Milton Vacations from $657
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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.
Country Inn & Suites by Radisson, Madison Southwest, WI
$657
per person
Dec 8 - Dec 11
found 1 day ago
Roundtrip flight included
New York (NYC) to Madison (MSN)
8.6/10 Excellent! (1,004 reviews)
First of all the bathroom was shabby. Was in a handicap room - unnecessarily. The vanity was all sink so no place to put make-up or anything else you would want to lay down on a vanity. The mirror frame was chipped. The lighting over the vanity was terrible. The back of the sink area looked like the back splash was repaired and the grout wasn't cleaned up. The shower curtain was shredding on the bottom.
Secondly, there was a seating area had no lighting. There was room in the corner between a couch and chair that could have accommodated a table and lamp or a floor lamp but nothing was there.
Thirdly, there was no light filtering curtain on the windows only blackout curtains. When we opened the blackout curtains the screens were shredded.
The over all appearance was shabby.
And don't get me stared on the poor excuse of a breakfast that was offered.
Will not be going back.
Reviewed on Oct 20, 2026
Bluegreen Odyssey Dells
Lake Delton
$1,046
per person
Dec 26 - Dec 30
found 4 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Madison (MSN)
9.4/10 Exceptional! (233 reviews)
This was a great place to stay for our group. We were traveling with two adults and two children, ages 10 and 7, for a mini vacation to the waterparks in the Wisconsin Dells. This resort offered waterpark passes included with our stay for the Mt Olympus resort.
The first evening of our trip we went to the Mt Olympus waterpark, which is connected by skywalks to the Bluegreen resort. The next day we went to the Kalahari waterpark to meet up with friends. The kids enjoyed both waterparks, with the Kalahari being the larger of the two (and much more expensive). There were arcades at both resorts which the kids also enjoyed.
The room we occupied had two bedrooms: one with a king bed with sink and whirlpool tub in the room and other had a queen bed. There was a separate living room (with fold out sofa and fireplace), dining area, kitchenette and bathroom with a shower and small balcony. The rooms were comfortable and clean.
The resort staff made check-in easy and were very helpful and friendly.
I will definitely stay at this or other Bluegreen resorts again. It was perfect for our stay.
Reviewed on Oct 19, 2026
Stay near popular Milton attractions
Milton House Museum
7.4/10 (6 reviews)
This historic hexagonal inn served as a crucial Underground Railroad stop, featuring a preserved escape tunnel. Tour the 1844 stagecoach station and experience candlelit Twilight Tours with historical reenactors.
Northleaf Winery
Housed in a historic 1850s building, Northleaf Winery crafts award-winning small-batch wines. Sample their diverse selection through complimentary tastings while enjoying the restored tasting room's charming ambiance.
Bonny Meade Driving Range
This Scottish links-style 9-hole course recreates the minimalist design and natural terrain of traditional Scottish golf. Enjoy open fairways and classic elements for an authentic links experience.
Milton Hotel Deals
Abbey Resort and Avani Spa
269 Fontana Boulevard Fontana WI
Fully refundableReserve now, pay when you stay
$130 nightly
$143 total
Nov 10 - Nov 11
Total with taxes and fees
8.6/10 Excellent! (2,157 reviews)
"Room was very clean. Food at both restaurants was excellent. Shower/tub was slippery....needs a grab bar. Lighting in bathroom was very dim but the room in general was nice and beds were comfortable."
Reviewed on Oct 19, 2026
Lake Lawn Resort
2400 E Geneva St Delavan WI
Fully refundableReserve now, pay when you stay
$134 nightly
$152 total
Nov 2 - Nov 3
Total with taxes and fees
9.2/10 Wonderful! (1,006 reviews)
"Beautiful Property! We really enjoyed our stay! Will be back next year!"
Reviewed on Oct 20, 2026
Baymont by Wyndham Janesville
616 Midland Rd Janesville WI
Fully refundableReserve now, pay when you stay
$68 nightly
$77 total
Nov 16 - Nov 17
Total with taxes and fees
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 $657 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.
