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Jackson Hole, Wyoming - 14 Days Itinerary

Jackson Hole, Wyoming - 14 Days Itinerary

Embark on an epic 14-day road trip through the stunning landscapes of Idaho and Wyoming, exploring charming towns, iconic National Parks, and breathtaking scenic drives. This adventure blends thrilling outdoor activities, abundant wildlife viewing, and rich cultural immersion, culminating with four nights to delve into the history and attractions of Cheyenne.

Jackson Hole, Wyoming view
1

Arrival & Montpelier History

1.1
09:00 - 12:00

Drive to Montpelier

Begin your road trip from Salt Lake City, Utah, driving north to Montpelier, Idaho.

Enjoy the changing landscapes as you head towards the Bear Lake region.

From Salt Lake City, UT to Montpelier, ID

This is a scenic drive along US-89 N. Take a brief break at Bear Lake State Park.

1.2
12:30 - 13:30
USD 15 for 1 person

Lunch in Montpelier

Grab a bite at a local diner or cafe in Montpelier.

1.3
14:00 - 16:00
USD 10 for 1 person

Oregon Trail Center

Visit the National Oregon/California Trail Center to learn about the pioneers who traveled through this area.

Experience a simulated wagon train ride and historical exhibits.

Check for seasonal hours, typically open during summer months.

1.4
16:30 - 17:30

Montpelier Town Stroll

Take a leisurely walk around the historic downtown area of Montpelier.

1.5
19:00 - 20:00
USD 25 for 1 person

Dinner in Montpelier

Enjoy dinner at a local restaurant in Montpelier.

2

Scenic Drive to Driggs

2.1
08:00 - 09:00
USD 10 for 1 person

Breakfast in Montpelier

Start your day with breakfast at your hotel or a local cafe.

2.2
09:30 - 12:00

Drive to Driggs, Idaho

Embark on a scenic drive from Montpelier towards Driggs, passing through the beautiful Caribou-Targhee National Forest and rural Idaho landscapes. Your route will take you towards the Teton Valley.

From Montpelier, ID to Driggs, ID

The most direct route is via US-89 N to ID-33 W. Enjoy the gradually unfolding views of the Teton Range.

2.3
12:30 - 13:30
USD 20 for 1 person

Lunch in Driggs

Enjoy lunch in the charming town of Driggs, known for its small-town feel and stunning Teton views.

2.4
14:00 - 16:00

Explore Driggs & Teton Views

Wander through the art galleries and unique shops in Driggs.

Find a spot to enjoy panoramic views of the western side of the Grand Teton mountains.

This side of the Tetons offers a different perspective than the Wyoming side, often less crowded.

2.5
16:30 - 18:00

Relax & Unwind

Take some time to relax at your accommodation before dinner.

2.6
19:00 - 20:30
USD 30 for 1 person

Dinner in Driggs

Savor dinner at one of Driggs' local eateries, many of which focus on fresh, regional ingredients.

3

Jackson Hole Arrival & Exploration

3.1
08:00 - 09:00
USD 10 for 1 person

Breakfast in Driggs

Enjoy breakfast before heading over Teton Pass.

3.2
09:30 - 10:30

Drive over Teton Pass to Jackson

Experience a thrilling drive over Teton Pass, offering spectacular views as you descend into Jackson Hole, Wyoming.

From Driggs, ID to Jackson, WY

This drive involves steep grades and sharp turns, so drive carefully and enjoy the scenery. There are several scenic overlooks.

3.3
11:00 - 12:00

Check-in to Hotel Jackson

Check into the luxurious Hotel Jackson, located in the heart of Jackson Hole's historic downtown, and settle in.

3.4
12:30 - 13:30
USD 25 for 1 person

Lunch in Jackson Town

Have lunch at a restaurant near Jackson Town Square, perhaps with views of the antler arches.

3.5
14:00 - 16:00

Jackson Town Square

Explore the iconic Jackson Town Square with its famous antler arches.

Browse the shops, art galleries, and enjoy the Western atmosphere.

3.6
16:00 - 17:30
USD 10 for 1 person

Jackson Hole Historical Society & Museum

Dive into the rich history of Jackson Hole, from Native American heritage to the cowboy and ranching era.

3.7
19:00 - 20:30
USD 40 for 1 person

Dinner at Local Eatery

Enjoy a delicious dinner in Jackson, with options ranging from casual to fine dining.

4

Grand Teton National Park Exploration

4.1
08:00 - 09:00
USD 20 for 1 person

Breakfast at Hotel Jackson

Enjoy breakfast at your hotel before a day of exploring Grand Teton National Park.

4.2
09:30 - 12:30
USD 35 for 1 person

Grand Teton Scenic Drive

Drive along the Teton Park Road, stopping at iconic viewpoints like Teton Glacier Turnout, Jenny Lake Scenic Drive, and Oxbow Bend for breathtaking mountain reflections.

Keep an eye out for wildlife such as moose, elk, and bears, especially in the early morning.

4.3
12:30 - 14:00

Jenny Lake Loop Trail

Take a leisurely walk along a portion of the Jenny Lake Loop Trail.

You can opt for a boat shuttle across the lake to access Hidden Falls and Inspiration Point (seasonal).

The boat shuttle reduces hiking distance significantly. Check shuttle schedule and pricing.

4.4
14:30 - 15:30
USD 20 for 1 person

Lunch at Colter Bay Village

Enjoy a casual lunch at one of the eateries in Colter Bay Village, offering stunning views of Jackson Lake.

4.5
16:30 - 17:30

Photography at Mormon Row

Visit the historic Mormon Row barns, a famous photography spot with the Tetons as a stunning backdrop.

4.6
19:00 - 20:30
USD 45 for 1 person

Dinner in Jackson Hole

Return to Jackson Hole for dinner, perhaps trying a restaurant known for its Western cuisine.

5

Jackson Hole Mountain Resort & Local Culture

5.1
08:30 - 09:30
USD 15 for 1 person

Breakfast in Jackson

Enjoy breakfast at a local cafe in Jackson, savoring your last morning in the town.

5.2
10:30 - 12:30
USD 50 for 1 person

Jackson Hole Mountain Resort Gondola

Ride the Bridger Gondola at Teton Village for panoramic views of the entire Jackson Hole valley and the Grand Tetons.

Enjoy the views from the deck at the top.

The gondola ride offers incredible photo opportunities. There are cafes at the top.

5.3
13:00 - 14:00
USD 25 for 1 person

Lunch in Teton Village

Grab lunch at one of the restaurants or cafes in Teton Village after your gondola ride.

5.4
14:30 - 16:30
USD 15 for 1 person

National Museum of Wildlife Art

Explore the National Museum of Wildlife Art, overlooking the National Elk Refuge.

The museum features art from around the world depicting wildlife.

Its location offers great views and a chance to spot elk in the refuge during winter (though July is summer).

5.5
17:00 - 18:30

Relax & Prepare for Next Leg

Enjoy some downtime to relax, pack, and prepare for the next part of your journey.

5.6
19:00 - 20:30
USD 40 for 1 person

Farewell Dinner in Jackson

Enjoy a final dinner in Jackson, perhaps at a restaurant you haven't tried yet, before continuing your adventure tomorrow.

6

Arrival in Dubois & Local History

6.1
09:00 - 12:00

Scenic Drive to Dubois

Enjoy a picturesque drive from the Jackson Hole area through Togwotee Pass and into the Wind River Valley, arriving in Dubois.

Take in the stunning mountain landscapes and wilderness.

From Jackson Hole Area to Dubois, WY

This drive covers approximately 85-95 miles and can take around 1.5 to 2 hours of pure driving time, plus stops for views.

6.2
12:30 - 13:30
USD 15-25 for 1 person

Lunch in Dubois

Savor a casual lunch at a local eatery in Dubois, known for its authentic Western charm.

6.3
14:00 - 15:30
USD 5-10 for 1 person

National Bighorn Sheep Center

Visit the interpretive center dedicated to the history and ecology of Rocky Mountain Bighorn Sheep.

Learn about their habitat, conservation efforts, and view exhibits.

Offers educational programs and often has guides available to answer questions.

6.4
15:45 - 17:15
USD 5-8 for 1 person

Dubois Museum & Cultural Center

Explore the local history of Dubois, including tie-hacking, pioneer life, and Native American heritage.

The museum offers indoor and outdoor exhibits.

Check for current operating hours, especially on Sundays.

6.5
17:30 - 18:30

Wind River Stroll

Take a relaxing walk along the banks of the Wind River, enjoying the natural beauty and tranquility of the area.

7

Wind River Scenic Drive & Shoshoni

7.1
09:00 - 12:00

Wind River Scenic Byway

Embark on a scenic drive along Highway 26, following the Wind River as it winds through a beautiful valley. Keep an eye out for wildlife such as deer, elk, and potentially bighorn sheep.

Numerous pull-offs are available for photography and enjoying the views.

7.2
12:30 - 15:00
USD 4-7 for 1 person

Boysen State Park Exploration

Visit Boysen State Park, home to Boysen Reservoir, a popular spot for fishing and water activities.

Enjoy a picnic lunch by the water and take a short walk along the shore.

Day-use fees may apply. Restrooms and picnic areas are available.

7.3
15:15 - 16:15

Drive to Shoshoni

Continue your journey with a short drive to the town of Shoshoni, your stop for the night.

7.4
16:30 - 17:00

Hotel Check-in & Relax

Check into your accommodation in Shoshoni and take some time to relax and freshen up.

7.5
18:30 - 19:30
USD 15-25 for 1 person

Dinner in Shoshoni

Enjoy a quiet dinner at a local restaurant in Shoshoni or a nearby town like Riverton, offering simple, hearty meals.

8

Shoshoni to Casper & Historic Trails

8.1
09:00 - 10:00

Boysen Dam Overlook

Make a quick stop at the Boysen Dam overlook for impressive views of the dam and the Wind River Canyon where the river cuts through the mountains.

8.2
10:30 - 12:30

Drive to Casper

Embark on a scenic drive from Shoshoni to Casper, heading east through central Wyoming.

This drive offers views of vast plains and rolling hills.

From Shoshoni to Casper, WY

The drive is approximately 85 miles.

8.3
12:45 - 13:45
USD 15-25 for 1 person

Lunch in Casper

Enjoy lunch at a local restaurant in Casper, a larger city offering more dining options.

8.4
14:00 - 14:30

Hotel Check-in

Check into your hotel in Casper for your multi-night stay.

8.5
15:00 - 17:00
Free

National Historic Trails Interpretive Center

Explore the history of the Oregon, Mormon, California, and Pony Express Trails at this highly-rated museum.

Interactive exhibits bring the pioneer experience to life.

Offers fantastic views of Casper and the surrounding area.

8.6
17:30 - 18:30

Downtown Casper Stroll

Take a leisurely walk through downtown Casper, exploring local shops and historic architecture.

8.7
19:00 - 20:30
USD 25-45 for 1 person

Dinner in Casper

Enjoy dinner at one of Casper's many restaurants, ranging from casual to fine dining.

9

Casper Heritage & Nature

9.1
09:30 - 11:30
USD 5-8 for 1 person

Fort Caspar Museum & Historic Site

Visit the reconstructed 1865 military post, a significant site along the Oregon and Mormon Trails.

Explore the buildings and learn about life on the frontier.

Often features living history demonstrations during summer months.

9.2
12:00 - 13:00
USD 15-25 for 1 person

Lunch in Casper

Grab a quick and convenient lunch before heading up to Casper Mountain.

9.3
13:30 - 16:00

Casper Mountain Park

Drive up Casper Mountain for panoramic views of the city and surrounding plains.

Enjoy a short hike on one of the trails, visit Rotary Park, or simply take in the fresh air.

Road to the top is paved and accessible. Trails vary in difficulty.

9.4
16:30 - 17:30
Free

Werner Wildlife Museum

Discover a collection of taxidermied animals native to Wyoming and North America.

It offers an educational look at the region's diverse wildlife.

Located on the Casper College campus.

9.5
19:00 - 20:30
USD 25-45 for 1 person

Dinner in Downtown Casper

Explore another one of Casper's downtown dining establishments for your evening meal.

10

Casper Culture & Relaxation

10.1
09:30 - 11:30
Free

Wyoming Veterans Memorial Museum

Honor Wyoming's military history with a visit to this museum, showcasing artifacts and stories from various conflicts.

Located on the grounds of the Wyoming National Guard Readiness Center.

10.2
11:45 - 13:15
USD 5-10 for 1 person

Nicolaysen Art Museum

Explore contemporary art exhibitions at the 'Nic,' which features regional, national, and international artists.

Check for special exhibits or events during your visit.

10.3
13:30 - 14:30
USD 15-25 for 1 person

Farewell Lunch in Casper

Enjoy your final lunch in Casper, perhaps trying a different local spot or revisiting a favorite.

10.4
15:00 - 16:30

Souvenir Shopping & Free Time

Spend some leisurely time browsing local shops for souvenirs or relaxing before your drive to Cheyenne tomorrow.

10.5
19:00 - 20:30
USD 30-60 for 1 person

Farewell Dinner in Casper

Indulge in a special dinner to conclude your time in Casper, preparing for the final leg of your journey.

11

Arrival in Cheyenne & Historic Downtown

11.1
11:00

Arrive & Check-in

Arrive in Cheyenne, check into your accommodation, and settle in.

Grab lunch at a local eatery.

Suggest a diner like the Luxury Diner for a classic experience or a quick bite at a downtown cafe.

11.2
13:00 - 15:00
USD 16-20 for 2 people

Cheyenne Depot Museum

Explore the historic Cheyenne Depot Museum, housed in a magnificent Romanesque Revival building.

Learn about the city's railway history and its role in the Old West.

The Depot Plaza is a great place for photos and often hosts events. The museum is located right in the heart of downtown.

11.3
15:30 - 16:30
Free

Cheyenne Big Boots Tour

Take a self-guided tour to find the giant, hand-painted cowboy boots scattered throughout downtown Cheyenne.

Each boot is a unique piece of art.

Pick up a map from the visitor center or use a guide online to locate all the boots. A fun way to explore the city!

11.4
19:00 - 20:30
USD 30-40 for 2 people

Cheyenne Ghost Tour

Embark on a walking ghost tour to discover Cheyenne's spooky past and haunted locations.

A fun and eerie way to learn about the city's history.

Check seasonal availability and booking requirements in advance. Wear comfortable shoes.

12

Cheyenne Frontier Days Extravaganza

12.1
08:00 - 12:00
USD 0-50 for 2 people

Cheyenne Frontier Days Morning Events

Immerse yourself in the 'Daddy of 'em All' at Cheyenne Frontier Days.

Start your day with the free pancake breakfast (if scheduled for this day) or explore the Indian Village and Old West Museum.

Frontier Days offers a wide range of activities. Check the official schedule for specific timings of events like the pancake breakfast, usually held downtown. The Old West Museum is located on the grounds.

12.2
13:00 - 17:00
USD 70-150 for 2 people

Rodeo & Carnival

Experience the heart-pounding action of the world's largest outdoor rodeo.

Afterward, enjoy the carnival rides, games, and various vendors.

Book rodeo tickets well in advance, as they sell out quickly. Wear a hat and sunscreen! The carnival provides classic fair fun.

12.3
19:00 - 22:00
USD 100-250 for 2 people

Frontier Nights Concert

Cap off your day at Frontier Days with a live concert featuring a major country music artist or other entertainment, as part of the Frontier Nights series.

Concert tickets are separate from rodeo tickets and also sell out fast. Check the official Frontier Days website for the artist lineup and purchase tickets early.

13

State Capital & Western Heritage

13.1
09:30 - 11:30
Free

Historic Governors' Mansion

Tour the beautifully restored Wyoming Historic Governors' Mansion, where 19 governors and their families resided. Gain insight into Wyoming's political history.

Free admission. Check for guided tour schedules. A short walk from the State Capitol.

13.2
11:30 - 13:00
Free

Wyoming State Capitol Building

Visit the iconic Wyoming State Capitol Building, a National Historic Landmark.

Admire its architecture and learn about the state's government.

Free admission. Guided and self-guided tours are often available. Check their website for current visitor information.

13.3
14:00 - 16:00
Free

Wyoming State Museum

Delve deeper into Wyoming's rich natural and cultural history, from dinosaurs to modern-day industry, at the state's premier historical museum.

Free admission. Great exhibits for all ages. Located a short distance from the Capitol.

13.4
17:00 - 18:00
USD 40-50 for 2 people

307 Hatchet House Cheyenne

Try your hand at axe throwing for a unique and thrilling experience.

A fun and competitive activity for an evening.

Booking is recommended, especially for groups. Instruction and safety briefing provided. Must be 18+.

14

Museums & Departure

14.1
09:00 - 10:30
Free / Donation

Military Memorial Museum

Pay tribute at the Military Memorial Museum, showcasing artifacts and exhibits honoring Wyoming's veterans and military history.

A moving and informative museum that highlights the sacrifices of service members.

14.2
10:30 - 12:00
USD 20-30 for 2 people

Nelson Museum of the West

Discover a diverse collection of Western art, firearms, Native American artifacts, and cowboy gear at the Nelson Museum of the West.

Offers a comprehensive look at Western heritage and culture. Check for any entry fees or special exhibits.

14.3
12:00 - 13:00
Free (browsing)

Cheyenne Makers + Creatives

Browse unique local arts, crafts, and gifts at Cheyenne Makers + Creatives for some last-minute souvenirs or gifts.

A great place to find locally made items and support local artists.

14.4
14:00

Departure from Cheyenne

Enjoy a final lunch in Cheyenne before beginning your journey home or to your next destination, concluding your 14-day Wyoming road trip.

Allow ample time for travel depending on your onward journey. Safe travels!

This 14-day itinerary for Jackson Hole, Wyoming can be customized using our AI travel planner. Chat with our AI assistant to modify activities, adjust timings, add personal preferences, and get recommendations for restaurants, hotels, and transportation.