Title: Historic Route 66 Golf Holidays 2026 | Expedia.co.uk ![](https://images.trvl-media.com/place/553248621561870385/84ae69cd-06d7-48b8-a04a-f0221ac6efc7.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Historic Route 66 Golf Holidays ## Book a Golf Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 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 Packages with flights are ATOL protected ## Top flight + Golf hotel deals in Historic Route 66 Price found within the past 48 hours. Click for updated prices. ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago £565 per person 18 Jan - 23 Jan found 15 hours ago Return direct flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Room was spotless & staff were courteous Reviewed on 16 Dec 2025 ![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 Save 100% on your flight £940 per person 18 Jan - 23 Jan found 15 hours ago Return direct flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Pablo at reception was the most amazing! Amazing service, beautiful view, convenient location. Excellent hotel. Only thing for improvement would be better lighting in the bathroom. Reviewed on 14 Dec 2025 ![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Peninsula Chicago Downtown Chicago £934 per person 16 Feb - 20 Feb found 15 hours ago Return direct flight included Manchester (MAN) to Chicago (ORD) 9.8/10 Exceptional! (1,003 reviews) Rooms were cozy and comfortable!!!! The staff was very welcoming, we visited in the month of December the Christmas decor was 100% amazing Reviewed on 16 Dec 2025 ![Rosewood Inn of the Anasazi](https://images.trvl-media.com/lodging/1000000/10000/2200/2125/f0a7407b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Rosewood Inn of the Anasazi Downtown Santa Fe £1,957 per person 4 Mar - 11 Mar found 1 day ago Return flight included Edinburgh (EDI) to Albuquerque (ABQ) 9.4/10 Exceptional! (851 reviews) Wonderful staff and very clean accommodations Reviewed on 4 Dec 2025 ![Viceroy Chicago](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/3aeed14b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Viceroy Chicago Downtown Chicago £713 per person 18 Jan - 23 Jan found 14 hours ago Return direct flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (1,129 reviews) Breakfast was amazing, bar in the room was stocked well and the room was beautiful and clean Reviewed on 14 Dec 2025 Don't see what you're looking for? See all available trips from London to Historic Route 66 [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-17/2026-01-24/?FromAirport=LHR&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Golf holidays in Historic Route 66 Price found within the past 48 hours. Click for updated prices. ![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Peninsula Chicago Downtown Chicago £934 per person 16 Feb - 20 Feb found 15 hours ago Return direct flight included Manchester (MAN) to Chicago (ORD) 9.8/10 Exceptional! (1,003 reviews) Rooms were cozy and comfortable!!!! The staff was very welcoming, we visited in the month of December the Christmas decor was 100% amazing Reviewed on 16 Dec 2025 ![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 Save 100% on your flight £940 per person 18 Jan - 23 Jan found 15 hours ago Return direct flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Pablo at reception was the most amazing! Amazing service, beautiful view, convenient location. Excellent hotel. Only thing for improvement would be better lighting in the bathroom. Reviewed on 14 Dec 2025 ![Rosewood Inn of the Anasazi](https://images.trvl-media.com/lodging/1000000/10000/2200/2125/f0a7407b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Rosewood Inn of the Anasazi Downtown Santa Fe £1,957 per person 4 Mar - 11 Mar found 1 day ago Return flight included Edinburgh (EDI) to Albuquerque (ABQ) 9.4/10 Exceptional! (851 reviews) Wonderful staff and very clean accommodations Reviewed on 4 Dec 2025 Don't see what you're looking for? See all available trips from Manchester to Historic Route 66 [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-17/2026-01-24/?FromAirport=MAN&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Golf holidays in Historic Route 66 Price found within the past 48 hours. Click for updated prices. ![President Abraham Lincoln Springfield - DoubleTree by Hilton](https://images.trvl-media.com/lodging/1000000/10000/5500/5491/3eaf07a0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### President Abraham Lincoln Springfield - DoubleTree by Hilton Downtown Springfield £999 per person 21 Feb - 24 Feb found 1 day ago Return direct flight included London (LHR) to Springfield (SPI) 8.2/10 Very Good! (1,000 reviews) The hotel is very nicely furnished. It is in a great location and parking is available next door. It was clean and quiet. The front desk staff were awesome @ Reviewed on 26 Nov 2025 Don't see what you're looking for? See all available trips from London to Historic Route 66 [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-17/2026-01-24/?FromAirport=LHR&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Golf holidays in Historic Route 66 Price found within the past 48 hours. Click for updated prices. ![The Emily Hotel](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Emily Hotel Downtown Chicago £599 per person 16 Feb - 20 Feb found 15 hours ago Return direct flight included Manchester (MAN) to Chicago (ORD) 9.2/10 Wonderful! (1,264 reviews) Love staying at the Emily. Very helpful friendly Staff & ccool architecture. Also love the front Patio in Summer☀️ Reviewed on 16 Dec 2025 ![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Peninsula Chicago Downtown Chicago £934 per person 16 Feb - 20 Feb found 15 hours ago Return direct flight included Manchester (MAN) to Chicago (ORD) 9.8/10 Exceptional! (1,003 reviews) Rooms were cozy and comfortable!!!! The staff was very welcoming, we visited in the month of December the Christmas decor was 100% amazing Reviewed on 16 Dec 2025 ![Hilton Grand Vacations Club Chicago Magnificent Mile](https://images.trvl-media.com/lodging/38000000/37650000/37641700/37641670/843f6e73_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Grand Vacations Club Chicago Magnificent Mile Downtown Chicago £685 per person 16 Feb - 20 Feb found 15 hours ago Return direct flight included Manchester (MAN) to Chicago (ORD) 9.2/10 Wonderful! (317 reviews) Room was nice. Service was good. Reviewed on 17 Dec 2025 Don't see what you're looking for? See all available trips from Manchester to Historic Route 66 [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-17/2026-01-24/?FromAirport=MAN&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find amazing golf holidays in Historic Route 66 #### How can I find the best golf holidays in Historic Route 66? Tee off your top golfing holiday in Historic Route 66 by searching for the perfect accommodation on Expedia. Pop in your dates and start looking at your options. You can even check and book flights, too – just don’t forget to include your golf bag as luggage! #### Are there cheap golf packages available in Historic Route 66? Bundling your accommodation, flights and car hire together is a great way to save money and ensure everything is easily organised. We have stacks of very tempting luxury and cheap golf packages, with those in Historic Route 66 starting from £565\. Prices and availability are subject to change. Additional terms may apply. #### Can I book Historic Route 66 golf and spa packages? There’s no better way to unwind after a step-heavy day on the course than with a few hours in the spa. Or, for golf-widowed husbands or wives, a golf and spa package holiday could be a winning way to spend some quality time together, with activities to keep everyone happy. Use the spa filter to find golf holidays in Historic Route 66 with that added level of bliss. #### How can I find luxury golf holidays in Historic Route 66? Score under par on the course and go overboard on everything else with a luxury golf holiday to Historic Route 66\. To find the most special spots, use the 5-star properties filter, and – go on – treat yourself to business class flights. #### Can I book all-inclusive golf holidays in Historic Route 66? Use the all-inclusive filter to hunt out those glorious all-inclusive golf holidays in Historic Route 66\. If there are none available, consider half board – you’ll likely be out on the golf course at lunchtime anyway. #### Why should I book Historic Route 66 golf holidays including flights? Save money, save time and save paperwork by booking your accommodation, flights and even car hire all with Expedia. It takes just a few clicks to see all the options and book in one fell swoop. #### Should I book a last-minute golf holiday in Historic Route 66? If you have free time on your side or annual leave to use up, a spontaneous last-minute golf trip in Historic Route 66 is a wonderful idea. Pop in a few dates to see what’s available – you might even save money with last-minute deals. #### Can I book a golf holiday in Historic Route 66 with free cancellation and/or flexible dates? Flexibility is the spice of life, so use our dedicated filter to find accommodation and flights with free cancellation options. Remember, though, always check the small print before booking! #### Why should I book my golf trip to Historic Route 66 with Expedia? Booking a golf trip to Historic Route 66 with Expedia feels like getting a hole-in-one on your first shot on the course. It’s smooth, easy and, with so many options to choose from, you’ll feel giddy with excitement. ## More holidays you might like ![](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 Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.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 Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holiday packages](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ### Top Golf Holiday Destinations > - 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Savings not available on all packages. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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