Cambridge 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

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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,737, price is now CA $1,169 per person
CA $1,169
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
Staff was very friendly and helpful. Room was clean. Free coffee and fruit in the AM.

Reviewed on Jul 9, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,450, price is now CA $1,615 per person
CA $1,615
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
Location

Reviewed on Jul 10, 2026

JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,768, price is now CA $1,221 per person
CA $1,221
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,003 reviews)
What a great excellent and friendly welcome front desk personnel. The lady on who worked on Saturday afternoon was amazing. Didn’t catch her name but she was very nice and welcoming

Reviewed on Jul 5, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,287, price is now CA $1,612 per person
CA $1,612
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
We traveled with four kids. There was a noticeable lack of other children around. However the property was prepared to have them around. There was an entire play room with brand new puzzles and gently used toys to play with. The pool was usually fairly empty so my kids had fun there. The basketball court was generally empty as well. We got a lot of use out of all three spaces. The staff was friendly and helpful. And the coffee shop downstairs was a frequent stop as well.

Reviewed on Jul 9, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $1,861, price is now CA $1,332 per person
CA $1,332
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)
There were stains on the carpet and where the thermostat was an awful smell coming from that area-like musty smelling. We stayed and paid premium rate for a firework view and while I know they can’t control the weather, I reached out to see if they would be willing to credit something toward a future stay so we could enjoy the experience. Not even an acknowledgment of our disappointment or receipt of our email. Disappointed in the whole situation.

Reviewed on Jul 10, 2026

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 $210 per night from Aug 2 to Aug 3
CA $210
CA $242 total
Aug 2 - Aug 3
includes taxes & fees
9.4/10 Exceptional! (3,980 reviews)
"The staff were nice, the room was cleaan but had some minor issues as"

Reviewed on Jul 10, 2026

The Madison Concourse Hotel and Governor's Club
Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

3 out of 5
2424 University Avenue Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Jul 12 to Jul 13
CA $184
CA $213 total
Jul 12 - Jul 13
includes taxes & fees
9.2/10 Wonderful! (1,016 reviews)
"Good location. Didn't need the proximity to the hospital, but it's probably very good for those who do."

Reviewed on Jul 10, 2026

Best Western Plus InnTowner Madison
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
4402 E Washington Ave Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from Aug 9 to Aug 10
CA $144
CA $166 total
Aug 9 - Aug 10
includes taxes & fees
9.4/10 Exceptional! (1,031 reviews)
"Very hospitable"

Reviewed on Jul 10, 2026

DoubleTree by Hilton Madison East
See all 470 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

Stay near popular Cambridge attractions

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.
See properties

Frequently asked questions

How much does a Cambridge vacation package cost?
You'll find cheap prices from CA $1,169 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.

Explore a world of travel with Expedia

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