Title: Green County Vacation Packages & Trips 2025 from CA $522 | Expedia.ca [Green County Hotels](https://expedia.ca/Destinations-In-Green-County.d553248635976433985.Hotel-Destinations)[Vacation Rentals in Green County](https://expedia.ca/Destinations-In-Green-County.d553248635976433985.Vacation-Rental-Destinations)[Green County Car Rentals](https://expedia.ca/Destinations-In-Green-County.d553248635976433985.Car-Rental-Destinations) ![](https://images.trvl-media.com/place/55840/3dfb642e-c217-4b3c-aff0-fe22be78997b.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # 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 $1,096 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](https://www.expedia.ca/New-Glarus.d137641.Destination-Travel-Guides) 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](https://www.expedia.ca/Brodhead.d6052302.Destination-Travel-Guides). 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. ![theWit Chicago, a Hilton Hotel](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/018283db_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### theWit Chicago, a Hilton Hotel Downtown Chicago CA $522 per person Jan 18 - Jan 22 found 19 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9/10 Wonderful! (1,011 reviews) Our guests that are not from Chicago there should be some sort of a quick tips handout that gives an overview of the events that are taking place over the next week popular restaurants things that are within walking distance of the hotel Reviewed on Oct 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-22/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2463437&paandie=true&dealMarker=tkH302lyhL9jWEXDxHqItQdyKZ7EDh16kVU5GoDFMz8V_-riVgTgPlGS85geMF2I) ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago CA $824 per person Dec 23 - Dec 28 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,110 reviews) We loved the Pendry! Reviewed on Oct 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-23/2025-12-28/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=982552&paandie=true&dealMarker=kDhtpFwUY77IpIJUdgP2xE878ewoT6gcjXnTTmHHLekELzG0-DvAQaRTSNW0saEK) ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $956 per person Jan 18 - Jan 22 found 19 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,761 reviews) Great staff, very clean rooms, overall great experience Reviewed on Oct 31, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-22/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=2b06FZA_GL5OSW6S4DQnJzzpUI5V8CX2k_f2swrIEo7tzWJbbukTU8X03IWed-uD) ![Fairmont Chicago at Millennium Park](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/8bd99f5f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Chicago at Millennium Park Downtown Chicago CA $3,385 per person Jan 18 - Jan 22 found 19 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 8.6/10 Excellent! (1,994 reviews) Clean room, good staff Reviewed on Oct 30, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-22/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15937&paandie=true&dealMarker=2b06FZA_GL5OSW6S4DQnJ8KjKQTv6K7hgv3Ctdqd36jG6NSdpEfMh_0i7-xLEIwv) ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago – Old Town Downtown Chicago CA $638 per person Jan 18 - Jan 22 found 19 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9/10 Wonderful! (367 reviews) This was our first time at Level Chicago -Old Town. Last year we stayed at Level Chicago - North. Both apartments were really cozy and offered amazing views of the city. Old Town is a great place to stay, the staff overall was professional and polite. The unit was mostly clean, however, some of the towel were stained (seemed like he make up did not come off with bleach). It wasn't to my liking so I did not use them. Also, they knew we were six people but only gave 4 bath towels. I had to request additional. Another thing is that the locks in the bathroom and bedrooms were not working. It was a bit frustrating considering 6 people were sharing one bathroom. The apartment itself is very comfortable, has washer and dryer on site, which is convenient, especially when staying with children. The kitchen was equipped with all the basic needs except a good coffee machine. They have a nespresso machine but I would have rather an actual coffee machine not espresso machine. Safety was key. My family and I felt safe in the building and the area. Parking was not available in the building (the cost is $70 per night) but that wasnt an issue because we found plenty of parking right outside by the meters. Reviewed on Oct 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-22/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=39805843&paandie=true&dealMarker=2b06FZA_GL5OSW6S4DQnJzzpUI5V8CX2k_f2swrIEo6GqUZ5Je3L5XnYZhZLZYua) ## Green County Hotel Deals ![The Madison Concourse Hotel and Governor's Club](https://images.trvl-media.com/lodging/1000000/30000/28500/28447/fb616a0c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Madison Concourse Hotel and Governor's Club 1 W Dayton St, Madison, WI Fully refundableReserve now, pay when you stay CA $187 CA $216 total Nov 3 - Nov 4 includes taxes & fees 9.4/10 Exceptional! (3,240 reviews) The room was clean and welcoming. We got free drinks at the bar and the staff was very friendly. Reviewed on Oct 27, 2025 [](https://expedia.ca/Hotel-Search?startDate=03%2F11%2F2025&endDate=04%2F11%2F2025&selected=28447&PinnedHotelID=28447&HadPinnedHotel=true®ionId=553248635976433985) ![Baymont by Wyndham Madison West/Middleton WI West](https://images.trvl-media.com/lodging/1000000/50000/40100/40004/75db6fc0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Baymont by Wyndham Madison West/Middleton WI West 8102 Excelsior Dr, Madison, WI Fully refundableReserve now, pay when you stay CA $96 CA $110 total Nov 2 - Nov 3 includes taxes & fees 8/10 Very Good! (1,048 reviews) My room was clean and comfortable. Reviewed on Oct 28, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=40004&PinnedHotelID=40004&HadPinnedHotel=true®ionId=553248635976433985) ![Best Western Premier Park Hotel](https://images.trvl-media.com/lodging/8000000/7050000/7043100/7043069/4f17c333_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Premier Park Hotel 22 S Carroll Street, Madison, WI Fully refundableReserve now, pay when you stay CA $143 CA $165 total Nov 9 - Nov 10 includes taxes & fees 9.4/10 Exceptional! (1,027 reviews) Rooms were clean and you can’t beat the location! Reviewed on Oct 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=09%2F11%2F2025&endDate=10%2F11%2F2025&selected=7043069&PinnedHotelID=7043069&HadPinnedHotel=true®ionId=553248635976433985) [See all 482 properties in Green County](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=01%2F11%2F2025&endDate=02%2F11%2F2025®ionId=553248635976433985) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Green County vacation package cost? > Our Green County packages, which begin from just CA $522, 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](https://www.expedia.ca/Janesville-Hotels-AmericInn-By-Wyndham-Monroe.h663056.Hotel-Information) and [Super 8 by Wyndham Monroe WI](https://www.expedia.ca/Janesville-Hotels-Super-8-By-Wyndham-Monroe-WI.h459802.Hotel-Information). 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](https://www.expedia.ca/Janesville-Hotels-Mjs-Penthouse.h60631206.Hotel-Information) and [Historic Country Farmhouse For All Seasons](https://www.expedia.ca/Janesville-Hotels-Experience-Country-Charm-In-A-Country-Farmhouse.h54534805.Hotel-Information) 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](https://www.expedia.ca/service/?langid=4105) for more information. ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)