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Milton Vacations

If you're wondering where to go for a great family vacation full of beautiful scenery, rich historical sites, and the epitome of Americana, then Milton vacations in the beautiful Wisconsin heartland will fit the bill. When one original settler said that leaving his home back east was "Paradise Lost," until he arrived here and declared it "Paradise Regained," it seemed only natural to name the city after Paradise Lost poet John Milton.

Major Attractions

Milton vacation packages will make you feel you're traveling back to a simpler time. Start at the Milton House, a national historic landmark, and walk through one of the Underground Railroad tunnels used to help slaves escape to freedom. Antique lovers and shopping aficionados can find unique items at the many one-of-a-kind, locally-owned boutiques and shops in places like the beautifully restored Old Junction Mill. Nearby, there are plenty of wineries and bistros, helping you end the day with a relaxing meal and a glass of your favorite wine.

Festivals and Events

No summer event in Milton is more festive than the Fourth of July you can watch a children's bike parade and cheer on participants in a marathon. In autumn, you can create your own personalized "farm crawl." Many local farms offer a chance to feed the animals, go on hayrides, explore corn mazes, or pick apples, pumpkins, and other seasonal fruits and vegetables. Let us help you find car rentals in Milton so you can enjoy the harvest festivities as well as the countryside scenery in between.

Milton is a destination for visitors craving small-town charm and hospitality. See why Milton was designated as a Playful City USA when you book one of Travelocity's Milton packages, designed to put you in the center of it all so you won't miss a thing. Hotels in Milton range from national chains to cozy bed-and-breakfasts, so there's something for everyone. Search over 400 airlines and more than 510,000 hotels worldwide on Travelocity and plan your trip to Milton, Wisconsin, today!

Photos of local treasures

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Photo by Matt Anderson Photography

Frequently asked questions

How much are vacation packages to Milton?
With vacation packages available from as low as , you won’t need to blow out the credit card to visit Milton. Travelocity can help. Combine experiences, hotels and flights into a convenient package and land impressive discounts. The more you book, the more you save.
How long should my Milton vacation be?
Around 2 nights is the average time frame travelers spend in Milton. But how long is right for you all depends on how many magical memories you want to create. Why not stay a bit longer and uncover some off-the-beaten-path gems?
Where can I get the best vacation package deals for Milton?
There’s no need to look any further than Travelocity. With no less than 400 airlines and 1,000,000 properties across the globe, it’s a piece of cake to craft a Milton package deal that ticks all your boxes.
Why should I book my Milton vacation package via Travelocity?
From our 24/7 customer support to our range of exciting destinations, we are dedicated to fulfilling your travel dreams. All you have to do is click and book — our Price Match Guarantee will ensure you get the lowest price.
Will I save money on my Milton car rental if I book it with hotels and flights?
Absolutely — bundle your car, flight and hotel into a Milton vacation package and you’ll save loads. With so much to uncover in Milton, having your own ride will make it easy to explore. Once you’ve buckled up, crank up the tunes and head to Wrigley Field, an unmissable sight roughly 85 mi from Milton.
What is the best time of year to go to Milton?
You can swerve the tourist masses and save a few dollars in December, January and February, which are the quietest times for tourist visits. The peak season months of June, July and August are hectic and more expensive, but there’ll be more going on around Milton. Book a hotel in and watch your budget go further. As a rule, room rates are dearer in .
Which airport is best for Milton?
General Mitchell Intl. Airport (MKE) is 55 mi from downtown and is the starting point for many unforgettable experiences. Alternatively, Dane County Regional Airport (MSN) is 30 mi away from central Milton and Rockford, IL (RFD-Greater Rockford) is 40 mi away from central Milton.
What is there to do in Milton?
While venturing off the beaten track is no doubt rewarding, you shouldn’t ignore the big-name sights that make a destination famous. Milton House Museum and Northleaf Winery are just two of them in Milton.
Where should I stay when visiting Milton?
The Rock River Waterfront Cabin: Dock And Game Room is the top choice of many travelers. Book soon to avoid missing out.