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.
Fairfield Inn & Suites by Marriott Madison East

Fairfield Inn & Suites by Marriott Madison East

CA $850
per person
Nov 9 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9.2/10 Wonderful! (1,006 reviews)
Clean and friendly. Nice pool

Reviewed on Sep 9, 2026

The Edgewater

The Edgewater

Downtown Madison
CA $1,066
per person
Nov 9 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9.4/10 Exceptional! (1,002 reviews)
Beautiful room and wonderful staff! Elegant hotel

Reviewed on Sep 21, 2026

Hilton Madison Monona Terrace

Hilton Madison Monona Terrace

Downtown Madison
CA $937
per person
Nov 9 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
8.6/10 Excellent! (1,001 reviews)
Madison Marriott South

Madison Marriott South

CA $997
per person
Nov 9 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9/10 Wonderful! (604 reviews)
Courtyard by Marriott Madison East

Courtyard by Marriott Madison East

CA $872
per person
Nov 9 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9/10 Wonderful! (697 reviews)
Awesome

Reviewed on Sep 15, 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 $107
CA $121 total
Sep 23 - Sep 24
includes taxes & fees
8/10 Very good! (1,004 reviews)
"Nowhere did this property mention it was for swingers."

Reviewed on Sep 21, 2026

Don Q Inn
AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville

3637 State Road 23 Dodgeville WI
Fully refundableReserve now, pay when you stay
CA $177
CA $201 total
Oct 7 - Oct 8
includes taxes & fees
8.4/10 Very good! (651 reviews)
"Everything was excellent: Staff, breakfast, very clean & very quiet! Comfortable room & I loved the beautiful view out my room"

Reviewed on Sep 21, 2026

AmericInn by Wyndham Dodgeville
Dodgeville inn and suites

Dodgeville inn and suites

1308 n johns st Dodgeville WI
Fully refundableReserve now, pay when you stay
CA $98
CA $111 total
Oct 12 - Oct 13
includes taxes & fees
7/10 Good! (110 reviews)
"Not the cleanest place."

Reviewed on Sep 21, 2026

Dodgeville inn and suites
See all 90 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 $850 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.