Winery Hotels in Pewaukee, WI
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Featured Pewaukee Winery Hotels
The Ingleside Hotel
2810 Golf Road Pewaukee WI
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $134 total per night
$134 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Ingleside Hotel features a water park, an indoor pool, and a gym. Free parking is available if you drive. The front desk is staffed 24/7 to help with dry cleaning/laundry, luggage storage, and securing valuables. Additional amenities include free WiFi in public areas, meeting rooms, and a conference center.
Pool
Pet friendly
Best Western Waukesha Grand
2840 N Grandview Boulevard Pewaukee WI
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $86 total per night
$86 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
Guests staying at Best Western Waukesha Grand enjoy an indoor pool, a gym, and free WiFi in public areas. A stay here includes free parking. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a hot tub, a 24-hour business center, and a computer station.
Pool
Hot Tub
Wildwood Lodge
N14 W24121 Tower Place Pewaukee WI
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $95 total per night
$95 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Guests staying at Wildwood Lodge enjoy an indoor pool, free WiFi in public areas, and a hot tub. You can put free parking to good use if you drive. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, luggage storage, and securing valuables. Additional amenities include meeting rooms, conference space, and a business center.
Pool
Hot Tub
Holiday Inn Pewaukee - Milwaukee West by IHG
N 14 W 24140 Tower Place Pewaukee WI
Free Cancellation
$97 nightly
The price is $110 total per night
$110 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
At Holiday Inn Pewaukee - Milwaukee West by IHG, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking if you drive. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and securing valuables. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pool
Parking included
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.
Pewaukee hotels essential information
Accommodation | 1,283 hotels |
|---|---|
Lowest Price | $86 |
Highest Price | $134 |
Popular hotels | The Ingleside Hotel, Best Western Waukesha Grand, Wildwood Lodge, Holiday Inn Pewaukee - Milwaukee West by IHG |
Recent Winery Hotels Reviews
The Pfister Hotel
5/5 Excellent
"The Pfister hotel is second to none in opulence and hospitality! Everyone was fantastic! Dinner at Mason street grill was equally as amazing! Definitely recommend to anyone looking for a historic place to stay:) "
A verified traveler stayed at The Pfister Hotel
Posted 4 days ago
