Road trip from Boston to Winter Haven
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Sights & Landmarks
Outdoor Activities
Fun & Games
Concerts & Shows
Nightlife
Food & Drink
Nature & Parks
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All Category
Sights & Landmarks
Outdoor Activities
Fun & Games
Concerts & Shows
Nightlife
Food & Drink
Nature & Parks
Museums
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ITINERARY
25h 52m1,337 miles19 stops
1
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.
2
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.
3
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!
4
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.
5
DCU Center
6
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.
7
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.
8
New Haven Railroad Station
9
The Blue Bar, Algonquin Hotel
Comfortable and classic, the lounge of the Algonquin Hotel is a New York landmark.
10
BrainXcape
11
Philadelphia Distilling
12
Old City Hall
13
Cylburn Arboretum
14
Howard Peters Rawlings Conservatory and Botanic Gardens of Baltimore
15
Game On Escapes & More
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.
16
Underbelly
Located in the heart of Downtown, in Jacksonville's "Elbow District", Underbelly isn't just a building and a stage where people come to enjoy music. It's much bigger than that. It's not the paint on the walls. It's not the brick, wood, and nails that hold it all together. It's not the lights or the electricity that define it. Underbelly is a garden. A place for people, regardless of who you are or what you do, to just leave it all at the door for a small while. It's a place for humans. People wanting to be just that. Surrounded by others that feel the same to come together for however long it may be, to be here and now - no more, no less. It's a place where the best musicians unite to create moments that exist nowhere else. Isn't that what it is all about? Finding those moments of magic that will stay with you forever? Well, that's what we sell. We sell magic in all sizes. So come with many, come with none, it doesn't matter. Because when you're here, you're home.
17
Peabody Auditorium
18
Daytona Escape Rooms Code to Escape
Looking for something different to do in Florida? Enjoy one or more of our rooms for your next conference or seminar! Have your next party with us! Code To Escape offers a unique, fun activity for friends or family. We are Florida's number one life escape room game also. Boring conferences, seminars? Make them exciting with these team building escape room exercises. Teams of 2 - 12 people will hav
19
Corpus Christi Catholic Church
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.
2
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.
3
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!
4
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.
5
Start:DCU Center
Worcester, Massachusetts·
3.5
(93) review
50 Foster Street, Worcester, MA 01608-1305
6
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.
7
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.
8
Start:New Haven Railroad Station
New Haven, Connecticut·
4.0
(97) review
50 Union Ave, New Haven, CT 06519-1754
9
Start: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.
10
Start:BrainXcape
New York City, New York·
5.0
(99) review
160 Broadway 3rd Fl, New York City, NY 10038
11
Start:Philadelphia Distilling
Philadelphia, Pennsylvania·
5.0
(98) review
25 E Allen St, Philadelphia, PA 19123-1753
12
Start:Old City Hall
Philadelphia, Pennsylvania·
4.5
(99) review
Independence Mall, Philadelphia, PA 19106
13
Start:Cylburn Arboretum
Baltimore, Maryland·
4.5
(91) review
4915 Greenspring Ave, Baltimore, MD 21209-4698
14
Start:Howard Peters Rawlings Conservatory and Botanic Gardens of Baltimore
Baltimore, Maryland·
4.5
(99) review
3100 Swann Dr Druid Hill Park, Baltimore, MD 21217
15
Start: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.
16
Start:Underbelly
Jacksonville, Florida·
3.5
(9) review
Located in the heart of Downtown, in Jacksonville's "Elbow District", Underbelly isn't just a building and a stage where people come to enjoy music. It's much bigger than that. It's not the paint on the walls. It's not the brick, wood, and nails that hold it all together. It's not the lights or the electricity that define it. Underbelly is a garden. A place for people, regardless of who you are or what you do, to just leave it all at the door for a small while. It's a place for humans. People wanting to be just that. Surrounded by others that feel the same to come together for however long it may be, to be here and now - no more, no less. It's a place where the best musicians unite to create moments that exist nowhere else. Isn't that what it is all about? Finding those moments of magic that will stay with you forever? Well, that's what we sell. We sell magic in all sizes. So come with many, come with none, it doesn't matter. Because when you're here, you're home.
17
Start:Peabody Auditorium
Daytona Beach, Florida·
4.5
(96) review
600 Auditorium Blvd, Daytona Beach, FL 32118-4247
18
Start:Daytona Escape Rooms Code to Escape
Daytona Beach, Florida·
4.5
(98) review
Looking for something different to do in Florida? Enjoy one or more of our rooms for your next conference or seminar! Have your next party with us! Code To Escape offers a unique, fun activity for friends or family. We are Florida's number one life escape room game also. Boring conferences, seminars? Make them exciting with these team building escape room exercises. Teams of 2 - 12 people will hav
19
Start:Corpus Christi Catholic Church
Celebration, Orlando, Florida·
5.0
(99) review
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867
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
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FAQ
Frequently Asked Questions
What's the driving distance between Boston and Winter Haven?
The distance is 1,337 miles
What's the travel time between Boston and Winter Haven?
The driving time can vary depending on traffic conditions, but it is typically 25h 52m mins in normal traffic
What are some of the best cities to visit between Boston and Winter Haven?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Winter Haven?
There are plenty! Here are some stops you shouldn’t miss on your way to Winter Haven
What’s the weather like in Winter Haven?
The weather in Winter Haven is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Winter Haven in January
Weather in Winter Haven in February
Weather in Winter Haven in March
Weather in Winter Haven in April
Weather in Winter Haven in May
Weather in Winter Haven in June
Weather in Winter Haven in July
Weather in Winter Haven in August
Weather in Winter Haven in September
Weather in Winter Haven in October
Weather in Winter Haven in November
Weather in Winter Haven in December
Interested in a detailed plan for your time in Winter Haven?
Plan your dream Winter Haven trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Winter Haven
A 2-day itinerary in Winter Haven
A 3-day itinerary in Winter Haven
A 4-day itinerary in Winter Haven
A 5-day itinerary in Winter Haven
A 6-day itinerary in Winter Haven
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