Wyoming Vacation Packages

Right now's the time to create an epic Wyoming trip. Sit back and let the expert staff at Orbitz bundle up amazing flight and hotel deals for you. One of the simplest ways to save money is to bundle your bookings. You'll save up to $374 by selecting your choice of hotels, airfares, rental cars and experiences with us. And don't forget — you've got heaps of versatility. Customize your trip with 500 airline partners and no less than 500,000 accommodation options globally. No matter what kind of experience you're looking for, there are limitless available options to design the escape of your dreams.

Where is Wyoming?

Learning a little about your destination before you arrive is a good way to prepare for your adventure. Ready to find out just where Wyoming is on the map? It's a neighborhood of Dodgeville. You'll discover it 11 miles north of the downtown area. The population of Dodgeville is roughly 5,000.

Car Rentals in Wyoming

Explore the region how and when you want by checking out car rentals in Wyoming with Orbitz. Start your engines and buckle up — it's time to step on the gas!

Nearest Airports to Wyoming

Your next exciting adventure begins at Dane County Regional Airport (MSN). The terminal is positioned 40 miles east of Wyoming.

Popular Places to Visit Near Wyoming

Dodgeville is a good place to visit while you are in Wyoming. You'f find it just 11 miles away.

No Cancellation Fees

Changing a booking can be a hassle — but not with us! We won't impose a fee, which makes the process hassle-free.^ Airlines and hotels can have a similar policy, so be sure to contact them.

Top Wyoming vacation package deals

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

3.5-star property

Bluegreen Odyssey Dells

9.4/10 Exceptional! (137 reviews)

Oct 10 - Oct 13

3 night stay

Chicago (CHI) to Madison (MSN)

United • Roundtrip • Coach

per person

found 1 day ago

Free Mt. Olympus passes. Staff in the reception was very nice. Place is clean and has a balcony.

Reviewed on Jul 21, 2024

3.0-star property

Bluegreen Christmas Mountain Village, an Ascend Resort

8.2/10 Very Good! (112 reviews)

Oct 10 - Oct 13

3 night stay

Chicago (CHI) to Madison (MSN)

United • Roundtrip • Coach

Save 100% on your flight

per person

found 6 hours ago

We honestly really do love coming to this resort. This was our third stay, twice as Bluegreen owners, and this was the first time we have stayed since we gave up our ownership. But there is obviously a reason that we came back. We just love that it’s nestled in the woods, very quiet, the outdoor hot tub has always been a plus, especially in the mornings when it’s adult only swim. We have stayed in three of the different types of rooms and they have all been great. They’re spacious, clean, and have all the amenities you need to cook or have a relaxing night in by the fireplace. Mulligans is a great place for some food or a beer after a game of golf. There’s also a Starbucks for coffee in the morning and a small convenience store attached to it for other things that you might need. There’s also a lot of fun things for kids to do. We have done the mini golf and the paddle boating in the past, which is all included with your stay. And you also get discounts throughout town at certain restaurants and attractions. We will definitely be back!

Reviewed on Apr 14, 2024

3.5-star property

Club Wyndham Glacier Canyon

9/10 Wonderful! (377 reviews)

Oct 10 - Oct 13

3 night stay

Chicago (CHI) to Madison (MSN)

United • Roundtrip • Coach

Save 100% on your flight

per person

found 1 day ago

Was a nice place, a lot of flies in the unit so not sure where they came from but it was clean, spacious and quiet. Had a nice time. Lots of walking but thats probably good for us.

Reviewed on Nov 1, 2024

3.5-star property

The Madison Concourse Hotel and Governor's Club

Downtown Madison

9.4/10 Exceptional! (2,907 reviews)

Oct 10 - Oct 13

3 night stay

Chicago (CHI) to Madison (MSN)

United • Roundtrip • Coach

Save 100% on your flight

per person

found 1 day ago

So convenient to the show and restaurants. Loved this!

Reviewed on Jun 18, 2025

4.0-star property

DoubleTree by Hilton Madison East

9.4/10 Exceptional! (980 reviews)

Oct 10 - Oct 13

3 night stay

Chicago (CHI) to Madison (MSN)

United • Roundtrip • Coach

per person

found 1 day ago

The staff was very helpful and courteous. We were lucky enough to receive a warm treat at check in and it was delicious. The room was clean and odor free. The AC was cold (it was 93 degrees outside!). Easy to find location, not far from the areas we were visiting. Nothing bad to say about this hotel.

Reviewed on Jun 23, 2025