Milton Vacations from $543

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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.
Amber's Inn & Suites

Amber's Inn & Suites

2 out of 5
Downtown Wisconsin Dells
Price was $679, price is now $543 per person
$543
per person
Jul 22 - Jul 27
found 18 hours ago
Roundtrip flight included
Chicago (ORD) to Madison (MSN)
9.4/10 Exceptional! (1,023 reviews)
Amber’s Inn and Suites was perfect for our family on our weekend getaway. Rooms were very clean and spacious. Front desk people were helpful and friendly. It is an older motel, but was quiet and a pleasant place. If ever visiting Wisconsin Dells please consider this place.

Reviewed on May 26, 2026

The Edgewater

The Edgewater

4.5 out of 5
Downtown Madison
Save 100% on your flight
Price was $6,584, price is now $4,667 per person
$4,667
per person
Aug 8 - Aug 13
found 10 hours ago
Roundtrip non-stop flight included
New York (NYC) to Madison (MSN)
9.2/10 Wonderful! (1,003 reviews)
The hotel is very dated. It needs an overhaul. Dark mustard yellow colored walls that are dirty as well. It is just an extremely dated hotel. It is on the lake so that is gorgeous. The staff is amazing. Restaurants/bar are fabulous. It just isn’t nice looking.

Reviewed on May 29, 2026

Wingate by Wyndham Wisconsin Dells Waterpark

Wingate by Wyndham Wisconsin Dells Waterpark

3 out of 5
Price was $908, price is now $705 per person
$705
per person
Jul 22 - Jul 27
found 18 hours ago
Roundtrip flight included
Chicago (ORD) to Madison (MSN)
8.8/10 Excellent! (1,005 reviews)
Very clean and nice rooms

Reviewed on May 31, 2026

Edge-O-Dells Resort - 21 and Older

Edge-O-Dells Resort - 21 and Older

2.5 out of 5
Price was $981, price is now $764 per person
$764
per person
Jul 22 - Jul 27
found 18 hours ago
Roundtrip flight included
Chicago (ORD) to Madison (MSN)
8.8/10 Excellent! (454 reviews)
They had a problem with the Internet I didn’t have for a little over a day so I called. They sent somebody to fix it then this morning I went to turn on the TV same issue. I rebooted the box like I was shown by staff and it did not work so that was frustrating and the room smelled very musky and almost like mildewy.

Reviewed on May 26, 2026

Dellshire Resort

Dellshire Resort

3.5 out of 5
Price was $845, price is now $679 per person
$679
per person
Jul 22 - Jul 27
found 18 hours ago
Roundtrip flight included
Chicago (ORD) to Madison (MSN)
8.8/10 Excellent! (16 reviews)
Beautiful resort! Good food and bar and overall nice stay. My only grip I had was not being informed about the $100 withhold per night. I found this information when looking at the Dellshire Resort's page but I think this is more a mistake on Expedia's part, since I only purchased the stay through Expedia and not the Resort itself. Otherwise I would totally recommend this resort! 💕

Reviewed on May 31, 2026

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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
$183 nightly
The price is $202 total per night from Jun 7 to Jun 8
$202 total
Jun 7 - Jun 8
Total with taxes and fees
8.6/10 Excellent! (1,904 reviews)
"A beautiful get away for our 50th. Wedding anniversary. Enjoyed the amenities and amazing harbor views. Spent the following day enjoying a visit to downtown Lake Geneva."

Reviewed on Jun 1, 2026

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
$154 nightly
The price is $174 total per night from Jun 3 to Jun 4
$174 total
Jun 3 - Jun 4
Total with taxes and fees
9.2/10 Wonderful! (1,009 reviews)
"I recently spent the weekend at this resort, and it exceeded my expectations from start to finish. The property was beautiful, well-maintained, and offered a relaxing atmosphere that made it easy to unwind. The staff were welcoming, attentive, and genuinely seemed to care about making every guest's ..."

Reviewed on Jun 1, 2026

Lake Lawn Resort
Comfort Suites Delavan - Lake Geneva Area

Comfort Suites Delavan - Lake Geneva Area

2.5 out of 5
313 Bauer Parkway Delavan WI
Fully refundable
$96 nightly
The price is $109 total per night from Jun 14 to Jun 15
$109 total
Jun 14 - Jun 15
Total with taxes and fees
8.6/10 Excellent! (1,008 reviews)
"Bed was filthy 2 times had to move rooms both times was told it would get discounted or refunded and neither happened."

Reviewed on Jun 1, 2026

Comfort Suites Delavan - Lake Geneva Area
See all 434 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.

Find the Best Milton Vacation Packages

Milton Essential Information

Language
English
Currency
U.S dollars
Population
5,600
Max Temp Winter
25ºF
Max Temp Summer
75ºF
Top Sights
Northleaf Winery and Milton House Museum

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Frequently asked questions

How much does a Milton vacation package cost?
Offering great value package deals from $543 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.