Deerfield Vacations from $553

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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.

The Latest Deerfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Home2 Suites By Hilton Madison East

Home2 Suites By Hilton Madison East

3 out of 5
Price was $639, price is now $553 per person
$553
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Madison (MSN)
No reviews
Hampton Inn & Suites Madison / Downtown

Hampton Inn & Suites Madison / Downtown

2.5 out of 5
Downtown Madison
Price was $775, price is now $648 per person
$648
per person
Nov 23 - Nov 28
found 13 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Madison (MSN)
9.6/10 Exceptional! (1,010 reviews)
We keep coming back! Rooms are clean and comfortable. Staff is friendly. Location is perfect on campus downtown. Free breakfast and pool top it off to make our top choice when traveling to Madison.

Reviewed on Sep 27, 2025

Home2 Suites by Hilton Madison Central Alliant Energy Center

Home2 Suites by Hilton Madison Central Alliant Energy Center

3 out of 5
Price was $716, price is now $606 per person
$606
per person
Nov 23 - Nov 28
found 13 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Madison (MSN)
9.6/10 Exceptional! (1,005 reviews)
Room is cleaned, person at the check in was friendly and helpful. The place is also pet friendly

Reviewed on Sep 28, 2025

Tru By Hilton Madison East

Tru By Hilton Madison East

2.5 out of 5
Price was $674, price is now $579 per person
$579
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Madison (MSN)
No reviews
The Speckled Hen Inn B&B

The Speckled Hen Inn B&B

4 out of 5
Price was $889, price is now $763 per person
$763
per person
Nov 7 - Nov 9
found 20 hours ago
Roundtrip non-stop flight included
New York (LGA) to Madison (MSN)
9.8/10 Exceptional! (9 reviews)
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Deerfield 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
$139 nightly
The price is $161 total per night from Oct 5 to Oct 6
$161 total
Oct 5 - Oct 6
Total with taxes and fees
9.4/10 Exceptional! (3,129 reviews)
"Every time we come to Madison we stay at this hotel. Perfect location and excellent service. My only complaint this time is that we requested service for the room on Sunday, left at noon, returned at around 8pm and room was not cleaned. This is the first time that had ever happened so I assume there ..."

Reviewed on Sep 24, 2025

The Madison Concourse Hotel and Governor's Club
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

2.5 out of 5
8102 Excelsior Dr, Madison, WI
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $82 total per night from Oct 6 to Oct 7
$82 total
Oct 6 - Oct 7
Total with taxes and fees
8/10 Very Good! (1,027 reviews)
"Nice place, would stay again."

Reviewed on Sep 24, 2025

Baymont by Wyndham Madison West/Middleton WI West
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
$76 nightly
The price is $87 total per night from Oct 26 to Oct 27
$87 total
Oct 26 - Oct 27
Total with taxes and fees
8.2/10 Very Good! (1,337 reviews)
"The room was great, stagf was great. The only issue was the bath tub was kind gross. The grout around the tub needs to be taken care of."

Reviewed on Sep 24, 2025

La Quinta Inn & Suites by Wyndham Madison American Center
See all 459 properties in Deerfield
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.

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Frequently asked questions

How much does a Deerfield vacation package cost?
Offering great value package deals from $553 on Expedia, you'll be thrilled with how little a vacation to Deerfield costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Deerfield?
If you're looking to score a cheap Deerfield vacation package, consider visiting in November, December and January. You'll usually find lower rates on airfares and hotels during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Deerfield?
With a well-organized itinerary, you can easily hit the top Deerfield attractions in a handful of days. But if you prefer to discover hidden spots or go on day tours, consider booking your Deerfield vacation for longer.
How to find the best Deerfield package deals?
Start your search for a Deerfield package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Deerfield package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Deerfield adventure underway.
Is it cheaper to book a Deerfield vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Deerfield vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Deerfield?
If you're considering an impromptu Deerfield trip, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Deerfield vacation packages?
Set off on your dream getaway to Deerfield with help from our Book Now, Pay Later vacations. There's no need to save up or hold off until payday — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stick to your budget and snap up bargains while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.