
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.

Eurostars Magnificent Mile
Downtown Chicago
Price was ¥69,700, price is now ¥58,742 per person
¥58,742
per person
Mar 6 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Greenville (GSP) to Chicago (ORD)
8.8/10 Excellent! (3,098 reviews)
The staff was very friendly and helpful.
Reviewed on Jan 22, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥392,548, price is now ¥280,660 per person
¥280,660
per person
Mar 11 - Mar 16
found 12 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Exceptional service, great location, beautiful hotel
Reviewed on Jan 20, 2026

Virgin Hotels Chicago
Downtown Chicago
Price was ¥74,074, price is now ¥61,576 per person
¥61,576
per person
Mar 6 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Greenville (GSP) to Chicago (ORD)
9.2/10 Wonderful! (1,404 reviews)
Staff was super friendly and rooms were clean. Definitely will come back
Reviewed on Jan 20, 2026

One King West Hotel & Residence
Downtown Toronto
Price was ¥282,480, price is now ¥240,134 per person
¥240,134
per person
Mar 6 - Mar 10
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
9.2/10 Wonderful! (11,444 reviews)
Clean room, staff were great and the valet was punctual and pleasant to deal with
Reviewed on Jan 22, 2026

Fairmont Royal York
Downtown Toronto
Price was ¥381,044, price is now ¥326,861 per person
¥326,861
per person
Apr 4 - Apr 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
9/10 Wonderful! (7,413 reviews)
Overall, we had a great stay at the Fairmont Royal York! The room was clean and the location was very convenient for Toronto sightseeing. That said, it would be helpful if coffee/tea were easier to access than having to call room service. The layout is a bit confusing, and I think basic morning amenities like coffee/tea/water should be clearly available given the price.
Reviewed on Jan 21, 2026
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View all trips5* Romantic vacations in Great Lakes
Price found within the past 48 hours. Click for updated prices.

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥392,548, price is now ¥280,660 per person
¥280,660
per person
Mar 11 - Mar 16
found 12 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Exceptional service, great location, beautiful hotel
Reviewed on Jan 20, 2026

The Peninsula Chicago
Downtown Chicago
Price was ¥411,926, price is now ¥361,078 per person
¥361,078
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
The staff was great. Everybody was friendly. The room was beautifully appointed, although maybe a little too heavy on electronics. I don't think every light switch needs to be a touch pad. And there were one or two things we couldn't figure out, such as the lighted mirror on the credenza: don't know where the controls for that were hiding. These are minor issues and do not take away from the splendid funishings in the room.
Reviewed on Jan 11, 2026
3 Night Romantic vacations in Great Lakes
Price found within the past 48 hours. Click for updated prices.

Eurostars Magnificent Mile
Downtown Chicago
Price was ¥222,185, price is now ¥209,772 per person
¥209,772
per person
Mar 8 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (3,098 reviews)
The staff was very friendly and helpful.
Reviewed on Jan 22, 2026

The Royal Sonesta Chicago Downtown
Downtown Chicago
Price was ¥235,314, price is now ¥216,996 per person
¥216,996
per person
Mar 8 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,062 reviews)
The room was fine. The menu for the connected restaurant, Hoyts was super underwhelming. If you look online at their menu, it is extensive and looks pretty good but once we got down to the restaurant, it was about a quarter of the offerings. We did not eat there. I booked a room with a city view and that is not the room that I got. The room overlooked a couple of industrial roofs with AC and heating units and other things like that and the backs of a couple ugly buildings. We absolutely did not have a city view by any stretch of the imagination which was super disappointing. When I booked my reservation confirmation said that I had a $10 food or beverage room credit that I was never given. I booked this room because it was my daughter‘s birthday and she wanted to be in the city and able to look out our room window and view the city so this was extremely disappointing for us.
Reviewed on Jan 17, 2026

Swissotel - Chicago
Downtown Chicago
Price was ¥232,800, price is now ¥219,759 per person
¥219,759
per person
Mar 8 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (2,947 reviews)
Everything was great from the staff and the rooms.
Reviewed on Jan 22, 2026
4 Night Romantic vacations in Great Lakes
Price found within the past 48 hours. Click for updated prices.

One King West Hotel & Residence
Downtown Toronto
Price was ¥282,480, price is now ¥240,134 per person
¥240,134
per person
Mar 6 - Mar 10
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
9.2/10 Wonderful! (11,444 reviews)
Clean room, staff were great and the valet was punctual and pleasant to deal with
Reviewed on Jan 22, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥400,780, price is now ¥319,842 per person
¥319,842
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Exceptional service, great location, beautiful hotel
Reviewed on Jan 20, 2026

Fairmont Royal York
Downtown Toronto
Price was ¥381,044, price is now ¥326,861 per person
¥326,861
per person
Apr 4 - Apr 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
9/10 Wonderful! (7,413 reviews)
Overall, we had a great stay at the Fairmont Royal York! The room was clean and the location was very convenient for Toronto sightseeing. That said, it would be helpful if coffee/tea were easier to access than having to call room service. The layout is a bit confusing, and I think basic morning amenities like coffee/tea/water should be clearly available given the price.
Reviewed on Jan 21, 2026
Top Romantic Great Lakes Hotels

Sterling Inn & Spa - an Ontario's Finest Inn
5195 Magdalen St Niagara Falls ON
Fall in love again at this boutique hotel. You and your special someone are sure to love the spa, winery tours, and lobby fireplace. You'll also appreciate the ...
9.6/10 Exceptional! (2,184 reviews)
Couples like: full-service spa, bar, winery tours, couples dining
Travelers say...
Nice spacious room. Nice quiet sleep. Breakfast in bed was delicious
Reviewed on Jan 17, 2026

Embassy Suites by Hilton Niagara Falls Fallsview
6700 Fallsview Blvd Niagara Falls ON
If you're in the mood for love, consider a stay at this romantic hotel, featuring champagne service and private dining. You'll also love the luxury bedding and ...
8/10 Very Good! (13,576 reviews)
Couples like: bar, winery tours, couples dining, champagne service
Travelers say...
Everything was as planned except the elevators. They took all the time to arrive, and it was difficult to get one when needed.
Reviewed on Jan 20, 2026

Marriott Niagara Falls Fallsview Hotel & Spa
6740 Fallsview Blvd Niagara Falls ON
A spa, a garden, and a hot tub await couples visiting this romantic hotel. The property also offers premium mattresses, onsite dining, and a riverside ...
8.6/10 Excellent! (3,549 reviews)
Couples like: full-service spa, couples spa treatments, bar, hot tub
Travelers say...
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Reviewed on Jan 20, 2026
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
