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Writer's pictureJordan Hinsch

20 Best Weekend Getaways from Colorado Springs, Colorado (within a 4-hour flight)


20 Best Weekend Getaways from Colorado Springs, Colorado (within a 4-hour flight)

Colorado Springs, Colorado, is a stunning city nestled at the foot of the iconic Pikes Peak, offering breathtaking mountain views and a wealth of outdoor recreational opportunities. Known for its active lifestyle, the city boasts hiking, biking, and climbing in nearby natural wonders like Garden of the Gods and the Cheyenne Mountain State Park. With a rich history, Colorado Springs is home to cultural landmarks like the U.S. Air Force Academy and the historic Old Colorado City district. The city also features a thriving arts scene, a vibrant downtown, and a family-friendly atmosphere. Its combination of natural beauty, outdoor adventures, and a strong sense of community makes Colorado Springs a unique and desirable place to live and visit.


If you're a local and looking to escape for a weekend, keep reading. With a vast array of short domestic destinations, there are also some international destinations within reach. Here are some weekend getaway ideas for locals in the Colorado Springs, Colorado area within a non-stop 4-hour flight. More importantly, these trips are all possible without having to request PTO (for you M-F 9-5'ers), it just depends on what you want to do at your destination.




Las Vegas, Nevada (LAS) - 2 Hour Flight


Why go?

  • Gambling, Hoover Dam, Death Valley National Park, Valley of Fire State Park, Partying, more Gambling.

What to do?

When to go?

  • Year-Round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $100+

Where can you stay?

Who will pick you up?


Los Angeles, California (LAX, BUR, SNA, LGB, SBA, ONT)   - 2 Hour 35 Minute Flight


Why go?

  • Surfing, Hiking, Sports, City Life, Culture, Fame, Disneyland, Food.

What to do?

When to go?

  • Year-round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $50+

Where can you stay?

Who will pick you up?



Seattle, Washington (SEA) - 3 Hour 10 Minute Flight


Why go?

  • Whales, Olympic National Park, Mt. Rainier National Park, North Cascades National Park, gorgeous views, intelligent individuals, good breweries.

What to do?

When to go?

  • Summer (you can't really avoid the rain but you can pray)

Who can fly you there?

How much will it cost to get there?

  • Airfare: $100+

Where can you stay?

Who will pick you up?

Pro Tip:

  • Visit the REI flagship store. Wow.


San Diego, California (SAN) - 2 Hour 25 Minute Flight


Why go?

  • Surfing, Hiking, Zoo, Mountain Biking, Partying.

What to do?

When to go?

  • Year-round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $80+

Where can you stay?

Who will pick you up?


San Francisco, California (SFO, SJC, OAK) - 2 Hour 55 Minute Flight


Why go?

  • Tours, Food, Silicon Valley, Golden Gate Bridge, Surfing

What to do?

When to go?

  • Summer

Who can fly you there?

How much will it cost to get there?

  • Airfare: $80+

Where can you stay?

Who will pick you up?






Boston, Massachusetts (BOS) - 3 Hour 45 Minute Flight


Why go?

  • History and cool summertime temps!

What to do?

When to go?

  • Summer for the best weather, but peak rates for solid hotels.

Who can fly you there?

How much will it cost to get there?

  • Airfare: $90+

Where can you stay?

Who will pick you up?


Atlanta, Georgia (ATL) - 2 Hour 50 Minute Flight


Why go?

  • Brew pubs, art, nightlife, Mexican food.

What to do?

When to go?

  • Year-round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $50+

Where can you stay?

Who will pick you up?

Pro Tip:

  • Walk some of the BeltLine and stop at stores, bars, and restaurants.





New Orleans, Louisiana (MSY) - 2 Hour 40 Minute Flight


Why go?

  • Jazz music, other music, culture, architecture, partying, passionate football fans.

What to do?

When to go?

  • Spring, Summer, Fall

Who can fly you there?

How much will it cost to get there?

  • Airfare: $90+

Where can you stay?

Who will pick you up?

Pro Tip:

  • Check out Bourbon Street for a little bit, but don't get sucked in. It's absolutely disgusting. Chartres Street is better for those looking to maintain their cleanliness.




Austin, Texas (AUS) - 2 Hour 5 Minute Flight


Why go?

  • Food, Art, Music, BBQ, Tech, Bach Parties, and All-Around Fun!

What to do?

When to go?

  • Year-Round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $80+

Where can you stay?

Who will pick you up?


Portland, Oregon (PDX) - 3 Hour Flight


Why go?

  • Surfing. Oregon coast is only 1 hour away. Mt. Hood is nearby as well.

What to do?

When to go?

  • Year-Round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $60+

Where can you stay?

Who will pick you up?


Nashville, Tennessee (BNA) - 2 Hour 25 Minute Flight


Why go?

  • Music (not just country), endless bars, brewpubs, hot chicken.

What to do?

When to go?

  • Spring, Summer and Fall

Who can fly you there?

How much will it cost to get there?

  • Airfare: $100+

Where can you stay?

Who will pick you up?

Pro Tip:

  • Stay in the Gulch or near printer's alley.


Chicago, Illinois (ORD, MDW) - 2 Hour 20 Minute Flight


Why go?

  • Food, bars, sports, rivers!

What to do?

When to go?

  • Summer

Who can fly you there?

How much will it cost to get there?

  • Airfare: $70+

Where can you stay?

Who will pick you up?

Pro Tip:

  • For bourbon enthusiasts, visit Untitled Supper Club on W Kinzie for an incredible speakeasy experience.


Washington, DC (IAD, DCA, BWI) - 3 Hour 20 Minute Flight


Why go?

  • Museums, walking tours, great mass-transit and cherry blossoms. Fly to DCA for convenience.

What to do?

When to go?

  • Year-round (spring season for cherry blossoms)

Who can fly you there?

How much will it cost to get there?

  • Airfare: $120+

Where can you stay?

Who will pick you up?

Pro Tip:

  • For avid runners, pack your running shoes and go for daily runs around the White House, Washington Monument, Lincoln and Jefferson memorials.





Philadelphia, Pennsylvania (PHL) - 3 Hour 30 Minute Flight


Why go?

  • History, sports, cheesesteaks

What to do?

When to go?

  • Summer and Fall

Who can fly you there?

How much will it cost to get there?

  • Airfare: $150+

Where can you stay?

Who will pick you up?






Miami, Florida (MIA, FLL) - 3 Hour 50 Minute Flight


Why go?

  • Beaches, outdoors activities, clubs, restaurants, culture. I just ask that you please please please venture out beyond Miami Beach.

What to do?

When to go?

  • Any time of the year, but best is October - February for perfect weather. Avoid the spring break crowd in late Feb/early March the best you can.

Who can fly you there?

How much will it cost to get there?

  • Airfare: $90+

Where can you stay?

Who will pick you up?

Pro Tip:

  • Visit the following neighborhoods to step away from the "typical Miami": Wynwood, Brickell, Coral Gables, Coconut Grove, Midtown, Edgewater.





Orlando, Florida (MCO) - 3 Hour 30 Minute Flight


Why go?

  • Theme parks. Disney & Universal. Bring bug spray and an umbrella if you go during the summer. It's not my favorite city, but there's a reason why it's the #1 tourism city year after year in the US.

What to do?

When to go?

  • Year-Round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $100+

Where can you stay?

Who will pick you up?





Toronto, Ontario (YYZ, YTZ) - 3 Hour 10 Minute Flight


Why go?

  • Food, people, cleanliness, Hockey Hall of Fame.

What to do?

When to go?

  • Summer

Who can fly you there?

How much will it cost to get there?

  • Airfare: $350+

Where can you stay?

Who will pick you up?






Cancun & Tulum, Mexico (CUN) - 4 Hour Flight


Why go?

  • Your money goes a long way in Cancun: all-inclusive hotels, nightlife, and activities.

  • Your money doesn’t go very far in Tulum: boutique hotels (some are grossly overpriced), many hotels have no air conditioning, taxis and bike rentals will try to rip you off.

  • If you’re looking for clubs and nightlife, go to Tulum Beach.

  • If you’re looking for culture and less expensive eats, go to Tulum Centro.

  • Tulum is actually a great experience if you have the right mindset going into your vacation.

What to do?

When to go?

  • December to April for the best weather.

  • Avoid March Spring Break travel if you want to be at peace.

Who can fly you there?

How much will it cost to get there?

  • Airfare: $250+

Where can you stay?

Who will pick you up?






Montreal, Quebec (YUL) - 3 Hour 40 Minute Flight


Why go?

  • More restaurants per capita than any other North American city.

What to do?

When to go?

  • Summer

Who can fly you there?

How much will it cost to get there?

  • Airfare: $500+

Where can you stay?

Who will pick you up?


Charleston, South Carolina (CHS) - 3 Hour 15 Minute Flight


Why go?

  • History, culture, family-friendly attractions, and water sports.

What to do?

When to go?

  • Spring, Summer and Fall

Who can fly you there?

How much will it cost to get there?

  • Airfare: $500+

Where can you stay?

Who will pick you up?




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Hey! I'm Jordan, a native New Yorker who is addicted to adventure travel, photography, content creation, investing, and fitness. Read on, enjoy, and Never Run Out of First Times!

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