28 days in Chicago, Texas & Boston Itinerary

28 days in Chicago, Texas & Boston Itinerary

Created using Inspirock United States vacation planner

Make it your trip
Train to Edinburgh, Fly to Chicago
1
Chicago
— 5 nights
Fly
2
Amarillo
— 2 nights
Fly
3
Fort Worth
— 1 night
Fly
4
San Antonio
— 4 nights
Drive
5
Fredericksburg
— 2 nights
Drive
6
Austin
— 5 nights
Fly
7
Boston
— 8 nights
Fly to Edinburgh, Train to Newcastle upon Tyne

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Chicago

— 5 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, parks, and nightlife. Your plan includes some of its best attractions: admire the masterpieces at The Art Institute of Chicago, engage your brain at Field Museum, learn about wildlife with up-close encounters at Lincoln Park Zoo, and take in the waterfront at Navy Pier.

To see maps, traveler tips, and tourist information, use the Chicago online vacation planner.

Newcastle upon Tyne, UK to Chicago is an approximately 12.5-hour combination of train and flight. The time zone changes from Greenwich Mean Time to Central Standard Time, which is usually a -6 hour difference. Traveling from Newcastle upon Tyne in June, expect Chicago to be a bit warmer, temps between 32°C and 20°C. Cap off your sightseeing on the 13th (Mon) early enough to catch the flight to Amarillo.

Things to do in Chicago

Parks · Museums · Childrens Museums · Tours

Side Trip

Find places to stay Jun 8 — 13:

Amarillo

— 2 nights

Yellow Rose of Texas

Known as "The Yellow Rose of Texas," Amarillo was once a series of ranches.
Start off your visit on the 14th (Tue): get a taste of life in the country at Cowgirls and Cowboys in the West and then make a trip to The Charles and Mary Ann Goodnight Ranch State Historical Site. Get ready for a full day of sightseeing on the next day: make a trip to Cadillac Ranch, get engrossed in the history at Panhandle-Plains Historical Museum, and then see the interesting displays at Jack Sisemore Traveland RV Museum.

For where to stay, photos, other places to visit, and more tourist information, go to the Amarillo trip maker website.

Fly from Chicago to Amarillo in 6.5 hours. Alternatively, you can drive; or take a bus. When traveling from Chicago in June, plan for a bit warmer days and about the same nights in Amarillo: temperatures range from 38°C by day to 20°C at night. Cap off your sightseeing on the 15th (Wed) early enough to catch the flight to Fort Worth.

Things to do in Amarillo

Museums

Side Trips

Find places to stay Jun 13 — 15:

Fort Worth

— 1 night

Where the West Begins

Advertising itself as the place where the American West begins, Fort Worth stubbornly clings to its cowboy roots, making it a distinctly different town from most other urban centers of its size.
Kick off your visit on the 16th (Thu): head outdoors with North Richland Hills Centre, steep yourself in history at Top O'Hill Terrace, and then explore the world behind art at Kimbell Art Museum.

To find reviews, where to stay, other places to visit, and other tourist information, go to the Fort Worth trip itinerary builder site.

Traveling by flight from Amarillo to Fort Worth takes 3 hours. Alternatively, you can drive; or take a bus. Plan for somewhat warmer nights when traveling from Amarillo in June since evenings lows in Fort Worth dip to 26°C. Finish your sightseeing early on the 16th (Thu) to allow enough time to fly to San Antonio.

Things to do in Fort Worth

Historic Sites · Museums · Outdoors

Side Trips

Find places to stay Jun 15 — 16:

San Antonio

— 4 nights

The Alamo City

As the state’s second largest city, San Antonio embodies Texas’ rich cultural heritage while maintaining the Old West charm of an oil town.
San Antonio is known for shopping, museums, and historic sites. Your plan includes some of its best attractions: take in the pleasant sights at The San Antonio River Walk, admire the architecture and history at Mission Espada, contemplate the long history of Mission San Jose, and find something for the whole family at SeaWorld.

To see other places to visit, reviews, ratings, and other tourist information, refer to the San Antonio day trip app.

Traveling by flight from Fort Worth to San Antonio takes 3 hours. Alternatively, you can drive; or take a bus. June in San Antonio sees daily highs of 39°C and lows of 27°C at night. Wrap up your sightseeing on the 20th (Mon) to allow time to drive to Fredericksburg.

Things to do in San Antonio

Theme Parks · Parks · Historic Sites · Nature
Find places to stay Jun 16 — 20:

Fredericksburg

— 2 nights

Fritztown

The city of Fredericksburg was settled by German immigrants in the mid-19th century, and has managed to retain its distinctly German charm.
On the 21st (Tue), stroll through Fischer & Wieser's Das Peach Haus, then do a tasting at Grape Creek Vineyards on Main, then get engrossed in the history at National Museum of the Pacific War, and finally view the masterpieces at Agave Gallery Fine Art. Here are some ideas for day two: grab your bike and head to Kerrville River Trail, then sample the fine beverages at Garrison Brothers Distillery, and then indulge your taste buds at Food & Drink.

For where to stay, more things to do, ratings, and other tourist information, use the Fredericksburg day trip planning app.

Traveling by car from San Antonio to Fredericksburg takes 1.5 hours. Alternatively, you can take a bus. Traveling from San Antonio in June, things will get slightly colder in Fredericksburg: highs are around 36°C and lows about 23°C. Cap off your sightseeing on the 22nd (Wed) early enough to go by car to Austin.

Things to do in Fredericksburg

Wineries · Parks · Tours · Museums

Side Trips

Find places to stay Jun 20 — 22:

Austin

— 5 nights

Live Music Capital of the World

Despite its laid-back college vibe, Austin is an influential center for politics, technology, film, and music.
Austin is known for museums, fun & games, and nightlife. Your plan includes some of its best attractions: take in the natural beauty of Barton Springs Pool, get a sense of history and politics at Texas State Capitol, get engrossed in the history at LBJ Presidential Library, and grab your bike and head to Barton Creek Greenbelt.

For where to stay, reviews, and tourist information, go to the Austin trip builder.

Drive from Fredericksburg to Austin in 2 hours. Alternatively, you can take a bus; or take a bus. In June, daytime highs in Austin are 39°C, while nighttime lows are 26°C. Cap off your sightseeing on the 27th (Mon) early enough to catch the flight to Boston.

Things to do in Austin

Parks · Outdoors · Museums · Historic Sites
Find places to stay Jun 22 — 27:

Boston

— 8 nights

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Explore Boston's surroundings by going to Buzzards Bay (Cape Cod Canal & Cape Cod Canal Railway Bridge), Sandwich (Heritage Museums & Gardens & Sandwich Glass Museum) and Brewster Gardens (in Plymouth). There's lots more to do: appreciate the extensive heritage of Freedom Trail, get engrossed in the history at John F. Kennedy Presidential Museum & Library, take a tour by water with Hyannis Whale Watcher Cruises, and explore the world behind art at Museum of Fine Arts.

Plan my Boston trip by asking Inspirock to come up with tips and suggestions.

Fly from Austin to Boston in 6 hours. Alternatively, you can drive; or take a bus. Traveling from Austin to Boston, you'll lose 1 hour due to the time zone difference. Prepare for slightly colder weather when traveling from Austin in June: high temperatures in Boston hover around 28°C and lows are around 18°C. Finish your sightseeing early on the 5th (Tue) to allow enough time to travel back home.

Things to do in Boston

Museums · Historic Sites · Parks · Outdoors

Side Trips

Find places to stay Jun 27 — Jul 5:

Texas travel guide

4.2
Specialty Museums · History Museums · Shopping
The Lone Star State
Thanks to its size and geologic features, Texas contains diverse landscapes that closely resemble both the south and southwest of the United States. Though most people associate Texas with tracts of barren land, deserts cover only about 10 percent of the state, with most of its big population centers located in areas once covered by prairies, grasslands, and forests. As you travel from one end of Texas to the other, observe the changing terrain that ranges from coastal piney woods and swamps in the east to the mountains of the west, with rolling plains and rugged hills in the center. For a bit of urban sightseeing visit some of the state's large cities such as Houston, Dallas, or Austin, or immerse yourself in the nation's history by adding famous attractions like The Alamo to your itinerary. Take plenty of time to mingle with the locals, famous for their hospitality, generosity, and fiercely independent spirit.