Darlington Vacations from $564
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The Latest Darlington vacation packages
Price found within the past 48 hours. Click for updated prices.
Graduate by Hilton Madison
Downtown Madison
$1,545
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Madison (MSN)
9/10 Wonderful! (1,004 reviews)
Roxanne was wonderful, checking us in and getting us a room when our original booking wasn’t ready. I love the decor at the Graduate brands, reflecting local campus traditions, and this was no exception. Walkable to State Street with many dining and bar options. Would definitely stay here again!
Reviewed on Aug 7, 2026
Club Wyndham Tamarack
$584
per person
Sep 30 - Oct 4
found 21 hours ago
Roundtrip flight included
Chicago (CHI) to Madison (MSN)
9.4/10 Exceptional! (24 reviews)
The room was spotless and it was nice to relax with the fireplace. Also enjoyed saving money by buying and cooking our own meals.
Reviewed on May 12, 2026
Club Wyndham Glacier Canyon
$639
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
Darlington Hotel Deals
Darlington Inn
201 Christiensen Dr Darlington WI
Fully refundableReserve now, pay when you stay
$89 nightly
$97 total
Aug 17 - Aug 18
Total with taxes and fees
8.6/10 Excellent! (447 reviews)
"Love the place for utv riding, the pool and hot tub and the breakfast are all great"
Reviewed on Aug 11, 2026
Irish Cottage Inn & Suites
9853 US-20 Galena IL
Fully refundableReserve now, pay when you stay
$123 nightly
$137 total
Aug 18 - Aug 19
Total with taxes and fees
Wyndham Garden Galena Hotel & Day Spa
11383 US Highway 20 Galena IL
Fully refundableReserve now, pay when you stay
$101 nightly
$112 total
Aug 24 - Aug 25
Total with taxes and fees
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 Darlington Vacation Packages
Darlington Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 2,400 |
Max Temp Winter | 25ºF |
Max Temp Summer | 75ºF |
Top Sights | Yellowstone Lake State Park, Mineral Point Railroad Museum and Badger Mine and Museum |
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Frequently asked questions
How much does a Darlington vacation package cost?
Offering great value package deals from $564 on Expedia, you'll be thrilled with how little a vacation to Darlington costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Darlington?
September, November and December are great times to search for cheap Darlington vacation packages. Opting to travel in quieter periods means you can generally find better prices on hotels and flights.
How many days is enough for Darlington?
Typically, a handful of days is enough to go to the top sights during your Darlington vacation. However, if you prefer to have more time to unwind or take day tours, think about extending your trip.
How to find the best Darlington package deals?
Begin your search for a Darlington package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Darlington package deal right away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Darlington getaway off to a flying start.
Is it cheaper to book a Darlington vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Darlington vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Darlington?
If you're planning an impromptu Darlington trip, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Darlington vacation packages?
Your Darlington getaway is meant to be an escape from your daily routine, not a source of money worries. So to give you that extra flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
Explore a world of travel with Expedia
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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.
