Middleton Vacations from $517

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Your Middleton Vacation

From its welcoming locals to its family-friendly attractions and beyond, there's loads to love about Middleton. Discover the delights of this awesome city with a Middleton vacation package that's made for you. If a sightseeing tour is on the agenda during your trip to Middleton, visit well-known attractions like University of Wisconsin-Madison, Camp Randall Stadium and Henry Vilas Zoo. That dream Middleton vacation is a couple of clicks away. Browse accommodations, flights and more on Expedia for a getaway that's tailored just for you.

The Latest Middleton vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Ruby Marie

Hotel Ruby Marie

Downtown Madison
$517
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
9.4/10 Exceptional! (1,003 reviews)
Club Wyndham Glacier Canyon

Club Wyndham Glacier Canyon

$537
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
9/10 Wonderful! (426 reviews)
My husband and I stayed with Club Wyndham for the first time at the Wilderness Glacier Canyon Lodge. Our four night stay was nothing but pure bliss, and we definitely plan on coming back! After check-in we were told about some of the benefits Wyndham timeshares had to offer and were asked if we would like to attend their tour, but we were not interested at the time to which they had no problem with and told us to enjoy our stay! The Wilderness resort brings back much nostalgia because I used to visit there all the time with my family as a child. Now, my husband and I want to continue the tradition with our family. This place has everything the whole family could want on a vacation. From the waterparks to the arcades to food, they have it all. We have already made so many great memories there, and we highly recommend going! Just remember they do get very busy during peak season, so if you’re looking for a more laid back version of the Wilderness, we recommend going during their off-season! Also, be sure to check out the downtown (our favorite restaurant is the Dell Bar) as well as Devil’s Lake State Park!

Reviewed on Jun 3, 2026

Fairfield by Marriott Inn & Suites Madison South

Fairfield by Marriott Inn & Suites Madison South

$599
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
9/10 Wonderful! (189 reviews)
Dellshire Resort

Dellshire Resort

$588
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Madison (MSN)
9/10 Wonderful! (270 reviews)
The Edgewater

The Edgewater

Downtown Madison
$792
per person
Sep 24 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Madison (MSN)
9.2/10 Wonderful! (1,007 reviews)
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Stay near popular Middleton attractions

Capital Brewery

8.6/10 (30 reviews)
Capital Brewery crafts award-winning German-style lagers in a welcoming atmosphere with over 240 medals to its name. Savor their beers in the lively Bier Garten while enjoying live music from May through October.
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National Mustard Museum

8.8/10 (41 reviews)
This quirky museum houses over 6,700 mustards from 70+ countries, making it a condiment lover's paradise. Sample exotic flavors at the tasting bar or visit during National Mustard Day for special festivities.
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Pleasant View Golf Course

7.0/10 (8 reviews)
Perched 300 feet above Lake Mendota, Pleasant View Golf Course offers panoramic Madison vistas across three nine-hole layouts. Enjoy a post-round burger on the remodeled patio overlooking the scenic landscape.
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Pheasant Branch Conservancy

This 682-acre natural sanctuary showcases diverse ecosystems from wetlands to oak savannas. Hike the trails to Frederick's Hill for breathtaking views of Madison's skyline and glimpses of migrating birds.
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What to do in Middleton

Downtown Madison Sightseeing & History with Self-Guided Audio Tour

Downtown Madison Sightseeing & History with Self-Guided Audio Tour

$10
per traveler
100% of travellers recommend
Downtown Madison Sightseeing & History with Self-Guided Audio Tour
Murmurs of Mourning & Murder: Madison Ghost Tour

Murmurs of Mourning & Murder: Madison Ghost Tour

$26
per adult
Murmurs of Mourning & Murder: Madison Ghost Tour
See all activities in Middleton

Middleton Hotel Deals

Country Inn & Suites by Radisson, Middleton - Madison West

Country Inn & Suites by Radisson, Middleton - Madison West

2212 Deming Way Middleton WI
Fully refundable
$77 nightly
$87 total
Aug 23 - Aug 24
Total with taxes and fees
Country Inn & Suites by Radisson, Middleton - Madison West
Fairfield Inn & Suites by Marriott Madison West/Middleton

Fairfield Inn & Suites by Marriott Madison West/Middleton

8212 Greenway Blvd Middleton WI
Fully refundableReserve now, pay when you stay
$84 nightly
$96 total
Aug 23 - Aug 24
Total with taxes and fees
9/10 Wonderful! (997 reviews)
"The property was under construction when we stayed. It was nice but construction prevented me from giving it 5 stars. Great location close to great recusants and shopping. Will be a great hotel once remodel is done. Also, very close to a running and bike trail."

Reviewed on Aug 10, 2026

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

Hilton Garden Inn Madison West/Middleton

1801 Deming Way Middleton WI
Fully refundableReserve now, pay when you stay
$97 nightly
$110 total
Sep 6 - Sep 7
Total with taxes and fees
8.8/10 Excellent! (1,003 reviews)
"None"

Reviewed on Aug 10, 2026

Hilton Garden Inn Madison West/Middleton
See all 468 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.

Find the Best Middleton Vacation Packages

Things to do near Middleton

Middleton, Wisconsin, is perfect for family-friendly vacations with a mix of city attractions and outdoor adventures. Explore educational sites, indulge in shopping at the local mall and shopping center, and enjoy fun activities like boat tours and exciting adventures. Whether you're seeking outdoor thrills or a leisurely day out, Middleton offers a variety of experiences to make your visit memorable.

Shopping

For shopping in Middleton, visit West Towne Mall, only 3 miles away, offering a vibrant mix of entertainment and family-friendly options. Hilldale Shopping Center, also 3 miles away, has similar vibes. Don't miss the Dane County Farmers Market, 5 miles away, perfect for local goods and unique finds.

Recreation

Experience the energetic atmosphere at Camp Randall Stadium, just 5 miles away, where you can enjoy various sports events. For a cultural escape, visit the Overture Center for the Arts, 6 miles from Middleton, featuring captivating performances. Relax at Reddan Soccer Park, located 7 miles away, perfect for wellness and tranquility.

Adventure

Experience the scenic Lake Monona Shoreline Run, perfect for outdoor enthusiasts 5 miles from Middleton. For family fun, head to Ten Pin Alley, an exciting arcadeAdventureZone located 6 miles away. Don't miss the thrill of tennis at Nielsen Tennis Stadium, an adventure activity 4 miles from Middleton.

Nightlife

For a vibrant nightlife experience in Middleton, visit the Memorial Union Terrace, a charming drinking pub located 5 miles away. Enjoy the lively atmosphere, complete with entertainment and romantic vibes, perfect for unwinding after a day of exploring.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Middleton

Middleton, Wisconsin, offers a perfect blend of family-friendly, city-themed, and outdoor vacations. Visitors can explore a variety of attractions, including modern colleges, civic government buildings, and inviting public squares. With a focus on culture and outdoor experiences, Middleton is an ideal destination for travelers seeking memorable family adventures and enriching activities in a welcoming environment.

  • University of Wisconsin-Madison: Explore this vibrant campus known for its beautiful architecture and lively atmosphere. Enjoy the blend of academic excellence and city life, with plenty of cafes, shops, and scenic views along the shores of Lake Mendota.
  • Wisconsin State Capitol: Visit this striking government building, renowned for its stunning dome and intricate architecture. Experience the business vibes of the state government while enjoying guided tours that highlight its rich history and artwork.
  • Capitol Square: Relax in this bustling piazza, surrounded by shops, restaurants, and cultural attractions. It's a perfect spot to soak in the local vibe, attend events, or simply enjoy a leisurely stroll while appreciating the vibrant city culture.

Best time to go to Middleton

The best time to visit Middleton can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Middleton falls in July, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Middleton falls in January, visitor numbers are average and weather is mostly cloudy with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January18.5°F (-7.5°C)No RainMostly CloudyAverageSlightly Low
February20.7°F (-6.3°C)No RainMostly CloudyAverageSlightly Low
March34.5°F (1.4°C)Light RainMostly CloudyAverageAverage
April45.1°F (7.3°C)Light RainMostly CloudySlightly HighAverage
May57.7°F (14.3°C)Light RainMostly SunnySlightly HighAverage
June67.5°F (19.7°C)Light RainMostly SunnyAverageAverage
July71.4°F (21.9°C)Light RainMostly SunnyAverageAverage
August69.8°F (21.0°C)Light RainMostly SunnySlightly LowSlightly High
September62.8°F (17.1°C)Light RainMostly SunnySlightly HighSlightly High
October49.8°F (9.9°C)Light RainMostly SunnySlightly LowSlightly High
November36.9°F (2.7°C)Light RainMostly SunnySlightly LowAverage
December26.4°F (-3.1°C)Light RainMostly CloudyAverageSlightly Low

Tips to save on your trip to Middleton

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Middleton during the low season (December to February) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Middleton Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Dane County Regional Airport (MSN)
Population
19,000
Max Temp Winter
25ºF
Max Temp Summer
75ºF
Top Sights
Henry Vilas Zoo, Overture Center for the Arts and Orpheum Theater

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Frequently asked questions

How much does a Middleton vacation package cost?
Offering excellent value package deals from $517 on Expedia, you'll be pleasantly surprised at how much a vacation 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 looking to book a cheap Middleton vacation package, consider visiting in August, October and December. You're likely to find better rates on flights and accommodations during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Middleton?
We'd recommend booking a Middleton vacation for at least 2 days. This will give you enough time to visit key attractions such as Pleasant View Golf Course and National Mustard Museum, and also check out neighborhoods like Regent and Spring Harbor. You could even slot in one or two day trips outside of Middleton.
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 vacation as a package?
An Expedia vacation 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 vacation 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.
Does Expedia offer Book Now, Pay Later Middleton vacation packages?
Jet off on your dream getaway to Middleton with our Book Now, Pay Later vacations. There's no need to save up or hold off until your next paycheck — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stay on budget and snap up bargains while they last.

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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.