Deals on vacations and trips to Woodford

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Woodford flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was $597, price is now $399 per person
$399
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $758, price is now $472 per person
$472
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $612, price is now $402 per person
$402
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $665, price is now $439 per person
$439
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
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, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $962, price is now $638 per person
$638
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.

Top Woodford hotels deals

Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Monroe WI

2 out of 5
500 6th St and Hwy 69 Monroe WI
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $83 total per night
$83 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This motel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.

Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.

Blanchardville WI
Get rates
This vacation home features a garden, laundry facilities, and barbecue grills. There's fun for all ages with a playground and an arcade/game room.
Kitchen
Washer
Darlington Inn

Darlington Inn

2 out of 5
201 Christiensen Dr Darlington WI
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $88 total per night
$88 total
Dec 25 - Dec 26
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
AmericInn by Wyndham Monroe

AmericInn by Wyndham Monroe

2.5 out of 5
424 4th Ave Monroe WI
Free Cancellation
Reserve now, pay when you stay
$121 nightly
The price is $133 total per night
$133 total
Dec 29 - Dec 30
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Hot Tub
Peace & Simplicity in a Little Red Cabin on the Farm

Peace & Simplicity in a Little Red Cabin on the Farm

Lena IL
$160 nightly
The price is $170 total per night
$170 total
Dec 30 - Dec 31
Total with taxes and fees
Stay at this cabin in Lena. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Lake Le Aqua Na State Park and Stagecoach Golf Course are located nearby.
Kitchen
Pet friendly
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

Hollandale WI
Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
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See all available properties in Woodford
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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 Woodford?
Travelocity has flight and hotel packages from just $399. With such great bargains, you'll be saying hello to Woodford before you know it.
Where can I get the best vacation package deals for Woodford?
No matter your style, Travelocity can help you get a great Woodford package deal. All you have to do is mix and match from our 400 airlines and 1,000,000 properties across the globe.
Why should I book my Woodford vacation package via Travelocity?
We make traveling the world easy. Whether you're searching for a new destination to roam around or want to ensure you get the best deal around, we've got your back. Our 24/7 customer support, excellent service and Price Match Guarantee mean you can book with confidence.
Can I save on my Woodford car rental if I combine it with my hotel or flight?
With a Woodford vacation package, you can bundle your hotel, car and flight bookings and save a tidy sum. If you're in the mood to see the best of this fantastic area, why not make tracks to Wrigley Field? This well-known sight is 120 mi from Woodford. With your own rental car, you'll be there in a flash.
Which airport is best for Woodford?
Dane County Regional Airport (MSN) is popular. You'll find it around 45 mi northeast of Woodford. Other options worth checking out are Rockford, IL (RFD-Greater Rockford) (50 mi away from central Woodford) and Dubuque Regional Airport (DBQ) (45 mi away from central Woodford).

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