Milton Vacations from $497

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Your Milton Vacation

When a city escape is calling, answer it with a vacation package to Milton. With all your travel plans taken care of before you leave, all you have to do here is concentrate on having a blast. Milton House Museum and Northleaf Winery are some of the top attractions to check out during a trip to Milton. Whoever you're traveling with and whatever you want to spend, your ultimate Milton vacation is just a few clicks away with Expedia.

The Latest Milton vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Suites Madison West - Middleton

Comfort Suites Madison West - Middleton

2.5 out of 5
Price was $654, price is now $497 per person
$497
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madison (MSN)
8/10 Very Good! (376 reviews)
The hotel was average. The facility was definitely outdated. The linens on the beds were stained. Carpets had large stains and left socks dirty. The breakfast was average. The TV did not work for most of our stay. We enjoyed playing pool but the table falling apart.

Reviewed on Aug 14, 2025

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
Downtown Madison
Price was $1,513, price is now $1,077 per person
$1,077
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madison (MSN)
9.4/10 Exceptional! (2,992 reviews)
We were up for the weekend and it was as a great stay. The beds were comfortable the staff was 10 out of 10 and the location, you couldn’t not beat it!

Reviewed on Aug 18, 2025

Madison Marriott South

Madison Marriott South

3.5 out of 5
Price was $1,146, price is now $847 per person
$847
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madison (MSN)
9/10 Wonderful! (511 reviews)
Great location along the lake and trails

Reviewed on Aug 10, 2025

Graduate by Hilton Madison

Graduate by Hilton Madison

4 out of 5
Downtown Madison
Price was $826, price is now $648 per person
$648
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madison (MSN)
9/10 Wonderful! (1,000 reviews)
Clean facilities, friendly staff, quiet, great location.

Reviewed on Aug 3, 2025

AmericInn by Wyndham Madison South

AmericInn by Wyndham Madison South

2.5 out of 5
Monona
Price was $705, price is now $562 per person
$562
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madison (MSN)
9/10 Wonderful! (1,003 reviews)
Nice staff very helpful. Close to local restaurants would stay again!

Reviewed on Aug 17, 2025

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Discover the most popular places to visit in Milton

Milton House Museum

You can learn about the history of Milton with a trip to Milton House Museum. While in this family-friendly area, you can savor the top-notch restaurants.

Milton House Museum

Northleaf Winery

You can enjoy a tasting or tour at Northleaf Winery during your travels to Milton. Stroll along the riverfront or attend a sporting event in this family-friendly area.

Northleaf Winery

Milton Hotel Deals

Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
269 Fontana Boulevard, Fontana, WI
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $168 total per night from Aug 24 to Aug 25
$168 total
Aug 24 - Aug 25
Total with taxes and fees
8.4/10 Very Good! (1,471 reviews)
"Restaurant & Cafe Latte were delicious! Room was very clean."

Reviewed on Aug 18, 2025

Abbey Resort and Avani Spa
Lake Lawn Resort

Lake Lawn Resort

3.5 out of 5
2400 E Geneva St, Delavan, WI
Fully refundableReserve now, pay when you stay
$153 nightly
The price is $174 total per night from Sep 7 to Sep 8
$174 total
Sep 7 - Sep 8
Total with taxes and fees
9/10 Wonderful! (1,010 reviews)
"Enjoyable stay. Enjoyed the pool. Resort is dated"

Reviewed on Aug 18, 2025

Lake Lawn Resort
Holiday Inn Express & Suites Elkhorn - Lake Geneva Area by IHG

Holiday Inn Express & Suites Elkhorn - Lake Geneva Area by IHG

2.5 out of 5
200 W O CONNOR DRIVE, Elkhorn, WI
Fully refundable
$83 nightly
The price is $93 total per night from Sep 1 to Sep 2
$93 total
Sep 1 - Sep 2
Total with taxes and fees
9.2/10 Wonderful! (639 reviews)

Reviewed on Aug 17, 2025

Holiday Inn Express & Suites Elkhorn - Lake Geneva Area by IHG
See all 500 properties in Milton
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 Milton vacation package cost?
Offering great value package deals from $497 on Expedia, you'll be thrilled with how little a vacation to Milton costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Milton?
If you'd like to snag a cheap Milton vacation package, consider planning a trip in December, January and February. You'll usually find better rates on hotels and flights during these quieter months — ideal for a budget-friendly break.
How many days is enough for Milton?
The ideal duration for your Milton vacation depends on what you'd like to see. Typically, a few days to a week will give you enough time to visit all the top sights and discover some hidden gems along the way.
How to find the best Milton package deals?
Start your search for a Milton package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Milton package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Milton escape underway.
Is it cheaper to book a Milton vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Milton vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Milton?
If you're planning a spontaneous Milton vacation, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land incredible deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Milton vacation packages?
Your Milton getaway should be an escape from your daily routine, not a reason for money-related stress. So to allow you a bit more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.