Cimarron Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Cimarron Vacation

There's no better way to get away than with one of our vacation packages to Cimarron. The rich history and spectacular views are among the many reasons to visit this fascinating city. Your trip to Cimarron wouldn't be complete without seeing some well-known attractions, like Cimarron Railroad Exhibit. Whoever you're traveling with and whatever you plan to spend, your ultimate Cimarron vacation is just clicks away with Expedia.

Top Cimarron Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Ore Station 2 by Avantstay Modern Oasis in the Heart of Telluride w/ Hot Tub

Ore Station 2 by Avantstay Modern Oasis in the Heart of Telluride w/ Hot Tub

3.5 out of 5
Telluride Historic District
Price was CA $2,832, price is now CA $2,563 per person
CA $2,563
per person
Aug 28 - Aug 31
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Montrose (MTJ)
10/10 Exceptional! (1 review)
Excellent location, comfortable setup

Reviewed on Oct 14, 2024

New San Juan 303 by Avantstay Modern Penthouse w/ Deck Overlooking Main Street

New San Juan 303 by Avantstay Modern Penthouse w/ Deck Overlooking Main Street

3.5 out of 5
Telluride Historic District
Price was CA $3,745, price is now CA $3,310 per person
CA $3,310
per person
Aug 28 - Aug 31
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Montrose (MTJ)
10/10 Exceptional! (1 review)
We came for the Telluride Film Festival and were, overall, quite pleased. The only minor problem was getting in the front door the first night so we just left it unlocked the entire time. The king bed was very comfortable, bathrooms were nice & clean, and kitchen was perfect. Wasn't sure about using the hot tub or not.

Reviewed on Sep 2, 2025

Snowdrift Cabin by Avantstay Breathtaking Home w/ Prime Ski Access

Snowdrift Cabin by Avantstay Breathtaking Home w/ Prime Ski Access

4 out of 5
Price was CA $4,922, price is now CA $4,399 per person
CA $4,399
per person
Aug 28 - Aug 31
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Montrose (MTJ)
No reviews

Owl Meadows 24 by Avantstay Walking Distance to Town & Slopes!

Owl Meadows 24 by Avantstay Walking Distance to Town & Slopes!

3.5 out of 5
Telluride Historic District
Price was CA $2,868, price is now CA $2,588 per person
CA $2,588
per person
Aug 28 - Aug 31
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Montrose (MTJ)
8/10 Very good! (1 review)

Cimarron Lodge 14 by Avantstay Ski-in/ski-out Property in Complex w/ Two Hot Tubs! Permit#3601

Cimarron Lodge 14 by Avantstay Ski-in/ski-out Property in Complex w/ Two Hot Tubs! Permit#3601

3.5 out of 5
Telluride Historic District
Price was CA $3,152, price is now CA $2,852 per person
CA $2,852
per person
Aug 28 - Aug 31
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Montrose (MTJ)
No reviews

Ready to book your vacation to Cimarron?

 

Choose your dates

Cimarron Hotel Deals

Arrowhead Mountain Lodge

Arrowhead Mountain Lodge

3 out of 5
21401 Alpine Plateau Rd Cimarron CO
Fully refundableReserve now, pay when you stay
The price is CA $169 per night from Jul 15 to Jul 16
CA $169
CA $184 total
Jul 15 - Jul 16
includes taxes & fees
9.2/10 Wonderful! (377 reviews)
"Loved!"

Reviewed on Jul 10, 2026

Arrowhead Mountain Lodge
Year around peaceful adventure hideaway

Year around peaceful adventure hideaway

Cimarron CO
10/10 Exceptional! (50 reviews)
"Great place, outstanding host. Thank you."

Reviewed on Feb 23, 2026

Get rates
Year around peaceful adventure hideaway
Peaceful camping retreat in charming Arrowhead, perfect for nature lovers

Peaceful camping retreat in charming Arrowhead, perfect for nature lovers

Cimarron CO
Get rates
Peaceful camping retreat in charming Arrowhead, perfect for nature lovers
See all 612 properties in Cimarron
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Cimarron attractions

Cimarron Railroad Exhibit

6.8/10 (5 reviews)
Learn about the local history of Cimarron when you take a trip to Cimarron Railroad Exhibit. Wander the riverfront or discover the area's mountain views.
See properties

Frequently asked questions

How much does a Cimarron vacation package cost?
Offering excellent value package deals from CA $2,563 on Expedia, you'll be pleasantly surprised at how much a vacation to Cimarron costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Cimarron?
January, April and November are the best times to search for cheap Cimarron vacation packages. Travelling in quieter months means you'll typically find reduced prices on flights and hotels.
How many days is enough for Cimarron?
The ideal length for your Cimarron vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you time to check out all the top attractions and explore some hidden treasures along the way.
How to find the best Cimarron package deals?
Landing a cheap Cimarron package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Cimarron package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Cimarron vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging hotels and flights separately. Better still, you can customize your Cimarron trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Cimarron?
If you're considering a spontaneous Cimarron trip, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Cimarron?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Cimarron.
  2. Work out your budget: Make sure you have enough money to cover everything from food and transportation to activities and airfares. Your hotel will likely be the largest expense during your trip to Cimarron.
  3. Decide your trip length: Consider how much time you'd like to spend exploring Cimarron. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customized Cimarron vacation package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.