
Great River Road Romantic Holidays
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Top flight + Romantic hotel deals in Great River Road

Park Hyatt Chicago
Reviewed on 10 Aug 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton
Reviewed on 25 Aug 2025

The Allegro Royal Sonesta Hotel Chicago Loop
Reviewed on 25 Aug 2025

Hotel Felix River North/Magnificent Mile
Reviewed on 26 Aug 2025

Trump International Hotel & Tower Chicago
Reviewed on 25 Aug 2025
5* Romantic holidays in Great River Road

Park Hyatt Chicago
Reviewed on 10 Aug 2025

Trump International Hotel & Tower Chicago
Reviewed on 25 Aug 2025

3 Night Romantic holidays in Great River Road

Trump International Hotel & Tower Chicago
Reviewed on 25 Aug 2025

The Royal Sonesta Chicago River North
Reviewed on 26 Aug 2025

Fairmont Chicago at Millennium Park Gold Experience
Reviewed on 16 Jul 2025
4 Night Romantic holidays in Great River Road

The Emily Hotel
Reviewed on 22 Aug 2025

Trump International Hotel & Tower Chicago
Reviewed on 25 Aug 2025

Park Hyatt Chicago
Reviewed on 10 Aug 2025
How to find a romantic Great River Road holiday
How can I find the best Great River Road vacation packages for couples?
Use our easy-to-use holiday search tools to plan your most-romantic getaway to Great River Road. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino.
Can I book cheap Great River Road romantic holidays for two?
Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to Great River Road that start from £829. Prices and availability are subject to change. Additional terms may apply.
What should I think about when booking a Great River Road romantic getaway?
The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure.
What should I look for in a luxury romantic holiday to Great River Road?
Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service.
Can I book a romantic hot-tub holiday in Great River Road?
What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter.
How can I find romantic holidays for couples in Great River Road that are all inclusive?
Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available.
Can I book a romantic trip to Great River Road with free cancellation and/or flexible dates?
Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print.
Why should I book my Great River Road romantic holiday with Expedia?
At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.