Road trip from Boston to Portland
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Nature & Parks
Concerts & Shows
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Food & Drink
Fun & Games
Water & Amusement Parks
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ITINERARY
54h 59m3,100 miles36 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
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.
7
New Haven Railroad Station
8
Steamtown National Historic Site
This small museum is all about steam engines and their contribution to America's economy in the 19th century.
9
Hollywood Gaming Mahoning Valley Race Course
10
Paladin Brewing
11
Lock 3
12
Rock & Roll Hall of Fame
Headquartered in a boldly designed building on Lake Erie's shore, The Rock and Roll Hall of Fame is a 150,000-square-foot museum featuring ever-changing exhibits documenting the history of rock and roll, from Elvis to our days. You’ll see hundreds of original artifacts, from Jimi Hendrix outfits to The Beatles’ handwritten lyrics. Experience the excitement of a Rock Hall induction night at the Power of Rock Experience or have your very own jam session at the Garage. You can also watch a concert while you're here, so check out the Rock Hall’s schedule and plan ahead. – Tripadvisor
13
Allen County War Memorial Coliseum
14
Michigan Avenue Bridge
The view from the bridge is one of the best vistas the city has to offer.
15
Boystown
Located in Chicago's North Side, this vibrant neighborhood is known for its exciting nightlife and for being one of the largest LGBTQIA+ communities in the city. It's the host of the annual Chicago Pride Parade, and a must-see in the area is the Legacy Walk on Halsted Street, where you can learn about the contributions of the LGBTQIA+ community while admiring the colorful street art and rainbow crosswalks. Check out the unique shops and then grab a bite at one of the area's delicious Thai or Mexican restaurants. At night, visit one of the neighborhood's bars to enjoy a drag show, concert, and tasty cocktail. Consider taking a food or walking tour of Chicago that stops by Boystown. – Tripadvisor
16
Wrigley Field
Get a behind-the-scenes look at the legendary home of the Chicago Cubs with Wrigley Field Tours. Built in 1914, this must-see Chicago attraction houses more than 100 years of history. New this year, fans can join us on a non-gameday Ivy Tour which includes the opportunity to take a photo in front of Wrigley Field’s historic ivy wall.
17
Quad Cities Symphony Orchestra
18
Endless Brews
We are a bottle shop & craft beer bar with 20 taps and over 300 select bottles and cans for carry-out.
19
German American Heritage Center
20
Fitness Sports
Iowa's first Specialty Running & Walking store with a emphasis on personal service. Ou r stone motto is "Where You have the Right to B-Fit". Est. in 1984.
21
Hot Shops Art Center
22
Hollywood Candy
Hollywood Candy is a giant candy store proudly serving Omaha’s Old Market since 2007. We offer a large selection of housemate chocolate candy including our chocolate covered bacon, chocolate potato chips, candy cookie pops and our famous Peanut Butter Surprise. We have all flavors or Jelly Belly jelly beans and a large selection of M&M’s. We offer the largest selection of bulk candy in the area including hard to find retro brands, favorite brands like Hershey’s and Oreo, rock candy, gummies, sour candy, and lollipops. Our Soda Shoppe offers over 200 varieties of familiar and unique soda brands. We have the largest collection of PEZ dispensers for everyone to enjoy plus a large assortment for sale.
23
Fun Plex
24
The Farm at Lee Martinez Park
25
Andy's Club
26
Talisman Brewing Co.
27
Ogden Nature Center
This 127-acre wildlife sanctuary offers hands-on field classes for children, teachers and adults and a rehabilitation facility for hundreds of injured and orphaned wild birds.
28
Red Butte Garden
Red Butte Garden is the largest botanical garden in the Intermountain West and, together with the University of Utah, is the state arboretum. The Garden has welcomed guests since 1985 and consists of over 21 acres of developed gardens and five miles of hiking trails winding through an extensive Natural Area. All just minutes away from downtown Salt Lake City. The Garden is renowned for plant collections, themed gardens, over 560,000 springtime blooms, gorgeous private rental spaces, a world-class summer concert series, and award-winning horticulture-based educational programs.
29
Sugar House Park
Once the site of Utah Territorial Prison, this park is a lot more pleasant today, with a gently rolling landscape great for running.
30
Great Salt Lake
This 20,000 square mile lake, the second saltiest in the world, is also a wildlife refuge attracting millions of migratory birds every year to the ten islands within it.
31
Lucky Peak State Park
32
Boise State University
Idaho's metropolitan college is located one mile from the downtown area.
33
Ann Morrison Park
34
Section 37 Axe Room
35
Sellwood
Neighborhood with a pleasant, small shopping area with dozens of antique shops.
36
South Waterfront Lower Tram Terminal
The Tram is a popular destination for tourists, locals and people just looking to try something fun. The lower tram terminal is at the intersection of South Moody Avenue & Gibbs Street --the most transportation-diverse intersection in the country. Besides one of the nation's only aerial commuter trams, you'll see cars, buses, a streetcar, a soaring pedestrian bridge, a cycle track and the densest bike parking in America's #1 biking city. Bike valet is offered free to the public at Portland Aerial Tram Monday through Friday. Exiting the upper terminal you'll see the largest enclosed sky bridge in North America. Take a right to access an outdoor patio with seating and views of the terminal, the cityscape, the Willamette River and, on a clear day, Mount Hood and Mount St Helens. The upper terminal links to the 4T Trail--a self-guided tour by train, trail, tram and trolley. Much of Marquam Hill is a natural area with several trails.
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: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.
7
Start:New Haven Railroad Station
New Haven, Connecticut·
4.0
(97) review
50 Union Ave, New Haven, CT 06519-1754
8
Start:Steamtown National Historic Site
Scranton, Pennsylvania·
4.5
(902) review
This small museum is all about steam engines and their contribution to America's economy in the 19th century.
9
Start:Hollywood Gaming Mahoning Valley Race Course
Youngstown, Ohio·
3.5
(83) review
655 N Canfield Niles Rd, Youngstown, OH 44515-1102
10
Start:Paladin Brewing
Austintown, Youngstown, Ohio·
4.5
(9) review
6520 Mahoning Ave, Austintown, Youngstown, OH 44515-2012
11
Start:Lock 3
Akron, Ohio·
4.5
(98) review
200 S Main St, Akron, OH 44308-1315
12
Start:Rock & Roll Hall of Fame
Cleveland, Ohio·
4.5
(9964) review
Headquartered in a boldly designed building on Lake Erie's shore, The Rock and Roll Hall of Fame is a 150,000-square-foot museum featuring ever-changing exhibits documenting the history of rock and roll, from Elvis to our days. You’ll see hundreds of original artifacts, from Jimi Hendrix outfits to The Beatles’ handwritten lyrics. Experience the excitement of a Rock Hall induction night at the Power of Rock Experience or have your very own jam session at the Garage. You can also watch a concert while you're here, so check out the Rock Hall’s schedule and plan ahead. – Tripadvisor
13
Start:Allen County War Memorial Coliseum
Fort Wayne, Indiana·
4.0
(99) review
4000 Parnell Ave, Fort Wayne, IN 46805-1414
14
Start:Michigan Avenue Bridge
Chicago, Illinois·
4.5
(985) review
The view from the bridge is one of the best vistas the city has to offer.
15
Start:Boystown
Chicago, Illinois·
4.5
(98) review
Located in Chicago's North Side, this vibrant neighborhood is known for its exciting nightlife and for being one of the largest LGBTQIA+ communities in the city. It's the host of the annual Chicago Pride Parade, and a must-see in the area is the Legacy Walk on Halsted Street, where you can learn about the contributions of the LGBTQIA+ community while admiring the colorful street art and rainbow crosswalks. Check out the unique shops and then grab a bite at one of the area's delicious Thai or Mexican restaurants. At night, visit one of the neighborhood's bars to enjoy a drag show, concert, and tasty cocktail. Consider taking a food or walking tour of Chicago that stops by Boystown. – Tripadvisor
16
Start:Wrigley Field
Chicago, Illinois·
4.5
(9953) review
Get a behind-the-scenes look at the legendary home of the Chicago Cubs with Wrigley Field Tours. Built in 1914, this must-see Chicago attraction houses more than 100 years of history. New this year, fans can join us on a non-gameday Ivy Tour which includes the opportunity to take a photo in front of Wrigley Field’s historic ivy wall.
17
Start:Quad Cities Symphony Orchestra
Davenport, Iowa·
4.5
(8) review
327 Brady St, Davenport, IA 52801-1508
18
Start:Endless Brews
Davenport, Iowa·
4.5
(9) review
We are a bottle shop & craft beer bar with 20 taps and over 300 select bottles and cans for carry-out.
19
Start:German American Heritage Center
Davenport, Iowa·
4.5
(84) review
712 W 2nd St, Davenport, IA 52802-1410
20
Start:Fitness Sports
Des Moines, Iowa·
5.0
(9) review
Iowa's first Specialty Running & Walking store with a emphasis on personal service. Ou r stone motto is "Where You have the Right to B-Fit". Est. in 1984.
21
Start:Hot Shops Art Center
Omaha, Nebraska·
4.5
(96) review
13th & Nicholas, Omaha, NE 68102
22
Start:Hollywood Candy
Omaha, Nebraska·
4.0
(99) review
Hollywood Candy is a giant candy store proudly serving Omaha’s Old Market since 2007. We offer a large selection of housemate chocolate candy including our chocolate covered bacon, chocolate potato chips, candy cookie pops and our famous Peanut Butter Surprise. We have all flavors or Jelly Belly jelly beans and a large selection of M&M’s. We offer the largest selection of bulk candy in the area including hard to find retro brands, favorite brands like Hershey’s and Oreo, rock candy, gummies, sour candy, and lollipops. Our Soda Shoppe offers over 200 varieties of familiar and unique soda brands. We have the largest collection of PEZ dispensers for everyone to enjoy plus a large assortment for sale.
23
Start:Fun Plex
Omaha, Nebraska·
3.5
(92) review
7003 Q St, Omaha, NE 68117-1649
24
Start:The Farm at Lee Martinez Park
Fort Collins, Colorado·
4.5
(93) review
600 N Sherwood St, Fort Collins, CO 80521-2061
25
Start:Andy's Club
Ogden, Utah·
4.0
(7) review
501 N Washington Blvd, Ogden, UT 84404-3554
26
Start:Talisman Brewing Co.
Ogden, Utah·
5.0
(9) review
1258 Gibson Ave, Ogden, UT 84404-5541
27
Start:Ogden Nature Center
Ogden, Utah·
4.5
(71) review
This 127-acre wildlife sanctuary offers hands-on field classes for children, teachers and adults and a rehabilitation facility for hundreds of injured and orphaned wild birds.
28
Start:Red Butte Garden
Salt Lake City, Utah·
4.5
(925) review
Red Butte Garden is the largest botanical garden in the Intermountain West and, together with the University of Utah, is the state arboretum. The Garden has welcomed guests since 1985 and consists of over 21 acres of developed gardens and five miles of hiking trails winding through an extensive Natural Area. All just minutes away from downtown Salt Lake City. The Garden is renowned for plant collections, themed gardens, over 560,000 springtime blooms, gorgeous private rental spaces, a world-class summer concert series, and award-winning horticulture-based educational programs.
29
Start:Sugar House Park
Salt Lake City, Utah·
4.5
(99) review
Once the site of Utah Territorial Prison, this park is a lot more pleasant today, with a gently rolling landscape great for running.
30
Start:Great Salt Lake
Salt Lake City, Utah·
4.0
(987) review
This 20,000 square mile lake, the second saltiest in the world, is also a wildlife refuge attracting millions of migratory birds every year to the ten islands within it.
31
Start:Lucky Peak State Park
Boise, Idaho·
4.5
(95) review
74 Arrowrock Rd, Boise, ID 83716-5050
32
Start:Boise State University
Boise, Idaho·
4.5
(91) review
Idaho's metropolitan college is located one mile from the downtown area.
33
Start:Ann Morrison Park
Boise, Idaho·
4.5
(96) review
1000 S Americana Blvd near Capitol and Americana boulevards, Boise, ID 83702
34
Start:Section 37 Axe Room
Boise, Idaho·
4.5
(9) review
10535 W Overland Rd, Boise, ID 83709-1436
35
Start:Sellwood
Portland, Oregon·
4.5
(98) review
Neighborhood with a pleasant, small shopping area with dozens of antique shops.
36
Start:South Waterfront Lower Tram Terminal
Portland, Oregon·
4.0
(993) review
The Tram is a popular destination for tourists, locals and people just looking to try something fun. The lower tram terminal is at the intersection of South Moody Avenue & Gibbs Street --the most transportation-diverse intersection in the country. Besides one of the nation's only aerial commuter trams, you'll see cars, buses, a streetcar, a soaring pedestrian bridge, a cycle track and the densest bike parking in America's #1 biking city. Bike valet is offered free to the public at Portland Aerial Tram Monday through Friday. Exiting the upper terminal you'll see the largest enclosed sky bridge in North America. Take a right to access an outdoor patio with seating and views of the terminal, the cityscape, the Willamette River and, on a clear day, Mount Hood and Mount St Helens. The upper terminal links to the 4T Trail--a self-guided tour by train, trail, tram and trolley. Much of Marquam Hill is a natural area with several trails.
CHECKLIST
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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 Portland?
The distance is 3,100 miles
What's the travel time between Boston and Portland?
The driving time can vary depending on traffic conditions, but it is typically 54h 59m mins in normal traffic
What are some of the best cities to visit between Boston and Portland?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Portland?
There are plenty! Here are some stops you shouldn’t miss on your way to Portland
What’s the weather like in Portland?
The weather in Portland is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Portland in January
Weather in Portland in February
Weather in Portland in March
Weather in Portland in April
Weather in Portland in May
Weather in Portland in June
Weather in Portland in July
Weather in Portland in August
Weather in Portland in September
Weather in Portland in October
Weather in Portland in November
Weather in Portland in December
Interested in a detailed plan for your time in Portland?
Plan your dream Portland trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Portland
A 2-day itinerary in Portland
A 3-day itinerary in Portland
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A 6-day itinerary in Portland
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