Cambridge Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Cambridge Vacation

Put together a custom vacation package to Cambridge and prepare to experience this amazing city on your own terms. Think about spending time in the neighborhood of Rockdale, which is great for watersports and tons more. Fill your spare time with visits to Cambridge Winery, Dancing Goat Distillery and Lake Ripley Park Beach, some of the top attractions you shouldn't miss during your trip to Cambridge. A couple of quick clicks is all it takes to build the perfect Cambridge vacation on Expedia.

Top Cambridge Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $822, price is now CA $527 per person
CA $527
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (335 reviews)
Great except parking

Reviewed on Aug. 19, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,684, price is now CA $1,017 per person
CA $1,017
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.

Reviewed on Aug. 19, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $1,636, price is now CA $1,008 per person
CA $1,008
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on Aug. 10, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was CA $1,540, price is now CA $973 per person
CA $973
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,182 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on Aug. 22, 2025

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was CA $1,754, price is now CA $1,127 per person
CA $1,127
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.

Reviewed on Aug. 12, 2025

Ready to book your vacation to Cambridge?

 

Choose your dates

Cambridge Hotel Deals

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St, Madison, WI
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Aug 31 to Sep 1
CA $173
CA $200 total
Aug 31 - Sep 1
includes taxes & fees
9.4/10 Exceptional! (2,997 reviews)
"The only complaint was the long wait for the elevators!"

Reviewed on Aug. 21, 2025

The Madison Concourse Hotel and Governor's Club
La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

3 out of 5
5217 E Terrace Dr, Madison, WI
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from Sep 1 to Sep 2
CA $105
CA $121 total
Sep 1 - Sep 2
includes taxes & fees
8/10 Very Good! (1,292 reviews)
Comfortable stay
"Nice and clean. Good area."

Reviewed on Aug. 20, 2025

La Quinta Inn & Suites by Wyndham Madison American Center
Baymont Inn & Suites by Wyndham Madison

Baymont Inn & Suites by Wyndham Madison

2.5 out of 5
2810 Coho Street, Madison, WI
Fully refundableReserve now, pay when you stay
The price is CA $82 per night from Sep 22 to Sep 23
CA $82
CA $94 total
Sep 22 - Sep 23
includes taxes & fees
7.2/10 Good! (1,533 reviews)
"Friendly housekeeping"

Reviewed on Aug. 17, 2025

Baymont Inn & Suites by Wyndham Madison
See all 458 properties in Cambridge
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Cambridge

Lake Ripley Park Beach

Why not spend a carefree afternoon at Lake Ripley Park Beach during your travels in Lake Ripley? While you're in the area, wander around the parks.

Lake Ripley Park Beach

Frequently asked questions

How much does a Cambridge vacation package cost?
You'll find cheap prices from CA $527 on Expedia for your Cambridge escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Cambridge costs.
What are the cheapest months to go to Cambridge?
The off-season is the best time to travel to Cambridge if you're trying to save. Another tip for scoring cheap Cambridge vacation packages? Try to avoid visiting during public holidays and any major events.
How many days is enough for Cambridge?
To fully enjoy a Cambridge vacation, we suggest staying for 2 days. Divide your time between visiting Cam-Rock Park Area, Hinchley's Dairy Farm and other must-see attractions, as well as exploring neighbourhoods like Rockdale and Utica. If you've got some spare time, add a day trip or tour to your Cambridge vacation itinerary.
Is it worth booking a vacation package to Cambridge?
Well known for its watersports, mountain biking and cycling, a Cambridge vacation offers something for everyone. Be sure to check out main sights like Lake Ripley Park Beach and Cam-Rock Park Area, and consider renting a car for day trips to explore even more.
How to find the best Cambridge package deals?
Use Expedia's filters to help you find some unbeatable Cambridge package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Cambridge package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Cambridge vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Cambridge vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Cambridge?
Enjoy fantastic discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Cambridge escape.
How to plan a trip to Cambridge?

  1. Pick your dates: What you want to do in Cambridge and your favourite season will help you decide when to travel.
  2. Set your budget: Factor in expenses such as food, flights and transportation when working out how much to set aside for your trip to Cambridge. Then, choose a hotel that fits your budget, whether that's a low-cost option or a deluxe retreat.
  3. Decide how long to go away for: Now that you know more about Cambridge, you can work out the perfect length of your break. Create a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customized Cambridge vacation package.

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