Sullivan Vacations

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Sullivan Hotel Deals

Wildwood Lodge

Wildwood Lodge

2.5 out of 5
N14 W24121 Tower Place Pewaukee WI
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $95 total per night from Jan 4 to Jan 5
$95 total
Jan 4 - Jan 5
Total with taxes and fees
8.4/10 Very Good! (1,005 reviews)
Breakfast could be improved

Reviewed on Dec 29, 2025

Wildwood Lodge
The Ingleside Hotel

The Ingleside Hotel

4 out of 5
2810 Golf Road Pewaukee WI
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $134 total per night from Jan 5 to Jan 6
$134 total
Jan 5 - Jan 6
Total with taxes and fees
8.4/10 Very Good! (760 reviews)
Easy parking and a room was very clean. The pool was nice, although we didn’t use it. Staff was super helpful and very welcoming. And the hotel restaurant had great food and the drinks were not too strong.

Reviewed on Dec 28, 2025

The Ingleside Hotel
Best Western Waukesha Grand

Best Western Waukesha Grand

2.5 out of 5
2840 N Grandview Boulevard Pewaukee WI
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $89 total per night from Jan 4 to Jan 5
$89 total
Jan 4 - Jan 5
Total with taxes and fees
7.8/10 Good! (1,002 reviews)
Great staff and maintenance crew. Room was super clean and front desk accomodating to client needs.

Reviewed on Dec 21, 2025

Best Western Waukesha Grand
See all 329 properties in Sullivan
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.

Find the Best Sullivan Vacation Packages

Sullivan Essential Information

Language
English
Currency
U.S dollars
Population
670

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Frequently asked questions

How much does a Sullivan vacation package cost?
You'll find cheap prices on Expedia for your Sullivan break. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Sullivan costs.
What are the cheapest months to go to Sullivan?
September, November and December are the best times to search for cheap Sullivan vacation packages. Opting to travel in less busy months means you'll typically find better prices on flights and hotels.
How many days is enough for Sullivan?
Generally, a handful of days is enough to tick off the top attractions during your Sullivan vacation. But if you prefer to have more time to unwind or go on day tours, consider extending your itinerary.
How to find the best Sullivan package deals?
Landing a cheap Sullivan package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Sullivan package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Sullivan vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still have the flexibility to create a customized Sullivan vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Sullivan?
If you're considering a spontaneous Sullivan vacation, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Sullivan vacation packages?
Your Sullivan trip should be a relaxing escape from your busy life, not a source of money-related stress. So to allow you extra flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.