
Deerfield Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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.

Fairfield Inn & Suites by Marriott Madison East
Price was CA $1,284, price is now CA $1,180 per person
CA $1,180
per person
Sep 30 - Oct 3
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9.2/10 Wonderful! (1,001 reviews)
It was as expected and I was not disappointed
Reviewed on Jul 3, 2026

Hilton Garden Inn Madison West/Middleton
Price was CA $1,354, price is now CA $1,255 per person
CA $1,255
per person
Sep 30 - Oct 3
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
8.8/10 Excellent! (1,001 reviews)
Enjoyed: Excellent breakfast. Warm and welcoming bar, housekeeping, and desk staff - tip them well! Very accommodating management. The well-appointed gym with working equipment, nice amenities, and ample space.
Improvements needed: More sound-proofing between floors and replace annoying smoke detectors. Recommend guests reserve a room on 4th floor to avoid lack of sound proofing between floors. Also, wear an eye-guard to avoid the unpleasant experience of being wakened by the bright, flashing smoke detector light visible in a darkened room.
Reviewed on Jul 7, 2026

AmericInn by Wyndham Madison South
Monona
Price was CA $1,324, price is now CA $1,228 per person
CA $1,228
per person
Sep 30 - Oct 3
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9/10 Wonderful! (1,006 reviews)
The people at the front desk was not the friendliest. We asked about breakfast and the guy was very rude about. All we did was ask him if they only serve eggs and sausage for breakfast bc there’s another Americcin in Madison the West one and they serve a full breakfast buffet and have Happy Hour and give cookies out too. The manager said he will cook us potatoes for an extra $300 dollars. He was just rude . And at breakfast there barely anyone there and they couldn’t keep up having enough eggs and bacon for the people that were there. So we’re going to the one at the Madison West next time !
Reviewed on Jul 6, 2026


Graduate by Hilton Madison
Downtown Madison
Price was CA $2,444, price is now CA $2,272 per person
CA $2,272
per person
Sep 30 - Oct 3
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9/10 Wonderful! (1,000 reviews)
The Graduate is fortunate that they have a fantastic location, because the hotel itself is run down and badly needs a renovation. The lobby and rooms badly need to be upgraded, and I imagine the owners could then get top dollar.
Reviewed on Jun 25, 2026
Deerfield Hotel Deals

The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
The price is CA $215 per night from Aug 2 to Aug 3
CA $215
CA $248 total
Aug 2 - Aug 3
includes taxes & fees
9.4/10 Exceptional! (3,955 reviews)
"Location great Beautiful rooms Great staff"
Reviewed on Jul 6, 2026

Best Western Plus InnTowner Madison
2424 University Avenue Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Jul 12 to Jul 13
CA $148
CA $171 total
Jul 12 - Jul 13
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
"Very good"
Reviewed on Jul 7, 2026

Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $97 per night from Jul 12 to Jul 13
CA $97
CA $112 total
Jul 12 - Jul 13
includes taxes & fees
8/10 Very good! (1,350 reviews)
"The staff was excellent. The breakfast was fine. Glad there was a lot to choose from. The room was large. The a/c worked well but, the room felt damp. No room cleaning service for the 3-day visit. The carpet in the hallways needed to be cleaned. Lots of stains. The price/night was super reasonable. ..."
Reviewed on Jul 7, 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.
Frequently asked questions
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.







