Oak Hill Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Oak Hill

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 2.542.093 ₫ per night from 4 Sept to 5 Sept
2.542.093 ₫
2.872.565 ₫ total
4 Sept - 5 Sept
includes taxes & fees
8.4/10 Very Good! (687 reviews)
"Awesome hotel room very nice waterpark"

Reviewed on 20 Aug 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
The price is 2.018.589 ₫ per night from 27 Aug to 28 Aug
2.018.589 ₫
2.281.005 ₫ total
27 Aug - 28 Aug
includes taxes & fees
7.8/10 Good! (1,003 reviews)
"Vending machines were convenient . Nice location!"

Reviewed on 17 Aug 2025

Best Western Waukesha Grand
AmericInn by Wyndham Delafield-Waukesha-Milwaukee

AmericInn by Wyndham Delafield-Waukesha-Milwaukee

2.5 out of 5
2412 Milwaukee St, Delafield, WI
Fully refundableReserve now, pay when you stay
The price is 2.349.834 ₫ per night from 25 Aug to 26 Aug
2.349.834 ₫
2.655.313 ₫ total
25 Aug - 26 Aug
includes taxes & fees
8/10 Very Good! (656 reviews)
"This hotel was an absolute gem! The rooms were spotless and the beds were so comfortable. I had an amazing time and I’ll definitely be back again."

Reviewed on 19 Aug 2025

AmericInn by Wyndham Delafield-Waukesha-Milwaukee
See all 235 properties in Oak Hill
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 an Oak Hill holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. However, how much your holiday to Oak Hill costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Oak Hill?
If you're hoping to snag a cheap Oak Hill holiday package, consider visiting in January, February and November. You'll generally find lower prices on hotels and airfares during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Oak Hill?
With a well-organised schedule, you can easily visit the most popular Oak Hill attractions in a handful of days. But if you want to explore off the beaten track or go on day trips, think about booking your Oak Hill holiday for longer.
How to find the best Oak Hill package deals?
Landing a cheap Oak Hill package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most affordable Oak Hill package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book an Oak Hill holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking hotels and flights separately. Better still, you can personalise your Oak Hill trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Oak Hill?
If you're planning a spur-of-the-moment Oak Hill adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Oak Hill?

  1. Pick your dates: What you want to do in Oak Hill and your favourite season can help you decide when to go.
  2. Figure out your budget: Ensure you have enough money to pay for everything from dining out and transportation to flights and experiences. Your hotel will probably be the largest expense during your trip to Oak Hill.
  3. Decide your trip length: Think about how much time you'd like to spend discovering Oak Hill. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalised Oak Hill holiday package.