Ultimate 21-Day Driving Vacation Itinerary in Colorado - May Adventure

Day 1: Explore Denver

Denver, Colorado

8:00AM

Breakfast at Snooze, an A.M. Eatery

Celebrate your first morning in Colorado with hearty and creative breakfast dishes in this lively Denver favorite.
$15, 1h

9:30AM

Denver Art Museum

Discover one of the largest art museums between the West Coast and Chicago, featuring a diverse collection.
$13, 2h

12:00PM

Lunch at Mercantile Dining & Provision

Enjoy a farm-to-table lunch emphasizing fresh, local ingredients in a modern setting.
$25, 1h

2:00PM

Historic Larimer Square

Explore Denver's oldest and most iconic block, full of charming shops, cafes, and history.
Free, 1.5h

5:30PM

Dinner at The Capital Grille

Relish prime steaks and seafood in an upscale atmosphere to cap off your day.
$50, 2h
View Hotels

Day 2: Denver Museums and Parks

Denver, Colorado

8:00AM

Breakfast at Jelly Café

Savor sweet and savory breakfast options with a funky local vibe.
$12, 1h

9:30AM

Denver Botanic Gardens

Wander through 23 acres of beautiful gardens showcasing plants from diverse climates.
$15, 2h

12:00PM

Lunch at City O' City

Enjoy creative vegetarian dishes in a casual, welcoming environment.
$18, 1h

2:00PM

Red Rocks Park and Amphitheatre

Drive 30 min west to explore the stunning natural rock formations and hike some easy trails.
Free entry (amphitheater tours $10), 2h

6:00PM

Dinner at El Five

Dine on Mediterranean small plates with sweeping city views for an unforgettable evening.
$40, 2h
View Hotels

Day 3: Drive to Boulder

Boulder, Colorado

8:00AM

Breakfast at Lucile's Creole Café (Denver)

Enjoy authentic Creole breakfast classics before your drive to Boulder.
$15, 1h

9:30AM

Drive to Boulder

Travel approximately 30 minutes (30 miles) northwest to Boulder via US-36 W.
Fuel cost approx $5, 0h30m

10:00AM

Stroll Pearl Street Mall

Explore Boulder's vibrant pedestrian street filled with shops, street performers, and cafes.
Free, 2h

12:30PM

Lunch at Mountain Sun Pub & Brewery

Relax with craft beers and hearty mountain fare perfect for outdoor adventurers.
$20, 1h

2:00PM

Hike Chautauqua Park

Discover scenic trails at the base of the Flatirons, ranging from easy to moderate hikes.
Free (parking fee $10), 3h

6:00PM

Dinner at Frasca Food and Wine

Enjoy upscale Italian dining with award-winning wines in an intimate setting.
$50, 2h
View Hotels

Day 4: Rocky Mountain National Park

Estes Park, Colorado

7:00AM

Early Breakfast at The Buff Restaurant (Boulder)

Fuel up with classic breakfast dishes for a big day ahead.
$15, 1h

8:00AM

Drive to Estes Park

Drive 1h 20m (40 miles) to Estes Park, gateway to Rocky Mountain National Park.
Fuel cost approx $7, 1h20m

9:30AM

Enter Rocky Mountain National Park

Spend the day exploring the stunning alpine scenery and wildlife.
$30 per vehicle entrance fee, 6h

12:00PM

Picnic Lunch at Bear Lake

Enjoy a packed lunch in a scenic area near Bear Lake within the park.
Bring your own food, 1h

4:00PM

Return to Estes Park

Relax and explore this charming mountain town after your park visit.
Free, 1h

6:00PM

Dinner at The Rock Inn Mountain Tavern

Enjoy hearty American comfort food in a rustic, cozy atmosphere.
$30, 1.5h
View Hotels

Day 5: Explore Estes Park

Estes Park, Colorado

8:00AM

Breakfast at Kind Coffee

Grab a quality coffee and a light breakfast to start your day.
$10, 1h

9:00AM

Visit The Stanley Hotel

Tour this historic hotel famous for inspiring The Shining, including architecture and grounds.
$25, 2h

11:30AM

Walk around Lake Estes

Leisurely walk alongside Lake Estes with breathtaking views and wildlife watching.
Free, 1.5h

1:00PM

Lunch at Bird & Jim

Contemporary Western-inspired cuisine focusing on seasonal, local ingredients.
$25, 1h

2:30PM

Horseback Riding or Jeep Tour

Pick either a guided horseback ride or a thrilling jeep tour through nearby trails and wilderness.
$60-$100, 2h

5:00PM

Relax and shop in Downtown Estes Park

Browse local galleries, artisan shops and enjoy the mountain small town ambiance.
Varies, 1.5h

7:00PM

Dinner at The Rock Inn Mountain Tavern

Return for more classic local fare with live music on select nights.
$30, 1.5h
View Hotels

Day 6: Drive to Fort Collins

Fort Collins, Colorado

8:00AM

Breakfast at Notchtop Bakery & Cafe

Enjoy freshly baked goods and a laid-back vibe before hitting the road.
$15, 1h

9:30AM

Drive to Fort Collins

Drive approx 1h 10m (55 miles) on US-287 N to Fort Collins.
Fuel cost approx $7, 1h10m

11:00AM

Tour New Belgium Brewing Company

Explore one of Colorado’s most well-known craft breweries with samples if 21+.
Free tour, sampling optional, 2h

1:30PM

Lunch at The Welsh Rabbit Cheese Bistro

Relax with gourmet grilled cheese and a great selection of cheeses and wines.
$20, 1h

3:00PM

Explore Historic Old Town Fort Collins

Stroll the lively streets lined with charming shops, pubs, and historic buildings.
Free, 2h

5:30PM

Dinner at Jax Fish House & Oyster Bar

Delight in fresh seafood dishes and creative cocktails in a relaxed setting.
$35, 1.5h
View Hotels

Day 7: Drive to Colorado Springs

Colorado Springs, Colorado

7:30AM

Breakfast at Silver Moon Bakery

Start early with fresh pastries and coffee in Fort Collins.
$12, 1h

8:30AM

Drive to Colorado Springs

Drive approximately 2h 15m (130 miles) south via I-25 S.
Fuel cost approx $12, 2h15m

11:00AM

Garden of the Gods

Explore the iconic red rock formations with easy walking trails and visitor center exhibits.
Free, 3h

2:30PM

Lunch at The Rabbit Hole

Enjoy creative American cuisine in a quirky, Alice in Wonderland themed restaurant.
$25, 1h

4:00PM

Drive up Pikes Peak Highway

Drive the scenic toll road to the summit of Pikes Peak at 14,115 ft for unbeatable views.
$15, 3h roundtrip with stops

7:30PM

Dinner at Denver Biscuit Company (Colorado Springs Location)

End the day with a hearty biscuit sandwich dinner in casual surroundings.
$15, 1h
View Hotels

Day 8: Historic Colorado Springs & Museums

Colorado Springs, Colorado

8:00AM

Breakfast at Urban Steam Coffee Bar

Grab an excellent coffee and breakfast sandwich before exploring the city.
$10, 1h

9:30AM

U.S. Olympic & Paralympic Museum

Experience interactive exhibits celebrating Olympic history and athletes.
$15, 2h

12:00PM

Lunch at Shuga's

Savor eclectic global cuisine in a cozy ambiance just off downtown.
$20, 1h

1:30PM

Visit the Colorado Springs Pioneers Museum

Learn about the history and culture of the Pikes Peak region in this free museum.
Free, 1.5h

3:30PM

Relax at Palmer Park

Enjoy scenic hiking trails and panoramic views in this large urban park.
Free, 2h

6:30PM

Dinner at Four by Brother Luck

Relish innovative Southwestern dishes crafted by a Top Chef finalist.
$45, 2h
View Hotels

Day 9: Drive to Royal Gorge

Canon City, Colorado

8:00AM

Breakfast at Urban Egg

Enjoy a classic American breakfast with a focus on fresh, quality ingredients.
$12, 1h

9:00AM

Drive to Royal Gorge

Drive approx 1h (45 miles) southwest to the Royal Gorge region on US-50 W.
Fuel cost approx $5, 1h

10:30AM

Royal Gorge Bridge and Park

Walk across one of the highest suspension bridges in the world and enjoy park attractions.
$32, 3h

1:30PM

Lunch at Royal Gorge Bridge Park Café

Dine onsite with views of the gorge and bridge.
$15, 1h

3:00PM

Drive to Great Sand Dunes National Park

Drive approx 2h 15m (90 miles) southwest on CO-96 W and US-160 W.
Fuel cost approx $8, 2h15m

5:30PM

Check into lodging near Great Sand Dunes National Park

Relax and prepare for next day’s early exploration.
Varies, Rest

7:00PM

Dinner at Landmark Inn Restaurant

Dine locally with homestyle meals in Mosca, close to the dunes.
$20, 1.5h
View Hotels

Day 10: Great Sand Dunes Adventure

Great Sand Dunes National Park, Colorado

7:00AM

Breakfast at lodging or packed

Early start with a quick breakfast or packed meal for all-day exploration.
Varies, 30m

7:30AM

Explore Great Sand Dunes National Park

Hike dunes, splash in Medano Creek, and absorb striking natural scenery.
$25 per vehicle, 6h

1:30PM

Lunch Picnic inside the park

Enjoy a lunch picnic amidst gorgeous surroundings. Bring provisions.
Bring your own food, 1h

3:00PM

Drive to Alamosa

Short 30-minute drive east to Alamosa, where you will stay overnight.
Fuel cost approx $3, 0h30m

5:30PM

Dinner at Main Street Pizzeria

Casual spot in Alamosa with creative pizzas and salads after a day outdoors.
$18, 1h
View Hotels

Day 11: Drive to Aspen

Aspen, Colorado

7:00AM

Breakfast at River Valley Coffee

Grab quality coffee and pastries before your scenic drive.
$10, 1h

8:00AM

Drive to Aspen

Long drive of about 4h 30m (190 miles) via US-160 E and CO-82 W with remarkable mountain views.
Fuel cost approx $20, 4h30m

12:30PM

Lunch at Meat & Cheese Restaurant and Farm Shop

Casual lunch offering house-made charcuterie and American comfort food.
$25, 1h

2:00PM

Explore Downtown Aspen

Stroll around boutique shops, galleries, and coffeehouses in this chic mountain town.
Free, 2h

5:00PM

Relax at Rio Grande Park

Enjoy a peaceful riverside park with walking paths and local wildlife viewing.
Free, 1h

6:30PM

Dinner at Element 47

Upscale dining featuring elegant New American cuisine and top-notch wines.
$60, 2h
View Hotels

Day 12: Maroon Bells Experience

Aspen, Colorado

7:00AM

Breakfast at Victoria's Espresso and Wine Bar

Start early with a quality espresso and light breakfast.
$10, 1h

8:00AM

Drive to Maroon Bells Scenic Area

Drive approx 20 minutes to the trailhead (note: access limited, shuttle may be required, check conditions).
$10 parking/shuttle fee, 20m

8:30AM

Hike around Maroon Bells

Hike scenic and iconic trails around Needle and Maroon Lakes with spectacular mountain views.
Free, 4-5h

1:30PM

Picnic Lunch at Maroon Bells

Enjoy a packed picnic lunch in the breathtaking natural surroundings.
Bring your own food, 1h

3:00PM

Return to Aspen and relax

Return to town, visit local shops or relax at your lodging.
Free, 2h

6:00PM

Dinner at Matsuhisa Aspen

Indulge in high-end Japanese cuisine by renowned chef Nobu Matsuhisa.
$70, 2h
View Hotels

Day 13: Drive to Glenwood Springs

Glenwood Springs, Colorado

8:00AM

Breakfast at Jour de Fête

Enjoy French-inspired breakfast specialties before departure.
$15, 1h

9:00AM

Drive to Glenwood Springs

Short 1h drive (40 miles) west along I-70 W.
$5 fuel, 1h

10:00AM

Relax at Glenwood Hot Springs Pool

Soothe your muscles in the world’s largest hot springs pool open daily.
$26, 3h

1:30PM

Lunch at The Pullman

Contemporary American lunch with local ingredients and stylish ambiance.
$25, 1h

3:00PM

Adventure at Glenwood Caverns Adventure Park

Explore cave tours, zip lining, and other family-friendly activities.
$40, 3h

6:30PM

Dinner at Slope & Hatch

Enjoy creative tacos, small plates, and craft cocktails in a lively setting.
$30, 1.5h
View Hotels

Day 14: Drive to Telluride

Telluride, Colorado

7:00AM

Breakfast at Jonesy's Market & Deli

Quick, fresh breakfast options before your scenic drive.
$12, 1h

8:00AM

Drive to Telluride

Long but scenic 4h 30m drive (180 miles) south via CO-133 S, through mountains and valleys.
$20 fuel, 4h30m

12:30PM

Lunch at Brown Dog Pizza

Casual pizzeria known for creative toppings and friendly atmosphere.
$20, 1h

2:00PM

Explore Historic Telluride

Walk Telluride’s charming streets with galleries, shops and mountain views.
Free, 2h

4:30PM

Take the free Telluride Gondola

Ride the scenic gondola to Mountain Village to appreciate stunning views.
Free, 1h

6:30PM

Dinner at The National

Upscale, internationally-inspired dishes in a cozy setting.
$40, 2h
View Hotels

Day 15: Outdoor Adventures near Telluride

Telluride, Colorado

8:00AM

Breakfast at Sheridan's

Enjoy coffee and hearty breakfast options to fuel your adventure.
$15, 1h

9:00AM

Hiking Bear Creek Trail or Bridal Veil Falls

Choose a scenic hike: Bear Creek Trail for wildflowers or the trail up to Bridal Veil Falls, Colorado's tallest free-falling waterfall.
Free, 4h

1:00PM

Lunch at 221 South Oak

Seasonal New American cuisine focusing on local ingredients and comfort.
$25, 1h

2:30PM

Relax at Telluride Town Park

Enjoy views, picnic spots, or rent a kayak/canoe if available.
Free, 2h

5:00PM

Explore local shops and art galleries downtown

Browse unique local art and souvenirs from mountain artisans.
Varies, 1.5h

7:00PM

Dinner at Bon Vivant

Treat yourself to French-inspired fine dining in an upscale environment.
$50, 2h
View Hotels

Day 16: Drive to Durango

Durango, Colorado

8:00AM

Breakfast at Smiley's

Enjoy hearty breakfast classics before setting out.
$15, 1h

9:00AM

Drive to Durango

Scenic 2h 30m drive (75 miles) southeast via CO-145 S and US-160 E.
$10 fuel, 2h30m

11:30AM

Explore Historic Downtown Durango

Walk the vibrant downtown with shops, restaurants, and historic charm.
Free, 2h

1:30PM

Lunch at Ore House

Savor prime steaks and seafood in a rustic yet elegant setting.
$30, 1h

3:00PM

Visit Durango & Silverton Narrow Gauge Railroad Museum

Discover the rich history of the famous heritage railway, with exhibits and a gift shop.
$10, 1.5h

5:00PM

Dinner at Carver Brewing Company

Local craft beer and elevated pub fare to end your day.
$25, 1.5h
View Hotels

Day 17: Mesa Verde National Park Day Trip

Mesa Verde National Park, Colorado

7:30AM

Breakfast at Bizcochitos Cafe

Grab fresh pastries and coffee for the day trip to Mesa Verde.
$10, 1h

8:30AM

Drive to Mesa Verde National Park

Drive about 1 hour (32 miles) west on US-160 W.
$7 fuel, 1h

9:30AM

Explore Mesa Verde

Tour cliff dwellings and archaeological sites of this UNESCO World Heritage site.
$30 per vehicle, 5h

2:30PM

Lunch at Far View Terrace Restaurant

Dine with views overlooking the park within the visitor center area.
$20, 1h

4:00PM

Return to Durango

Drive back to Durango to relax and enjoy the evening.
$7 fuel, 1h

6:00PM

Dinner at El Moro Tavern

Upscale yet casual American bistro atmosphere downtown.
$35, 2h
View Hotels

Day 18: Drive to Telluride

Telluride, Colorado

8:00AM

Breakfast at Carver Brewing Company

Last Durango breakfast stop offering freshly brewed coffee and pastries.
$12, 1h

9:00AM

Drive to Telluride

Return 2h 30m drive north via US-160 E, retracing route to Telluride.
$10 fuel, 2h30m

12:00PM

Lunch at Telluride Brewery & Distillery

Casual brewery fare paired with locally crafted brews in town.
$20, 1h

1:30PM

Visit Telluride Historical Museum

Learn about the area's mining history and cultural heritage.
$7, 1.5h

3:30PM

Free time for shopping or spa visit

Relax with a massage or browse local shops before dinner.
Varies, 2h

6:00PM

Dinner at 221 S Oak

Enjoy refined seasonal cuisine using local ingredients.
$40, 2h
View Hotels

Day 19: Back to Denver

Denver, Colorado

7:00AM

Breakfast at Sheridan's

Fuel up early for the drive back to Denver.
$12, 1h

8:00AM

Drive to Denver

Long drive approx 6h (320 miles) via US-160 E and I-70 E. Plan rest stops and fuel.
$30 fuel, 6h

2:00PM

Check-in and rest

Arrive and relax at Denver accommodation.
Varies, Rest

6:00PM

Dinner at Acorn

Modern American cuisine in a trendy setting to celebrate trip completion.
$50, 2h
View Hotels

Day 20: Last Day Relaxation

Denver, Colorado

9:00AM

Brunch at Jelly Café

Enjoy one last bright and flavorful brunch in Denver.
$20, 1.5h

11:00AM

Visit Denver Museum of Nature & Science

Explore exhibits from dinosaurs to space exploration, with IMAX options.
$19, 3h

2:30PM

Coffee Break at Huckleberry Roasters

Relax with quality java and light pastries before packing.
$8, 1h

4:00PM

Leisure time or last-minute shopping

Browse local shops or prepare for departure, reflect on your trip.
Varies, 2h

7:00PM

Farewell Dinner at Guard and Grace

Celebrate your Colorado journey with elegant steakhouse dining.
$60, 2h
View Hotels

Day 21: Departure

Denver, Colorado

7:00AM

Early Breakfast at Accommodation or nearby

Light breakfast before airport transfer.
Varies, 30m

8:00AM

Drive to Denver International Airport

Allow 45 minutes to 1 hour to arrive for your flight departure.
Fuel and parking fees vary, 1h

9:00AM

Check-in and depart

Complete your Colorado trip with safe travels home.
Varies, N/A
View Hotels