Deerfield Vacations from $429

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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.
Polynesian Hotel & Suites Wisconsin Dells/Lake Delton
Christmas Mountain Campground
Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort
Hilton Madison Monona Terrace
The Saddlery Madison Downtown
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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 Jan 11 to Jan 12
$161 total
Jan 11 - Jan 12
Total with taxes and fees
9.4/10 Exceptional! (3,427 reviews)
This was a great place to stay! The room was clean & spacious. The location is close to everything downtown Madison. The weather wasn’t great & the hotel has a shuttle service that will take you most anywhere you want to go. The bar & bartender Dallas were awesome! Dallas gave us great recommendations ...

Reviewed on Jan 4, 2026

The Madison Concourse Hotel and Governor's Club
Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

2.5 out of 5
483 Commerce Dr Madison WI
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $84 total per night from Jan 19 to Jan 20
$84 total
Jan 19 - Jan 20
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
The front dest staff were exceptional, always a smiling face and a welcoming greeting. The room was clean and comfortable. I am confused about the billing. I was charged, but also credited for more than the charge of the room.

Reviewed on Jan 3, 2026

Hampton Inn & Suites Madison-West
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
$106 nightly
The price is $122 total per night from Jan 11 to Jan 12
$122 total
Jan 11 - Jan 12
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
Everything was clean, comfortable beds, biggest fitness center I’ve seen in a hotel. Didn’t try the breakfast, if I have to pay for a hotel breakfast, I’m going elsewhere for breakfast

Reviewed on Jan 2, 2026

DoubleTree by Hilton Madison East
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.

Find the Best Deerfield Vacation Packages

Deerfield Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Dane County Regional Airport (MSN)
Population
2,500
Top Sights
Lake Kegonsa State Park, Cambridge Winery and Little Amerricka

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Frequently asked questions

How much does a Deerfield vacation package cost?
Offering great value package deals from $429 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.