Williams Bay Vacation Packages

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Your Williams Bay Vacation

When a break in the city is calling, answer it with a Williams Bay vacation package. The neighborhood of Fontana-on-Geneva Lake, which is great for cafes, golfing and watersports, makes a terrific base for your adventures. A trip to Williams Bay is an ideal opportunity to do some sightseeing. Be sure to look around well-known attractions like Geneva Lake, Geneva National Golf Club and Lake Como. Whoever you're taking time off with and whatever you want to spend, your dream Williams Bay vacation is just a few clicks away with Expedia.

Top Williams Bay Vacation Deals

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

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $1,838, price is now CA $1,118 per person
CA $1,118
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on Aug. 10, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,989, price is now CA $1,147 per person
CA $1,147
per person
Oct 3 - Oct 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,059 reviews)
Slow elevators. Solid hotel but nothing spectacular. Would choose other properties in this price point next time.

Reviewed on Aug. 26, 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,892, price is now CA $1,124 per person
CA $1,124
per person
Oct 3 - Oct 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (666 reviews)
The hotel never got cool, hot everywhere, even the community areas. We had to use the TV in the communal area as ours didn't work. We called on day one and the girl laughed and never sent anyone to fix it. Our key cards didn't work multiple times during the stay. The party that happened at the pool on Sunday night of our stay was awful. I couldn't imagine what my kids saw even those this hotel said no parties.

Reviewed on Aug. 25, 2025

Art Villa

Art Villa

5 out of 5
West Town
Price was CA $2,075, price is now CA $1,322 per person
CA $1,322
per person
Nov 3 - Nov 6
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
10/10 Exceptional! (2 reviews)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,768, price is now CA $1,128 per person
CA $1,128
per person
Oct 13 - Oct 17
found 19 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (339 reviews)
It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.

Reviewed on Aug. 27, 2025

Williams Bay Beach Vacation

Get ready to live out those beachy daydreams on your upcoming Williams Bay vacation. 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 vacation packages and watch your travel budget stretch further!

Ready to book your vacation to Williams Bay?

 

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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 CA $237 per night from Sep 7 to Sep 8
CA $237
CA $269 total
Sep 7 - Sep 8
includes taxes & fees
The Belfry House
Cozy Cabin in Williams Bay

Cozy Cabin in Williams Bay

Williams Bay
9/10 Wonderful! (63 reviews)
"Old school lake cottage"

Reviewed on Aug. 8, 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
The price is CA $178 per night from Sep 2 to Sep 3
CA $178
CA $230 total
Sep 2 - Sep 3
includes taxes & fees
9/10 Wonderful! (1,232 reviews)
"Great view of Lake Geneva and liked in room fireplace"

Reviewed on Aug. 24, 2025

Harbor Shores on Lake Geneva
See all 911 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Williams Bay vacation package cost?
You'll find cheap prices from CA $1,118 on Expedia for your Williams Bay break. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Williams Bay costs.
What are the cheapest months to go to Williams Bay?
January, February and November are great times to look for cheap Williams Bay vacation packages. Opting to travel in less busy months means you can generally find reduced prices on flights and accommodations.
How many days is enough for Williams Bay?
Allow around 2 days for your Williams Bay vacation if you want to enjoy all that makes this destination unique. Wander around popular areas, including Fontana-on-Geneva Lake and Geneva. Then check out top attractions such as Riviera Beach and Dancing Horse Theatre. With a well-organized itinerary, you can keep busy with room for some downtime too. Want to travel outside of Williams Bay? Consider a day trip or two.
Is it worth booking a vacation package to Williams Bay?
Whether you're looking to explore top attractions such as Yerkes Observatory and Williams Bay Beach on your Williams Bay vacation, or coming for its great fishing, walking trails and watersports, there's something for everyone here. With so many things to see and do, you'll quickly learn why so many travellers think Williams Bay is a good vacation destination.
How to find the best Williams Bay package deals?
Begin your search for a Williams Bay package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Williams Bay package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Williams Bay adventure underway.
Is it cheaper to book a Williams Bay vacation as a package?
You can enjoy significant savings on your next Williams Bay getaway by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Williams Bay?
Land incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Williams Bay escape.
How to plan a trip to Williams Bay?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Williams Bay.
  2. Set your budget: Consider costs such as flights, transportation and food when calculating how much to set aside for your trip to Williams Bay. Then, pick a hotel that matches your budget, whether that's a low-cost stay or a lavish retreat.
  3. Determine how many days away: Start by listing all the activities and sights you'd like to get to in Williams Bay. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left 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.