Skip to main content

Uptown Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Uptown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Balcony view
    Aug 27 - Aug 30

    Eisenhower Hotel & Conference Center + Flight

    Gettysburg
    3 nights
    3.0 star property
    7.0/10 - Good (1,004 reviews)
    "Hotel was pretty much empty so we took full advantage of the heated pool. There is a concrete courtyard with a pergola. AC worked beautifully, Beds were okay, breakfast was okay (eggs, sausage, potatoes, waffles, cereal and some fruit) Didn't see the bar/restaurant open during our stay, but it did look like they were changing a few things throughout the hotel. Would stay again."
    Reviewed July 16, 2026
    Roundtrip • Toronto (YTO) - Harrisburg (MDT)
    YTZ - IAD • Nonstop IAD - YTZ • Nonstop
    CA $799
    CA $607
    per traveller
    found 1 day ago
    Eisenhower Hotel & Conference Center
  • Indoor pool
    Aug 27 - Aug 30

    Aspire Gettysburg Hotel + Flight

    Gettysburg
    3 nights
    3.0 star property
    7.6/10 - Good (985 reviews)
    Roundtrip • Toronto (YTO) - Harrisburg (MDT)
    YTZ - IAD • Nonstop IAD - YTZ • Nonstop
    CA $1,485
    CA $1,181
    per traveller
    found 1 day ago
    Aspire Gettysburg Hotel
  • Aerial view
    Aug 27 - Aug 30

    Wyndham Gettysburg Hotel & Conference Center + Flight

    Gettysburg
    3 nights
    3.5 star property
    8.8/10 - Excellent (1,622 reviews)
    "Location was great. Bad was got there could not get to my room power was out and they could not sign me in even though I booked room a week ahead of time so had to stand around wet from rain storm for two hours till power came back on."
    Reviewed July 17, 2026
    Roundtrip • Toronto (YTO) - Harrisburg (MDT)
    YTZ - IAD • Nonstop IAD - YTZ • Nonstop
    CA $938
    CA $762
    per traveller
    found 1 day ago
    Wyndham Gettysburg Hotel & Conference Center
  • Property grounds
    Aug 27 - Aug 30

    Liberty Mountain Lodging by Vail Resorts + Flight

    Fairfield
    3 nights
    2.5 star property
    8.8/10 - Excellent (566 reviews)
    "I booked two rooms unfortunately only one was available for checking. The hotel staff couldn’t help they said we booked through Expedia. I was on my feet for hours trying to speak to someone from Expedia. You guys should do better"
    Reviewed July 18, 2026
    Roundtrip • Toronto (YTO) - Harrisburg (MDT)
    YTZ - IAD • Nonstop IAD - YTZ • Nonstop
    CA $926
    CA $788
    per traveller
    found 1 day ago
    Liberty Mountain Lodging by Vail Resorts
  • Property grounds
    Aug 27 - Aug 30

    The Lodges at Gettysburg + Flight

    Gettysburg
    3 nights
    3.0 star property
    9.4/10 - Exceptional (1,002 reviews)
    "Everyone was very helpful and friendly. We would definitely stay there again. The lodges were wonderful providing privacy and a gorgeous view!"
    Reviewed July 15, 2026
    Roundtrip • Toronto (YTO) - Harrisburg (MDT)
    YTZ - IAD • Nonstop IAD - YTZ • Nonstop
    CA $953
    CA $819
    per traveller
    found 1 day ago
    The Lodges at Gettysburg

Uptown Hotel Deals

Exterior

The Manor on Front

The Manor on Front
3.5 star property
Uptown
9.8 out of 10, Exceptional, (629 reviews)
The price is CA $179
CA $199 total
includes taxes & fees
Aug 3 - Aug 4
The Manor on Front
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.
See all properties in Uptown
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.