Rochester Vacation Packages
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Your Rochester Vacation
Lock in a Rochester vacation package and get set to experience the best of this city. Think about staying in the neighborhood of Browns Lake, which is good for watersports, golfing and walking. Make your trip to Rochester even more fun and exciting by going sightseeing. Spinning Top and Yo-Yo Museum, Green Meadows Petting Farm and Bear Den Zoo and Petting Farm are among the major attractions you'll want to explore. Whoever you're traveling with and whatever the size of your budget, your ultimate Rochester vacation is just a few clicks away with Expedia.
Top Rochester Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
Price was CA $1,479, price is now CA $993 per person
CA $993
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (3,332 reviews)
Great location and very convenient to river walk and vicinity.
Reviewed on May 22, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $2,231, price is now CA $1,411 per person
CA $1,411
per person
Aug 2 - Aug 7
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (474 reviews)
Minimum effort. Pleasant stay. Very quiet. Enjoyed the 8th floor common area. Service at the front desk was really great. Convenient coffee shop / bakery in the lobby.
Reviewed on May 18, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $2,886, price is now CA $1,927 per person
CA $1,927
per person
Aug 2 - Aug 7
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (998 reviews)
I’ve stayed at this property a few times now and each time they make sure everything is ok. I’ve had little hiccups with the stay but they always make it right., Each time I’m in the area I will be staying with them the location is great and not to busy.
Reviewed on May 23, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,548, price is now CA $1,043 per person
CA $1,043
per person
Jul 1 - Jul 5
found 16 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (480 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on May 22, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,688, price is now CA $1,159 per person
CA $1,159
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,507 reviews)
Loved this property !
Reviewed on May 23, 2026
Rochester Hotel Deals
Harbor Shores on Lake Geneva
300 Wrigley Dr Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is CA $170 per night from May 25 to May 26
CA $170
CA $224 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (1,340 reviews)
"The staff was friendly from check-in to check-out, they accommodated our room request, the room was large and comfortable with a beautiful view, and it was within walking distance of all the 'downtown' shops and restaurants so you didn't have to pay parking. We would definitely return. Wonderful ..."
Reviewed on May 23, 2026
Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is CA $245 per night from May 27 to May 28
CA $245
CA $328 total
May 27 - May 28
includes taxes & fees
8.6/10 Excellent! (3,260 reviews)
"Good family fun"
Reviewed on May 17, 2026
The Cove Of Lake Geneva
111 Center St Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from May 26 to May 27
CA $160
CA $216 total
May 26 - May 27
includes taxes & fees
9/10 Wonderful! (1,472 reviews)
"It was a very peaceful week."
Reviewed on May 22, 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.
