Woodford Holidays

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Top Flight + Hotel Deals in Woodford

Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was €1,199, price is now €792 per person
€792
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Everything was nice!!

Reviewed on 23 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €1,918, price is now €1,155 per person
€1,155
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.

Reviewed on 19 Aug 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was €1,420, price is now €868 per person
€868
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,182 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on 22 Aug 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was €1,979, price is now €1,240 per person
€1,240
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on 10 Aug 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was €1,917, price is now €1,272 per person
€1,272
per person
2 Nov - 9 Nov
found 15 hours ago
Return direct flight included
Faro (FAO) to Chicago (ORD)
9.4/10 Exceptional! (1,059 reviews)
Will be coming back! Beautiful rooms and great staff.

Reviewed on 24 Aug 2025

Top hotels in Woodford

AmericInn by Wyndham Monroe

AmericInn by Wyndham Monroe

2.5 out of 5
424 4th Ave, Monroe, WI
Fully refundableReserve now, pay when you stay
The price is €104 per night from 21 Sept to 22 Sept
€104
21 Sept - 22 Sept
includes taxes & fees
8.6/10 Excellent! (362 reviews)
"Nice place to stay. We didn't like that you rent out the pool so it was full of kids and families that were not staying at the hotel. We tried using the pool and hot tub but it was so loud with kids we left. One of the reason we stayed was so we could use the pool and hot tub. Kitchen lady was lovely!! ..."

Reviewed on 19 Aug 2025

AmericInn by Wyndham Monroe
Darlington Inn

Darlington Inn

2 out of 5
201 Christiensen Dr, Darlington, WI
Fully refundableReserve now, pay when you stay
The price is €74 per night from 31 Aug to 1 Sept
€74
31 Aug - 1 Sept
includes taxes & fees
8.4/10 Very Good! (409 reviews)
"The hot tub was down for maintenance when we were there"

Reviewed on 20 Aug 2025

Darlington Inn
Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Monroe WI

2 out of 5
500 6th St and Hwy 69, Monroe, WI
Fully refundableReserve now, pay when you stay
The price is €67 per night from 7 Sept to 8 Sept
€67
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (761 reviews)
Teamwork is appreciated!
"hotel was very clean and organized. front desk staff was very friendly and helpful. it appeared all staff assisted in cleaning & misc task. all worked together well! we had friends visiting from TX, they also were very impressed with the hotel. Well Done!"

Reviewed on 20 Aug 2025

Super 8 by Wyndham Monroe WI
See all 53 properties in Woodford
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 does a Woodford holiday package cost?
Offering great value package deals from €792 on Expedia, you'll be thrilled with how little a holiday to Woodford costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Woodford?
If you're looking to snag a cheap Woodford holiday package, consider travelling in January, February and November. You'll generally find lower rates on flights and accommodation during these months — ideal for a budget-friendly getaway.
How many days is enough for Woodford?
With a well-organised schedule, you can easily tick off the top Woodford sights in a few days. But if you'd like to explore off the beaten track or go on day trips, consider booking your Woodford holiday for longer.
How to find the best Woodford package deals?
Use Expedia's handy filters to help you find some terrific Woodford package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Woodford package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Woodford holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking flights and accommodation individually. Better still, you can customise your Woodford getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a holiday package to Woodford?
If you're considering an impromptu Woodford adventure, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Woodford?

  1. Choose your dates: What you'd like to do in Woodford and your preferred season can help you decide when to go.
  2. Plan your budget wisely: As well as the price of your stay, you'll need to consider other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Woodford.
  3. Decide how many days away: Start by listing all the sights and activities you want to experience in Woodford. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customised Woodford holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.