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Top hotels

Tahquitz Pines Retreat

Tahquitz Pines Retreat

2 out of 5
55251 S. Circle Dr, Idyllwild, CA
Fully refundableReserve now, pay when you stay
This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A 24-hour business ...
Fun family resort
"Beautiful grounds, helpful staff and cozy cabins. We loved it and will definitely come back."

Reviewed on Jun 23, 2025

Tahquitz Pines Retreat
Soboba Casino Resort

Soboba Casino Resort

3.5 out of 5
22777 Soboba Road, San Jacinto, CA
This hotel features a golf course, a casino, and 7 restaurants. Relax with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and ...
"Property is immaculate. Staff is friendly food is amazing. The casino is freezing cold bring a sweater."

Reviewed on Jun 23, 2025

Soboba Casino Resort
Pala Mesa Golf Resort

Pala Mesa Golf Resort

3.5 out of 5
2001 Old Highway 395, Fallbrook, CA
Fully refundableReserve now, pay when you stay
A golf course and a restaurant are featured at this smoke-free hotel. A bar/lounge, a 24-hour front desk, and a snack bar/deli are also provided.
"It's the only decent lodging in the Fall rook/Bonsall area."

Reviewed on Jun 22, 2025

Pala Mesa Golf Resort
South Coast Winery Resort and Spa

South Coast Winery Resort and Spa

4 out of 5
34843 Rancho California Rd, Temecula, CA
Fully refundableReserve now, pay when you stay
This Tuscan-style hotel features an attached winery, a full-service spa, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour ...
"Front desk did excellent job during checking and checkout."

Reviewed on Jun 23, 2025

South Coast Winery Resort and Spa
Pala Casino Spa And Resort

Pala Casino Spa And Resort

4 out of 5
11154 Highway 76, Pala, CA
Fully refundableReserve now, pay when you stay
This hotel features a seasonal outdoor pool and a poolside bar. A terrace, a garden, and a grocery/convenience store are also on offer.
"Rooms were really nice. Super clean. Pool was amazing. Staff was great!"

Reviewed on Jun 24, 2025

Pala Casino Spa And Resort
Signature Temecula

Signature Temecula

3 out of 5
28980 Old Town Front St., Temecula, CA
Fully refundableReserve now, pay when you stay
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub ...
"My wife and I were happy with the cleanness of the room and the help offered by the staff. They were very friendly and helpful."

Reviewed on Jun 23, 2025

Signature Temecula
Motel 6 Temecula, CA - Historic Old Town

Motel 6 Temecula, CA - Historic Old Town

2 out of 5
41900 Moreno Rd, Temecula, CA
Fully refundableReserve now, pay when you stay
An outdoor pool, free self parking, and laundry facilities are featured at this motel. WiFi in public areas is free. A terrace and a snack bar/deli are also ...
"Property and room felt clean and the staff was very friendly! A few minutes walk to Old Town Temecula. Stayed here for one night and would stay here again."

Reviewed on Jun 23, 2025

Motel 6 Temecula, CA - Historic Old Town
Embassy Suites by Hilton Temecula Valley Wine Country

Embassy Suites by Hilton Temecula Valley Wine Country

3.5 out of 5
29345 Rancho California Road, Temecula, CA
Fully refundableReserve now, pay when you stay
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
"Good.,"

Reviewed on Jun 22, 2025

Embassy Suites by Hilton Temecula Valley Wine Country
Hotel Xola

Hotel Xola

2.5 out of 5
24630 Sunnymead Boulevard, Moreno Valley, CA
Fully refundableReserve now, pay when you stay
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of ...
"It was maintained decent but needed just a few repairs Nothing bad but it could use some sprucing up"

Reviewed on Jun 23, 2025

Hotel Xola
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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.

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.

  1. 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.
  2. 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.
  3. 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.

  1. 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 iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January51.4°F (10.8°C)Light RainSunny
February51.6°F (10.9°C)Light RainSunny
March54.7°F (12.6°C)Light RainMostly Sunny
April59.5°F (15.3°C)No Rain (Dry)Sunny
May63.1°F (17.3°C)No Rain (Dry)Sunny
June70.5°F (21.4°C)No Rain (Dry)Sunny
July76.6°F (24.8°C)No Rain (Dry)Sunny
August77.5°F (25.3°C)No Rain (Dry)Sunny
September74.5°F (23.6°C)No Rain (Dry)Sunny
October66.0°F (18.9°C)No Rain (Dry)Sunny
November57.4°F (14.1°C)No Rain (Dry)Sunny
December50.2°F (10.1°C)Light RainMostly 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 . 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 1,515 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.

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