036-6613
Comfortable and classic, the lounge of the Algonquin Hotel is a New York landmark.
10
BrainXcape
160 Broadway 3rd Fl, New York City, NY 10038
11
Philadelphia Distilling
25 E Allen St, Philadelphia, PA 19123-1753
12
Old City Hall
Independence Mall, Philadelphia, PA 19106
13
Logan Circle
Benjamin Franklin Parkway at 19th Street, Philadelphia, PA 19103
14
Cathedral Basilica of Saints Peter and Paul
18th Street and Benjamin Franklin Parkway, Philadelphia, PA 19103-1204
The head church of Philadelphia's Catholic Archdiocese is on the National Registrar of Historic Places. Pope John Paul II celebrated Mass here in 1979.
15
Painted Bride Art Center
5212 Market St, Philadelphia, PA 19139-3417
Offers events in theater, dance, poetry, jazz, world music and visual arts to diverse audiences.
16
Wells Fargo Center
3601 S Broad St, Philadelphia, PA 19148-5250
17
FDR Park
1500 Pattison Ave, Philadelphia, PA 19145
18
John Heinz National Wildlife Refuge at Tinicum
86th Street Lindberg Boulevard, Philadelphia, PA 19143
Visit John Heinz National Wildlife Refuge at Tinicum! Come enjoy 10 miles of walking trails through wooded forests, an impoundment pond, and 300 acres of the largest remaining freshwater tidal marsh in PA. Visitors can also experience the marsh on the water through 4.5 mile of Darby Creek by canoe or kayak. Stop by the front desk to borrow binoculars or fishing rods. Refuge trails are open every day from sunrise to sunset, free of charge. The Visitor Center is open daily from 8:30 AM to 4:00 PM. The visitor center building is closed for all Federal holidays however the trails remain open. Darby Creek is tidal and navigable only within 2 hours before and after high tide. Boat Launch is located at the trailhead of Dike Trail. Visitors must provide their own canoe/kayak and life vests. John Heinz NWR offers year-round free recreational and educational programs.
19
Benjamin Rush Garden
Corner of 3rd & Walnut Streets, Philadelphia, PA 19106
20
Quicktransfer - Philadelphia
86-90 Paul Street, Philadelphia, PA 24
As QuickTransfer we have been passionately realizing services for the travel industry since 2009. We are dedicated professionals providing high-class transport services on all continents. Extensive international experience makes us a trustworthy choice for everyone in need of reliable, safe and punctual transfer service.
21
Destiny Luxury Transportation
2035 Sunset Lake Rd Suite B-2, Philadelphia, PA 19702-2600
We offer luxury chauffeured transportation using the latest model Mercedes Benz vehicles Mercedes is synonymous for style, class, luxury and comfort. We have to sedans and a 12 passenger Sprinter in our fleet. For a great luxury experience choose us for your weddings, night-outs on the town, airport and executive transportation needs. We operate in the Philadelphia Metro area to include Del.
22
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.
23
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.
Customize this Trip

OVERVIEW

1
Start:Boston Public Garden
Boston, Massachusetts·
4.5
(9979) review
This Frederick Law Olmsted-designed park, famous for its Swan Boats, has over 600 varieties of trees and an ever-changing array of flowers. It is America's first public garden.
4 Charles St, Boston, MA 02114-4602
2
Boston Children's Museum
Boston, Massachusetts·
4.5
(994) review
Highlights of this interactive museum include the "Science Playground," featuring giant soap bubble-making tools and the "New Balance Climb," which teaches kids the laws of physics while navigating through a two-story-high maze.
308 Congress St, Boston, MA 02210-1016
3
Hex: Old World Witchery
Salem, Massachusetts·
5.0
(1000) review
Salem Warlock Christian Day presents magical merchandise for both the curious and Witch alike. Whether you want a candle to bless your home, herbs and roots to make your own magic, a potion to attract love, the perfect ritual tool, a Voodoo doll made by a real practitioner, or to cast a spell at our authentic Witches' Altar, Hex is for those who believe in magic and those whose hearts beat with its fire.Be sure to visit our Witches' Altar of the Dead that stands at the Western wall of the shop. Here, countless visitors through the years have left messages, photos, and mementos in honor of departed loved ones in the spirit world. We welcome you to contribute to the magic!And, while there, have an authentic psychic reading with one of Salem's most talented Witches: Leanne Marrama, Laura Broderick, and Kyri Spencer!
246 Essex St, Salem, MA 01970-3422
4
Redemption Rock Brewing Co.
Worcester, Massachusetts·
5.0
(9) review
Redemption Rock Brewing Co. is a craft brewery, taproom, and cafe in Worcester, Mass. We make beer for people. "Beer for people" means beer enjoyed with a strong sense of community and camaraderie, and we aim to provide high-quality, fun beer in all its forms. Also, as a certified Benefit Corporation (B Corp), we’re dedicated to working for the community. It’s an essential part of our business, and we’re continually looking for new ways to support local organizations, partner with local businesses, and be a better kind of employer and corporate citizen. Finally, we’ve designed the Redemption Rock taproom to be the ultimate community gathering space. It’s bright, comfortable, and colorful and serves as both a coffeehouse and a bar. Visit us with your friends, come meet new friends, or even hold your private event here. We hope to see you soon.
333 Shrewsbury St Entrance on Putnam Ln., Worcester, MA 01604-4614
5
DCU Center
Worcester, Massachusetts·
3.5
(93) review
50 Foster Street, Worcester, MA 01608-1305
6
Anton Limo
New Haven, Connecticut·
5.0
(9) review
Anton Limo is an elite limo transport company offering fully licensed vehicles and first-class services that meets your widest satisfaction. Whether you need a luxury limo for a special occasion, an appointment or a trip; we reserved the best services to secure your broad needs 24/7. We offer exclusive service on airport transfers:Our pricing is very affordable and we are located in Connecticut.
East Haven, CT, New Haven, CT 06513
7
Yale University Art Gallery
New Haven, Connecticut·
5.0
(984) review
Yale University Art Gallery is the oldest college art museum in America. The Gallery’s encyclopedic holdings of more than 250,000 objects range from ancient times to the present day and represent civilizations from around the globe. Spanning a block and a half of the city of New Haven, Connecticut, the Gallery comprises three architecturally distinct buildings, including a masterpiece of modern architecture from 1953 designed by Louis Kahn through which visitors enter. The museum is free and open to the public.
1111 Chapel Street, New Haven, CT 06510-2301
8
New Haven Railroad Station
New Haven, Connecticut·
4.0
(97) review
50 Union Ave, New Haven, CT 06519-1754
9
The Blue Bar, Algonquin Hotel
New York City, New York·
4.0
(99) review
Comfortable and classic, the lounge of the Algonquin Hotel is a New York landmark.
59 W 44th St, New York City, NY 10036-6613
10
BrainXcape
New York City, New York·
5.0
(99) review
160 Broadway 3rd Fl, New York City, NY 10038
11
Philadelphia Distilling
Philadelphia, Pennsylvania·
5.0
(98) review
25 E Allen St, Philadelphia, PA 19123-1753
12
Old City Hall
Philadelphia, Pennsylvania·
4.5
(99) review
Independence Mall, Philadelphia, PA 19106
13
Logan Circle
Philadelphia, Pennsylvania·
4.0
(97) review
Benjamin Franklin Parkway at 19th Street, Philadelphia, PA 19103
14
Cathedral Basilica of Saints Peter and Paul
Philadelphia, Pennsylvania·
4.5
(978) review
The head church of Philadelphia's Catholic Archdiocese is on the National Registrar of Historic Places. Pope John Paul II celebrated Mass here in 1979.
18th Street and Benjamin Franklin Parkway, Philadelphia, PA 19103-1204
15
Painted Bride Art Center
Philadelphia, Pennsylvania·
5.0
(8) review
Offers events in theater, dance, poetry, jazz, world music and visual arts to diverse audiences.
5212 Market St, Philadelphia, PA 19139-3417
16
Wells Fargo Center
Philadelphia, Pennsylvania·
4.0
(517) review
3601 S Broad St, Philadelphia, PA 19148-5250
17
FDR Park
Philadelphia, Pennsylvania·
4.5
(7) review
1500 Pattison Ave, Philadelphia, PA 19145
18
John Heinz National Wildlife Refuge at Tinicum
Philadelphia, Pennsylvania·
4.5
(93) review
Visit John Heinz National Wildlife Refuge at Tinicum! Come enjoy 10 miles of walking trails through wooded forests, an impoundment pond, and 300 acres of the largest remaining freshwater tidal marsh in PA. Visitors can also experience the marsh on the water through 4.5 mile of Darby Creek by canoe or kayak. Stop by the front desk to borrow binoculars or fishing rods. Refuge trails are open every day from sunrise to sunset, free of charge. The Visitor Center is open daily from 8:30 AM to 4:00 PM. The visitor center building is closed for all Federal holidays however the trails remain open. Darby Creek is tidal and navigable only within 2 hours before and after high tide. Boat Launch is located at the trailhead of Dike Trail. Visitors must provide their own canoe/kayak and life vests. John Heinz NWR offers year-round free recreational and educational programs.
86th Street Lindberg Boulevard, Philadelphia, PA 19143
19
Benjamin Rush Garden
Philadelphia, Pennsylvania·
4.0
(2) review
Corner of 3rd & Walnut Streets, Philadelphia, PA 19106
20
Quicktransfer - Philadelphia
Philadelphia, Pennsylvania·
(0) review
As QuickTransfer we have been passionately realizing services for the travel industry since 2009. We are dedicated professionals providing high-class transport services on all continents. Extensive international experience makes us a trustworthy choice for everyone in need of reliable, safe and punctual transfer service.
86-90 Paul Street, Philadelphia, PA 24
21
Destiny Luxury Transportation
Philadelphia, Pennsylvania·
(0) review
We offer luxury chauffeured transportation using the latest model Mercedes Benz vehicles Mercedes is synonymous for style, class, luxury and comfort. We have to sedans and a 12 passenger Sprinter in our fleet. For a great luxury experience choose us for your weddings, night-outs on the town, airport and executive transportation needs. We operate in the Philadelphia Metro area to include Del.
2035 Sunset Lake Rd Suite B-2, Philadelphia, PA 19702-2600
22
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
23
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

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FAQ
Frequently Asked Questions
What's the driving distance between Boston and Chesapeake?
The distance is 577 miles
What's the travel time between Boston and Chesapeake?
The driving time can vary depending on traffic conditions, but it is typically 12h 27m mins in normal traffic
What are some of the best cities to visit between Boston 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 Boston?
We have a lot of great trip options for Boston! See the links below for all the itineraries we created for you