Milton Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Matt Anderson Photography

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Milton Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Microtel Inn & Suites by Wyndham Madison East

Microtel Inn & Suites by Wyndham Madison East

2.5 out of 5
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Madison (MSN)
5.8/10 (1,004 reviews)
Rooms were smaller compared to other hotels. Breakfast was horrible.

Reviewed on Jul. 7, 2025

The Dylin

The Dylin

4 out of 5
Tenney-Lapham
Save 100% on your flight
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Madison (MSN)
9.2/10 Wonderful! (74 reviews)
The interior was beautiful, with modern furnishings, a full kitchen, comete with dishwasher for the included kitchenwares, and a washer and dryer for laundry. Would recommend if you need a place to stay for a few days. My one concern for the place is that from a brief talk in the hall with another customer having trouble accessing their room, I was able to deduce that every room in the building uses the same code for entry as the front door. That worries me a little, as anyone that can gain access to that code essentially has a master key. Literally every guest has a master key. Luckily, there are security cameras on the premises to ensure that any shenanigans won't go unnoticed.

Reviewed on Jul. 17, 2025

Comfort Inn & Suites Madison East Interstate I-90

Comfort Inn & Suites Madison East Interstate I-90

2.5 out of 5
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Madison (MSN)
8.8/10 Excellent! (481 reviews)
The shower left something to be desired. The diverted had issues as well as the water pressure.

Reviewed on Jul. 12, 2025

Cambria Hotel Madison East

Cambria Hotel Madison East

3 out of 5
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Madison (MSN)
8.8/10 Excellent! (1,006 reviews)
Room was very clean. I wish you would have had a shuttle that could have driven us to downtown but we managed.

Reviewed on Jul. 7, 2025

AmericInn by Wyndham Madison WI

AmericInn by Wyndham Madison WI

2.5 out of 5
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Madison (MSN)
6.6/10 (188 reviews)
My sink was not working properly that’s all

Reviewed on Jul. 15, 2025

Ready to book your vacation to Milton?

 

Choose your dates

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
The price is CA $157 per night from Aug 11 to Aug 12
CA $157
CA $209 total
Aug 11 - Aug 12
includes taxes & fees
8.4/10 Very Good! (1,389 reviews)
"We liked that the abbey has restaurants inside the the abbey but also a few local restaurants that you can walk to from the property. Having both an adult and kids pool is a great feature of the property . Also, the property was very walkable with the Geneva Lake shore path right off site . Once ..."

Reviewed on Jul. 17, 2025

Abbey Resort and Avani Spa
AmericInn by Wyndham Beloit

AmericInn by Wyndham Beloit

2 out of 5
2790 Milwaukee Rd, Beloit, WI
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Jul 20 to Jul 21
CA $135
CA $153 total
Jul 20 - Jul 21
includes taxes & fees
8.4/10 Very Good! (55 reviews)
"All staff were courteous and helpful. Room was clean and bed was comfy. Some renovation details in the bath were still in progress, but overall quality stay."

Reviewed on Jul. 14, 2025

AmericInn by Wyndham Beloit
Baymont by Wyndham Janesville

Baymont by Wyndham Janesville

2.5 out of 5
616 Midland Rd, Janesville, WI
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Aug 19 to Aug 20
CA $107
CA $122 total
Aug 19 - Aug 20
includes taxes & fees
7.8/10 Good! (1,001 reviews)
Good hotel and good price.
"Stayed here with my wife. Hotel is a little dated but nice. Clean and staff was friendly. Picked here because the price was good and pool was nice. If I had one complaint it would be that the breakfast was lacking and not many options but that is very minor. Great price point for nice hotel."

Reviewed on Jul. 11, 2025

Baymont by Wyndham Janesville
See all 503 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Milton vacation package cost?
Offering great value package deals from CA $1,040 on Expedia, you'll be pleasantly surprised at how much a vacation to Milton costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Milton?
The off-season is the best time to travel to Milton if you're trying to save. Another tip for finding cheap Milton vacation packages? Try to avoid visiting during public holidays and any major events.
How many days is enough for Milton?
The ideal length for your Milton vacation depends on what you'd like to see. Typically, a few days to a week will give you plenty of time to tick off all the top sights and explore some hidden treasures along the way.
How to find the best Milton package deals?
Use Expedia's filters to find some tempting Milton package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Milton package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Milton vacation as a package?
You can enjoy significant savings on your next Milton break by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Milton?
If you've got your Milton travel dates locked in, book as soon as you can to grab some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Milton?

  1. Choose when to go: Check your diary and get your bags packed. Your preferred time of year and the available activities will also help you decide when to escape to Milton.
  2. Calculate your budget: Make sure you have enough money to pay for everything from food and transportation to activities and airfares. Your accommodations will likely be the biggest expense during your trip to Milton.
  3. Decide how long to go away for: Now that you know more about Milton, you can work out the right length of your break. Put together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Milton vacation package that brings all your bookings together.

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