Wyoming 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 Wyoming Vacation

When a city escape is calling, answer it with a vacation package to Wyoming. With all your travel needs taken care of before you go, all you need to do here is focus on having a ball. Make your trip to Wyoming even more fun and exciting by going sightseeing. The House on the Rock, American Players Theatre and Spring Green General Store are some of the big attractions you'll want to explore. No matter your travel plans or the size of your budget, putting together the ultimate tailored Wyoming vacation is a breeze with Expedia.

Top Wyoming Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Valued Stay Aloha

Valued Stay Aloha

Carpenter Ridgeway
CA $951
per person
Sep 30 - Oct 3
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
7.6/10 Good! (363 reviews)
If you like a nice looking property and clean rooms don’t stay here. Also the managers wife is very rude and can not control her anger or frustration. They will also charge your card for random stuff. This was by far the worst hotel I’ve ever stayed at. It was disgusting and not worth it at all.

Reviewed on Aug 4, 2026

Graduate by Hilton Madison

Graduate by Hilton Madison

Downtown Madison
CA $1,988
per person
Sep 30 - Oct 3
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9/10 Wonderful! (1,004 reviews)
Fairfield Inn & Suites by Marriott Madison East

Fairfield Inn & Suites by Marriott Madison East

CA $1,363
per person
Sep 30 - Oct 3
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9.2/10 Wonderful! (1,000 reviews)
AmericInn by Wyndham Madison South

AmericInn by Wyndham Madison South

Monona
CA $1,283
per person
Sep 30 - Oct 3
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9/10 Wonderful! (1,002 reviews)
Although clean and friendly, there’s significant road noise.

Reviewed on Aug 6, 2026

Courtyard by Marriott Madison West Middleton

Courtyard by Marriott Madison West Middleton

CA $1,192
per person
Sep 30 - Oct 3
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9.2/10 Wonderful! (1,002 reviews)
The bistro pricing posted on signage did not match the pricing in the menus. I was informed the menus needed to be updated but the lower pricing was not honoured.

Reviewed on Aug 1, 2026

Ready to book your vacation to Wyoming?

Choose your dates

Wyoming Hotel Deals

Don Q Inn

Don Q Inn

3658 State Road 23 Dodgeville WI
Fully refundableReserve now, pay when you stay
CA $108
CA $123 total
Aug 13 - Aug 14
includes taxes & fees
8/10 Very good! (1,007 reviews)
"We stayed in one of the Space rooms. It was very clean and it smelled nice in the room. The hotel itself is a little outdated, but it is old. The breakfast in the morning was good and had many options. We didn't try the pool or hot tub, but we did use the jacuzzi tub in our room and that was also ..."

Reviewed on Aug 4, 2026

Don Q Inn
Dodgeville inn and suites

Dodgeville inn and suites

1308 n johns st Dodgeville WI
Fully refundableReserve now, pay when you stay
CA $117
CA $133 total
Aug 11 - Aug 12
includes taxes & fees
Dodgeville inn and suites
AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville

3637 State Road 23 Dodgeville WI
Fully refundableReserve now, pay when you stay
CA $180
CA $205 total
Aug 13 - Aug 14
includes taxes & fees
8.4/10 Very good! (626 reviews)
"Very friendly employees!"

Reviewed on Aug 6, 2026

AmericInn by Wyndham Dodgeville
See all 88 properties in Wyoming
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 a Wyoming vacation package cost?
You can pick up a vacation package to this popular destination from CA $951 on Expedia. But how much your vacation to Wyoming costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Wyoming?
If you'd like to snag a cheap Wyoming vacation package, consider planning a trip in January, February and November. You're likely to find lower rates on flights and accommodations during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Wyoming?
The ideal duration for your Wyoming vacation depends on what you'd like to do. Typically, a few days to a week will give you time to hit all the leading attractions and discover some hidden treasures along the way.
How to find the best Wyoming package deals?
Finding a cheap Wyoming package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable Wyoming package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Wyoming vacation as a package?
You can enjoy significant savings on your Wyoming getaway by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Wyoming?
Land fantastic discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Wyoming adventure.
How to plan a trip to Wyoming?
  1. Choose your travel dates: The things you want to do in Wyoming and your preferred season will help you decide when to go.
  2. Set your budget: Consider costs such as food, flights and transportation when working out how much to save for your trip to Wyoming. Then, choose a hotel that works with your budget, whether that's a wallet-friendly option or a lavish getaway.
  3. Work out your trip length: Think about how long you'd like to spend exploring Wyoming. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your airfare and accommodations: After you've nailed down your travel dates and duration, book the perfect Wyoming vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.