Deals on vacations and trips to Woodford

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Woodford flight + hotel vacation packages

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Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $793, price is now $582 per person
$582
per person
Mar 12 - Mar 17
found 10 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a coffee shop, and a snack bar/deli are also offered.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,122, price is now $707 per person
$707
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was $1,516, price is now $1,058 per person
$1,058
per person
Feb 19 - Feb 24
found 4 hours ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $847, price is now $602 per person
$602
per person
Mar 12 - Mar 17
found 10 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
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 valet parking. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Price was $1,207, price is now $890 per person
$890
per person
Feb 19 - Feb 24
found 4 hours ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A coffee shop, express check-out, and dry cleaning are also on offer.

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 27 - Dec 28
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
$122 nightly
The price is $134 total per night
$134 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
Jan 1 - Jan 2, 2026
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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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 $582. 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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