Old Town Winter Park Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Kayla Templin

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 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

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Price found within the past 48 hours. Click for updated prices.
  • Room | Private kitchen
    Jul 23 - Jul 31

    Catbird Hotel + Flight

    River North Art District
    8 nights
    4.0 star property
    9.2/10 - Wonderful (1,001 reviews)
    "Clean and nice hotel. Just the parking sucks. You have to find parking on the street or pay over $50 for valet parking through the hotel."
    Reviewed May 20, 2026
    Return • Christchurch (CHC) - Denver (DEN)
    CHC - DEN • 2 stops DEN - CHC • 2 stops
    NZ$4,327
    NZ$3,360
    per traveller
    found 1 day ago
    Catbird Hotel
  • Front of property
    Jul 23 - Jul 31

    The Brown Palace Hotel and Spa, Autograph Collection + Flight

    Downtown Denver
    8 nights
    4.5 star property
    8.6/10 - Excellent (1,005 reviews)
    "The spa is amazing the restaurants are delish!"
    Reviewed May 22, 2026
    Return • Christchurch (CHC) - Denver (DEN)
    CHC - DEN • 2 stops DEN - CHC • 2 stops
    NZ$5,424
    NZ$4,198
    per traveller
    found 1 day ago
    The Brown Palace Hotel and Spa, Autograph Collection
  • Indoor pool
    Jul 23 - Jul 31

    Hampton Inn & Suites Denver-Downtown + Flight

    Uptown
    8 nights
    3.0 star property
    8.6/10 - Excellent (2,183 reviews)
    "This hotel was a great place to stay in but the only thing it was it needed to be a little more cleaner only that and there’s no other problem with it..!!"
    Reviewed May 23, 2026
    Return • Christchurch (CHC) - Denver (DEN)
    CHC - DEN • 2 stops DEN - CHC • 2 stops
    NZ$4,536
    NZ$3,573
    per traveller
    found 1 day ago
    Hampton Inn & Suites Denver-Downtown
  • Exterior
    Jul 23 - Jul 31

    The Westin Westminster + Flight

    North Central Westminster
    8 nights
    4.0 star property
    8.8/10 - Excellent (1,088 reviews)
    "Beautiful property and the rooms were clean and comfortable."
    Reviewed May 21, 2026
    Return • Christchurch (CHC) - Denver (DEN)
    CHC - DEN • 2 stops DEN - CHC • 2 stops
    NZ$4,628
    NZ$3,707
    per traveller
    found 1 day ago
    The Westin Westminster
  • Lobby
    Jul 23 - Jul 31

    Embassy Suites by Hilton Denver Downtown Convention Center + Flight

    Downtown Denver
    8 nights
    4.0 star property
    9.0/10 - Wonderful (1,464 reviews)
    "Wonderful hotel! Rooms were clean and staff were lovely!"
    Reviewed May 21, 2026
    Return • Christchurch (CHC) - Denver (DEN)
    CHC - DEN • 2 stops DEN - CHC • 2 stops
    NZ$4,881
    NZ$3,972
    per traveller
    found 1 day ago
    Embassy Suites by Hilton Denver Downtown Convention Center

Our guide on where to stay in Old Town Winter Park

Find the best Old Town Winter Park areas and neighborhoods for the activities you enjoy most. Learn more about Old Town Winter Park
Winter Park Village

Winter Park Village

4 out of top 10 points of interest in this area

While visiting Winter Park Village, you might make a stop by sights like The Gondola and The Fraser River Trail.

Find hotels in Winter Park Village

Our pick of the best Old Town Winter Park Hotel Deals

Monarch Casino Resort Spa Black Hawk

Monarch Casino Resort Spa Black Hawk

4 out of 5
488 Main St Black Hawk CO
The price is NZ$321 per night from 25 May to 26 May
NZ$321
25 May - 26 May
includes taxes & fees
9.2/10 Wonderful! (4,187 reviews)
"The room was great casino was clean. However, drink servers didn’t come around very often."

Reviewed on 22 May 2026

Monarch Casino Resort Spa Black Hawk
Ameristar Casino Resort Spa Black Hawk

Ameristar Casino Resort Spa Black Hawk

4 out of 5
111 Richman St Black Hawk CO
Fully refundableReserve now, pay when you stay
The price is NZ$259 per night from 3 June to 4 June
NZ$259
3 June - 4 June
includes taxes & fees
8.6/10 Excellent! (3,756 reviews)
"No comment"

Reviewed on 23 May 2026

Ameristar Casino Resort Spa Black Hawk
Lady Luck Casino Black Hawk

Lady Luck Casino Black Hawk

3 out of 5
340 Main Street Black Hawk CO
Fully refundableReserve now, pay when you stay
The price is NZ$162 per night from 15 June to 16 June
NZ$162
15 June - 16 June
includes taxes & fees
7.6/10 Good! (1,813 reviews)
"Decent"

Reviewed on 23 May 2026

Lady Luck Casino Black Hawk
See all 3,534 properties in Old Town Winter Park
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.

Frequently asked questions

How much does an Old Town Winter Park holiday package cost?
Customize your Old Town Winter Park package from just . Choose from any combination of flights, hotels and rental cars to craft the getaway you've been dreaming about. Don't forget to add on some tours and experiences!
How do I get a cheap travel package to Old Town Winter Park?
Search for flights that suit your schedule, add a hotel room to your booking and watch the savings stack up with an Old Town Winter Park holiday package. It's that easy! From hotels and flights to activities and rental cars, Expedia makes travelling cheap and easy. And with more than 550 partner airlines and 1 000 000 properties worldwide to select from, you'll never be short of choice.
Where should I stay in Old Town Winter Park?
Most who travel to Old Town Winter Park include University of Colorado Boulder and Folsom Field on their sightseeing itineraries. Why not reserve a hotel right near these popular attractions?
What are the top hotels in Old Town Winter Park?
If it's your very first time in Old Town Winter Park, reserve a room at Trademark Condo Short Walk To Shuttle By Redawning or Slopeside Sanctuary - Penthouse < 1 Mi To Lifts. Both offer comfortable beds and are favourites among many savvy travellers.
How far in advance should I book my Old Town Winter Park holiday?
Travellers are generally able to browse international airfares on Expedia up to a year in advance of departure. Booking at the last minute? With a stroke of luck, it's still possible to score a cheaper ticket only weeks before your flight.
What does an Expedia Old Town Winter Park travel package include?
Packages include hotels, rental cars and flights, but you can mix and match them to create your ideal Old Town Winter Park trip. You can also add on experiences and activities once you've made your booking. You're in control! When you bundle your bookings with Expedia, you'll enjoy discounts you won't find elsewhere.
What should I know before booking an Old Town Winter Park travel package?
Locking in all the parts of your getaway together is one of the best ways to save. Combine your car rentals, flights and hotels into a handy package. But you're not limited to hotels. Expedia has all sorts of properties, including holiday homes such as oceanfront condos and city apartments. Your choices are almost endless!
Can I choose my airline with an Old Town Winter Park Expedia holiday package?
You can, and with over 550 airlines to pick from all over the world, you have plenty of choice. Search the available options and see which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Old Town Winter Park holiday package?
Whether it's your hotel, flight or rental car, yes, you can amend or cancel it. Locked in your Old Town Winter Park holiday package in the last 24 hours? You may be able to make any changes for free. For older bookings, you may be charged a fee by your hotel, airline or car rental company. For further information, take a look at our Customer Service Portal. We're here to help you each step of the way.

Discover the most popular places to visit in Old Town Winter Park

Winter Park Ski Resort

Winter Park Ski Resort

5/5(1 review)

With seven ski territories, summer sports, spas, diverse restaurants and live music, this is one of Colorado’s most complete mountain resorts.

Winter Park Ski Resort

Moffat Tunnel West Portal

You can learn about the history of Winter Park with a stop at Moffat Tunnel West Portal. Discover the mountain views in this quaint area or enjoy its ski slopes.

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