Book Hotels in Winchester, CA

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Why visit Winchester

Things to do in Winchester

Where to go in Winchester

Best time to go to Winchester

What to eat in Winchester

How to save money on a vacation in Winchester

Top reasons for your vacation to Winchester

Outdoor Activities: Winchester, California offers a variety of outdoor activities for a family-friendly vacation. Explore Joshua Tree National Park and its unique desert landscapes and hiking trails.
Charming Town: Visit the charming town of Winchester and attend local events, such as festivals and concerts. Experience the friendly atmosphere and explore the city center with its charming coffee shops and bars.
Wine Tasting: Enjoy outdoor excursions like wine tasting at the nearby wineries. Experience the flavors of locally produced wines and enjoy the beautiful surroundings of the vineyards.
Scenic Shenandoah Valley: Take a trip to Shenandoah Valley and admire its natural beauty. Experience breathtaking views and immerse yourself in the tranquility of the valley.
Family-Friendly Destination: Winchester is a perfect destination for a family vacation. With its variety of activities and friendly people, it guarantees a joyful experience for everyone.

Explore the best activities and sights in Winchester

Winchester, located in California, offers a variety of outdoor activities for a family-friendly vacation. Explore the nearby Joshua Tree National Park, known for its unique desert landscapes and hiking trails. You can also visit the charming town of Winchester and attend local events, such as festivals and concerts. Enjoy outdoor excursions like wine tasting at wineries or relaxing at a beach bar. For a scenic experience, take a trip to Shenandoah Valley and admire its natural beauty. With its proximity to nature and friendly people, Winchester is the perfect destination for an outdoor vacation with your family.

Disneyland® Resort: Immerse yourself in a magical world at Disneyland® Resort. This enchanting theme park offers thrilling entertainment, exhilarating adventures, and unforgettable excursions. Explore the friendly streets where characters come to life, dance to vibrant music, and discover a fairytale castle. Indulge in delectable dining options and watch captivating theater performances. With its family-friendly atmosphere, Disneyland® Resort is the ultimate destination for entertainment and creating lasting memories.
San Diego Zoo: Embark on a wild journey at San Diego Zoo. This captivating zoo showcases a vibrant collection of wildlife, surrounded by breathtaking beaches and nature. Immerse yourself in the art and history of the exhibits, while enjoying the soothing ocean breeze. Engage in birdwatching as colorful creatures soar through the sky. From exploring museums to savoring delicious meals and enjoying theater shows, San Diego Zoo offers an outdoor paradise for the entire family.
Dodger Stadium: Experience the thrill of sports at Dodger Stadium. This impressive sports facility boasts top-notch entertainment, mesmerizing theater performances, and engaging art displays. Immerse yourself in the history of sports and marvel at the architectural beauty of the stadium. From lively music concerts to opera shows, Dodger Stadium offers a vibrant urban experience for sports enthusiasts. Indulge in dining options while relishing the electric atmosphere. Whether you're a die-hard fan or simply appreciate the excitement, Dodger Stadium is a must-visit for a memorable sports experience.

Where to stay in Winchester

Winchester, California is a perfect destination for an outdoor vacation with your family. The city offers a variety of activities and experiences that will make your trip memorable. Start your day by exploring the nearby wineries and enjoy a wine tasting session. Take a leisurely walk in the resort area and soak in the beautiful surroundings. Winchester is also known for its romantic vibes, making it a great choice for a romantic getaway. The city center is within walking distance, where you can find charming coffee shops, bars, and friendly people. It's a family-friendly destination that guarantees a joyful experience for everyone.

Dutch Village: Dutch Village is a charming city that offers a unique and immersive experience with its local affinities and atmosphere. As the name suggests, this region has a strong Dutch influence, with beautiful windmills, tulip fields, and traditional Dutch architecture. Families can explore the vibrant streets lined with quaint shops, cafes, and restaurants, offering delicious Dutch treats like stroopwafels and cheese. Dutch Village also hosts lively festivals and events throughout the year, allowing visitors to immerse themselves in the local culture and traditions. With its picturesque landscapes and welcoming ambiance, Dutch Village is the perfect destination for an outdoor vacation with your family.

Best times to go to Winchester

The travel seasons of Winchester

Trips to Winchester show no change in popularity throughout the year. The peak season to visit is from April to June, with May being the highest month. Off-peak season starts from October to December, and November sees the least travelers.

Winchester has something in store for you whenever you visit. December is the coldest month of the year, while August is hottest, with average temperatures up to 77.5 degrees Fahrenheit. The wettest month in Winchester is December, so pack accordingly.

Calendar Month	Temperature	Precipitation	Cloudiness
January	51.4°F (10.8°C)	Light Rain	Sunny
February	51.6°F (10.9°C)	Light Rain	Sunny
March	54.7°F (12.6°C)	Light Rain	Mostly Sunny
April	59.5°F (15.3°C)	No Rain (Dry)	Sunny
May	63.1°F (17.3°C)	No Rain (Dry)	Sunny
June	70.5°F (21.4°C)	No Rain (Dry)	Sunny
July	76.6°F (24.8°C)	No Rain (Dry)	Sunny
August	77.5°F (25.3°C)	No Rain (Dry)	Sunny
September	74.5°F (23.6°C)	No Rain (Dry)	Sunny
October	66.0°F (18.9°C)	No Rain (Dry)	Sunny
November	57.4°F (14.1°C)	No Rain (Dry)	Sunny
December	50.2°F (10.1°C)	Light Rain	Mostly Sunny

Food and dining in Winchester

When visiting Winchester, California, you'll be spoiled for choice when it comes to delicious local cuisine. If you're craving Mexican food, head to Los Primos Mexican Food, a highly rated and popular Latin American restaurant. For a taste of Italy, Pizza Factory is a must-visit pizzeria with rave reviews. If you're in the mood for a hearty breakfast, Mynda's Country Kitchen is a popular spot. After dinner, unwind at the nearby coffee martini bar or enjoy some sports action at the local sports tavern. And if you're looking for quick eats, there are plenty of options to satisfy your cravings.

How do I find a great hotel with Travelocity?

Ensure your entire crew enjoys an unforgettable vacation by finding the ideal accommodations on our reliable online travel platform. Utilize the family-friendly badge to discover hotels that offer extra amenities for kids. Our custom filters allow you to narrow down options to hotels nearest to top attractions, with enhanced cleaning protocols, and within your budget range.

Why should I book with Travelocity?

Conference calls, to-do lists, and, of course, football practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to provide stress-free travel every time you and your family book with us so that you can spend less time worrying and more time creating cherished memories. To accomplish this, we will assist you in finding and planning your ideal trip, along with offering transparent pricing and verified reviews. Additionally, our dedicated customer support is available 24/7 before, during, and after your vacation.

How can I save money on my trip to Winchester?

Save money on your trip to Winchester by avoiding the popular season from April to June and instead visit during the less popular season from October to December. To save even more, bundle your flights, hotel, and car bookings into one package for a discounted price. When in Winchester, take advantage of the inexpensive local attractions such as visiting a winery, enjoying a cup of coffee, or exploring the friendly and family-friendly excursions available.

Frequently asked questions

What are the top kid-friendly hotels in Winchester?

From cool amenities to extra space, kid-friendly hotels come with features that can help transform an everyday family vacation into an awesome one. These Winchester options make getting away with youngsters a breeze: New Outdoor Oasis Coming Soon! Salt Water Pool, Fire Pit, Outdoor BBQ & More will help make your getaway the most memorable one yet. It offers an assortment of conveniences aimed at families, such as a water park and a playground. Otherwise, spend your Winchester break at ✨New✨Sparkling Clean Cozy Charmer! Family Friendly w/Mountain Views⛰. Take advantage of a water park, animal viewing activities and more here.

Where can I find cheap hotels in Winchester?

At Travelocity you'll find really nice hotels in Winchester at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winchester rather than in Winchester. We may find you even better rates, too.

How do I find the best Winchester hotel deals?

Simple! On Travelocity, look through the fantastic offers we've already found in Winchester then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.

How much does it cost to stay in a hotel in Winchester?

The cheapest hotel in Winchester is $66. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.

How many hotels are in Winchester?

There are 1,541 hotels in Winchester on Travelocity.

What are the best hotels in Winchester?

Winchester has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winchester for you!

When is the best time to visit Winchester?

If you want the joy of a fun-filled trip in peak season, visit Winchester during January, February and November. If you'd prefer the peace of off-season, book a stay during quieter months, such as April, October and December.

When is the cheapest time to stay in Winchester?

Based on historic data is usually the cheapest month to visit Winchester. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.

Are there any great family-friendly hotels in Winchester?

There are multiple hotels in Winchester that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winchester. We have plenty of kid-friendly hotels in Winchester to choose from on Travelocity!

Why book a hotel in Winchester through Travelocity?

Because we have the top hotels in Winchester! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!

How do I cancel my hotel booking in Winchester on Travelocity?

Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.