Deerfield Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Deerfield Vacation
When you book a vacation package to Deerfield, you can relax and enjoy your break knowing that all your travel arrangements are in order. Discover the many gems of this vibrant city from your base in a neighborhood like Rockdale, which is great for watersports. Make your trip to Deerfield even more fun by including some sightseeing. Cambridge Winery, Dancing Goat Distillery and Lake Ripley Park Beach are some of the popular attractions worth exploring. Browse Expedia's wide range of travel options and start planning your ultimate vacation to Deerfield today.
Top Deerfield Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hilton Madison Monona Terrace
Downtown Madison
Price was CA $966, price is now CA $842 per person
CA $842
per person
May 15 - May 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
8.6/10 Excellent! (1,004 reviews)
Very clean. Room was above average. All staff we were in contact with were friendly and helpful. Pet-friendly. Bed was super-comfy. water pressure and temperature were great for a hot shower.
Reviewed on Apr 7, 2026
Graduate by Hilton Madison
Downtown Madison
Price was CA $1,101, price is now CA $936 per person
CA $936
per person
May 15 - May 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9/10 Wonderful! (1,001 reviews)
Staff is exceptional. Super helpful and accommodating. Great location. Very happy with my stay.
Reviewed on Mar 14, 2026
The Madison Concourse Hotel and Governor's Club
Downtown Madison
Price was CA $964, price is now CA $849 per person
CA $849
per person
May 15 - May 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9.4/10 Exceptional! (3,602 reviews)
It was an excellent location, great staff, nice pool area and restaurant/bar. We will definitely be back.
Reviewed on Apr 9, 2026
The Saddlery Madison Downtown
Downtown Madison
Price was CA $1,065, price is now CA $947 per person
CA $947
per person
May 15 - May 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9.4/10 Exceptional! (89 reviews)
Very clean with easy access. Walking distance to many bars and restaurants. Also walking distance to the lake and bike paths.
Reviewed on Apr 4, 2026
Deerfield Hotel Deals
The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Apr 19 to Apr 20
CA $173
CA $200 total
Apr 19 - Apr 20
includes taxes & fees
9.4/10 Exceptional! (3,624 reviews)
It was an excellent location, great staff, nice pool area and restaurant/bar. We will definitely be back.
Reviewed on Apr 9, 2026
Best Western Plus InnTowner Madison
2424 University Avenue Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Apr 19 to Apr 20
CA $193
CA $223 total
Apr 19 - Apr 20
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
Very nice breakfast and room very clean.
Reviewed on Apr 8, 2026
DoubleTree by Hilton Madison East
4402 E Washington Ave Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from May 3 to May 4
CA $151
CA $175 total
May 3 - May 4
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
friendly staff, good upkeep, comfortable rooms
Reviewed on Apr 8, 2026
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.
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.
