Williams Bay Vacations from ￥232,596

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The Latest Williams Bay Vacation Packages

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
Oct 17 - Oct 24
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) 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 Aug 11, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Oct 17 - Oct 24
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
Amazing property well worth the money

Reviewed on Aug 11, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Oct 17 - Oct 24
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,159 reviews)
Great location with many great food and drink options. The room is a modern industrial design with unfinished walls and ceiling. It looks nice but not exactly my style. The room was clean and was comfortable for a two night stay.

Reviewed on Aug 12, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
Oct 17 - Oct 24
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) 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 Aug 11, 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
per person
Oct 17 - Oct 24
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,925 reviews)
The location was good. Staff was friendly. It was clean. But it was hard to enjoy time in the room because of the TV. They had horrible cable with nothing on, and it wasn’t a smart tv so we couldn’t log into any of our streaming services or even stream from our phones to the tv. We had to go out and buy a firestick.

Reviewed on Aug 10, 2025

Find the Best Williams Bay Vacation Packages

Williams Bay Beach Vacation

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

Williams Bay Hotel Deals

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 ￥26,278 per night from Aug 13 to Aug 14
￥26,278
￥29,826 total
Aug 13 - Aug 14
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 Jul 29, 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 Jul 20, 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
9/10 Wonderful! (1,214 reviews)
"convenient location to downtown Lake Geneva. Friendly staff"

Reviewed on Aug 11, 2025

Get rates
Harbor Shores on Lake Geneva
See all 924 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 vacation package cost?
You'll find cheap prices from ￥232,596 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 vacation 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 vacation packages. Opting to travel in less busy periods means you can generally find better prices on flights and accommodations.
How many days is enough for Williams Bay?
With about 2 days, you'll have enough time to experience popular neighborhoods such as Fontana-on-Geneva Lake and Geneva during your Williams Bay vacation. 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 vacation 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 vacation.
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 vacation as a package?
Expedia vacation 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 customized Williams Bay vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Williams Bay?
If you've got your Williams Bay vacation 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 favorite 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 vacation 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.