Lodging Image

Find 5 Star Hotels in Winchester, CA from $138

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Winchester 5 Star Hotels

Tonight
Sep 18 - Sep 19
Tomorrow
Sep 19 - Sep 20
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Winchester 5-star hotels

Exterior
Restaurant
Restaurant
Fireplace

1. The Grand Idyllwild Lodge

The Grand Idyllwild Lodge
Idyllwild
United States
April
$189 nightly
$208 total
Oct 5 - Oct 6
Total with taxes and fees
The Grand Idyllwild Lodge
Haven Penthouse Suite, 1 Bedroom, Non Smoking, Vineyard View | 1 bedroom, premium bedding, down comforters, pillowtop beds
Front of property
Exterior
Barrel Room Suite | View from room

2. Domaine Chardonnay

Domaine Chardonnay
Valle De Los Caballos
United States
MARIA
$497 nightly
$557 total
Sep 24 - Sep 25
Total with taxes and fees
Domaine Chardonnay
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Winchester.
Pala Casino Spa And Resort

Pala Casino Spa And Resort

11154 Highway 76 Valley Center CA
$127 nightly
$138 total
Oct 6 - Oct 7
Total with taxes and fees
Pala Casino Spa And Resort
South Coast Winery Resort and Spa

South Coast Winery Resort and Spa

34843 Rancho California Rd Temecula CA
$288 nightly
$323 total
Sep 28 - Sep 29
Total with taxes and fees
9.2/10 Wonderful! (1,148 reviews)
South Coast Winery Resort and Spa
Carter Estate Winery and Resort

Carter Estate Winery and Resort

34450 Rancho California Rd Temecula CA
$220 nightly
$247 total
Sep 28 - Sep 29
Total with taxes and fees
9.2/10 Wonderful! (1,010 reviews)
Carter Estate Winery and Resort
Still don't see what you're looking for?
See all properties in Winchester.
You can also use these popular filters to refine your search.
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.

Learn more about Winchester

Horseback riding trails wind through Winchester's Diamond Valley Lake Recreation Area, where you can also fish for bass and trout. Visit nearby Temecula for wine tasting tours or explore the Western Science Center in Hemet for fascinating Ice Age fossils.

See all hotels in Winchester
A large, ornate Victorian-style house with a red roof and multiple windows.

Top Winchester Hotel Reviews

Find out more about Winchester

Winchester Five Star Hotel Information

If you’re searching for the celebrity treatment, the 5 star hotels in Winchester are your dreams come true. From sprawling resorts to fancy hot spots, theseWinchester 5 star hotels immerse each traveler in the most elite experience money can buy. Want to unwind with a VIP-worthy spa treatment? These hotels have the leisure you're looking for.

Interested in sampling world-class cuisine? The on-site restaurants at the 5 stars hotels in Winchester, California, let you do just that. You’ll even be able to book a room (or perhaps a penthouse?) at first-rate hotels near the region’s can’t-miss sights and most bustling shopping centers. Plus, many globe-trotters who visit Winchester five star hotels find incredible rates and deep discounts thanks to Expedia, so you can score a deal without sacrificing an ounce of quality.

Everything you could possibly want (and a few things you didn’t know you needed): That’s what you’ll receive when you stay at Winchester 5 star hotels.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winchester?
You can find various pricing options for 5-star hotels in Winchester on Expedia. The amount you pay will depend on your vacation dates, length of stay and other factors. Compare all of the available properties for your chosen dates and make use of our pricing and other filters to discover the ideal luxury stay.
  • Search for the lowest price per night from $138
What makes a hotel 5 stars in Winchester?
From fine dining venues and 24-hour fitness centers to swimming pools and the finest bedding, the 5-star experience in Winchester is all about indulgence and comfort. But it takes more than just upscale conveniences to receive a 5-star rating. Accommodations also have to offer superior guest-focused services like massage treatments, dry cleaning and laundry and room service any time day or night.
Are there any 5-star all-inclusive resorts in Winchester?
Our convenient filters are the easiest way to narrow down what you want. Check the "All inclusive" and "5-star" boxes to see the most upscale hotels in Winchester where your meals, accommodations, activities and entertainment are included in the price. At these getaways, your vacation is pure extravagance from the moment you pull up to the entrance.

Explore a world of travel with Expedia