Road trip from Boston to Bridgeport
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Sights & Landmarks
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Museums
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Shopping
Concerts & Shows
Outdoor Activities
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ITINERARY
3h 10m153 miles20 stops
1
Anton Limo
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.
2
David S. Ingalls Rink
3
Jokers Wild Comedy Club
Jokers Wild has been providing laughs to Southern Connecticut since 2008. We bring some of the best and brightest names in comedy each and every week. Our comics appear on Letterman, Conan, Comedy Central, Last Comic Standing, Sirius/XM radio and tour all over the country. We take great pride in being the only authentic comedy club in Connecticut. We are a free standing comedy club that doesn't operate in a mall, casino or the back of a bar. Jokers Wild features a full bar, outdoor patio and an immaculate kitchen and we make it all happen on historic Wooster Street in New Haven.
4
Owl Shop Cigar Lounge
5
Yale University Art Gallery
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.
6
New Haven Railroad Station
7
Mew Haven Cat Cafe
Visit Connecticut's first cat cafe! Hang out with a bunch of lovable cats while enjoying a coffee and cinnamon roll. All of the cats are from a local shelter and are adoptable. It's a great way to get your caffeine fix and cat fix at the same time, and it's an excellent way to help cats find permanent homes. Reservations recommended.
8
Boston Public Garden
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.
9
Boston Children's Museum
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.
10
Deer Island HarborWalk
11
Hex: Old World Witchery
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!
12
Salem Toy Museum
Vintage Toy Museum and Gift ShopThe Salem Toy Museum is a celebration of the classic toys we all grew up with. On display are many of your childhood favorites that are still popular today! Fun facts and original advertising artwork are all part of the classic toy exhibit.The young and young-at-heart will be whisked back in time through displays of the toys that defined generations. This magical journey through the evolution of childhood also offers a glimpse into the cultureof the times.Visitors will be dazzled by the 50s, 60s, 70s, 80s and evensome 90s toys that are showcased in the museum. Come and visit us and be prepared to step back in time and enjoy the flood of memories.Children, History buffs, Collectors and those who appreciate the pop cultural aspect that make these timeless classics are sure to find enjoyment here.
13
Green Hill Park
14
Redemption Rock Brewing Co.
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.
15
DCU Center
16
Seed To Stem
17
Burnside Fountain
18
Live Action Escapes
GET YOUR FRIENDS & FAMILY TOGETHER TO JOIN THE ESCAPE ROOM FUN & EXCITEMENT. You and your teammates will solve a series of puzzles by finding hidden objects. Use your found knowledge to figure out the clues, solve the puzzles using communication and teamwork. At Live Action Escapes, we offer a variety of escape room games, all with different themes and story lines. For off location games and even bigger groups we offer "The Great Party Escape" and “A Quest For The Golden Keys.” Live Action Escapes is a family owned and operated business working hard to make your escape room or Team Building experience the absolute best.
19
Bancroft Tower
20
Rhode Island School of Design Museum of Art
This innovative and internationally renowned museum showcases more than 80,000 works of art from Paul Revere's silver and caricatures of 18th century Europe, to French Impressionists and the avant-garde works of recent alumni. A 12th-century Japanese Buddha has its own room with benches for meditating.
Customize this Trip
OVERVIEW
1
Start: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.
2
Start:David S. Ingalls Rink
New Haven, Connecticut·
4.5
(9) review
73 Sachem St, New Haven, CT 06511-3518
3
Start:Jokers Wild Comedy Club
New Haven, Connecticut·
4.0
(9) review
Jokers Wild has been providing laughs to Southern Connecticut since 2008. We bring some of the best and brightest names in comedy each and every week. Our comics appear on Letterman, Conan, Comedy Central, Last Comic Standing, Sirius/XM radio and tour all over the country. We take great pride in being the only authentic comedy club in Connecticut. We are a free standing comedy club that doesn't operate in a mall, casino or the back of a bar. Jokers Wild features a full bar, outdoor patio and an immaculate kitchen and we make it all happen on historic Wooster Street in New Haven.
4
Start:Owl Shop Cigar Lounge
New Haven, Connecticut·
4.5
(9) review
268 College St, New Haven, CT 06510-2404
5
Start: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.
6
Start:New Haven Railroad Station
New Haven, Connecticut·
4.0
(97) review
50 Union Ave, New Haven, CT 06519-1754
7
Start:Mew Haven Cat Cafe
New Haven, Connecticut·
4.0
(8) review
Visit Connecticut's first cat cafe! Hang out with a bunch of lovable cats while enjoying a coffee and cinnamon roll. All of the cats are from a local shelter and are adoptable. It's a great way to get your caffeine fix and cat fix at the same time, and it's an excellent way to help cats find permanent homes. Reservations recommended.
8
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.
9
Start: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.
10
Start:Deer Island HarborWalk
Winthrop, Massachusetts·
4.5
(97) review
Deer Island, Winthrop, MA
11
Start: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!
12
Start:Salem Toy Museum
Salem, Massachusetts·
4.5
(95) review
Vintage Toy Museum and Gift ShopThe Salem Toy Museum is a celebration of the classic toys we all grew up with. On display are many of your childhood favorites that are still popular today! Fun facts and original advertising artwork are all part of the classic toy exhibit.The young and young-at-heart will be whisked back in time through displays of the toys that defined generations. This magical journey through the evolution of childhood also offers a glimpse into the cultureof the times.Visitors will be dazzled by the 50s, 60s, 70s, 80s and evensome 90s toys that are showcased in the museum. Come and visit us and be prepared to step back in time and enjoy the flood of memories.Children, History buffs, Collectors and those who appreciate the pop cultural aspect that make these timeless classics are sure to find enjoyment here.
13
Start:Green Hill Park
Worcester, Massachusetts·
4.5
(70) review
50 Skyline Dr, Worcester, MA 01605-2824
14
Start: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.
15
Start:DCU Center
Worcester, Massachusetts·
3.5
(93) review
50 Foster Street, Worcester, MA 01608-1305
16
Start:Seed To Stem
Worcester, Massachusetts·
4.0
(9) review
174 Shrewsbury St, Worcester, MA 01604-4629
17
Start:Burnside Fountain
Worcester, Massachusetts·
3.5
(8) review
Main St Behind City Hall, Worcester, MA 01608-1821
18
Start:Live Action Escapes
Worcester, Massachusetts·
5.0
(72) review
GET YOUR FRIENDS & FAMILY TOGETHER TO JOIN THE ESCAPE ROOM FUN & EXCITEMENT. You and your teammates will solve a series of puzzles by finding hidden objects. Use your found knowledge to figure out the clues, solve the puzzles using communication and teamwork. At Live Action Escapes, we offer a variety of escape room games, all with different themes and story lines. For off location games and even bigger groups we offer "The Great Party Escape" and “A Quest For The Golden Keys.” Live Action Escapes is a family owned and operated business working hard to make your escape room or Team Building experience the absolute best.
19
Start:Bancroft Tower
Worcester, Massachusetts·
4.0
(77) review
Bancroft Tower Road Salisbury Park, Worcester, MA 01609
20
Start:Rhode Island School of Design Museum of Art
Providence, Rhode Island·
4.5
(981) review
This innovative and internationally renowned museum showcases more than 80,000 works of art from Paul Revere's silver and caricatures of 18th century Europe, to French Impressionists and the avant-garde works of recent alumni. A 12th-century Japanese Buddha has its own room with benches for meditating.
CHECKLIST
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Car charger and portable battery
Water bottles and snacks
Travel pillow and blanket
Sunglasses and sunscreen
First-aid kit
Trash bags
Hand sanitizer and wet wipes
Driver’s license and vehicle registration
Cash and cards
Camera or smartphone
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FAQ
Frequently Asked Questions
What's the driving distance between Boston and Bridgeport?
The distance is 153 miles
What's the travel time between Boston and Bridgeport?
The driving time can vary depending on traffic conditions, but it is typically 3h 10m mins in normal traffic
What are some of the best cities to visit between Boston and Bridgeport?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Bridgeport?
There are plenty! Here are some stops you shouldn’t miss on your way to Bridgeport
What’s the weather like in Bridgeport?
The weather in Bridgeport is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Bridgeport in January
Weather in Bridgeport in February
Weather in Bridgeport in March
Weather in Bridgeport in April
Weather in Bridgeport in May
Weather in Bridgeport in June
Weather in Bridgeport in July
Weather in Bridgeport in August
Weather in Bridgeport in September
Weather in Bridgeport in October
Weather in Bridgeport in November
Weather in Bridgeport in December
Interested in a detailed plan for your time in Bridgeport?
Plan your dream Bridgeport trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Bridgeport
A 2-day itinerary in Bridgeport
A 3-day itinerary in Bridgeport
A 4-day itinerary in Bridgeport
A 5-day itinerary in Bridgeport
A 6-day itinerary in Bridgeport
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