Middleton Holidays

Top hotels in Middleton

Country Inn & Suites by Radisson, Madison West, WI

Country Inn & Suites by Radisson, Madison West, WI

2.5 out of 5
2212 Deming Way, Middleton, WI
Fully refundable
The price is S$123 per night from 10 Aug to 11 Aug
S$123
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"Loved the pedestrian trail that passed right by the hotel"

Reviewed on 4 Aug, 2025

Country Inn & Suites by Radisson, Madison West, WI
Fairfield Inn & Suites by Marriott Madison West/Middleton

Fairfield Inn & Suites by Marriott Madison West/Middleton

2.5 out of 5
8212 Greenway Blvd, Middleton, WI
Fully refundableReserve now, pay when you stay
The price is S$130 per night from 31 Aug to 1 Sept
S$130
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (869 reviews)
"Staff was nice and accommodating."

Reviewed on 1 Aug, 2025

Fairfield Inn & Suites by Marriott Madison West/Middleton
Holiday Inn Express And Suites Madison West - Middleton by IHG

Holiday Inn Express And Suites Madison West - Middleton by IHG

2.5 out of 5
8353 MURPHY DRIVE, Middleton, WI
Fully refundable
The price is S$148 per night from 6 Aug to 7 Aug
S$148
6 Aug - 7 Aug
includes taxes & fees
9.6/10 Exceptional! (544 reviews)
"New property and was very clean and comfortable. Suprised by how quick and easy check in was as well as the size of our room. Overall it also had a nice clean smell which was refreshing compared to other hotels!"

Reviewed on 3 Aug, 2025

Holiday Inn Express And Suites Madison West - Middleton by IHG
See all 426 properties in Middleton
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.

Frequently asked questions

How much does a Middleton holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Middleton costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Middleton?
If you're hoping to score a cheap Middleton holiday package, consider visiting in December, January and February. You're likely to find lower rates on hotels and airfares during these months — ideal for a budget-friendly break.
How many days is enough for Middleton?
Middleton holidays come in various shapes and sizes, but to really get a feel for this destination, we'd suggest 2 days is about right. With this timeframe, you can visit top sights like Pleasant View Golf Course and National Mustard Museum as well as underrated gems. Don't forget to explore cool neighbourhoods such as Regent and Spring Harbour either. If you're smart with your time, you can even allow for a day trip from Middleton too.
How to find the best Middleton package deals?
Begin your search for a Middleton package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Middleton package deal right away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Middleton adventure off to a flying start.
Is it cheaper to book a Middleton holiday as a package?
An Expedia holiday package could land you considerable savings when compared to arranging stays and flights individually. Better still, you can tailor your Middleton trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Middleton?
Score fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Middleton adventure.
How to plan a trip to Middleton?

  1. Choose when to go: Check your calendar and get packing. Your favourite season and the type of activities on offer will also help you decide when to holiday in Middleton.
  2. Set a budget: Factor in expenses like flights, food and transportation when calculating how much to put aside for your trip to Middleton. Then, choose a hotel that fits your budget, whether that's a low-cost stay or a high-end getaway.
  3. Decide how long to go for: Now that you're up to speed on Middleton, you can work out the ideal length of your holiday. Pull together a rough plan and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customised Middleton holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.