Deals on vacations and trips to Darlington

Save when you book Darlington package deals

Choose two or more items and save on your trip:

Darlington flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Madison Monona Terrace

Hilton Madison Monona Terrace

4 out of 5
Downtown Madison
Price was $642, price is now $561 per person
$561
per person
May 15 - May 17
found 24 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Madison (MSN)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas. There's a gym on site, and laundry facilities and concierge services are also offered.
Graduate by Hilton Madison

Graduate by Hilton Madison

4 out of 5
Downtown Madison
Price was $726, price is now $641 per person
$641
per person
May 15 - May 17
found 24 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Madison (MSN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a coffee shop are also provided.
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
Downtown Madison
Price was $637, price is now $567 per person
$567
per person
May 15 - May 17
found 24 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Madison (MSN)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.
Iron Amethyst Inn Boutique Hotel

Iron Amethyst Inn Boutique Hotel

4 out of 5
Price was $736, price is now $665 per person
$665
per person
May 8 - May 10
found 5 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Madison (MSN)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.
Valued Stay Madison

Valued Stay Madison

2 out of 5
Price was $718, price is now $653 per person
$653
per person
May 8 - May 10
found 5 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Madison (MSN)
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A picnic area, luggage storage, and barbecue grills are also on offer.

Top Darlington hotels deals

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
$88 nightly
The price is $98 total per night
$98 total
Mar 30 - Mar 31
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 self-serve 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
$106 nightly
The price is $118 total per night
$118 total
Apr 22 - Apr 23
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
Stoney Creek Inn Galena

Stoney Creek Inn Galena

2 out of 5
940 Galena Square Dr Galena IL
Free Cancellation
$98 nightly
The price is $109 total per night
$109 total
Apr 7 - Apr 8
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
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
Apr 14 - Apr 15
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
Best Western Galena Inn & Suites

Best Western Galena Inn & Suites

2.5 out of 5
9923 West US Route 20 Galena IL
Free Cancellation
Reserve now, pay when you stay
$72 nightly
The price is $80 total per night
$80 total
Mar 26 - Mar 27
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Enjoy the 24-hour gym and free perks like full breakfast and free self parking. There's a hot tub on site, and a 24-hour front desk and a fireplace in the lobby are also provided.
Pool
Hot Tub
Hotel Galena

Hotel Galena

2 out of 5
324 Spring St Galena IL
$101 nightly
The price is $113 total per night
$113 total
Apr 1 - Apr 2
Total with taxes and fees
This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, express check-out, and luggage storage are also on offer.
Breakfast included
Pet friendly
Don't see what you're looking for?
See all available properties in Darlington
View all properties
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.

Popular places to visit

Lamont Town Hall

After visiting Lamont Town Hall, make a plan to see the other sights and activities in Darlington. You can enjoy the restaurants while in the area.

Lamont Town Hall

Frequently asked questions

How much are vacation packages to Darlington?
You can land an awesome flight and hotel bundle for an affordable $561. 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

Browse Darlington vacation photos for more inspiration

East River view in Two Rivers Town of Wisconsin

Explore More Ways to Travel with Travelocity