Search for Cheap Deals on
Winery Hotels in Chicago

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking, and you save up to 60%!


Featured Chicago Winery Hotels

Motel 6 Elk Grove Village, IL
Motel 6 Elk Grove Village, IL
2 out of 5
1000 W Devon Ave, Elk Grove Village, IL, 60007
Fully refundableReserve now, pay when you stay
The price is $45 per night from Jun 7 to Jun 8
Stay at this business-friendly motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and ...
Motel 6 Elk Grove Village, IL
Club Quarters Hotel, Central Loop
Club Quarters Hotel, Central Loop
4 out of 5
111 West Adams Street, Chicago, IL, 60603
The price is $132 per night from May 30 to May 31
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast, and room service. Our guests praise the helpful staff and the clean rooms ...
Club Quarters Hotel, Central Loop
Holiday Inn Express & Suites Chicago West-Roselle, an IHG Hotel
Holiday Inn Express & Suites Chicago West-Roselle, an IHG Hotel
2.5 out of 5
1490 W Lake Street, Roselle, IL, 60172
The price is $117 per night from May 21 to May 22
Stay at this business-friendly hotel in Roselle. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
Holiday Inn Express & Suites Chicago West-Roselle, an IHG Hotel
Extended Stay America Suites Chicago Itasca
Extended Stay America Suites Chicago Itasca
2.5 out of 5
1181 N Rohlwing Rd, Itasca, IL, 60143
Fully refundableReserve now, pay when you stay
The price is $85 per night from May 25 to May 26
Stay at this business-friendly hotel in Itasca. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the quiet rooms in ...
Extended Stay America Suites Chicago Itasca
Country Inn & Suites by Radisson, Elk Grove Village/Itasca
Country Inn & Suites by Radisson, Elk Grove Village/Itasca
3 out of 5
1160 W Devon Avenue, Elk Grove Village, IL, 60007
Fully refundable
The price is $100 per night from May 30 to May 31
Stay at this 3-star business-friendly hotel in Elk Grove Village. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
Country Inn & Suites by Radisson, Elk Grove Village/Itasca
Extended Stay America Suites Chicago Hanover Park
Extended Stay America Suites Chicago Hanover Park
2.5 out of 5
1075 E Lake St, Hanover Park, IL, 60133
Fully refundableReserve now, pay when you stay
The price is $81 per night from May 26 to May 27
Stay at this business-friendly hotel in Hanover Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the overall ...
Extended Stay America Suites Chicago Hanover Park
Eaglewood Resort and Spa
Eaglewood Resort and Spa
4 out of 5
1401 Nordic Rd, Itasca, IL, 60143
Fully refundableReserve now, pay when you stay
The price is $175 per night from May 20 to May 21
Stay at this 4-star spa resort in Itasca. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the breakfast and the helpful staff in our reviews. ...
Eaglewood Resort and Spa
The Westin Chicago Northwest
The Westin Chicago Northwest
4 out of 5
400 Park Blvd, Itasca, IL, 60143
Fully refundableReserve now, pay when you stay
The price is $169 per night from May 26 to May 27
Stay at this 4-star business-friendly hotel in Itasca. Enjoy free parking, 2 restaurants, and breakfast. Our guests praise the helpful staff and the clean rooms ...
The Westin Chicago Northwest
Courtyard by Marriott Chicago Bloomingdale
Courtyard by Marriott Chicago Bloomingdale
3 out of 5
275 Knollwood Drive, Bloomingdale, IL, 60108
The price is $107 per night from May 27 to May 28
Stay at this 3-star business-friendly hotel in Bloomingdale. Enjoy free WiFi, breakfast, and a 24-hour fitness center. Our guests praise the property condition ...
Courtyard by Marriott Chicago Bloomingdale
Residence Inn by Marriott Chicago Bloomingdale
Residence Inn by Marriott Chicago Bloomingdale
3 out of 5
295 Knollwood Dr, Bloomingdale, IL, 60108
Fully refundableReserve now, pay when you stay
The price is $134 per night from May 27 to May 28
Stay at this 3-star business-friendly hotel in Bloomingdale. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff ...
Residence Inn by Marriott Chicago Bloomingdale
Hampton Inn & Suites Addison
Hampton Inn & Suites Addison
2.5 out of 5
1685 West Lake Street, Addison, IL, 60101
Fully refundableReserve now, pay when you stay
The price is $132 per night from May 30 to May 31
Stay at this business-friendly hotel in Addison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
Hampton Inn & Suites Addison
Hilton Garden Inn Addison
Hilton Garden Inn Addison
3 out of 5
551 N Swift Rd, Addison, IL, 60101
The price is $107 per night from Jun 15 to Jun 16
Stay at this 3-star business-friendly hotel in Addison. Enjoy free WiFi, free parking, and breakfast. Our guests praise the WiFi and the comfy rooms in our reviews. ...
Hilton Garden Inn Addison
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.

Chicago Winery Hotels

Looking for a glass (more than) half full kind of experience on your last-minute getaway to Chicago? You can’t get more cup runneth over than booking a sip-filled stay at winery hotels. The only thing left to do? Get ready to pop bottles on bubbly good times.

Cheers to Good Deals

When it comes to the best places to stay in Chicago, winery hotels definitely come out on top. And while you may think you’ll have to blow stacks of cash on your perfect place to un-wine-d, you don’t have to dip into your vino budget for an amazing spot to stay. Thanks to Hotwire Hot Rate Chicago winery hotels deals, you can secure a top-shelf hotel for cheap Chicago hotels prices.

Drinking in the Good Times in Chicago

The ultimate in vacay bliss? You, relaxing in your Chicago winery hotel after a fantastic day of wine tasting and vineyard strolling. This doesn’t have to be pinned away on your “one day” bucket list—booking a Hotwire Hot Rate hotel deal can make this primo daydream a reality. And for way less than you expected. The biggest dilemma you’ll have to face on your Chicago getaway is red, white, or rosé?

Frequently Asked Questions About Winery Hotels

How to get last-minute deals on winery hotels in Chicago?

Scoring a fantastic Chicago winery hotel deal is as easy and breezy as a glass of Riesling on a summer’s day when you book a Hotwire Hot Rate hotel deal, even if you wait until the last minute. Because you could save up to 60% off versus booking a listed rate two weeks earlier with Hotwire’s last-minute deals. And with hotels as low as $45, you don’t have to worry about the cost of your stay sipping into your bottle budget. Cheers to the very best deals on Chicago winery hotels.

How many winery hotels are in Chicago?

With 3220 Chicago winery hotels to choose from, you’re sure to find a spot to please your picky palate. Especially when you can count on finding some of the best places to stay in Chicago ready for the picking with Hotwire Hot Rate deals. Four-star hotels at 2-star prices? That calls for a celebration. Good thing there’s sure to be something sparkling nearby.

How to find cheap winery hotels in Chicago?

Booking cheap winery hotels in Chicago is a simple task. Check out all of the best and bubbly deals available, and then choose which spot best suits your tastes. When you pick a Hotwire Hot Rate hotel deal you won’t know the exact hotel name until after you’ve booked, but know that you’ll soon be toasting to your impeccable money-saving skills and the sweet spot you just scored.

Is it safe to travel to Chicago during the coronavirus (COVID-19) crisis?

With the most recent COVID-19 closures and reopenings, you may be wondering is it safe to travel to Chicago right now. When booking your last-minute getaway to Chicago winery hotels, make sure to check out the latest information on safety measures, closures, and up-to-date guidance on traveling during the coronavirus.

Prices are always lower in the app!

  • Book and go: Last-minute deals and trip details all in one place
  • Exclusive prices: Hot Rate® Hotels always cost less in the app
  • Fresh features: So slick you’ll never go back to desktop

Text yourself a download link

QR code