Westcliffe Vacations from $1,505

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Your Westcliffe Vacation

Prepare to experience Westcliffe your way with a custom Westcliffe vacation package! Discovering the best parts of this interesting city is easy with a base in a neighborhood such as Silver Cliff, which is good for walking, among lots of other things. If your trip to Westcliffe includes some sightseeing, visit popular attractions like Hermit Park, Silver Cliff Museum and The Historic Beckwith Ranch. That dream Westcliffe vacation is just clicks away. Browse hotels, airfares and more on Expedia for a getaway that's tailored just for you.

The Latest Westcliffe vacation packages

Price found within the past 48 hours. Click for updated prices.
Rainbow Lodge

Rainbow Lodge

2.5 out of 5
Price was $1,519, price is now $1,505 per person
$1,505
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Alamosa (ALS)
8/10 Very Good! (443 reviews)
i was not initially clear on the self serve aspect until i arrived but it worked out fine

Reviewed on Oct 26, 2026

Grandview Cabins & RV Resort

Grandview Cabins & RV Resort

3 out of 5
Price was $1,571, price is now $1,526 per person
$1,526
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Alamosa (ALS)
9.6/10 Exceptional! (235 reviews)

Wolf Creek Lodge, BW Signature Collection

Wolf Creek Lodge, BW Signature Collection

3 out of 5
Price was $1,547, price is now $1,538 per person
$1,538
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Alamosa (ALS)
8.8/10 Excellent! (830 reviews)

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Stay near popular Westcliffe attractions

A mountainous landscape with a rocky path, green vegetation, and yellow wildflowers.

Hermit Park

8.8/10 (3 reviews)
Hermit Park offers a peaceful retreat with tennis courts and a pavilion in scenic Westcliffe. Bring sports equipment and a picnic to enjoy this local community hub surrounded by Colorado's natural beauty.
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Westcliffe Hotel Deals

Private Lodge-Mtn Lake, Pool,Hot Tub, Affordable Family Reunion Sleeps 20+

Private Lodge-Mtn Lake, Pool,Hot Tub, Affordable Family Reunion Sleeps 20+

Westcliffe CO
9.2/10 Wonderful! (111 reviews)
"There was a lot of deferred maintenance. Broken bath, hot tub, coffee makers. Fit everyone we had visiting, bit more for families with lots of children, than for families with primarily couples."

Reviewed on Sep 28, 2026

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Private Lodge-Mtn Lake, Pool,Hot Tub, Affordable Family Reunion Sleeps 20+
'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.

'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.

Westcliffe CO
10/10 Exceptional! (298 reviews)
"Exceptionally clean cabin!!! Well off the road with no visible neighbors made it perfect for hiding away for a few days. The sunroom with the propane fireplace was absolutely perfect for keeping the cabin warm and cozying up next to in very comfortable recliners. Kitchen was well stocked, certainly ..."

Reviewed on Oct 21, 2026

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'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.
The Wildflower Hotel

The Wildflower Hotel

2 out of 5
201 S 2nd St Westcliffe CO
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $166 total per night from Nov 5 to Nov 6
$166 total
Nov 5 - Nov 6
Total with taxes and fees
The Wildflower Hotel
See all 478 properties in Westcliffe
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.

Find the Best Westcliffe Vacation Packages

Westcliffe Essential Information

Language
English
Currency
U.S dollars
Population
580
Max Temp Winter
35ºF
Max Temp Summer
75ºF
Top Sights
Silver Cliff Museum, Smokey Jack Observatory and Hermit Park

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Frequently asked questions

How much does a Westcliffe vacation package cost?
Offering great value package deals from $1,505 on Expedia, you'll be thrilled with how little a vacation to Westcliffe costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Westcliffe?
If you're hoping to score a cheap Westcliffe vacation package, consider visiting in December, January and February. You'll generally find lower rates on airfares and hotels during these quieter months — ideal for a budget-friendly break.
How many days is enough for Westcliffe?
Generally, a handful of days is enough for a Westcliffe vacation. With a well-organized schedule, you can visit all the leading sights including Hermit Park, as well as discover some hidden gems along the way.
Is it worth booking a vacation package to Westcliffe?
Westcliffe is a good vacation destination with attractions like Smokey Jack Observatory among the many things to keep you entertained. Whether you're traveling with the family or getting away with friends, a Westcliffe vacation promises fun for everyone.
How to find the best Westcliffe package deals?
Start your search for a Westcliffe package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Westcliffe package deal right away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Westcliffe escape off to a flying start.
Is it cheaper to book a Westcliffe vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and stays separately. Better still, you can customize your Westcliffe getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Westcliffe?
Enjoy amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Westcliffe getaway.
Does Expedia offer Book Now, Pay Later Westcliffe vacation packages?
Jet off on your perfect escape to Westcliffe with help from Expedia's Book Now, Pay Later vacations. No need to save up or hold off until your next payday — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stick to your budget and snap up bargains before they sell out.

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