Deals on vacations and trips to Darlington

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Darlington flight + hotel vacation packages

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

Hotel Goodwin

3 out of 5
Price was $716, price is now $629 per person
$629
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Madison (MSN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking and dry cleaning are also offered on site.
Dellshire Resort

Dellshire Resort

3.5 out of 5
Price was $1,582, price is now $1,337 per person
$1,337
per person
Dec 27 - Jan 3
found 6 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Madison (MSN)
This smoke-free hotel features 3 restaurants, 3 indoor pools, and a hot tub. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
Great Wolf Lodge Wisconsin Dells

Great Wolf Lodge Wisconsin Dells

3.5 out of 5
Price was $2,424, price is now $2,115 per person
$2,115
per person
Dec 27 - Jan 3
found 6 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Madison (MSN)
Free water park access, 3 restaurants, and 6 indoor pools are all featured at this smoke-free resort. Bring the family and enjoy the children's pool, waterslide, and arcade/game room. Enjoy the 2 hot tubs and perks like free WiFi.
Edge-O-Dells Resort - 21 and Older

Edge-O-Dells Resort - 21 and Older

2.5 out of 5
Price was $1,150, price is now $1,034 per person
$1,034
per person
Dec 27 - Jan 3
found 6 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Madison (MSN)
This holiday park features a restaurant, 2 poolside bars, and 3 bars/lounges. Enjoy the seasonal outdoor pool and perks like free self parking. There's a hot tub on site, and laundry facilities and barbecue grills are also offered.
Lake Wisconsin Resort

Lake Wisconsin Resort

3 out of 5
Price was $1,365, price is now $1,233 per person
$1,233
per person
Dec 27 - Jan 3
found 6 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Madison (MSN)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area and barbecue grills are also provided.

Top Darlington hotels deals

Darlington Inn

Darlington Inn

2 out of 5
201 Christiensen Dr Darlington WI
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $97 total per night
$97 total
Oct 26 - Oct 27
Total with taxes and fees
This motel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Irish Cottage Inn & Suites

Irish Cottage Inn & Suites

3.5 out of 5
9853 US-20 Galena IL
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $126 total per night
$126 total
Oct 19 - Oct 20
Total with taxes and fees
This hotel features an indoor pool, a hot tub, and a restaurant. Enjoy the gym and free perks like buffet breakfast and free self parking. A bar/lounge, a 24-hour front desk, and a library are also provided.
Pool
Hot Tub
Country Inn & Suites by Radisson, Galena, IL

Country Inn & Suites by Radisson, Galena, IL

2.5 out of 5
11334 Oldenburg Ln Galena IL
Free Cancellation
$98 nightly
The price is $109 total per night
$109 total
Oct 20 - Oct 21
Total with taxes and fees
2 indoor pools, a hot tub, and a gym are all featured at this hotel. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking.
Pool
Hot Tub
Wyndham Garden Galena Hotel & Day Spa

Wyndham Garden Galena Hotel & Day Spa

4 out of 5
11383 US Highway 20 Galena IL
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $103 total per night
$103 total
Oct 28 - Oct 29
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Don Q Inn

Don Q Inn

2.5 out of 5
3658 State Road 23 Dodgeville WI
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $91 total per night
$91 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features an indoor pool and a seasonal outdoor pool. Enjoy the hot tub and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a lobby fireplace are also on offer.
Pool
Hot Tub
Stoney Creek Inn Galena

Stoney Creek Inn Galena

2 out of 5
940 Galena Square Dr Galena IL
$84 nightly
The price is $94 total per night
$94 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
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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 are vacation packages to Darlington?
You can land an awesome flight and hotel bundle for an affordable $629. With a Travelocity vacation package, a trip to Darlington has never looked more enticing! Save your time and money and then start packing those bags.
How long should my Darlington vacation be?
If you need some guidance, most travelers spend roughly 2 nights vacationing in Darlington. But to uncover the true spirit of this destination, stay a few extra nights. You'll be able to check off more attractions and really experience the local culture.
Where can I get the best vacation package deals for Darlington?
For an amazing package deal to Darlington, you can't go past Travelocity. Select from 400 airlines and 1,000,000 properties worldwide to create your ultimate escape — it couldn't be easier than that.
Why should I book my Darlington vacation package via Travelocity?
With our Price Match Guarantee, we'll match any cheaper price you find. Add to that our 24/7 customer support and top-quality service and the vacation you've been dreaming of is well within reach.
Can I save money on my Darlington car rental if I combine it with hotels and flights?
With a Darlington vacation package, you can combine your car, hotel and flight bookings and save a tidy sum. If you're in the mood to explore the best of this impressive part of the world, why not make a beeline for Six Flags Great America? This popular sight is 110 mi from Darlington. With a rental car, you'll be there in no time.
Which airport is best for Darlington?
Many people choose to fly into Dane County Regional Airport (MSN), 50 mi northeast of downtown Darlington. Others prefer Rockford, IL (RFD-Greater Rockford) (60 mi away from central Darlington) or Dubuque Regional Airport (DBQ) (35 mi away from central Darlington).
Where should I stay when visiting Darlington?
Many people choose to stay at the Newly renovated home with UTV/Snowmobile access to the Cheese County Trail!. It's sure to be a great base for your Darlington getaway.

Photos of local treasures

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A calm lake with a church and houses in the background.

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