A modern bridge with a reflection in the water, surrounded by historic buildings and tall skyscrapers.
Photo by Leo Li
Open Photo by Leo Li

Great Lakes Romantic Vacations

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Top Romantic vacation packages in Great Lakes

Price found within the past 48 hours. Click for updated prices.
  • Sep 23 - Sep 27

    Swissotel - Chicago + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.0/10 - Wonderful (3,538 reviews)
    Roundtrip Tokyo (TYO) - Chicago (ORD)
    NRT - ORD1 stop ORD - NRT1 stop
    ¥392,413
    ¥319,187
    per traveler
    found 7 hours ago
    Swissotel - Chicago
  • Oct 24 - Oct 30

    One King West Hotel & Residence + Flight

    Downtown Toronto
    6 nights
    4.0 star property
    9.4/10 - Exceptional (8,248 reviews)
    "Nice room great staff!!"
    Reviewed August 5, 2026
    Roundtrip Tokyo (HND) - Toronto (YYZ)
    HND - YYZNonstop YYZ - HNDNonstop
    ¥438,489
    ¥341,833
    per traveler
    found 1 day ago
    One King West Hotel & Residence
  • Sep 16 - Sep 20

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.4/10 - Exceptional (2,641 reviews)
    "Everything was great."
    Reviewed August 4, 2026
    Roundtrip Tokyo (TYO) - Chicago (ORD)
    NRT - ORD1 stop ORD - NRT1 stop
    ¥480,055
    ¥378,873
    per traveler
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Oct 24 - Oct 30

    TOOR Hotel Toronto, part of JdV by Hyatt + Flight

    Downtown Toronto
    6 nights
    4.0 star property
    9.4/10 - Exceptional (917 reviews)
    "Good hotel close to Eaton Center. The management and staff were not helpful at all; many of them did not seem well-rounded on the job."
    Reviewed August 4, 2026
    Roundtrip Tokyo (HND) - Toronto (YYZ)
    HND - YYZNonstop YYZ - HNDNonstop
    ¥433,790
    ¥347,028
    per traveler
    found 1 day ago
    TOOR Hotel Toronto, part of JdV by Hyatt
  • Sep 16 - Sep 20

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.4/10 - Exceptional (3,811 reviews)
    "N/A"
    Reviewed August 5, 2026
    Roundtrip Tokyo (TYO) - Chicago (ORD)
    NRT - ORD1 stop ORD - NRT1 stop
    ¥460,600
    ¥376,076
    per traveler
    found 1 day ago
    LondonHouse Chicago, Curio Collection by Hilton

Discover the most popular places to visit in Great Lakes

What to do in Great Lakes

Top Romantic Great Lakes Hotels

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.

How to find a romantic Great Lakes vacation

How can I find the best Great Lakes 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 Great Lakes 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 Great Lakes?

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 Great Lakes?

Put a price on love with stunning deals for duos starting at just ¥319,187. Prices and availability are subject to change. Additional terms may apply.

Can I book Great Lakes 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 Great Lakes?

To book a loved-up break in Great Lakes, 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 Great Lakes 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 Great Lakes 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?