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Travel News Colorado Road Trip Planner

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Colorado Road Trip Planner

Colorado is calling! Book a cheap flight and hop in a rental to start exploring the mountains.

Your road trip starts with a fun car! Check out rental car deals below.

Get ready for another epic road trip, guys, because this Colorado trip takes you up the mountains, to the most breathtaking views, and cools you off at the water park. Starting in Denver, Colorado and ending in Aspen, this trip is designed for families of all sizes and ages. 

Colorado Road Trip Route

  1. Denver
  2. Boulder
  3. Colorado Springs
  4. Breckenridge
  5. Aspen

Getting to Colorado

Whether you’re driving, flying, or are a Colorado native, check out the best deals for flights and car rentals to make your trip perfect here.


Elitch Gardens Theme and Water Park plus Water World make Denver the perfect place to cool off during the summer months. Larimer Square is another stop that will keep you entertained from sun up to sun down. You’ll find chic shopping, dance clubs, a comedy club, outdoor cafes, and Denver’s best restaurants.

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Downtown Denver
Downtown Denver

Beatrice & Woodsley

With dinner service nightly and brunch on the weekends, Beatrice & Woodsley makes for a perfect stop for any occasion. This joint will cater to your dietary needs while maintaining their promise to deliver fresh ingredients and creative dishes. With brunch dishes like Morning P’ Taters and Grandma’s Biscuits, you know you’ll be in for a special treat with a taste of home. 

DIA Layover

This spot made the list because of its eccentric decor that will make for a really memorable place to rest your head for a night or two. The living room is covered in zebra print carpet with red paint on the walls and the bedrooms are not much different. Breakfast, a fitness room and access to a nightclub are included in your stay. 


Start your trip off right with Banjo Billy’s Bus Tour where you’ll learn some history about Boulder that includes ghost stories and crime. Next up is Red Rocks Park where you can go hiking during the day on some incredible trails and then head to the amphitheater at night for an unforgettable concert experience. 

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The best thing about this little gem is they use organic, locally sourced foods and nothing comes from a factory. It’s always nice to know where the food you put into your body is coming from. Serving lots of ramen and Korean BBQ dishes, Chimera will not disappoint. Treat yourself to a saki and mochi ice cream before the date is over. 

Alps Boulder Canyon Inn

This Inn has 12 unique bedrooms to choose from, each decorated down to every detail. All guest rooms have private bathrooms and working fireplaces to warm you up after a night of skiing. Guests can wake to enjoy a freshly baked scone and squeezed orange juice to start the day off right. 

Colorado Springs

Become one with nature and get really outdoorsy in Colorado Springs because these nature stops are a must. Between the Garden of the Gods, Pikes Peak, and Cheyenne Mountain Zoo, the outdoors has so much to offer. At Garden of the Gods, you’ll be surrounded by jaw-dropping rock formations and hiking trails, the same as Pikes Peak but with different views. 

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The Rabbit Hole

The Rabbit Hole definitely drew some inspiration from Alice in Wonderland and its perfect! This dim-lit venue offers an “Eat Me” and “Drink Me” menu with things like Hatress, The Looking Glass, and Bacon Wrapped Rabbit Meatloaf. 

Holden House 1902

Holden House is a luxury bed & breakfast that invites you to stay in their Victorian-inspired suites for around $195 a night. In the morning you walk to the dining room to enjoy a full-service breakfast and tea while in the evenings you are treated to a wine social. At all times you can expect the bottomless cookie jar to keep you satisfied until your next meal. 


Located near the Rocky Mountains is Breckenridge and one of the best resorts to break out the snowboard or skis is Breckenridge Ski Resort. If you travel there in the summer months you can find a zip line and alpine slide that will take you through the mountainside. Aside from skiing or snowboarding you can go on sleigh rides or go ice skating throughout Breckenridge. 

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Did someone say ice cream? This handcrafted ice cream spot offers traditional flavors as well as some unique ones like their blaaaaackberry which is made of goat milk and has blackberry swirls throughout. Also on the menu are different flavors like lavender honey and strawberry pop tart. Another unique fact about Higgles in they are 9,000 feet up in elevation so enjoy the trip to get there! 

Frisco Lodge

Rated the number one lodge in Frisco its no wonder why after seeing the accommodations and amenities offered here. Every morning the guests are treated to made to order espresso, cappuccino, and latte drinks, our signature Belgian waffles, hot and cold cereals, fresh fruit, fresh bread and pastries, yogurt, toast, orange juice, coffee, and tea. And if that doesn’t satisfy you, the chefs will also create soufflés, delightful egg and meat dishes, pancakes, or French toast. 


From mid-June to mid-October the Saturday Street Market comes to town where you’ll find Colorado grown produce and artisan products. If you’re in pursuit of more outdoor activities then head to Maroon Bells, the most photographed mountains in North America. You can hike or camp in the area and there are 6 different pet-friendly trails to choose from. Don’t forget your camera, its the most photographed mountain for a reason.

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Pine Creek Cookhouse

This cookhouse changes up the menu depending on the season. They have a summer lunch menu as well as a summer dinner and winter lunch selection. On the summer lunch menu, you’ll find dishes like Sauteed Ruby Red Rainbow Trout and Pork Belly Porchetta. They also have vegetarian options as well as a kids menu. 

Annabelle Inn

This family-owned boutique Inn in the last spot of the road trip. Located in downtown Aspen, The Annabelle is as gorgeous on the outside as it is on the inside. Outdoor hot tubs and free breakfast are a couple of other things that make this Inn amazing. The standard rooms are furnished with 4 poster beds and wooden accent furniture that makes this room cozy and comfortable. 

The Centennial State

This road trip can be taken all year round with fun and things to do no matter what the weather is like outside. If you’re planning to come during the winter months then hit up the ski resorts and cozy lodges. If the summer months are calling your name then head to the water parks, hiking trails, and outdoor concert venues.

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