Winchester Vacation Packages for 2026

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

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Winchester Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Marina Beach Hotel

Marina Beach Hotel

3 out of 5
Santa Barbara Beach
Price was $1,843, price is now $1,434 per person
$1,434
per person
Sep 14 - Sep 21
found 14 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Santa Barbara (SBA)
Book a stay at this business-friendly motel in Santa Barbara. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Santa Barbara Harbor and Stearns Wharf are located nearby.

The Franciscan Hotel

The Franciscan Hotel

2.5 out of 5
Santa Barbara Beach
Save 100% on your flight
Price was $1,952, price is now $1,445 per person
$1,445
per person
Sep 14 - Sep 21
found 14 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Santa Barbara (SBA)
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 the clean rooms in our reviews. Popular attractions Santa Barbara Harbor and Stearns Wharf are located nearby.
Great property. The rooms were good size, comfortable and clean. Great location. Staff was great.

Reviewed on Aug 5, 2026

Lavender Inn by the Sea

Lavender Inn by the Sea

3.5 out of 5
Santa Barbara Beach
Save 100% on your flight
Price was $2,080, price is now $1,563 per person
$1,563
per person
Sep 14 - Sep 21
found 14 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Santa Barbara (SBA)
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 in our reviews. Popular attractions Santa Barbara Harbor and Stearns Wharf are located nearby.
Beautiful property and great location. The breakfast with great and the afternoon wine and cheeses was awesome. Would totally book again. Bonus was the bike available for guests.

Reviewed on Aug 6, 2026

Drift Santa Barbara, a Member of Design Hotels

Drift Santa Barbara, a Member of Design Hotels

3.5 out of 5
Downtown Santa Barbara
Save 100% on your flight
Price was $2,405, price is now $1,851 per person
$1,851
per person
Sep 14 - Sep 21
found 14 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Santa Barbara (SBA)
Stay at this hotel in Santa Barbara. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Stearns Wharf and Santa Barbara Harbor are located nearby.
Wonderful place! Thank you so much

Reviewed on Aug 5, 2026

Hummingbird Haven by Avantstay Dog-friendly, Near the Beach, Huge Yard+hot Tub

Hummingbird Haven by Avantstay Dog-friendly, Near the Beach, Huge Yard+hot Tub

3 out of 5
Save 100% on your flight
Price was $5,037, price is now $3,910 per person
$3,910
per person
Sep 14 - Sep 21
found 14 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Santa Barbara (SBA)
Book a stay at this beach cottage in Santa Barbara. Enjoy free parking and a beach locale. Popular attractions Upper State Street and Mission Santa Barbara are located nearby.
Beautiful property! Perfect for our family to stay during a wedding weekend. The home is exceptionally well maintained and easy access to everything Santa Barbara has to offer! The gardens were incredibly pretty and we understand why the home has been named Hummingbird Haven!!

Reviewed on May 30, 2025

Ramada by Wyndham Santa Barbara

Ramada by Wyndham Santa Barbara

3 out of 5
Price was $1,946, price is now $1,514 per person
$1,514
per person
Sep 14 - Sep 21
found 14 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Santa Barbara (SBA)
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 helpful staff in our reviews. Popular attractions Upper State Street and Mission Santa Barbara are located nearby.
The room was very clean and comfortable.

Reviewed on Aug 6, 2026

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Top Hotel Deals

Hotel Santa Barbara

Hotel Santa Barbara

4 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 ...
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. ...
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 ...
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 ...
Vinland Hotel and Lounge

Vinland Hotel and Lounge

3.5 out of 5
1455 Mission Dr Solvang CA
29.4 km from Winchester
Stay at this hotel in Solvang. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
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 ...
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 ...
King Frederik Inn

King Frederik Inn

2.5 out of 5
1617 Copenhagen Drive Solvang CA
29.04 km from Winchester
Book a stay at this golf motel in Solvang. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. ...
The Leta Santa Barbara Goleta, Tapestry Collection by Hilton

The Leta Santa Barbara Goleta, Tapestry Collection by Hilton

4 out of 5
5650 Calle Real Goleta CA
6.25 km from Winchester
Book a stay at this business-friendly hotel in Goleta. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the pool and the ...
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. ...
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 ...
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 ...
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 ...
Hotel Californian

Hotel Californian

5 out of 5
36 State Street Santa Barbara CA
18.46 km from Winchester
Book a stay at this luxury hotel in Santa Barbara. Enjoy a full-service spa, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in ...
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 ...
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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, Sep 15 - Mon, Sep 21
DFW
Dallas-Fort Worth Intl.
SBA
Santa Barbara Municipal
$283 Roundtrip, found 4 days ago
$283
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Tue, Sep 15 from Dallas-Fort Worth Intl. to Santa Barbara Municipal, returning Mon, Sep 21, priced at $283 found 4 days ago
Southwest Airlines
Tue, Sep 15 - Mon, Sep 21
DAL
Love Field
SBA
Santa Barbara Municipal
$283 Roundtrip, found 4 days ago
$283
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Sep 15 from Love Field to Santa Barbara Municipal, returning Mon, Sep 21, priced at $283 found 4 days ago
Delta
Wed, Sep 23 - Sat, Oct 3
MSP
Minneapolis - St. Paul Intl.
SBA
Santa Barbara Municipal
$347 Roundtrip, found 5 days ago
$347
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Sep 23 from Minneapolis - St. Paul Intl. to Santa Barbara Municipal, returning Sat, Oct 3, priced at $347 found 5 days ago
United
Sun, Aug 16 - Sun, Aug 23
DEN
Denver Intl.
SBA
Santa Barbara Municipal
$364 Roundtrip, found 3 days ago
$364
Roundtrip
found 3 days ago
Select United flight, departing Sun, Aug 16 from Denver Intl. to Santa Barbara Municipal, returning Sun, Aug 23, priced at $364 found 3 days ago
American Airlines
Tue, Sep 15 - Mon, Sep 21
DFW
Dallas-Fort Worth Intl.
SBA
Santa Barbara Municipal
$517 Roundtrip, found 4 days ago
$517
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Sep 15 from Dallas-Fort Worth Intl. to Santa Barbara Municipal, returning Mon, Sep 21, priced at $517 found 4 days ago