Milton Vacations from $604

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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.
Christmas Mountain Campground

Christmas Mountain Campground

3 out of 5
Price was $678, price is now $604 per person
$604
per person
Apr 6 - Apr 8
found 16 hours ago
Roundtrip flight included
New York (NYC) to Madison (MSN)
9/10 Wonderful! (77 reviews)
Dirty towel was left in the kitchen

Reviewed on Feb 9, 2026

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

3 out of 5
Price was $711, price is now $633 per person
$633
per person
Apr 6 - Apr 8
found 16 hours ago
Roundtrip flight included
New York (NYC) to Madison (MSN)
8.4/10 Very Good! (122 reviews)
didn't ski or use pool but setting was very good and staff friendly. liked upstairs downstairs bedrooms

Reviewed on Dec 27, 2025

Club Wyndham Tamarack

Club Wyndham Tamarack

3.5 out of 5
Price was $683, price is now $628 per person
$628
per person
Apr 6 - Apr 8
found 16 hours ago
Roundtrip flight included
New York (NYC) to Madison (MSN)
9.2/10 Wonderful! (19 reviews)
Great unit and loved it overlooking the pond. One draw back was having to check in at a different location from where the actual unit is located

Reviewed on Dec 21, 2025

Bluegreen Odyssey Dells

Bluegreen Odyssey Dells

3.5 out of 5
Lake Delton
Price was $691, price is now $639 per person
$639
per person
Apr 6 - Apr 8
found 16 hours ago
Roundtrip flight included
New York (NYC) to Madison (MSN)
9.4/10 Exceptional! (159 reviews)
The staff at the establishment were very welcoming and accommodating, and Tyler in particular stood out for his friendly and helpful demeanor. He made our experience even more enjoyable and stress-free. We highly recommend this place for their exceptional staff and service.

Reviewed on Jan 11, 2026

Great Wolf Lodge Wisconsin Dells

Great Wolf Lodge Wisconsin Dells

3.5 out of 5
Price was $668, price is now $624 per person
$624
per person
Apr 6 - Apr 8
found 16 hours ago
Roundtrip flight included
New York (NYC) to Madison (MSN)
8.2/10 Very Good! (1,005 reviews)
Rooms were a bit outdated . The water parks need work, not the cleanest . It was our first time here , I had higher expectations for the facility.

Reviewed on Feb 9, 2026

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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
$138 nightly
The price is $153 total per night from Feb 15 to Feb 16
$153 total
Feb 15 - Feb 16
Total with taxes and fees
8.4/10 Very Good! (1,727 reviews)
The room is fine. Same for a resort. Just can’t understand why it was so cold everywhere?

Reviewed on Feb 2, 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
$136 nightly
The price is $154 total per night from Feb 10 to Feb 11
$154 total
Feb 10 - Feb 11
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Everything was excellent

Reviewed on Feb 2, 2026

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
$104 nightly
The price is $116 total per night from Feb 20 to Feb 21
$116 total
Feb 20 - Feb 21
Total with taxes and fees
9.2/10 Wonderful! (699 reviews)
Room was clean and ready for us. The staff were polite and extremely professional.

Reviewed on Feb 3, 2026

Holiday Inn Express & Suites Elkhorn - Lake Geneva Area by IHG
See all 440 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 $604 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.