Middleton Holidays

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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 27 Jul to 28 Jul
S$123
27 Jul - 28 Jul
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
"Good location for Madison, Spring Green, Baraboo area. Very close to costco, shopping and dining. Friendly, helpful staff. Clean spacious rooms, comfy beds (bring your own pillows). Nice breakfast. Would stay again."

Reviewed on 18 Jul, 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
The price is S$143 per night from 27 Jul to 28 Jul
S$143
27 Jul - 28 Jul
includes taxes & fees
9/10 Wonderful! (864 reviews)
"Private"

Reviewed on 19 Jul, 2025

Fairfield Inn & Suites by Marriott Madison West/Middleton
Hilton Garden Inn Madison West/Middleton

Hilton Garden Inn Madison West/Middleton

3 out of 5
1801 Deming Way, Middleton, WI
Fully refundableReserve now, pay when you stay
The price is S$139 per night from 7 Aug to 8 Aug
S$139
7 Aug - 8 Aug
includes taxes & fees
8.8/10 Excellent! (948 reviews)
"The check in lady was super nice. Made it very easy for me. I would come back again."

Reviewed on 13 Jul, 2025

Hilton Garden Inn Madison West/Middleton
See all 467 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.