Green County Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Michelle M

  • 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 Green County Vacation

Make organizing your next adventure easy with a Green County vacation package. Whether it's history, nature or something else entirely that brings you here, our package deals will help you experience it all. With so much to see and do on a trip to Green County, it can be tricky to know where to start. Kick off your travels in New Glarus at New Glarus Woods State Park and Maple Leaf Cheese and Chocolate Haus — two popular attractions here. Another great city worthy of a spot on your itinerary is Brodhead. Be sure not to miss Sugar River Raceway and Decatur Lake Golf Course. When it's time to stop dreaming and start doing, Expedia will help turn your Green County vacation into a reality.

Top Green County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was CA $2,195, price is now CA $1,510 per person
CA $1,510
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
8.8/10 Excellent! (2,148 reviews)
Lovely stay and we are at Toro right in the hotel. Fabulous dinner

Reviewed on May 18, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $3,626, price is now CA $1,987 per person
CA $1,987
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (3,319 reviews)
Very good Outstanding service

Reviewed on May 19, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $2,965, price is now CA $1,891 per person
CA $1,891
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,505 reviews)
I loved it here and will definitely stay again.

Reviewed on May 18, 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was CA $3,410, price is now CA $2,288 per person
CA $2,288
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (3,721 reviews)
Parking was easy. The hotel breakfast and regular menu was really good! Elevators were at times a little inconvenient, but nothing too bad

Reviewed on May 19, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $2,379, price is now CA $1,605 per person
CA $1,605
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
8.2/10 Very Good! (2,707 reviews)
The room was clean but pretty basic. It was good overall but we did have an issue with the a/c switching off in the middle of the night. Unfortunately the hotel didn’t have any fans to remedy that situation. Other than that we had a very enjoyable stay. The location is great!

Reviewed on May 19, 2026

Green County Hotel Deals

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from May 24 to May 25
CA $172
CA $199 total
May 24 - May 25
includes taxes & fees
9.4/10 Exceptional! (3,760 reviews)
"It was fine."

Reviewed on May 19, 2026

The Madison Concourse Hotel and Governor's Club
Tru by Hilton Madison West, WI

Tru by Hilton Madison West, WI

2.5 out of 5
8102 Watts Rd. Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $110 per night from May 28 to May 29
CA $110
CA $127 total
May 28 - May 29
includes taxes & fees
9.4/10 Exceptional! (1,016 reviews)
"Great property. Clean room and nice breakfast with plenty of variety in choices."

Reviewed on May 19, 2026

Tru by Hilton Madison West, WI
The Edgewater

The Edgewater

4.5 out of 5
1001 Wisconsin Place Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from May 25 to May 26
CA $209
CA $277 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Lake view perfect location!!"

Reviewed on May 19, 2026

The Edgewater
See all 487 properties in Green County
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Green County vacation package cost?
Our Green County packages, which begin from just CA $1,510, are an ideal way to save loads of cash. Pick your favorite hotels, flights and rental car to create a personalized trip.
How do I get a cheap travel package to Green County?
Simply by bundling. Hotels, rental cars and flights — combine whatever you need into a Green County vacation package to save tons of cash. Score even more deals when you add extras such as activities or tours to your booking. But that's not the only good part. You have the freedom to customize your vacation your way. We offer over 550 partner airlines and 1,000,000 hotels worldwide, so that everyone has an opportunity to travel and live out those vacation dreams.
What are the top hotels in Green County?
Check out AmericInn by Wyndham Monroe and Super 8 by Wyndham Monroe WI. They're the first choice for many travelers to New Glarus. If Albany features in your travel itinerary, Mj's Penthouse - A Piece Of Paradise On Monroe's Historic Square and Historic Country Farmhouse For All Seasons are great options.
How far in advance should I book my Green County vacation?
It depends on the air carrier, but it's usually possible to browse through international fares on Expedia up to 12 months in advance. While it's generally recommended to book ahead of time, lucky customers will occasionally score a cheaper ticket just weeks prior to the date of departure.
What does an Expedia Green County travel package include?
Hotels, flights and rental cars — we've got them covered. With Expedia, you can shape your Green County travel package the way you like it. All you have to do is determine exactly what you need. Once you've made your booking, you can add on fun things like activities and experiences. The more you bundle, the greater your savings!
What should I know before booking a Green County travel package?
When you book your hotels, flights and car rentals together, you'll walk away with awesome discounts. Whether you're planning an outdoor getaway in a chalet or want to stay in a comfortable hotel in the city, Expedia will make it happen for less.
Can I choose my airline with a Green County Expedia vacation package?
With a vacation package, the choice is in your hands. Whether you'd like to fly to Green County in first class or coach, simply select from the available airline options. Expedia has access to over 550 airline partners across the world.
If I'm not able to travel, can I cancel my Green County vacation package?
It's hard to predict what tomorrow might bring, so it's comforting to know that you can change or cancel your Green County vacation package. If your booking was made in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.