Title: Book the Best Oak Creek WINERY Hotels in 2026 | Expedia.ca

[Oak Creek Travel Guide](https://expedia.ca/Oak-Creek.dx9219)[Hotels in Oak Creek](https://expedia.ca/Oak-Creek-Hotels.d9219.Travel-Guide-Hotels)[Vacation Rentals in Oak Creek](https://expedia.ca/Oak-Creek-Vacation-Rentals.d9219.Travel-Guide-VacationRentals)[Flights to Oak Creek](https://expedia.ca/Cheap-Flights-To-Oak-Creek.d9219.Travel-Guide-Flights)[Oak Creek Car Rentals](https://expedia.ca/Car-Rentals-In-Oak-Creek.d9219.Car-Rental-Guide)[Oak Creek Vacation Packages](https://expedia.ca/Oak-Creek.d9219.Destination-Travel-Guides)

![Aerial View of Red Lighthouse on Pier with Coastal Town in Background](https://images.trvl-media.com/place/9219/a85c295a-600c-4886-b0d9-a4497903cd66.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Winery Hotels in Oak Creek, WI from CA $139

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## Check availability on Oak Creek Winery Hotels

Tonight

[Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=9219&startDate=2025-12-11&endDate=2025-12-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=9219&startDate=2025-12-12&endDate=2025-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=9219&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=9219&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Oak Creek hotels with winery

![Suite, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/50000/40100/40003/87d004d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40100/40003/2abb2987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40100/40003/75edda82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40100/40003/7c689f86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn Mount Pleasant – Racine

[](https://www.expedia.ca/Milwaukee-Hotels-Comfort-Inn.h40003.Hotel-Information)

Mount Pleasant

9.2/10

Wonderful

(627)

"nice staff clean room good pet area outside"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah

CA $117

CA $139 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Milwaukee-Hotels-Comfort-Inn.h40003.Hotel-Information)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800041/614506f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800041/7dacc375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800041/80351268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800041/5f3e1f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert

[](https://www.expedia.ca/Milwaukee-Hotels-SanitizedFast-WiFiNear-FroedtertKing-BedUnderground-Parking.h57800041.Hotel-Information)

Wauwatosa

10/10

Exceptional

(13)

"Great location and Ian was very responsive to any/all questions."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tyler B.

CA $85

CA $330 total

includes taxes & fees

Dec 13 - Dec 14

[](https://www.expedia.ca/Milwaukee-Hotels-SanitizedFast-WiFiNear-FroedtertKing-BedUnderground-Parking.h57800041.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/106000000/105420000/105415800/105415701/7b36818f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/106000000/105420000/105415800/105415701/0d0b8a5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105420000/105415800/105415701/0c6c7a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105420000/105415800/105415701/27bf4651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Welcome To My Loft!

[](https://www.expedia.ca/Racine-Hotels-Welcome-To-My-Loft.h105415701.Hotel-Information)

Racine

10/10

Exceptional

(16)

"Great place to stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

kathleen

CA $90

CA $153 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Racine-Hotels-Welcome-To-My-Loft.h105415701.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/41000000/40900000/40895300/40895206/3134b64d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/41000000/40900000/40895300/40895206/86839432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40900000/40895300/40895206/447841c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/41000000/40900000/40895300/40895206/57fce162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kegel's Inn - Studio - Classic Apartment #3

[](https://www.expedia.ca/Milwaukee-Hotels-Kegels-Inn-Studio-Classic-Apartment-3.h40895206.Hotel-Information)

West Allis

9.4/10

Exceptional

(19)

"This place was as cute as expected and the bed was so comfy! Super easy to find and get in and out of it. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gina W.

CA $165

CA $291 total

includes taxes & fees

Dec 13 - Dec 14

[](https://www.expedia.ca/Milwaukee-Hotels-Kegels-Inn-Studio-Classic-Apartment-3.h40895206.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90340000/90331400/90331385/d3e1a083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90340000/90331400/90331385/5b63373e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90340000/90331400/90331385/435ebe32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/91000000/90340000/90331400/90331385/eff17e0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Renovated Lakefront Cottage, Peaceful, Cozy Modern Farmhouse \~Dog Friendly

[](https://www.expedia.ca/Waterford-Hotels-Newly-Renovated-Lakefront-Cottage.h90331385.Hotel-Information)

Waterford

10/10

Exceptional

(14)

"Super clean and cute! It was a bit difficult to find in the dark, but otherwise an excellent overnight stay! I wish we could have stayed longer and enjoyed the water!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeff And Meredith

CA $143

CA $435 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Waterford-Hotels-Newly-Renovated-Lakefront-Cottage.h90331385.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/121000000/120270000/120260300/120260223/19c28c6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/121000000/120270000/120260300/120260223/a414e886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120270000/120260300/120260223/e67ba29f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/121000000/120270000/120260300/120260223/f33d2a5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relax in Style: 4BR Milwaukee Home Featuring a Private Hot Tub ¦ Family-Friendly

[](https://www.expedia.ca/Milwaukee-Hotels-Relax-In-Style-4BR-Milwaukee-Home-Featuring-A-Private-Hot-Tub-Family-Friendly.h120260223.Hotel-Information)

Upper East Side

9.0/10

Wonderful

(4)

"Great stay overall — clean place, good communication, and everything worked as expected. Would definitely recommend and stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Musli E.

CA $205

CA $482 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Milwaukee-Hotels-Relax-In-Style-4BR-Milwaukee-Home-Featuring-A-Private-Hot-Tub-Family-Friendly.h120260223.Hotel-Information)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725537/e7fc70eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725537/70c8098d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725537/063edccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725537/1aa58275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fast WiFi - Underground Parking - King Bed - Near Froedtert

[](https://www.expedia.ca/Milwaukee-Hotels-Sanitizedking-Bednear-Froedtertfast-Wifiunderground-Parking.h50725537.Hotel-Information)

Wauwatosa

9.8/10

Exceptional

(21)

"Our stay at Dolphin Square was wonderful. It introduced us to Wawutosa which is a wonderful small with great places to eat - shop - walk 😊"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary Ann P.

CA $85

CA $336 total

includes taxes & fees

Dec 13 - Dec 14

[](https://www.expedia.ca/Milwaukee-Hotels-Sanitizedking-Bednear-Froedtertfast-Wifiunderground-Parking.h50725537.Hotel-Information)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800049/59d7cbaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800049/65a67608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800049/e5bdd690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/58000000/57810000/57800100/57800049/28e04e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### King Bed - FAST WIFI \~ Near Froedtert \~ Undergrnd Parking

[](https://www.expedia.ca/Milwaukee-Hotels-Fast-Wifisanitizednear-Froedtertking-Bedunderground-Parking.h57800049.Hotel-Information)

Wauwatosa

10/10

Exceptional

(4)

"Came to the Milwaukee area for a family function and Ian’s place was perfect. Convenient to everything you need and underground parking was a nice perk. Would check his place out for any return trips."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jane H.

CA $85

CA $331 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Milwaukee-Hotels-Fast-Wifisanitizednear-Froedtertking-Bedunderground-Parking.h57800049.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725546/8ac564d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725546/721f6ddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725546/c3b7c0b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/51000000/50730000/50725600/50725546/37005a3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Underground Parking,Near Froedtert, King Bed, Fast WiFi

[](https://www.expedia.ca/Milwaukee-Hotels-Near-FroedtertSanitizedKing-BedFast-WiFiUnderground-Parking.h50725546.Hotel-Information)

Wauwatosa

9.4/10

Exceptional

(3)

"Everything was clean when we got to the place. It's in a nice neighborhood and everyone in the building seems to be quiet and mindful of others. It is also a short ride away from groceries, gas stations, and food places."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rica P.

CA $85

CA $330 total

includes taxes & fees

Dec 13 - Dec 14

[](https://www.expedia.ca/Milwaukee-Hotels-Near-FroedtertSanitizedKing-BedFast-WiFiUnderground-Parking.h50725546.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33500000/33493200/33493116/25f4ae00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33493200/33493116/de09bfaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33493200/33493116/db9a96a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33500000/33493200/33493116/6049640e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!

[](https://www.expedia.ca/Milwaukee-Hotels-Heated-Pool.h33493116.Hotel-Information)

Caledonia

9.8/10

Exceptional

(213)

"I want to move in. We had 13 guys for a bachelor retreat and this place was perfect. Plenty of room for us all and plenty to do. We expected to spend plenty of time exploring Milwaukee, but found ourselves hanging out at the pool or fishing in the pond when we weren’t relaxing in the game room. 10/10 would recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Caleb B.

CA $465

CA $894 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Milwaukee-Hotels-Heated-Pool.h33493116.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-26&endDate=2025-12-27&regionId=9219&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true)

## Top Oak Creek Hotel Reviews

![Hyatt Regency Milwaukee](https://images.trvl-media.com/lodging/1000000/20000/18100/18051/53781c07_y.jpg)

### Hyatt Regency Milwaukee

10/10 Excellent

"Nice staff"

[](https://expedia.ca/Milwaukee-Hotels-Hyatt-Regency-Milwaukee.h18051.Hotel-Information)

![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501_y.jpg)

### The Iron Horse Hotel

10/10 Excellent

"Great ambiance! Loved the view from our room too. "

[](https://expedia.ca/Milwaukee-Hotels-The-Iron-Horse-Hotel.h2097106.Hotel-Information)

![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/d47b7999_y.jpg)

### Potawatomi Hotel & Casino

10/10 Excellent

"Did not have breakfast "

[](https://expedia.ca/Milwaukee-Hotels-Potawatomi-Hotel-Casino.h8474917.Hotel-Information)

![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg)

### The Pfister Hotel

10/10 Excellent

"Amazing, historic hotel in downtown Milwaukee!"

[](https://expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information)

![Hyatt Place Milwaukee Airport](https://images.trvl-media.com/lodging/1000000/700000/693200/693109/70455db6_y.jpg)

### Hyatt Place Milwaukee Airport

10/10 Excellent

"The room was spotless! We also left our car parked there instead of long term airport parking and the shuttle driver was great! There had just been a snow storm, and he delivered us directly to our car and moved our luggage. Everything stayed dry! Wish I knew his name… he’s a gem."

[](https://expedia.ca/Milwaukee-Hotels-Hyatt-Place-Milwaukee-Airport.h693109.Hotel-Information)

![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/c32357bf_y.jpg)

### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent

"Excellent check in staff was so helpful, fun and accommodating… Clean comfortable room Dining wonderful "

[](https://expedia.ca/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.Hotel-Information)

![Hilton Milwaukee](https://images.trvl-media.com/lodging/1000000/10000/6100/6090/cc399a7a_y.jpg)

### Hilton Milwaukee

10/10 Excellent

"I really liked how nice the hotel looked. And the staff were very helpful. And I did enjoy playing with the doggies when they were around:)"

[](https://expedia.ca/Milwaukee-Hotels-Hilton-Milwaukee-City-Center.h6090.Hotel-Information)

![Holiday Inn Milwaukee Riverfront by IHG](https://images.trvl-media.com/lodging/1000000/10000/3900/3872/5526dd91_y.jpg)

### Holiday Inn Milwaukee Riverfront by IHG

10/10 Excellent

"The breakfast is more than worth the money, cleanliness and amenities went above my expectations. I was worried there may be issues because the price seemed too good to be true but it was really a comfortable, clean, and stress free experience."

[](https://expedia.ca/Milwaukee-Hotels-Holiday-Inn-Milwaukee-Riverfront.h3872.Hotel-Information)

![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083_y.jpg)

### Saint Kate - The Arts Hotel

10/10 Excellent

"Always enjoy staying at St Kate’s. Clean, convenient, friendly, and good music. "

[](https://expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information)

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