Historic Route 66 Romantic Vacations

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Top Romantic vacation packages in Historic Route 66

Price found within the past 48 hours. Click for updated prices.
The Blackstone, Autograph Collection
The Westin Michigan Avenue Chicago
Level Chicago – Old Town
Art Villa
Sable at Navy Pier Chicago, Curio Collection by Hilton
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5* Romantic vacations in Historic Route 66

Price found within the past 48 hours. Click for updated prices.
Art Villa
Park Hyatt Chicago
Waldorf Astoria Chicago
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3 Night Romantic vacations in Historic Route 66

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The Westin Michigan Avenue Chicago
Art Villa
Rosewood Inn of the Anasazi
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4 Night Romantic vacations in Historic Route 66

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Pendry Chicago
Hotel Riu Plaza Chicago
Level Chicago – Old Town
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How to find a romantic Historic Route 66 vacation

How can I find the best Historic Route 66 vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Historic Route 66 romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Historic Route 66?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Historic Route 66?

Put a price on love with stunning deals for duos starting at just $248. Prices and availability are subject to change. Additional terms may apply.

Can I book Historic Route 66 spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Historic Route 66?

To book a loved-up break in Historic Route 66, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Historic Route 66 with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Historic Route 66 romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.