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By Huuk Team

Road trip from Colorado Springs to Chesapeake

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Show more (4+)

ITINERARY

32h 9m1,759 miles19 stops
1
Locked In Escapes
2760 N Academy Blvd Suite 301, Colorado Springs, CO 80917-5324
You have 60 minutes to find the clues and solve the puzzles. Can you escape?
2
World Arena
3185 Venetucci Blvd, Colorado Springs, CO 80906-4020
3
Glen Eyrie Castle
3820 N 30th St, Colorado Springs, CO 80904-5001
Nestled on 750 breathtaking acres with 95 rooms, Glen Eyrie's stunning beauty and rich heritage creates a place where guests can get away to rejuvenate and spend time in a safe setting. Glen Eyrie provides a unique guest experience which sets the stage for all to discover, explore, and be transformed. Guests can enjoy overnight stays, historical tours, Castle teas, enriching programs, retreats, group events or a conference. Come visit the home of General William Jackson Palmer, the founder of the city of Colorado Springs. Glen Eyrie is a ministry of The Navigators, and is built upon the unique intersection of natural, historical, and spiritual heritage.
4
Colorado Springs Military Museum
1250 Dragonman Dr, Colorado Springs, CO 80929-9329
5
Dragonman's Shooting & Paintball Range
1200 Dragonman Dr, Colorado Springs, CO 80929-9329
6
Blaisdell Family Aquatic Center
SW Westlake Ct., Topeka, KS 66606
7
Kaw River Rustics
901 N Kansas Ave, Topeka, KS 66608-1212
8
Game Show Battle Rooms
10520 Metcalf Ave, Overland Park, KS 66212-1814
You're IN the Game Show! Game Show Battle Rooms is one of the nation's only immersive game show experiences for everyone to enjoy. Face-off against your friends, family, or coworkers in our custom arenas playing classic game shows! All hosted by our entertaining and engaging hosts. Perfect for your next birthday party, friend or family outing, or your next corporate team-building event!
9
Line Creek Trail
2699 NW 60th St, Kansas City, MO 64151
10
Howl at the Moon Kansas City
1334 Grand Blvd, Kansas City, MO 64106-2907
Howl at the Moon Kansas City is the hottest spot in the Power and Light District! Our high-energy dueling pianos and amazing events make us the coolest spot for Kansas City nightlife! From company functions to happy hour with friends to bachelorette parties in Kansas City, the party is always at Howl at the Moon come and see us.
11
Willard Library
21 N 1st Ave, Evansville, IN 47710-1294
12
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.
13
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.
14
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.
15
Green Ridge Recreation Center & Splash Valley Water Park
7415 Wood Haven Rd, Roanoke, VA 24019-1901
Designed with family fun in mind, Green Ridge offers two great attractions in one convenient location! The indoor center is open year round, featuring family friendly activities like swimming, interactive games, a gymnasium and fitness area. Splash Valley Water Park is an outdoor aquatics area open Memorial Day to Labor Day, featuring two 34-foot high slides, a sprayground and a current river. Daily admission is available to either facility.
16
Carvins Cove Natural Reserve
9644 Reservoir Rd, Roanoke, VA 24019-7916
17
The Eleanor D. Wilson Museum at Hollins University
8009 Fishburn Drive Hollins University, Roanoke, VA 24020
The Eleanor D. Wilson Museum at Hollins University is a premiere arts destination in the Roanoke Valley and presents exhibitions and related programming that explore currents in contemporary art. Providing a forum for the creative process, the museum enhances the life of both the university and the community beyond. Free and open to the public.
18
The Mariners' Museum and Park
100 Museum Drive, Newport News, VA 23606
Curate your Mariners’ Experience! From inspiring stories of mariners who risked it all for freedom to true tales of man conquering the wild seas, our indoor galleries will spark curiosity, wonder, and an appreciation for our shared maritime heritage. Explore over 90,000 square feet of gallery space and discover your connection to our shared maritime heritage. Admission to the Museum is only $1 per person. Add some outdoor adventure to your day in our 550-acre Park which offers visitors a quiet and serene place to walk, hike or run amongst rolling woodlands. Our Park features the award-winning five-mile Noland Trail that surrounds the 167-acre Mariners’ Lake. The Park is free and open to the public.
19
O'Connor Brewing Co.
211 W 24th St, Norfolk, VA 23517
The brewery is located at 211 W. 24th Street in the new Railroad district of Norfolk, situated next to the historic Ghent neighborshood and just a mile or two from Downtown. The Tasting Room and Production facility share a 35,000 sq. foot mid-century modern historic building. Free parking is available in their private lot or street parking is free along 24th and 23rd street. O’Connor beer drinkers come from all walks of life, but what brings them together is a love of the small, simple joys in life. The pleasure of being outdoors, relaxing on the beach with friends, having dinner with family after a day of hard work, and of course, enjoying a fresh, flavorful beer. Customers appreciate the O’Connor brand for its approachability and authenticity. They value its independent spirit, that it remains family owned and operated, and its support of the local community. And their loyalty has established it as a mainstay brand with 10 years of sustained success.
Customize this Trip

OVERVIEW

1
Start:Locked In Escapes
Colorado Springs, El Paso County, Colorado·
5.0
(95) review
You have 60 minutes to find the clues and solve the puzzles. Can you escape?
2760 N Academy Blvd Suite 301, Colorado Springs, CO 80917-5324
2
World Arena
Colorado Springs, El Paso County, Colorado·
4.0
(94) review
3185 Venetucci Blvd, Colorado Springs, CO 80906-4020
3
Glen Eyrie Castle
Colorado Springs, El Paso County, Colorado·
4.5
(914) review
Nestled on 750 breathtaking acres with 95 rooms, Glen Eyrie's stunning beauty and rich heritage creates a place where guests can get away to rejuvenate and spend time in a safe setting. Glen Eyrie provides a unique guest experience which sets the stage for all to discover, explore, and be transformed. Guests can enjoy overnight stays, historical tours, Castle teas, enriching programs, retreats, group events or a conference. Come visit the home of General William Jackson Palmer, the founder of the city of Colorado Springs. Glen Eyrie is a ministry of The Navigators, and is built upon the unique intersection of natural, historical, and spiritual heritage.
3820 N 30th St, Colorado Springs, CO 80904-5001
4
Colorado Springs Military Museum
Colorado Springs, El Paso County, Colorado·
4.5
(12) review
1250 Dragonman Dr, Colorado Springs, CO 80929-9329
5
Dragonman's Shooting & Paintball Range
Colorado Springs, El Paso County, Colorado·
4.0
(27) review
1200 Dragonman Dr, Colorado Springs, CO 80929-9329
6
Blaisdell Family Aquatic Center
Topeka, Kansas·
4.5
(8) review
SW Westlake Ct., Topeka, KS 66606
7
Kaw River Rustics
Topeka, Kansas·
4.5
(9) review
901 N Kansas Ave, Topeka, KS 66608-1212
8
Game Show Battle Rooms
Overland Park, Kansas·
4.5
(9) review
You're IN the Game Show! Game Show Battle Rooms is one of the nation's only immersive game show experiences for everyone to enjoy. Face-off against your friends, family, or coworkers in our custom arenas playing classic game shows! All hosted by our entertaining and engaging hosts. Perfect for your next birthday party, friend or family outing, or your next corporate team-building event!
10520 Metcalf Ave, Overland Park, KS 66212-1814
9
Line Creek Trail
Kansas City, Missouri·
5.0
(9) review
2699 NW 60th St, Kansas City, MO 64151
10
Howl at the Moon Kansas City
Kansas City, Missouri·
4.5
(96) review
Howl at the Moon Kansas City is the hottest spot in the Power and Light District! Our high-energy dueling pianos and amazing events make us the coolest spot for Kansas City nightlife! From company functions to happy hour with friends to bachelorette parties in Kansas City, the party is always at Howl at the Moon come and see us.
1334 Grand Blvd, Kansas City, MO 64106-2907
11
Willard Library
Evansville, Indiana·
4.5
(97) review
21 N 1st Ave, Evansville, IN 47710-1294
12
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
13
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
14
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
15
Green Ridge Recreation Center & Splash Valley Water Park
Roanoke, Virginia·
4.0
(73) review
Designed with family fun in mind, Green Ridge offers two great attractions in one convenient location! The indoor center is open year round, featuring family friendly activities like swimming, interactive games, a gymnasium and fitness area. Splash Valley Water Park is an outdoor aquatics area open Memorial Day to Labor Day, featuring two 34-foot high slides, a sprayground and a current river. Daily admission is available to either facility.
7415 Wood Haven Rd, Roanoke, VA 24019-1901
16
Carvins Cove Natural Reserve
Roanoke, Virginia·
4.5
(95) review
9644 Reservoir Rd, Roanoke, VA 24019-7916
17
The Eleanor D. Wilson Museum at Hollins University
Roanoke, Virginia·
4.0
(7) review
The Eleanor D. Wilson Museum at Hollins University is a premiere arts destination in the Roanoke Valley and presents exhibitions and related programming that explore currents in contemporary art. Providing a forum for the creative process, the museum enhances the life of both the university and the community beyond. Free and open to the public.
8009 Fishburn Drive Hollins University, Roanoke, VA 24020
18
The Mariners' Museum and Park
Newport News, Virginia·
5.0
(959) review
Curate your Mariners’ Experience! From inspiring stories of mariners who risked it all for freedom to true tales of man conquering the wild seas, our indoor galleries will spark curiosity, wonder, and an appreciation for our shared maritime heritage. Explore over 90,000 square feet of gallery space and discover your connection to our shared maritime heritage. Admission to the Museum is only $1 per person. Add some outdoor adventure to your day in our 550-acre Park which offers visitors a quiet and serene place to walk, hike or run amongst rolling woodlands. Our Park features the award-winning five-mile Noland Trail that surrounds the 167-acre Mariners’ Lake. The Park is free and open to the public.
100 Museum Drive, Newport News, VA 23606
19
O'Connor Brewing Co.
Norfolk, Virginia·
4.5
(97) review
The brewery is located at 211 W. 24th Street in the new Railroad district of Norfolk, situated next to the historic Ghent neighborshood and just a mile or two from Downtown. The Tasting Room and Production facility share a 35,000 sq. foot mid-century modern historic building. Free parking is available in their private lot or street parking is free along 24th and 23rd street. O’Connor beer drinkers come from all walks of life, but what brings them together is a love of the small, simple joys in life. The pleasure of being outdoors, relaxing on the beach with friends, having dinner with family after a day of hard work, and of course, enjoying a fresh, flavorful beer. Customers appreciate the O’Connor brand for its approachability and authenticity. They value its independent spirit, that it remains family owned and operated, and its support of the local community. And their loyalty has established it as a mainstay brand with 10 years of sustained success.
211 W 24th St, Norfolk, VA 23517

CHECKLIST

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FAQ
Frequently Asked Questions
What's the driving distance between Colorado Springs and Chesapeake?
The distance is 1,759 miles
What's the travel time between Colorado Springs and Chesapeake?
The driving time can vary depending on traffic conditions, but it is typically 32h 9m mins in normal traffic
What are some of the best cities to visit between Colorado Springs and Chesapeake?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Chesapeake?
There are plenty! Here are some stops you shouldn’t miss on your way to Chesapeake
What’s the weather like in Chesapeake?
The weather in Chesapeake is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Chesapeake in January
Weather in Chesapeake in February
Weather in Chesapeake in March
Weather in Chesapeake in April
Weather in Chesapeake in May
Weather in Chesapeake in June
Weather in Chesapeake in July
Weather in Chesapeake in August
Weather in Chesapeake in September
Weather in Chesapeake in October
Weather in Chesapeake in November
Weather in Chesapeake in December
Interested in a detailed plan for your time in Chesapeake?
Plan your dream Chesapeake trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Chesapeake
A 2-day itinerary in Chesapeake
A 3-day itinerary in Chesapeake
A 4-day itinerary in Chesapeake
A 5-day itinerary in Chesapeake
A 6-day itinerary in Chesapeake
Where else can I travel to if I'm starting my trip in Colorado Springs?
We have a lot of great trip options for Colorado Springs! See the links below for all the itineraries we created for you