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By Huuk Team

Road trip from Lexington to Anchorage

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iconSights & Landmarks
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ITINERARY

78h 44m3,952 miles14 stops
1
Lexington Brewing & Distilling Co.
401 Cross St, Lexington, KY 40508-2806
The first era of the Lexington Brewing Co. began in the 1890s and came to a halt during Prohibition, changing ownership several times in the decades that followed. By the time Pearse Lyons and his son, Mark, explored the brewery in 1999, it was a dilapidated shell of what it had once been. However, Pearse was a visionary and entrepreneur and saw only what it could be. Spurred by a passion for brewing and distilling that courses through the Lyons family lineage of Irish coopers, Pearse revived Lexington Brewing Co. and restored a craft beer tradition that dates back to the 1700s. Pearse continued to dream big as he set his sights on distilling — a natural progression given his background in fermentation, his family’s heritage and Kentucky’s bourbon tradition. Two copper pot stills that were commissioned from Scotland arrived at Lexington Brewing Co. in 2008. In 2012, Town Branch Distillery opened, first new distillery to be built in Lexington, Kentucky, in more than 100 yrs.
2
Fayette Mall
3401 Nicholasville Rd, Lexington, KY 40503-3611
Fayette Mall is located at the intersection of Nicholasville Road and Reynolds Road. The mall is central Kentucky’s premier shopping destination with over 170 retailer and dining options including The Disney Store, H&M, Michael Kors, Sephora and The Cheesecake Factory. Fayette Mall also features a children’s play area located in Center Court. Mobile device charging stations can be found in the Food Court. WiFi is available at Starbucks, Dillard’s and Dick’s Sporting Goods. Customer Service Center is located inside the front entrance next to P.F. Chang’s. Visit shopfayette-mall.com for more information including a complete list of retailers, restaurants, entertainment options and a mall map.
3
Waveland State Historic Site
225 Waveland Museum Ln, Lexington, KY 40514-1618
Experience 19th century plantation life at this historic compound where you can tour the mansion or "big house," see quarters where slaves lived, visit a smokehouse and other elements of daily life in the Old South.
4
Angel's Envy Distillery
500 E Main Street, Louisville, KY 40202-1002
Built in the heart of Louisville, the ANGEL’S ENVY Distillery is downtown’s first fully operational whiskey production facility. Co-founded in 2010 by the late Master Distiller Lincoln Henderson, ANGEL’S ENVY began as a passion project that combined their family’s deep-rooted passion for and knowledge of the industry with an innovative outlook on bourbon making and finishing. ANGEL’S ENVY opened the doors in 2016 and puts you in the center of our distilling process for a unique tour experience.
5
Michigan Avenue Bridge
333 Michigan Ave, Chicago, IL 60601-3901
The view from the bridge is one of the best vistas the city has to offer.
6
Boystown
Chicago, IL
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
7
Wrigley Field
1060 W. Addison St., Chicago, IL 60613-4566
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.
8
Alliant Energy Center
1919 Alliant Energy Center Way, Madison, WI 53713-1400
Our premier downtown multi-venue complex features four unique and versatile venues: Veterans Memorial Coliseum, Exhibition Hall, the New Holland Pavilions, and Willow Island. A top choice for expositions, conventions, meetings, concerts, sporting events, ag events, and much more, the Alliant Energy Center complex is a one-stop-shop for all your events. Ample parking, mouthwatering catering, dedicated staff, and a full range of rental equipment & high speed internet make AEC an event planners delight!
9
First Unitarian Meeting House of Madison
900 University Bay Dr, Madison, WI 53705-2298
10
Norseman Distillery
451 Taft St NE Suite 19, South Loading Dock, Minneapolis, MN 55413-2831
Norseman Distillery, the first micro-distillery in Minneapolis, was founded with principles of using the very best local ingredients to produce small batches of exceptionally fine spirits. From our micro-distillery in northeast Minneapolis, we hand craft each batch with the hopes of inspiring legendary cheer in those who drink it.
11
Girdwood Brewing Company
2700 Alyeska Highway, Girdwood, Anchorage, AK 99587
Enjoy local brews and epic views of the Chugach mountains at Girdwood Brewing Company. We have a beautiful timber framed taproom adorned with local art and ski relics. For those who prefer the outdoors, there’s an awesome beer garden with fire pits and plenty of seating. We offer up four core beers and a series of rotating taps. Root beer, cold brew coffee, and kombucha are available for those looking for an alcohol free beverage. Tasters and 12 ounce pours are available to drink in the taproom. If you are looking for beer to go, we fill growlers, sell 5 gallon kegs, and have 4-packs of 16 ounce cans with labels designed by Alaskan artists (for sale in the taproom only). Food trucks are on-site every day, and we have cool merchandise for you to take home. Girdwood Brewing Company is truly rooted in our community. We donate to a number of nonprofits and outdoor adventure organizations. Our brewery also provides year round employment to over a dozen locals.
12
Jazzy Gourmet Popcorn
11823 Old Glenn Hwy Next to Jalapeños, Anchorage, AK 99577-7751
Jazzy Gourmet Popcorn’s owner, Mr. Roland’s inspiration for starting this business was his brother, an owner of one of Houston’s most popular popcorn establishments. JGP offers free samples of over 50 flavors of gourmet popcorn. We have gourmet flavors to please every palate including sweet, savory or spicy. If you’re feeling a little nutty, we offer flavors with cashews, pecans, walnuts & more.
13
Planet Walk
5th & G Street Kincaid Park, Anchorage, AK
14
Four Seasons Trans Group
1020 W 12th Ave, Anchorage, AK 99501-4577
We provide shuttle services within Anchorage, Seward, Talkeetna, Whittier, Palmer, Wasilla, and Girdwood.
Customize this Trip

OVERVIEW

1
Start:Lexington Brewing & Distilling Co.
Lexington, Kentucky·
4.5
(984) review
The first era of the Lexington Brewing Co. began in the 1890s and came to a halt during Prohibition, changing ownership several times in the decades that followed. By the time Pearse Lyons and his son, Mark, explored the brewery in 1999, it was a dilapidated shell of what it had once been. However, Pearse was a visionary and entrepreneur and saw only what it could be. Spurred by a passion for brewing and distilling that courses through the Lyons family lineage of Irish coopers, Pearse revived Lexington Brewing Co. and restored a craft beer tradition that dates back to the 1700s. Pearse continued to dream big as he set his sights on distilling — a natural progression given his background in fermentation, his family’s heritage and Kentucky’s bourbon tradition. Two copper pot stills that were commissioned from Scotland arrived at Lexington Brewing Co. in 2008. In 2012, Town Branch Distillery opened, first new distillery to be built in Lexington, Kentucky, in more than 100 yrs.
401 Cross St, Lexington, KY 40508-2806
2
Fayette Mall
Lexington, Kentucky·
4.5
(91) review
Fayette Mall is located at the intersection of Nicholasville Road and Reynolds Road. The mall is central Kentucky’s premier shopping destination with over 170 retailer and dining options including The Disney Store, H&M, Michael Kors, Sephora and The Cheesecake Factory. Fayette Mall also features a children’s play area located in Center Court. Mobile device charging stations can be found in the Food Court. WiFi is available at Starbucks, Dillard’s and Dick’s Sporting Goods. Customer Service Center is located inside the front entrance next to P.F. Chang’s. Visit shopfayette-mall.com for more information including a complete list of retailers, restaurants, entertainment options and a mall map.
3401 Nicholasville Rd, Lexington, KY 40503-3611
3
Waveland State Historic Site
Lexington, Kentucky·
4.5
(97) review
Experience 19th century plantation life at this historic compound where you can tour the mansion or "big house," see quarters where slaves lived, visit a smokehouse and other elements of daily life in the Old South.
225 Waveland Museum Ln, Lexington, KY 40514-1618
4
Angel's Envy Distillery
Louisville, Kentucky·
4.5
(967) review
Built in the heart of Louisville, the ANGEL’S ENVY Distillery is downtown’s first fully operational whiskey production facility. Co-founded in 2010 by the late Master Distiller Lincoln Henderson, ANGEL’S ENVY began as a passion project that combined their family’s deep-rooted passion for and knowledge of the industry with an innovative outlook on bourbon making and finishing. ANGEL’S ENVY opened the doors in 2016 and puts you in the center of our distilling process for a unique tour experience.
500 E Main Street, Louisville, KY 40202-1002
5
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.
333 Michigan Ave, Chicago, IL 60601-3901
6
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
Chicago, IL
7
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.
1060 W. Addison St., Chicago, IL 60613-4566
8
Alliant Energy Center
Madison, Wisconsin·
4.0
(99) review
Our premier downtown multi-venue complex features four unique and versatile venues: Veterans Memorial Coliseum, Exhibition Hall, the New Holland Pavilions, and Willow Island. A top choice for expositions, conventions, meetings, concerts, sporting events, ag events, and much more, the Alliant Energy Center complex is a one-stop-shop for all your events. Ample parking, mouthwatering catering, dedicated staff, and a full range of rental equipment & high speed internet make AEC an event planners delight!
1919 Alliant Energy Center Way, Madison, WI 53713-1400
9
First Unitarian Meeting House of Madison
Madison, Wisconsin·
4.5
(96) review
900 University Bay Dr, Madison, WI 53705-2298
10
Norseman Distillery
Minneapolis, Minnesota·
5.0
(98) review
Norseman Distillery, the first micro-distillery in Minneapolis, was founded with principles of using the very best local ingredients to produce small batches of exceptionally fine spirits. From our micro-distillery in northeast Minneapolis, we hand craft each batch with the hopes of inspiring legendary cheer in those who drink it.
451 Taft St NE Suite 19, South Loading Dock, Minneapolis, MN 55413-2831
11
Girdwood Brewing Company
Girdwood, Anchorage, Alaska·
4.5
(97) review
Enjoy local brews and epic views of the Chugach mountains at Girdwood Brewing Company. We have a beautiful timber framed taproom adorned with local art and ski relics. For those who prefer the outdoors, there’s an awesome beer garden with fire pits and plenty of seating. We offer up four core beers and a series of rotating taps. Root beer, cold brew coffee, and kombucha are available for those looking for an alcohol free beverage. Tasters and 12 ounce pours are available to drink in the taproom. If you are looking for beer to go, we fill growlers, sell 5 gallon kegs, and have 4-packs of 16 ounce cans with labels designed by Alaskan artists (for sale in the taproom only). Food trucks are on-site every day, and we have cool merchandise for you to take home. Girdwood Brewing Company is truly rooted in our community. We donate to a number of nonprofits and outdoor adventure organizations. Our brewery also provides year round employment to over a dozen locals.
2700 Alyeska Highway, Girdwood, Anchorage, AK 99587
12
Jazzy Gourmet Popcorn
Anchorage, Alaska·
4.0
(7) review
Jazzy Gourmet Popcorn’s owner, Mr. Roland’s inspiration for starting this business was his brother, an owner of one of Houston’s most popular popcorn establishments. JGP offers free samples of over 50 flavors of gourmet popcorn. We have gourmet flavors to please every palate including sweet, savory or spicy. If you’re feeling a little nutty, we offer flavors with cashews, pecans, walnuts & more.
11823 Old Glenn Hwy Next to Jalapeños, Anchorage, AK 99577-7751
13
Planet Walk
Anchorage, Alaska·
3.5
(8) review
5th & G Street Kincaid Park, Anchorage, AK
14
Four Seasons Trans Group
Anchorage, Alaska·
5.0
(98) review
We provide shuttle services within Anchorage, Seward, Talkeetna, Whittier, Palmer, Wasilla, and Girdwood.
1020 W 12th Ave, Anchorage, AK 99501-4577

CHECKLIST

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Water bottles and snacks
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Sunglasses and sunscreen
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First-aid kit
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Hand sanitizer and wet wipes
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Driver’s license and vehicle registration
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Cash and cards
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FAQ
Frequently Asked Questions
What's the driving distance between Lexington and Anchorage?
The distance is 3,952 miles
What's the travel time between Lexington and Anchorage?
The driving time can vary depending on traffic conditions, but it is typically 78h 44m mins in normal traffic
What are some of the best cities to visit between Lexington and Anchorage?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Anchorage?
There are plenty! Here are some stops you shouldn’t miss on your way to Anchorage
What’s the weather like in Anchorage?
The weather in Anchorage is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Anchorage in January
Weather in Anchorage in February
Weather in Anchorage in March
Weather in Anchorage in April
Weather in Anchorage in May
Weather in Anchorage in June
Weather in Anchorage in July
Weather in Anchorage in August
Weather in Anchorage in September
Weather in Anchorage in October
Weather in Anchorage in November
Weather in Anchorage in December
Interested in a detailed plan for your time in Anchorage?
Plan your dream Anchorage trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Anchorage
A 2-day itinerary in Anchorage
A 3-day itinerary in Anchorage
A 4-day itinerary in Anchorage
A 5-day itinerary in Anchorage
A 6-day itinerary in Anchorage
Where else can I travel to if I'm starting my trip in Lexington?
We have a lot of great trip options for Lexington! See the links below for all the itineraries we created for you