Book Exclusive Cambridge Vacation Packages

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Cambridge flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was CA $1,227, price is now CA $687 per person
CA $687
per person
Jan 31 - Feb 6
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,289, price is now CA $707 per person
CA $707
per person
Jan 31 - Feb 6
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $3,192, price is now CA $1,902 per person
CA $1,902
per person
Jan 31 - Feb 6
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,378, price is now CA $841 per person
CA $841
per person
Jan 31 - Feb 6
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,294, price is now CA $808 per person
CA $808
per person
Jan 31 - Feb 6
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Top Cambridge hotels 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
Free cancellation
Reserve now, pay when you stay
Get rates
Book a stay at this luxury hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the pool in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center are located nearby.
Pool
Hot tub
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
4402 E Washington Ave Madison WI
Free cancellation
Reserve now, pay when you stay
The price is CA $146 per night
CA $146
CA $168 total
Dec 21 - Dec 22
includes taxes & fees
Book a stay at this business-friendly hotel in Madison. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions East Towne Mall and Olbrich Botanical Gardens are located nearby.
Pool
Pet-friendly
The Edgewater

The Edgewater

4.5 out of 5
1001 Wisconsin Place Madison WI
Free cancellation
Reserve now, pay when you stay
The price is CA $210 per night
CA $210
CA $277 total
Dec 20 - Dec 21
includes taxes & fees
Book a stay at this luxury hotel in Madison. Enjoy a full-service spa, 4 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center are located nearby.
Hot tub
Spa
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
Free cancellation
Reserve now, pay when you stay
The price is CA $104 per night
CA $104
CA $120 total
Dec 21 - Dec 22
includes taxes & fees
Stay at this hotel in Madison. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions East Towne Mall and Token Creek Park are located nearby.
Pool
Hot tub
Hampton Inn & Suites Madison / Downtown

Hampton Inn & Suites Madison / Downtown

2.5 out of 5
440 West Johnson Street Madison WI
Free cancellation
Reserve now, pay when you stay
The price is CA $131 per night
CA $131
CA $151 total
Jan 13 - Jan 14, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center are located nearby.
Pool
Breakfast included
Best Western Premier Park Hotel

Best Western Premier Park Hotel

4 out of 5
22 S Carroll Street Madison WI
Free cancellation
Reserve now, pay when you stay
The price is CA $141 per night
CA $141
CA $163 total
Dec 28 - Dec 29
includes taxes & fees
Book a stay at this spa hotel in Madison. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center are located nearby.
Pool
Spa
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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.

Popular places to visit

Cambridge Winery

You can enjoy a tasting or tour at Cambridge Winery during your travels to Cambridge. Stroll along the area's lakeside or simply enjoy its coffeehouses.

Cambridge Winery

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

Hinchley's Dairy Farm

Take the family on an outing to Hinchley's Dairy Farm during your trip to Cambridge. Amble around the area's lakeside or visit its casinos.

Hinchley's Dairy Farm

Frequently asked questions

How much are vacation packages to Cambridge?
CA $687 is all you need to spend for a memorable vacation in Cambridge. Bundle your flights and hotel into a Travelocity package and watch the savings start to pile up. With prices this good, you'll want to start packing your suitcase now!
Where can I get the best vacation package deals for Cambridge?
Travelocity is here to help you snag a great Cambridge package deal. With more than 400 airlines and 1,000,000 properties worldwide, you're bound to be able to put together the perfect itinerary.
Why should I book my Cambridge vacation bundle with Travelocity?
We take the stress out of travel planning. Whether you're after an amazing new place to wander around or want to ensure you get the best price on offer, we're here to help. Our 24/7 support, top-quality service and Price Match Guarantee mean you can confidently book with Travelocity.
Can I save on my Cambridge car rental if I combine it with hotels and flights?
Certainly — combine your flight, hotel and car into a Cambridge vacation package and you can save a handsome sum. With so much to see and do in Cambridge, having your own set of wheels will more than come in handy. Once you've buckled up, get out on the wide open road and cruise toward Wrigley Field, a famous sight approximately 161 kilometers from Cambridge.
Which airport is best for Cambridge?
For many wanderers, a stay in Cambridge means going through General Mitchell Intl. Airport (MKE). This busy airport is situated 88 kilometers east of the city center. You could also opt to fly into Dane County Regional Airport (MSN) (31 kilometers away from central Cambridge) or Rockford, IL (RFD-Greater Rockford) (88 kilometers away from central Cambridge).
What is there to do in Cambridge?
While taking the path less traveled is rewarding, you shouldn't ignore the big-name attractions that make a place famous. Lake Ripley Park Beach and Cambridge Winery are a couple of them in Cambridge.
Where should I stay when visiting Cambridge?
If you're after somewhere to lay your head, have a look at the Lake Ripley Lodge W Lake Front Rooms. It's the top choice for many travelers.

Photos of local treasures

Browse Cambridge vacation photos for more inspiration