Green County Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,155, price is now CA $766 per person
CA $766
per person
Jun 8 - Jun 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Everything was perfect. The staff are really friendly and helpful. Love it!!! Definitely I'll come back

Reviewed on Apr 1, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was CA $2,018, price is now CA $1,405 per person
CA $1,405
per person
May 5 - May 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (2,076 reviews)
Everything was perfect

Reviewed on Mar 26, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,738, price is now CA $1,244 per person
CA $1,244
per person
Jun 9 - Jun 12
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (421 reviews)
Garage area very dark and unsafe

Reviewed on Mar 31, 2026

Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
Price was CA $1,313, price is now CA $974 per person
CA $974
per person
May 5 - May 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (2,091 reviews)
The staff was really great and the room was fine, nothing exceptional but nothing bad. The walls were thin and we when our neighbors pulled up their shades it was so loud it woke us up. We got a call at 7a with nobody on the other end, that also woke us up. haha

Reviewed on Mar 29, 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 $164 per night from Apr 5 to Apr 6
CA $164
CA $189 total
Apr 5 - Apr 6
includes taxes & fees
9.4/10 Exceptional! (3,597 reviews)
Everything was great and the beds/pillows were extremely comfortable! Definitely would stay again.

Reviewed on Apr 1, 2026

The Madison Concourse Hotel and Governor's Club
Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

3 out of 5
2424 University Avenue Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Apr 4 to Apr 5
CA $180
CA $208 total
Apr 4 - Apr 5
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Breakfast is better than average. Location is very convenient to UW campus (especially Lakeshore area). Facilities could use more upkeep.

Reviewed on Mar 29, 2026

Best Western Plus InnTowner Madison
Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

2.5 out of 5
483 Commerce Dr Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Apr 12 to Apr 13
CA $126
CA $146 total
Apr 12 - Apr 13
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
It was fine, for the price you’re better off staying across the street. The rooms weren’t super clean, when we arrived another guest had used the bathroom in the pool so the pool was closed, obviously not the hotels fault in general. But in the morning when it was re opened the pool area was still ...

Reviewed on Apr 1, 2026

Hampton Inn & Suites Madison-West
See all 498 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.
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Frequently asked questions

How much does a Green County vacation package cost?
Our Green County packages, which begin from just CA $766, 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.