A historic building with a 'City Hall' sign and 'Sandwic Opera House' sign.

Sandwich 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

Top Sandwich vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 21 - Jan 24

    Sheraton Grand Chicago Riverwalk + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,881 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    CA $1,134
    CA $822
    per traveller
    found 11 hours ago
    Sheraton Grand Chicago Riverwalk
  • Jan 8 - Jan 11

    The Peninsula Chicago + Flight

    Downtown Chicago
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,008 reviews)
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop ORD - YUL • 1 stop
    CA $2,118
    CA $1,439
    per traveller
    found 20 hours ago
    The Peninsula Chicago
  • Jan 1 - Jan 7

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    6 nights
    4.0 star property
    9.2/10 - Wonderful (604 reviews)
    "Weird space w the way the bed is no access off the side and the counter was stained badly. There was a 28$ additional amenity fee that they slapped on upon check in. The pool is closed and didn’t use the weight room it was a one night stay. over priced but could be ok for a long stay w the kitchen"
    Reviewed November 6, 2026
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop ORD - YUL • Nonstop
    CA $1,693
    CA $1,262
    per traveller
    found 1 day ago
    Level Chicago Fulton Market
  • Dec 28 - Jan 1

    The Blackstone, Autograph Collection + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.0/10 - Wonderful (1,003 reviews)
    "Nice property but a little worn.mattresses were not that comfortable .Some staff were great, others not so much."
    Reviewed November 8, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    CA $1,195
    CA $897
    per traveller
    found 1 day ago
    The Blackstone, Autograph Collection
  • Dec 28 - Jan 1

    The Talbott, Autograph Collection + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.4/10 - Exceptional (195 reviews)
    "Hotel was very nice and clean. The location was excellent."
    Reviewed November 8, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    CA $1,144
    CA $864
    per traveller
    found 1 day ago
    The Talbott, Autograph Collection

Sandwich Hotel Deals

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.

Frequently Asked Questions

How much does a Sandwich vacation package cost?

You'll find cheap prices from CA $822 on Expedia for your Sandwich escape. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Sandwich costs.

What are the cheapest months to go to Sandwich?

If you'd like to snag a cheap Sandwich vacation package, consider visiting in January, April and October. You're likely to find better rates on accommodations and flights during these quieter months — perfect for travellers wishing to save money.

How many days is enough for Sandwich?

The ideal length for your Sandwich vacation depends on what you'd like to see. Generally, a handful of days to a week will give you plenty of time to visit all the major sights and explore some hidden treasures along the way.

How to find the best Sandwich package deals?

Start your search for a Sandwich package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Sandwich package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Sandwich getaway off to a flying start.

Is it cheaper to book a Sandwich vacation as a package?

An Expedia vacation package could save you hundreds of dollars when compared to arranging stays and flights separately. Better still, you can personalize your Sandwich getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

When to book a vacation package to Sandwich?

If you're planning a spontaneous Sandwich getaway, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking ahead.

How to plan a trip to Sandwich?

  1. Choose your travel dates: The things you'd like to do in Sandwich and your favourite season will help you decide when to travel.
  2. Figure out your budget: Make sure you have enough money to pay for everything from food and transportation to activities and flights. Your hotel will probably be the largest expense during your trip to Sandwich.
  3. Work out your trip length: Think about how much time you want to spend discovering Sandwich. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your accommodations and airfare: After you've nailed down your dates and duration, book the perfect Sandwich vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.