60 days in Missouri Itinerary

60 days in Missouri Itinerary

Created using Inspirock Missouri planner

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Route & dates

60 days in Missouri Itinerary

Start: Springfield
Drive:  1​h 15​min
1
Osceola
— 1 night
Drive:  2​h
2
Kansas City
— 10 nights
Drive:  2​h 30​min
3
Osage Beach
— 5 nights
Drive:  2​h 45​min
4
Hannibal
— 7 nights
Drive:  1​h 45​min
5
New Haven
— 2 nights
Drive:  1​h 15​min
6
Saint Louis
— 12 nights
Drive:  1​h 30​min
7
Caledonia
— 3 nights
Drive:  1​h 15​min
8
Eminence
— 6 nights
Drive:  2​h 15​min
9
Branson
— 13 nights
Drive:  1​h
End: Springfield

1
night
Osceola

Osceola ©
Osceola is a city in St. Start off your visit on the 18th (Thu): stop by Osceola Cheese and then immerse yourself in nature at Pomme de Terre State Park. Keep things going the next day: explore the fascinating landscape at Creator Delights, then learn about winemaking at 7C's Winery, and then explore the activities along Stockton Lake.

For traveler tips, reviews, where to stay, and other tourist information, go to the Osceola trip planner .

Springfield to Osceola is an approximately 1.5-hour car ride. Expect a daytime high around 87°F in July, and nighttime lows around 68°F. Finish up your sightseeing early on the 19th (Fri) so you can travel to Kansas City.

Things to do in Osceola

Nature Parks Wineries

Side Trips

Creator Delights, 7C's Winery, Pomme de Terre State Park, Stockton Lake
Highlights from your plan
Pomme de Terre State Park ©
Pomme de Terre State Park
Osceola Cheese ©
Osceola Cheese
7C's Winery ©
7C's Winery

10
nights
Kansas City

Kansas City ©
The largest municipality in Missouri, Kansas City has an impressive array of world-class museums, shopping areas, and great places to eat, all of which attract tourism to the area.
Popular historic sites such as Union Station and Squirrel Cage Jail are in your itinerary. Head to Country Club Plaza and Missouri Star Quilt Companyfor plenty of shopping. Explore Kansas City's surroundings by going to Weston (Pirtle Winery, Holladay Distillery, & more), Court House (in Lexington) and Brass Armadillo Antique Mall - KC (in Grain Valley). The adventure continues: take an in-depth tour of National WWI Museum and Memorial, explore the world behind art at The Nelson-Atkins Museum of Art, learn about winemaking at Jowler Creek Winery, and test your problem-solving skills at popular escape rooms.

For ratings, more things to do, maps, and more tourist information, use the Kansas City visit planner .

You can drive from Osceola to Kansas City in 2 hours. July in Kansas City sees daily highs of 89°F and lows of 72°F at night. Wrap up your sightseeing on the 29th (Mon) early enough to travel to Osage Beach.

Things to do in Kansas City

Historic Sites Museums Shopping

Side Trips

Independence, Weston, Saint Joseph, Court House, Jesse James Bank Museum
Highlights from your plan
Country Club Plaza ©
Country Club Plaza
National WWI Museum and Memorial ©
National WWI Museum and Memorial
Bingham Waggoner Estate ©
Bingham Waggoner Estate

5
nights
Osage Beach

Osage Beach ©
Osage Beach is a city in Camden and Miller counties in the U.S. Step out of the city life by going to Ha Ha Tonka State Park and Bridal Cave. National Shrine of Mary, Mother of the Church and Our Lady of the Lake Catholic Church will appeal to history buffs. You'll find plenty of places to visit near Osage Beach: Heartland Antique Mall (in Lebanon), Fort Leonard Wood Museum (in Fort Leonard Wood) and Sedalia (Bothwell Lodge State Historic Site & Trails End Monument). Next up on the itinerary: brush up on your knowledge of spirits at Ozark Distillery and Brewery, look for gifts at Harmy's Cheese Store & More, LLC, learn about winemaking at St. James Winery, and tee off at Old Kinderhook Golf Course.

To find where to stay, maps, photos, and other tourist information, refer to the Osage Beach itinerary planner.

You can drive from Kansas City to Osage Beach in 3 hours. Traveling from Kansas City in July, you can expect nighttime temperatures to be slightly colder in Osage Beach, with lows of 67°F. Finish up your sightseeing early on the 3rd (Sat) so you can travel to Hannibal.

Things to do in Osage Beach

Outdoors Golf Wineries

Side Trips

Camdenton, Sedalia, Saint James, Seven Springs Winery, National Shrine of Mary, Mother of the Church
Highlights from your plan
Ozark Distillery and Brewery ©
Ozark Distillery and Brewery
Ha Ha Tonka State Park ©
Ha Ha Tonka State Park

7
nights
Hannibal

Hannibal ©
Hannibal is a city in Marion and Ralls counties in the U.S. Your inner history buff will appreciate Missouri State Penitentiary and Missouri State Capitol. Get a sense of the local culture at Rockcliffe Mansion and Cooper's Oak Winery. Explore the numerous day-trip ideas around Hannibal: Katy Trail State Park (in Boonville), Endless Summer Winery (in Hermann) and Fulton (The National Churchill Museum & Serenity Valley Winery). There's much more to do: get interesting insight from Tours, steep yourself in history at Jefferson Landing State Historic Site, go for a walk through Mark Twain Memorial Lighthouse, and learn about winemaking at West Winery.

To find more things to do, photos, where to stay, and more tourist information, read our Hannibal trip itinerary maker website .

Traveling by car from Osage Beach to Hannibal takes 2.5 hours. In August in Hannibal, expect temperatures between 85°F during the day and 65°F at night. Finish your sightseeing early on the 10th (Sat) to allow enough time to travel to New Haven.

Things to do in Hannibal

Historic Sites Shopping Wineries

Side Trips

Jefferson City, Columbia, Rocheport, Fulton, New Florence
Highlights from your plan
Missouri State Penitentiary ©
Missouri State Penitentiary
Rockcliffe Mansion ©
Rockcliffe Mansion
Cooper's Oak Winery ©
Cooper's Oak Winery

2
nights
New Haven

New Haven ©
New Haven is a city in Franklin County, Missouri, United States. Start off your visit on the 11th (Sun): do a tasting at Robller Vineyard, take in the exciting artwork at Astral Glass Studio and Gallery, sample the fine beverages at Pinckney Bend Distillery, then get to know the fascinating history of John Colter Memorial, and finally do a tasting at Wenwood Farm Winery. Keep things going the next day: do a tasting at Bommarito Estate Almond Tree Winery, learn about winemaking at White Mule Winery, then don't miss a visit to The Historic Daniel Boone Home at Lindenwood Park, and finally make a trip to Deutsch Country Days.

To see other places to visit, maps, and other tourist information, read our New Haven attractions planner .

Drive from Hannibal to New Haven in 2 hours. In August, daily temperatures in New Haven can reach 84°F, while at night they dip to 65°F. Finish your sightseeing early on the 12th (Mon) so you can drive to Saint Louis.

Things to do in New Haven

Wineries Historic Sites Shopping

Side Trips

Wenwood Farm Winery, The Historic Daniel Boone Home at Lindenwood Park, White Mule Winery, Deutsch Country Days
Highlights from your plan
Pinckney Bend Distillery ©
Pinckney Bend Distillery
Wenwood Farm Winery ©
Wenwood Farm Winery
White Mule Winery ©
White Mule Winery

12
nights
Saint Louis

Saint Louis ©
Test the local claim that Saint Louis is second only to Washington, D.C.
Popular historic sites such as Cathedral Basilica of Saint Louis and Missouri Botanical Garden are in your itinerary. Take a break from the city and head to Sachs Butterfly House and Hawn State Park. Venture out of the city with trips to Hermann (Martin Brothers Winery, Adam Puchta Winery, & more), Augusta (Montelle Winery, Augusta Winery, & more) and Saint Charles (St. Charles Antique Mall & Missouri Artists on Main Gallery). There's lots more to do: appreciate the history behind The Gateway Arch, stop by Ted Drew's Frozen Custard, hunt for treasures at Soulard Farmers Market, and have some family-friendly fun at Top Notch Axe Throwing St. Louis.

For reviews, other places to visit, maps, and tourist information, use the Saint Louis day trip tool .

Drive from New Haven to Saint Louis in 1.5 hours. Expect a daytime high around 87°F in August, and nighttime lows around 66°F. Finish up your sightseeing early on the 24th (Sat) so you can travel to Caledonia.

Things to do in Saint Louis

Wineries Parks Historic Sites

Side Trips

Hermann, Sainte Genevieve, Augusta, Saint Charles, Sachs Butterfly House
Highlights from your plan
Cathedral Basilica of Saint Louis ©
Cathedral Basilica of Saint Louis
Missouri Botanical Garden ©
Missouri Botanical Garden
City Museum ©
City Museum

3
nights
Caledonia

Caledonia ©
Caledonia is a village in Washington County, Missouri, United States. Your cultural itinerary includes sights like Dillard Mill State Historic Site and Fort Davidson State Historic Site. Visiting Elephant Rocks State Park and Arcadia Valley will get you outdoors. You'll find plenty of places to visit near Caledonia: Onondaga Cave (in Leasburg), Johnson's Shut-ins State Park (in Middle Brook) and Silver Mines Recreation Area (in Fredericktown). It doesn't end there: browse for treasures at Old Village Mercantile and steep yourself in history at Missouri Mines State Historic Site.

For ratings, maps, reviews, and tourist information, use the Caledonia day trip planning tool .

Drive from Saint Louis to Caledonia in 1.5 hours. August in Caledonia sees daily highs of 84°F and lows of 65°F at night. Wrap up your sightseeing on the 27th (Tue) early enough to travel to Eminence.

Things to do in Caledonia

Parks Nature Historic Sites

Side Trips

Missouri Mines State Historic Site, Silver Mines Recreation Area, Arcadia Valley, Fort Davidson State Historic Site, Johnson's Shut-ins State Park
Highlights from your plan
Elephant Rocks State Park ©
Elephant Rocks State Park
Onondaga Cave ©
Onondaga Cave
Dillard Mill State Historic Site ©
Dillard Mill State Historic Site

6
nights
Eminence

Eminence ©
Eminence is a city in Shannon County, Missouri, United States. Visiting Alley Spring Grist Mill Historic Site and Van Buren Riverfront Park will get you outdoors. Venture out of the city with trips to Piney River Brewing Company (in Bucyrus), Greer Spring (in Alton) and Van Buren (Current River, Falling Spring Mill, & more). Spend the 1st (Sun) exploring nature at Ozark National Scenic Riverways. And it doesn't end there: admire the majestic nature at Echo Bluff State Park, explore the activities along Eleven Point River, and take in the dramatic natural features at Rocky Falls Shut-in.

For traveler tips, where to stay, photos, and other tourist information, go to the Eminence tour itinerary planning website .

Traveling by car from Caledonia to Eminence takes 1.5 hours. Expect a daytime high around 85°F in August, and nighttime lows around 65°F. Finish your sightseeing early on the 2nd (Mon) so you can travel to Branson.

Things to do in Eminence

Nature Parks Outdoors

Side Trips

Van Buren, Missouri, Greer Spring, Piney River Brewing Company
Highlights from your plan
Greer Spring ©
Greer Spring
Piney River Brewing Company ©
Piney River Brewing Company
Rocky Falls Shut-in ©
Rocky Falls Shut-in

13
nights
Branson

Branson ©
Nestled in Missouri's beautiful Ozark Mountains lies one of the country's most attractive vacation towns for year-round family entertainment.
Titanic Museum and Stone Hill Winery are good opportunities to explore the local culture. Get some historical perspective at Our Lady of the Lake Catholic Church and Wilson's Creek National Battlefield. You'll find plenty of places to visit near Branson: Laura Ingalls Wilder Historic Home and Museum (in Mansfield), West Plains (West Plains Public Library & Downtown Antiques Mall) and Ozark (Heather Hill Farms & Russell Stover Candies Factory Outlet). There's still lots to do: make a splash at Silver Dollar City, contemplate the waterfront views at Table Rock Lake, get interesting insight from Tours, and get your game on at Escape Code.

To see more things to do, reviews, photos, and tourist information, you can read our Branson trip planner.

Traveling by car from Eminence to Branson takes 3 hours. Expect a daytime high around 82°F in September, and nighttime lows around 60°F. Wrap up your sightseeing by early afternoon on the 15th (Sun) to allow time for the car ride back home.

Things to do in Branson

Parks Historic Sites Museums

Side Trips

Springfield, West Plains, Ozark, Carthage, Ridgedale
Highlights from your plan
Branson Landing ©
Branson Landing
Our Lady of the Lake Catholic Church ©
Titanic Museum ©
Titanic Museum

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