Name: AmericInn by Wyndham Madison West
Price range: CA $104
Rating: 8.8

Your Monticello Vacation

Amazing adventures await when you book a Monticello vacation package. Whether you're a history buff, foodie or just a traveler who loves discovering new places, there's something for everyone in this vibrant city. New Glarus Brewing Company, Swiss Historical Village and Swissland Miniature Golf are just a few of the many sights worth visiting during your trip to Monticello. Don't delay your visit to this city any longer. The perfect Monticello vacation is a couple of clicks away with Expedia.

Top Monticello Vacation Deals

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

Hampton Inn & Suites Chicago Medical District UIC

Near West Side

CA $815

per person

Sep 16 - Sep 18

found 11 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.6/10 Exceptional! (622 reviews)

This hotel is very new and clean. It has a brand new shopping area with restaurants right across the parking lot. It’s a perfect place to stay for a night or two. Easy access to the train and taxis/Ubers are readily available to get to the heart of downtown.

Reviewed on Jun 19, 2026

Level Chicago - River North

Downtown Chicago

CA $1,262

per person

Aug 27 - Aug 31

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (1,019 reviews)

Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.

Reviewed on Jun 19, 2026

Level Chicago – Old Town

Downtown Chicago

CA $1,248

per person

Aug 26 - Aug 29

found 21 hours ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

9/10 Wonderful! (489 reviews)

We love where this is property is located and all the amenities. The pool was closed the 2 days we were there which was disappointing but the weather didn't really cooperate either. The staff is very accomodating and attentive.

Reviewed on Jun 11, 2026

Pendry Chicago

Downtown Chicago

CA $1,320

per person

Sep 3 - Sep 6

found 3 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

9.2/10 Wonderful! (1,127 reviews)

We were celebrating an anniversary. We had a greay stay. It was close to all the shopping and restaurants, staff were great and helpful. We will be back again!

Reviewed on Jun 18, 2026

The Emily Hotel

Downtown Chicago

CA $1,396

per person

Aug 4 - Aug 8

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

9.2/10 Wonderful! (1,327 reviews)

Close to a ton of great dining options. Nice staff

Reviewed on Jun 20, 2026

Ready to book your vacation to Monticello?

Choose your dates

Monticello Hotel Deals

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

Monticello WI

Get rates

Tru by Hilton Madison West, WI

8102 Watts Rd. Madison WI

Fully refundableReserve now, pay when you stay

CA $118

CA $136 total

Jun 21 - Jun 22

includes taxes & fees

9.4/10 Exceptional! (1,003 reviews)

"El piso estaba pegajoso"

Reviewed on Jun 20, 2026

AmericInn by Wyndham Madison West

516 Grand Canyon Dr Madison WI

Fully refundableReserve now, pay when you stay

CA $104

CA $120 total

Jun 29 - Jun 30

includes taxes & fees

8.8/10 Excellent! (1,207 reviews)

"It’s close to restaurants and shopping"

Reviewed on Jun 19, 2026

See all 158 properties in Monticello

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.