Winchester Vacation Packages for 2026

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Top Hotel Deals

Hotel Santa Barbara

Hotel Santa Barbara

3 out of 5
533 State St Santa Barbara CA
17.77 km from Winchester
Book a stay at this business-friendly hotel in Santa Barbara. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff ...
Ramada by Wyndham Santa Barbara

Ramada by Wyndham Santa Barbara

3 out of 5
4770 Calle Real Santa Barbara CA
9.3 km from Winchester
Book a stay at this business-friendly hotel in Santa Barbara. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the pool and the ...
Sandpiper Lodge

Sandpiper Lodge

2 out of 5
3525 State St Santa Barbara CA
13.73 km from Winchester
Stay at this motel in Santa Barbara. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Avania Inn of Santa Barbara

Avania Inn of Santa Barbara

2.5 out of 5
128 Castillo St Santa Barbara CA
18.01 km from Winchester
Book a stay at this business-friendly motel in Santa Barbara. Enjoy free WiFi, free parking, and premium TV channels. Our guests praise the breakfast and the ...
Beachside Inn

Beachside Inn

3 out of 5
336 W. Cabrillo Blvd Santa Barbara CA
18.19 km from Winchester
Stay at this hotel in Santa Barbara. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
The Franciscan Hotel

The Franciscan Hotel

2.5 out of 5
109 Bath Street Santa Barbara CA
18.12 km from Winchester
Book a stay at this business-friendly hotel in Santa Barbara. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and ...
Inn By The Harbor

Inn By The Harbor

3.5 out of 5
433 W Montecito St Santa Barbara CA
17.78 km from Winchester
Book a stay at this business-friendly hotel in Santa Barbara. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
Wine Valley Inn

Wine Valley Inn

3 out of 5
1564 Copenhagen Dr Solvang CA
29.13 km from Winchester
Book a stay at this spa hotel in Solvang. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Hilton Santa Barbara Beachfront Resort

Hilton Santa Barbara Beachfront Resort

4 out of 5
633 E Cabrillo Blvd Santa Barbara CA
19.56 km from Winchester
Book a stay at this beach resort in Santa Barbara. Enjoy a full-service spa, 2 restaurants, and 6 outdoor pickleball courts. Our guests praise the helpful staff ...
The Milo

The Milo

4 out of 5
202 W Cabrillo Blvd Santa Barbara CA
18.35 km from Winchester
Book a stay at this beach hotel in Santa Barbara. Enjoy free WiFi, 2 outdoor pools, and free bicycles on site. Our guests praise the helpful staff and the clean ...
Chumash Casino Resort

Chumash Casino Resort

4 out of 5
3400 East Highway 246 Santa Ynez CA
26.36 km from Winchester
Book a stay at this spa resort in Santa Ynez. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Santa Barbara Inn

Santa Barbara Inn

4 out of 5
901 E Cabrillo Blvd Santa Barbara CA
20.02 km from Winchester
Stay at this hotel in Santa Barbara. Enjoy free WiFi, room service, and a fitness center. Our guests praise the restaurant and the helpful staff in our reviews. ...
The Ritz-Carlton Bacara, Santa Barbara

The Ritz-Carlton Bacara, Santa Barbara

5 out of 5
8301 Hollister Avenue Goleta CA
2.88 km from Winchester
Book a stay at this luxury resort in Goleta. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Hyatt Place Santa Barbara

Hyatt Place Santa Barbara

3.5 out of 5
4111 State Street Santa Barbara CA
11.83 km from Winchester
Book a stay at this business-friendly hotel in Santa Barbara. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the ...
Brisas del Mar, Inn at the Beach

Brisas del Mar, Inn at the Beach

3.5 out of 5
223 Castillo St Santa Barbara CA
17.88 km from Winchester
Book a stay at this business-friendly hotel in Santa Barbara. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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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 Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Tue, Jul 21 - Wed, Aug 5
PHX
Sky Harbor Intl.
SBA
Santa Barbara Municipal
$231 Roundtrip, found 5 days ago
$231
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Tue, Jul 21 from Sky Harbor Intl. to Santa Barbara Municipal, returning Wed, Aug 5, priced at $231 found 5 days ago
American Airlines
Sat, Oct 17 - Tue, Oct 20
PDX
Portland Intl.
SBA
Santa Barbara Municipal
$237 Roundtrip, found 8 hours ago
$237
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Sat, Oct 17 from Portland Intl. to Santa Barbara Municipal, returning Tue, Oct 20, priced at $237 found 8 hours ago
United
Sat, Oct 17 - Tue, Oct 20
PDX
Portland Intl.
SBA
Santa Barbara Municipal
$237 Roundtrip, found 8 hours ago
$237
Roundtrip
found 8 hours ago
Select United flight, departing Sat, Oct 17 from Portland Intl. to Santa Barbara Municipal, returning Tue, Oct 20, priced at $237 found 8 hours ago
Southwest Airlines
Sat, Oct 17 - Tue, Oct 20
PDX
Portland Intl.
SBA
Santa Barbara Municipal
$237 Roundtrip, found 8 hours ago
$237
Roundtrip
found 8 hours ago
Select Southwest Airlines flight, departing Sat, Oct 17 from Portland Intl. to Santa Barbara Municipal, returning Tue, Oct 20, priced at $237 found 8 hours ago
Delta
Sat, Oct 17 - Tue, Oct 20
PDX
Portland Intl.
SBA
Santa Barbara Municipal
$267 Roundtrip, found 8 hours ago
$267
Roundtrip
found 8 hours ago
Select Delta flight, departing Sat, Oct 17 from Portland Intl. to Santa Barbara Municipal, returning Tue, Oct 20, priced at $267 found 8 hours ago