Williams Bay Holidays

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Top Flight + Hotel Deals in Williams Bay

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
per person
18 Sept - 22 Sept
found 12 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,980 reviews)
Doorman was delightful! King room was spacious. Toilet flush was problematic. The pool was not open despite the advertisement on the Expedia websit. Lots of additional, non-negotiable charges once you get there.

Reviewed on 11 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
18 Sept - 22 Sept
found 12 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
Amazing property well worth the money

Reviewed on 11 Aug 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
18 Sept - 22 Sept
found 12 hours 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
per person
18 Sept - 22 Sept
found 12 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,033 reviews)
We enjoyed the rooftop dining--the view is terrific, especially after dark. Excellent location on Michigan Ave near restaurants, shopping and museums. Did the valet parking and it worked well for us. The service was all around excellent including checkin/checkout, in room dining service (we did breakfast), concierge, baggage help and valet . They were able to give us a late check out so we could fit in an architectural boat tour and then kept our luggage all day until evening so we could squeeze more out of this long weekend trip to the Windy City. The hotel is clean, stylish and service is top rate. I would highly recommend this hotel.

Reviewed on 11 Aug 2025

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
per person
18 Sept - 22 Sept
found 12 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,359 reviews)
Beautiful hotel in great location. The food option at hotel are great with good food. It is walkable to surrounding attractions.

Reviewed on 10 Aug 2025

Williams Bay Beach Holiday

Get ready to live out those beachy daydreams on your upcoming Williams Bay holiday. Enjoy a refreshing stroll, savour the spectacular ocean vistas and pick up unique seashells during your trip to Williams Bay. Located just 0.48 kilometres from the town centre, Williams Bay Beach is the place to be for many travellers. Look through our Williams Bay holiday packages and watch your travel budget stretch further!

Top hotels in Williams Bay

The Belfry House

The Belfry House

3 out of 5
3601 WI-67 Delavan, Williams Bay, WI
Fully refundableReserve now, pay when you stay
The price is €176 per night from 1 Sept to 2 Sept
€176
1 Sept - 2 Sept
includes taxes & fees
9.6/10 Exceptional! (229 reviews)
"The space was beautiful and clean. It was very close to the downtown area. The staff was very hospitable"

Reviewed on 29 Jul 2025

The Belfry House
Cozy Cabin in Williams Bay

Cozy Cabin in Williams Bay

Williams Bay
9/10 Wonderful! (60 reviews)
"Nice weekend getaway. Cabin was very nice and in a good neighborhood. We stayed for a concert at Alpine Valley & the drive was easy (after getting a tip from the owner). Would definitely stay here again!"

Reviewed on 20 Jul 2025

Get rates
Cozy Cabin in Williams Bay
Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (1,209 reviews)
"Excellent location and staff was awesome"

Reviewed on 10 Aug 2025

Get rates
Harbor Shores on Lake Geneva
See all 923 properties in Williams Bay
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 Williams Bay holiday package cost?
You'll find cheap prices from €727 on Expedia for your Williams Bay break. However, a range of factors like the hotel choice, length of stay and season will influence how much your holiday to Williams Bay costs.
What are the cheapest months to go to Williams Bay?
January, February and November are the best times to look for cheap Williams Bay holiday packages. Opting to travel in less busy periods means you can generally find better prices on flights and accommodation.
How many days is enough for Williams Bay?
With about 2 days, you'll have enough time to experience popular neighbourhoods such as Fontana-on-Geneva Lake and Geneva during your Williams Bay holiday. Remember to also add Williams Bay Beach and Kishwauketoe Nature Conservancy to your sightseeing list. Up for some more adventures? Consider exploring outside of Williams Bay on tours and day trips.
Is it worth booking a holiday package to Williams Bay?
Williams Bay has all the ingredients you need for an amazing break — fishing, walking trails and watersports are just the start. Whether you'd like to visit sights like Yerkes Observatory and Williams Bay Beach, or take the road less traveled, there's plenty to experience on your Williams Bay holiday.
How to find the best Williams Bay package deals?
Begin your search for a Williams Bay package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Williams Bay package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Williams Bay escape off to a flying start.
Is it cheaper to book a Williams Bay holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still get the freedom to create a customised Williams Bay holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Williams Bay?
If you've got your Williams Bay holiday dates finalized, book as early as you can to bag some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Williams Bay?

  1. Choose your travel dates: What you plan to do in Williams Bay and your favourite season will help you decide when to go.
  2. Set your budget: Factor in costs like flights, transportation and food when calculating how much to set aside for your trip to Williams Bay. Then, choose a hotel that suits your budget, whether that's a wallet-friendly option or a deluxe getaway.
  3. Work out your trip length: Think about how long you want to spend discovering Williams Bay. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose a Williams Bay holiday package that brings all your bookings together.

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