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By Huuk Team

Road trip from Anchorage to Winston-Salem

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ITINERARY

84h 50m4,274 miles29 stops
1
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.
2
Flattop Mountain Trail
13229 Glen Alps Rd, Anchorage, AK 99516-6967
3
Indian Valley Mine, National Historic Site
Mile 104 Seward Highway, Indian, Anchorage, AK 99540
The main cabin, which contains the gift shop, and the assay building at Indian Valley Mine has some of the oldest structures built on the Turnagain Arm, and are listed as a National Historic Site. Indian Valley Mine offers visitors the opportunity to learn gold panning and browse through two historic cabins built in the early 1900's a small museum and gift shop, or simply sit back on one of our benches and take in the panoramic view of the Turnagain Arm.
4
Planet Walk
5th & G Street Kincaid Park, Anchorage, AK
5
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.
6
Acme Comedy Co.
708 N 1st St, Minneapolis, MN 55401-1133
7
Indeed Brewing Company
711 15th Ave NE, Minneapolis, MN 55413-1738
8
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.
9
First Unitarian Meeting House of Madison
900 University Bay Dr, Madison, WI 53705-2298
10
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!
11
Anderson Japanese Gardens
318 Spring Creek Rd, Rockford, IL 61107-1035
Anderson Japanese Gardens is proud of its longstanding reputation as one of the highest quality Japanese gardens in North America. Our passion, however, is how the Garden positively impacts individuals and the communities where they live. We are committed to presenting first-class programs, events, and opportunities that bring people together in this uplifting natural setting.
12
Klehm Arboretum & Botanic Garden
2715 S Main St, Rockford, IL 61102-3925
This year-round garden, which started as a commercial nursery, includes 155 acres of trees and 300 woody plant species mapped and labeled. The gardens include: a Rhododendron and Azalea dell, Hosta Garden, Nancy Olsen's Children's Garden, Fountain Garden, Demonstration Garden, Peony Garden, Grasses Garden,Woodland Wildflower Garden and Plant-a-Row garden. There are several signature events hosted each year also. Botanica luncheon,Garden Fair, Plant Sale, Woodsong Concert Series, Autumn in the Arboretum and Twilight in the Garden are all popular annual events.
13
Arista Spa & Salon
2155 City Gate Ln Ste 201, Naperville, IL 60563-7703
Arista Spa & Salon in Naperville, Illinois has been artfully designed with attention to the finest details to soothe the body and enrich the soul. In this special place we bring together ancient Mediterranean healing with modern innovation, cherished rituals for cleansing and wellness with the best science has to offer your skin, hair and body. All in inspiring surroundings with a staff that is both nurturing and world class. The Arista Spa & Salon and its services have been crafted to meet the needs of both men and women. You may also enjoy our inspiring couples' room, allowing you to experience complete relaxation with someone special.
14
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.
15
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
16
The Chopping Block
4747 N Lincoln Ave Lincoln Square, Chicago, IL 60625-2026
The Chopping Block, Chicago's premiere recreational cooking school and gourmet retail store, offers demonstration and hands-on cooking classes, as well as wine classes, private cooking parties and corporate team building events. Classes at Lincoln Square cover subjects from cooking basics to intensive Boot Camps as well as seasonal, date nights, healthy and kids classes. We have a food-friendly wine selection so students can select beverages to pair with the menu of their class. Sorry, BYOB is not allowed.
17
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.
18
Smiley
5729 E 86th St, Indianapolis, IN 46250-1560
Smiley is a huge 25,000 sq foot facility in Castleton filled with the latest Virtual Reality technology. We have very rare and unique interactive games and rides for children of all ages. Our playgrounds are for age 9 months to 10 years old and our VR spaces are for ages 9 years and up! We also have an enormous indoor playground with trampoline basketball, tubes & slides, rock-climbing, obstacle
19
The Grill
9755 Fall Creek Rd, Indianapolis, IN 46256-4713
20
Arcade Legacy
662 Cincinnati Mills Dr Inside the Mall at the Food Court, Cincinnati, OH 45240-1260
21
Archery Arena (Dodgeball Archery)
4950 Provident Dr, Cincinnati, OH 45246-1021
Archery Arena is the first and only dedicated Combat Archery facility in Cincinnati. Think dodgeball with specially made bows and arrows. Battle it out with friends, co-workers, and strangers! Strategize and win! It’s a fun, safe, and addicting sport that gets progressively more intense at the session progresses. Book individual tickets or come as group. Great Team Building Activity.
22
Painted Tree Boutiques - Cincinnati
11315 Montgomery Rd, Cincinnati, OH 45249
A creative community of thousands of shop owners and locations across the nation, Painted Tree Boutiques is a shopping experience like no other. Find gifts, decor, fashion, and more with hundreds of local shops all under one roof.
23
Crossgate Lanes
4230 Hunt Rd, Cincinnati, OH 45242-6612
24
Ohio Stadium
411 Woody Hayes Dr,, Columbus, OH 43210-1104
25
Kelton House Museum & Garden
586 E Town St, Columbus, OH 43215-4802
Experience urban life and the decorative arts, as they existed in the second half of the 19th century, through the collection of the Sophia and Fernando Cortez Kelton family. Learn about the Underground Railroad and the people that bring the history to life.
26
Iron Heart Winery
3742 Boone Furnace Rd, Allisonia, VA 24347-4001
27
Grand 18-Winston-Salem
5601 University Pkwy, Winston Salem, NC 27105-1313
28
Lam Museum of Anthropology, Wake Forest University
Palmer Hall, Carroll Weathers Drive, Winston Salem, NC 27109
Discover North Carolina's only museum dedicated to the study of global cultures. Explore stories of humanity, from ancient archaeological sites to the celebrations and struggles of today. Learn about peoples around the world through their everyday and ceremonial objects, and visual arts. Changing exhibits highlight the Museum's collections of nearly 30,000 archaeological and ethnographic artifacts from more than 350 cultures and 90 countries. Admission is free.
29
Salem Lake
1001 Salem Lake Rd, Winston Salem, NC 27107-1571
Customize this Trip

OVERVIEW

Anchorage to Winston-Salem
1
Start: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
2
Flattop Mountain Trail
Anchorage, Alaska·
4.5
(949) review
13229 Glen Alps Rd, Anchorage, AK 99516-6967
3
Indian Valley Mine, National Historic Site
Indian, Anchorage, Alaska·
4.5
(95) review
The main cabin, which contains the gift shop, and the assay building at Indian Valley Mine has some of the oldest structures built on the Turnagain Arm, and are listed as a National Historic Site. Indian Valley Mine offers visitors the opportunity to learn gold panning and browse through two historic cabins built in the early 1900's a small museum and gift shop, or simply sit back on one of our benches and take in the panoramic view of the Turnagain Arm.
Mile 104 Seward Highway, Indian, Anchorage, AK 99540
4
Planet Walk
Anchorage, Alaska·
3.5
(8) review
5th & G Street Kincaid Park, Anchorage, AK
5
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
6
Acme Comedy Co.
Minneapolis, Minnesota·
3.5
(93) review
708 N 1st St, Minneapolis, MN 55401-1133
7
Indeed Brewing Company
Minneapolis, Minnesota·
4.5
(94) review
711 15th Ave NE, Minneapolis, MN 55413-1738
8
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
9
First Unitarian Meeting House of Madison
Madison, Wisconsin·
4.5
(96) review
900 University Bay Dr, Madison, WI 53705-2298
10
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
11
Anderson Japanese Gardens
Rockford, Illinois·
4.5
(863) review
Anderson Japanese Gardens is proud of its longstanding reputation as one of the highest quality Japanese gardens in North America. Our passion, however, is how the Garden positively impacts individuals and the communities where they live. We are committed to presenting first-class programs, events, and opportunities that bring people together in this uplifting natural setting.
318 Spring Creek Rd, Rockford, IL 61107-1035
12
Klehm Arboretum & Botanic Garden
Rockford, Illinois·
4.5
(83) review
This year-round garden, which started as a commercial nursery, includes 155 acres of trees and 300 woody plant species mapped and labeled. The gardens include: a Rhododendron and Azalea dell, Hosta Garden, Nancy Olsen's Children's Garden, Fountain Garden, Demonstration Garden, Peony Garden, Grasses Garden,Woodland Wildflower Garden and Plant-a-Row garden. There are several signature events hosted each year also. Botanica luncheon,Garden Fair, Plant Sale, Woodsong Concert Series, Autumn in the Arboretum and Twilight in the Garden are all popular annual events.
2715 S Main St, Rockford, IL 61102-3925
13
Arista Spa & Salon
Naperville, DuPage County, Illinois·
4.0
(9) review
Arista Spa & Salon in Naperville, Illinois has been artfully designed with attention to the finest details to soothe the body and enrich the soul. In this special place we bring together ancient Mediterranean healing with modern innovation, cherished rituals for cleansing and wellness with the best science has to offer your skin, hair and body. All in inspiring surroundings with a staff that is both nurturing and world class. The Arista Spa & Salon and its services have been crafted to meet the needs of both men and women. You may also enjoy our inspiring couples' room, allowing you to experience complete relaxation with someone special.
2155 City Gate Ln Ste 201, Naperville, IL 60563-7703
14
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
15
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
16
The Chopping Block
Chicago, Illinois·
4.5
(98) review
The Chopping Block, Chicago's premiere recreational cooking school and gourmet retail store, offers demonstration and hands-on cooking classes, as well as wine classes, private cooking parties and corporate team building events. Classes at Lincoln Square cover subjects from cooking basics to intensive Boot Camps as well as seasonal, date nights, healthy and kids classes. We have a food-friendly wine selection so students can select beverages to pair with the menu of their class. Sorry, BYOB is not allowed.
4747 N Lincoln Ave Lincoln Square, Chicago, IL 60625-2026
17
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
18
Smiley
Indianapolis, Indiana·
3.5
(9) review
Smiley is a huge 25,000 sq foot facility in Castleton filled with the latest Virtual Reality technology. We have very rare and unique interactive games and rides for children of all ages. Our playgrounds are for age 9 months to 10 years old and our VR spaces are for ages 9 years and up! We also have an enormous indoor playground with trampoline basketball, tubes & slides, rock-climbing, obstacle
5729 E 86th St, Indianapolis, IN 46250-1560
19
The Grill
Indianapolis, Indiana·
3.5
(9) review
9755 Fall Creek Rd, Indianapolis, IN 46256-4713
20
Arcade Legacy
Cincinnati, Ohio·
4.5
(7) review
662 Cincinnati Mills Dr Inside the Mall at the Food Court, Cincinnati, OH 45240-1260
21
Archery Arena (Dodgeball Archery)
Cincinnati, Ohio·
5.0
(36) review
Archery Arena is the first and only dedicated Combat Archery facility in Cincinnati. Think dodgeball with specially made bows and arrows. Battle it out with friends, co-workers, and strangers! Strategize and win! It’s a fun, safe, and addicting sport that gets progressively more intense at the session progresses. Book individual tickets or come as group. Great Team Building Activity.
4950 Provident Dr, Cincinnati, OH 45246-1021
22
Painted Tree Boutiques - Cincinnati
Cincinnati, Ohio·
5.0
(6) review
A creative community of thousands of shop owners and locations across the nation, Painted Tree Boutiques is a shopping experience like no other. Find gifts, decor, fashion, and more with hundreds of local shops all under one roof.
11315 Montgomery Rd, Cincinnati, OH 45249
23
Crossgate Lanes
Cincinnati, Ohio·
3.5
(7) review
4230 Hunt Rd, Cincinnati, OH 45242-6612
24
Ohio Stadium
Columbus, Ohio·
4.5
(979) review
411 Woody Hayes Dr,, Columbus, OH 43210-1104
25
Kelton House Museum & Garden
Columbus, Ohio·
4.5
(96) review
Experience urban life and the decorative arts, as they existed in the second half of the 19th century, through the collection of the Sophia and Fernando Cortez Kelton family. Learn about the Underground Railroad and the people that bring the history to life.
586 E Town St, Columbus, OH 43215-4802
26
Iron Heart Winery
Allisonia, Virginia·
4.0
(7) review
3742 Boone Furnace Rd, Allisonia, VA 24347-4001
27
Grand 18-Winston-Salem
Winston Salem, North Carolina·
4.0
(72) review
5601 University Pkwy, Winston Salem, NC 27105-1313
28
Lam Museum of Anthropology, Wake Forest University
Winston Salem, North Carolina·
4.0
(9) review
Discover North Carolina's only museum dedicated to the study of global cultures. Explore stories of humanity, from ancient archaeological sites to the celebrations and struggles of today. Learn about peoples around the world through their everyday and ceremonial objects, and visual arts. Changing exhibits highlight the Museum's collections of nearly 30,000 archaeological and ethnographic artifacts from more than 350 cultures and 90 countries. Admission is free.
Palmer Hall, Carroll Weathers Drive, Winston Salem, NC 27109
29
Salem Lake
Winston Salem, North Carolina·
4.5
(97) review
1001 Salem Lake Rd, Winston Salem, NC 27107-1571

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FAQ
Frequently Asked Questions
What's the driving distance between Anchorage and Winston-Salem?
The distance is 4,274 miles
What's the travel time between Anchorage and Winston-Salem?
The driving time can vary depending on traffic conditions, but it is typically 84h 50m mins in normal traffic
What are some of the best cities to visit between Anchorage and Winston-Salem?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Winston-Salem?
There are plenty! Here are some stops you shouldn’t miss on your way to Winston-Salem
What’s the weather like in Winston-Salem?
The weather in Winston-Salem is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Winston-Salem in January
Weather in Winston-Salem in February
Weather in Winston-Salem in March
Weather in Winston-Salem in April
Weather in Winston-Salem in May
Weather in Winston-Salem in June
Weather in Winston-Salem in July
Weather in Winston-Salem in August
Weather in Winston-Salem in September
Weather in Winston-Salem in October
Weather in Winston-Salem in November
Weather in Winston-Salem in December
Interested in a detailed plan for your time in Winston-Salem?
Plan your dream Winston-Salem trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Winston-Salem
A 2-day itinerary in Winston-Salem
A 3-day itinerary in Winston-Salem
A 4-day itinerary in Winston-Salem
A 5-day itinerary in Winston-Salem
A 6-day itinerary in Winston-Salem
Where else can I travel to if I'm starting my trip in Anchorage?
We have a lot of great trip options for Anchorage! See the links below for all the itineraries we created for you