Fair Plain Vacation Packages
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Your Fair Plain Vacation
Our Fair Plain vacation packages let you create your own adventure. Tailor your getaway to your interests and needs and make the most of your time in this fantastic city. Fill your schedule with tours of Silver Beach, Harbor Shores Golf Club and Lake Michigan College, some of the things you just have to see during a trip to Fair Plain. Expedia has what you need to escape your routine. Tailor your vacation to Fair Plain to suit your style of travel, whatever that may look like.
Top Fair Plain Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,367, price is now CA $1,530 per person
CA $1,530
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Great hotel had a great time..planning to stay again real soon…home away from home
Reviewed on Apr 16, 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was CA $2,032, price is now CA $1,384 per person
CA $1,384
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (1,409 reviews)
Great location and converted old Virgin Hotel. Room was fine and hotel basics were fine. There wasn’t any room service daily or for my 3 night stay. There was a strike for housekeepers and they were LOUD out front everyday. Not sure what the hotel fee was for on top of Expedia hotel charge was for, they gave me 2 waters the first day and that was it. They also upsell their vacation club/time share a lot, kinda odd.
Reviewed on Apr 14, 2026
The Langham, Chicago
Downtown Chicago
Price was CA $2,434, price is now CA $1,746 per person
CA $1,746
per person
Jul 6 - Jul 10
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.8/10 Exceptional! (1,010 reviews)
The best hotel I've ever stayed in.
Please get an iron, please get a microwave. And please don’t charge for every single thing! ❤️
Reviewed on Apr 13, 2026
Fair Plain Hotel Deals
Howard Johnson by Wyndham Benton Harbor/St. Joseph
798 Ferguson Dr Benton Harbor MI
Fully refundableReserve now, pay when you stay
The price is CA $68 per night from May 12 to May 13
CA $68
CA $75 total
May 12 - May 13
includes taxes & fees
4.6/10 (1,000 reviews)
I was working nearby and i knew i would get back to the hotel room after midnight. I checked in on my way through so i could just go to my room when i had finished work My fault that i did not check the room first. I got back at 2am. Toilet loose on the floor. No coffee machine cupe, water plastic ...
Reviewed on Mar 29, 2026
The Boulevard Inn & Bistro
521 Lake Blvd Saint Joseph MI
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Apr 17 to Apr 18
CA $197
CA $219 total
Apr 17 - Apr 18
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
Great place great staff
Reviewed on Apr 8, 2026
The Inn At Harbor Shores
800 Whitwam Dr Saint Joseph MI
Fully refundableReserve now, pay when you stay
The price is CA $275 per night from Apr 22 to Apr 23
CA $275
CA $330 total
Apr 22 - Apr 23
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
Rooms are upscale, excellent beds, lovely property.
Reviewed on Apr 5, 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.
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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.
