Sullivan Vacations

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Find the Best Sullivan Vacation Packages

Sullivan Hotel Deals

The Ingleside Hotel

The Ingleside Hotel

4 out of 5
2810 Golf Road Pewaukee WI
Fully refundableReserve now, pay when you stay
The price is AEDĀ 393 per night from Nov 15 to Nov 16
AEDĀ 393
AEDĀ 445 total
15 Nov - 16 Nov
includes taxes & fees
8.6/10 Excellent! (992 reviews)
"Great room overall. Very comfy bed! Check in staff were very helpful with early check in."

Reviewed on 10 November 2026

The Ingleside Hotel
Wildwood Lodge

Wildwood Lodge

2.5 out of 5
N14 W24121 Tower Place Pewaukee WI
Fully refundableReserve now, pay when you stay
The price is AEDĀ 288 per night from Dec 7 to Dec 8
AEDĀ 288
AEDĀ 326 total
7 Dec - 8 Dec
includes taxes & fees
Wildwood Lodge
Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha

2.5 out of 5
2111 E Moreland Blvd Waukesha WI
Fully refundableReserve now, pay when you stay
The price is AEDĀ 275 per night from Nov 25 to Nov 26
AEDĀ 275
AEDĀ 311 total
25 Nov - 26 Nov
includes taxes & fees
7/10 Good! (1,001 reviews)
"I got bed bug bites and was given a used sleeve for my room key. The room smelled musty and had dust bunnies on the ceiling. Breakfast was not kept warm."

Reviewed on 11 November 2026

Baymont by Wyndham Waukesha
See all 344 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.

Frequently asked questions

How much does a Sullivan vacation package cost?
You'll find cheap prices on Expedia for your Sullivan escape. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Sullivan costs.
What are the cheapest months to go to Sullivan?
January, February and November are the best times to search for cheap Sullivan vacation packages. Traveling in less busy months means you'll typically find lower prices on hotels and flights.
How to find the best Sullivan package deals?
Use Expedia's filters to help you find some tempting Sullivan package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Sullivan package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Sullivan vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and hotels separately. Better still, you can customize your Sullivan trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Sullivan?
Score incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Sullivan getaway.
How to plan a trip to Sullivan?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Sullivan.
  2. Figure out your budget: Make sure you have enough money to cover everything from food and transportation to flights and experiences. Your accommodations will likely be the largest expense during your trip to Sullivan.
  3. Decide how long to go for: Now that you're more familiar with Sullivan, you can figure out the perfect length of your vacation. Pull together a draft plan and give yourself enough time to cover everything you want to do.
  4. Bundle your airfare and accommodations: Once you've nailed down your travel dates and duration, book the perfect Sullivan vacation package for you.