Winchester Vacation Packages

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Flight and hotel packages to Winchester

Price found within the past 48 hours. Click for updated prices.
InterContinental Mark Hopkins, an IHG Hotel

InterContinental Mark Hopkins, an IHG Hotel

4 out of 5
Downtown San Francisco
Save 100% on your flight
per person
Jun 27 - Jun 30
found 19 hours ago
Roundtrip flight included
Denver (DEN) to San Francisco (SFO)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A terrace, a garden, and dry cleaning are also on offer.
Fairmont Miramar Bungalows

Fairmont Miramar Bungalows

5 out of 5
North of Wilshire
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.
Glendale Hotel

Glendale Hotel

2.5 out of 5
Somerset
Save 100% on your flight
per person
Jul 25 - Jul 31
found 10 hours ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
Self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free.
Paradise Point Resort & Spa

Paradise Point Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jul 24 - Jul 28
found 17 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
This smoke-free resort features a full-service spa, a marina, and 3 restaurants. Family-friendly amenities include mini golf and kid-friendly dining, along with kayaking. Enjoy the 5 outdoor pools and perks like free WiFi.
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Save 100% on your flight
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to San Francisco (SFO)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and free buffet breakfast each morning.

Top Winchester hotel deals

Pala Casino Spa And Resort

Pala Casino Spa And Resort

4 out of 5
11154 Highway 76, Pala, CA
Free Cancellation
Reserve now, pay when you stay
The price is $150 per night
$150
per night
Jun 11 - Jun 12
A casino, 3 restaurants, and 2 spa tubs are all featured at this Tuscan-style hotel. Relax with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. A poolside bar, a 24-hour front desk, and a coffee shop are also provided.
Hot Tub
Breakfast available
Pala Mesa Golf Resort

Pala Mesa Golf Resort

3.5 out of 5
2001 Old Highway 395, Fallbrook, CA
Free Cancellation
Reserve now, pay when you stay
The price is $85 per night
$85
per night
Jun 23 - Jun 24
A golf course and a restaurant are featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A snack bar/deli, express check-out, and luggage storage are also on offer.
Signature Temecula

Signature Temecula

3 out of 5
28980 Old Town Front St., Temecula, CA
Free Cancellation
Reserve now, pay when you stay
The price is $81 per night
$81
per night
May 27 - May 28
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 spa tub and free perks like continental breakfast and free self parking.
Soboba Casino Resort

Soboba Casino Resort

3.5 out of 5
22777 Soboba Road, San Jacinto, CA
Free Cancellation
Reserve now, pay when you stay
The price is $118 per night
$118
per night
Jun 11 - Jun 12
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 WiFi in public areas. You'll appreciate the gym, poolside bar, and wedding services.
Pool
Parking included
Motel 6 Temecula, CA - Historic Old Town

Motel 6 Temecula, CA - Historic Old Town

2 out of 5
41900 Moreno Rd, Temecula, CA
Free Cancellation
Reserve now, pay when you stay
The price is $72 per night
$72
per night
Jun 10 - Jun 11
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 provided.
Pet friendly
Pool
Tahquitz Pines Retreat

Tahquitz Pines Retreat

2 out of 5
55251 S. Circle Dr, Idyllwild, CA
Free Cancellation
Reserve now, pay when you stay
The price is $119 per night
$119
per night
May 27 - May 28
A seasonal outdoor pool is featured at this hotel, along with free self parking. WiFi in public areas is free. Luggage storage is also provided.
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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.

Photos of local treasures

Photo by Betsy Wood
Photo by Betsy Wood

Frequently asked questions

How much are vacation packages to Winchester?
$369 is all you’ll need for an amazing break in Winchester. Bundle your hotel and flights into a Travelocity package and see the savings start to grow. With prices as good as these, there’s never been a better time to travel.
Where can I get the best vacation package deals for Winchester?
With around 400 airline partners and 1,000,000 hotels around the world, it’s hard to go past Travelocity. Make the most of our impressive range and create your dream package deal to Winchester. Don’t you just love it when planning a trip is that easy?
Why should I book my Winchester vacation bundle via Travelocity?
Whether you’re planning an epic vacation or a last-minute trip, we have many alluring destinations to choose from at a fantastic price. What’s more, we provide support 24/7, superb service and a Price Match Guarantee. Save yourself time and money and reserve your dream vacation today.
Can I save money on my Winchester car rental if I book it with my hotel or flight?
Bundling your hotel, car and flight into a Winchester vacation package is an excellent way to score better prices. Plus, having your own car rental gives you freedom to make your way to all those big-name sights you’d like to check out. Situated 50 mi from Winchester, Disneyland® Resort is one place that should be on your agenda. Fasten your seat belt and make a day trip of it.
What is the best time of year to go to Winchester?
Going in the low season, April, October and December, comes with advantages — think more affordable flights and hotels and less bumping elbows with tourist crowds. But there’s an undeniable magic in the air during the busiest season. More events will be planned and more attractions will be open in January, February and November. If you’re eager to save, generally offers the most affordable hotel rates. Expect to pay more for a bed in .
Which airport is best for Winchester?
John Wayne Airport (SNA) is popular. You’ll find it around 45 mi west of Winchester. Your other options are Los Angeles - Ontario Intl. Airport (ONT) (40 mi away from central Winchester) and Palm Springs Intl. Airport (PSP) (35 mi away from central Winchester).
Where should I stay when visiting Winchester?
The Private Wine Country Rv Near Wilson Creek Winery is popular with many visitors. Book as soon as possible to avoid missing out.