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

 

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![A UAV Drone Aerial Panoramic View of Oak Glen, California, after a major Winter Storm with Snow on the Ground](https://images.trvl-media.com/place/6320549/ee8e0712-f23a-4023-aec1-9fbb73f1ae04.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Winery Hotels in Oak Glen, CA from CA $133

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## Check availability on Oak Glen Winery Hotels

Tonight

[Dec 2 - Dec 3](https://www.expedia.ca/Hotel-Search?regionId=6320549&startDate=2025-12-02&endDate=2025-12-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 3 - Dec 4](https://www.expedia.ca/Hotel-Search?regionId=6320549&startDate=2025-12-03&endDate=2025-12-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6320549&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6320549&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Oak Glen Winery Hotels

![Exterior detail](https://images.trvl-media.com/lodging/109000000/108520000/108512000/108511912/76ec0fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108520000/108512000/108511912/3705badd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108520000/108512000/108511912/9d8d0017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108520000/108512000/108511912/8112830c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Eco-Retreat, Historic Redlands, Orange Blossom Views, Near Kimberly Crest

South Redlands

9.8/10

Exceptional

(7)

"I had a wonderful stay! Loved all the snacks, comfortable room, and easy parking. "

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

Annette

CA $165

CA $263 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/San-Bernardino-Hotels-Luxury-Eco-Retreat.h108511912.Hotel-Information)

![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71450000/71446300/71446280/820e6a2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71450000/71446300/71446280/bae7d552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71450000/71446300/71446280/00ac303f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71450000/71446300/71446280/9f41f016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inside Out Cottage · One With Nature|Cozy|Romantic

Arrowhead Villas

9.6/10

Exceptional

(38)

"Property looked as expected and had everything we needed for a quiet, restful and cozy weekend."

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

Kim Anh

CA $160

CA $505 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Lake-Arrowhead-Hotels-Inside-Out-Cottage-One-With-NatureCozyRomantic.h71446280.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32670000/32667500/32667464/96947812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32670000/32667500/32667464/64c6acbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/33000000/32670000/32667500/32667464/4f0f0151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/33000000/32670000/32667500/32667464/013c50bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Castle | Majestic Lake View | Soak

Lake Arrowhead

9.6/10

Exceptional

(63)

"We had a wonderful relaxing weekend. Beautiful views and weather and the house was perfect for our family."

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

Allen G.

CA $243

CA $689 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Lake-Arrowhead-Hotels-The-Castle-Majestic-Lake-View-Soak.h32667464.Hotel-Information)

![Family Penthouse | Private kitchen](https://images.trvl-media.com/lodging/70000000/69280000/69271700/69271654/8c96e098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69280000/69271700/69271654/447c0343.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/70000000/69280000/69271700/69271654/fbf13baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Studio Suite](https://images.trvl-media.com/lodging/70000000/69280000/69271700/69271654/b0455595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sierra Blue Hotel & Swim Club

Big Bear Central

8.4/10

Very good

(497)

"Great location. Clean. Prefect for a family stay/visit."

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

Alexandra

CA $156

CA $203 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Big-Bear-Lake-Hotels-Sierra-Blue-Suites.h69271654.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/95000000/94650000/94644000/94643960/2bc22943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/95000000/94650000/94644000/94643960/0a699fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Queen Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/95000000/94650000/94644000/94643960/a1574598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, free WiFi](https://images.trvl-media.com/lodging/95000000/94650000/94644000/94643960/7ff69e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### WoodSpring Suites Moreno Valley

Moreno Valley

7.0/10

Good

(395)

"Staff awesome 😎"

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

Porsche

CA $117

CA $133 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Riverside-Hotels-Woodspring-Suites.h94643960.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/111000000/110800000/110792800/110792792/33476929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110800000/110792800/110792792/b75103de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110800000/110792800/110792792/135a2324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110800000/110792800/110792792/1405ef13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Logan | Sleeps up to 20

Yucaipa

CA $164

CA $935 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/San-Bernardino-Hotels-The-Logan-Sleeps-Up-To-20.h110792792.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/106000000/105500000/105490200/105490146/e8a92c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/106000000/105500000/105490200/105490146/7b6aa6f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105500000/105490200/105490146/ae67d335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/106000000/105500000/105490200/105490146/9a8ea684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lake Arrowhead Cabin - Hot Tub • Game Room • EV • Fire Pit • Pet Friendly

Twin Peaks

9.8/10

Exceptional

(20)

"Very clean, very comfortable, well appointed, good communication with owner. "

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

Anthony C.

CA $239

CA $617 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Twin-Peaks-Hotels-Hot-Tub.h105490146.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/74000000/73270000/73261300/73261228/3bc9170e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Suite](https://images.trvl-media.com/lodging/74000000/73270000/73261300/73261228/2f54cd33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 9:00 AM to 9:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/74000000/73270000/73261300/73261228/fbea6f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/74000000/73270000/73261300/73261228/821b35eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Yaamava’ Resort & Casino at San Manuel

Highland

9.6/10

Exceptional

(85)

"Easy to check in and clean hotel/room. Very comfortable beds."

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

Heriberto

CA $838

CA $922 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Highland-Hotels-Yaamava-Resort-Casino-At-San-Manuel.h73261228.Hotel-Information)

![Game room](https://images.trvl-media.com/lodging/120000000/119280000/119271800/119271788/d1372d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/120000000/119280000/119271800/119271788/aa9cea52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball](https://images.trvl-media.com/lodging/120000000/119280000/119271800/119271788/ea54be18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119280000/119271800/119271788/0d0acfa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk to Bear Mountain Slopes! Game Room! Super cute! Close to everything!

Big Bear Lake

CA $312

CA $793 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Big-Bear-Lake-Hotels-Walk-To-Bear-Mountain-Slopes-Game-Room-Super-Cute-Close-To-Everything.h119271788.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/32000000/31620000/31612400/31612382/064ace90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/32000000/31620000/31612400/31612382/e9c404d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31620000/31612400/31612382/w1920h1272x0y0-d39ce676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/32000000/31620000/31612400/31612382/9d0e6a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Big Bear Mountain Escape! Walking to Village, Restaurants, Hiking/Biking Trails

Big Bear Central

9.8/10

Exceptional

(115)

"Perfect location close to everything "

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

Laura P.

CA $259

CA $589 total

includes taxes & fees

Dec 4 - Dec 5

[](https://www.expedia.ca/Big-Bear-Lake-Hotels-Big-Bear-Mountain-Escape-Walking-To-Village.h31612382.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=2025-12-17&endDate=2025-12-18&regionId=6320549&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true)

## Top Oak Glen Hotel Reviews

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-   [Hotels with Early Check-in in Orange County](https://www.expedia.ca/Destinations-In-Orange-County-Hotel-With-Early-Check-In.0-0-d603224-thotelwithearlycheckin.Hotel-Filter-Destinations)
-   [Hotels with a Pool in Orange County](https://www.expedia.ca/Destinations-In-Orange-County-Hotel-With-Pool.0-0-d603224-tHotelwithPool.Hotel-Filter-Destinations)
-   [Hotels with Balconies in Orange County](https://www.expedia.ca/Destinations-In-Orange-County-Hotels-With-Balconies.0-0-d603224-tHotelswithBalconies.Hotel-Filter-Destinations)
-   [Hotels with Childcare in Orange County](https://www.expedia.ca/Destinations-In-Orange-County-Hotels-With-Childcare.0-0-d603224-tHotelswithChildcare.Hotel-Filter-Destinations)
-   [Hotels with Free Breakfast in Orange County](https://www.expedia.ca/Destinations-In-Orange-County-Hotels-With-Free-Breakfast.0-0-d603224-tHotelswithFreeBreakfast.Hotel-Filter-Destinations)
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-   [Hotels with Kitchenettes in Orange County](https://www.expedia.ca/Destinations-In-Orange-County-Hotels-With-Kitchenettes.0-0-d603224-tHotelswithKitchenettes.Hotel-Filter-Destinations)
-   [Hotels with smoking rooms in Orange County](https://www.expedia.ca/Destinations-In-Orange-County-Hotels-With-Smoking-Rooms.0-0-d603224-tHotelswithsmokingrooms.Hotel-Filter-Destinations)
-   [Lake Hotels in Orange County](https://www.expedia.ca/Destinations-In-Orange-County-Lake-Hotels.0-0-d603224-tLakeHotels.Hotel-Filter-Destinations)
-   [Mountain Hotels in Orange County](https://www.expedia.ca/Destinations-In-Orange-County-Mountain-Hotels.0-0-d603224-tMountainHotels.Hotel-Filter-Destinations)
-   [Ski Hotels in Orange County](https://www.expedia.ca/Destinations-In-Orange-County-Ski-Hotel.0-0-d603224-tSkiHotel.Hotel-Filter-Destinations)
-   [Waterpark Hotels in Orange County](https://www.expedia.ca/Destinations-In-Orange-County-Waterpark-Hotels.0-0-d603224-tWaterparkHotels.Hotel-Filter-Destinations)
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-   [Hotels with Childcare in Downtown Palm Springs](https://www.expedia.ca/Downtown-Palm-Springs-Palm-Springs-Hotels-Hotels-With-Childcare.0-n6289495-0-tHotelswithChildcare.Travel-Guide-Filter-Hotels)
-   [Hotels with an Indoor Pool in Downtown Palm Springs](https://www.expedia.ca/Downtown-Palm-Springs-Palm-Springs-Hotels-Hotels-With-Indoor-Pool.0-n6289495-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
-   [Hotels with Waterslides in Downtown Palm Springs](https://www.expedia.ca/Downtown-Palm-Springs-Palm-Springs-Hotels-Hotels-With-Waterslides.0-n6289495-0-tHotelswithWaterslides.Travel-Guide-Filter-Hotels)
-   [Oceanfront Hotels in Downtown Palm Springs](https://www.expedia.ca/Downtown-Palm-Springs-Palm-Springs-Hotels-Oceanfront-Hotels.0-n6289495-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
-   [Scuba Diving Hotels in Downtown Palm Springs](https://www.expedia.ca/Downtown-Palm-Springs-Palm-Springs-Hotels-Scuba-Diving-Vacations.0-n6289495-0-tscubadivingvacations.Travel-Guide-Filter-Hotels)
-   [Ski Hotels in Downtown Palm Springs](https://www.expedia.ca/Downtown-Palm-Springs-Palm-Springs-Hotels-Ski-Hotel.0-n6289495-0-tSkiHotel.Travel-Guide-Filter-Hotels)
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-   [Luxury Hotels in Forest Falls](https://www.expedia.ca/Forest-Falls-Hotels-Luxury-Hotel.0-0-d553248635974614337-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Mentone](https://www.expedia.ca/Mentone-Hotels-Cheap-Hotels.0-0-d3000428343-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [All Inclusive Resorts and in Ontario](https://www.expedia.ca/Ontario-Hotels-All-Inclusive-Hotel.0-0-d2680-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
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-   [Business Hotels in Palm Desert](https://www.expedia.ca/Palm-Desert-Hotels-Business-Hotel.0-0-d10283-tBusinessHotel.Travel-Guide-Filter-Hotels)
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-   [Mountain Hotels in Palm Desert](https://www.expedia.ca/Palm-Desert-Hotels-Mountain-Hotels.0-0-d10283-tMountainHotels.Travel-Guide-Filter-Hotels)
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-   [Hotels & Resorts for Couples in Palm Springs](https://www.expedia.ca/Palm-Springs-Hotels-Couples-Resorts-Hotels.0-0-d180676-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
-   [Green Hotels in Palm Springs](https://www.expedia.ca/Palm-Springs-Hotels-Green-Sustainable.0-0-d180676-tGreenSustainable.Travel-Guide-Filter-Hotels)
-   [Hotels with Balconies in Palm Springs](https://www.expedia.ca/Palm-Springs-Hotels-Hotels-With-Balconies.0-0-d180676-tHotelswithBalconies.Travel-Guide-Filter-Hotels)
-   [Hotels with Bar in Palm Springs](https://www.expedia.ca/Palm-Springs-Hotels-Hotels-With-Bar.0-0-d180676-tHotelswithBar.Travel-Guide-Filter-Hotels)
-   [Hotels with Hot Tubs in Palm Springs](https://www.expedia.ca/Palm-Springs-Hotels-Hotels-With-Hot-Tubs.0-0-d180676-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
-   [Mountain Hotels in Palm Springs](https://www.expedia.ca/Palm-Springs-Hotels-Mountain-Hotels.0-0-d180676-tMountainHotels.Travel-Guide-Filter-Hotels)
-   [Oceanfront Hotels in Palm Springs](https://www.expedia.ca/Palm-Springs-Hotels-Oceanfront-Hotels.0-0-d180676-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
-   [Scuba Diving Hotels in Palm Springs](https://www.expedia.ca/Palm-Springs-Hotels-Scuba-Diving-Vacations.0-0-d180676-tscubadivingvacations.Travel-Guide-Filter-Hotels)
-   [Ski Hotels in Palm Springs](https://www.expedia.ca/Palm-Springs-Hotels-Ski-Hotel.0-0-d180676-tSkiHotel.Travel-Guide-Filter-Hotels)
-   [Winery Hotels in Palm Springs](https://www.expedia.ca/Palm-Springs-Hotels-Winery-Hotel.0-0-d180676-tWineryHotel.Travel-Guide-Filter-Hotels)
-   [Family Hotels in Seven Oaks](https://www.expedia.ca/Seven-Oaks-Angelus-Oaks-Hotels-Family-Hotel.0-n553248635975869927-0-tFamilyHotel.Travel-Guide-Filter-Hotels)
-   [Historic Hotels in Seven Oaks](https://www.expedia.ca/Seven-Oaks-Angelus-Oaks-Hotels-Historic-Hotel.0-n553248635975869927-0-tHistoricHotel.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Seven Oaks](https://www.expedia.ca/Seven-Oaks-Angelus-Oaks-Hotels-Pet-Friendly-Hotel.0-n553248635975869927-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Hotels with Hot Tubs in Sun Lakes](https://www.expedia.ca/Sun-Lakes-Riverside-Hotels-Hotels-With-Hot-Tubs.0-n553248635976481141-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
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-   [Cheap Hotels in Yucaipa](https://www.expedia.ca/Yucaipa-Hotels-Cheap-Hotels.0-0-d3000429066-tCheapHotels.Travel-Guide-Filter-Hotels)
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