Westside Vacations from $1,241

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Photo by Lynn Hao

Your Westside Vacation

Organizing your next escape just got a whole lot simpler with a vacation package to Westside. Embrace everything this neighborhood has to offer while creating incredible memories you'll remember for years. Your trip to Westside wouldn't be complete without exploring major attractions nearby such as Santa Barbara County Courthouse, Mission Santa Barbara and Presidio Santa Barbara. Whatever your travel goals or the size of your budget, booking a perfect Westside vacation is simple with Expedia.

The Latest Westside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Secret Garden Inn and Cottages

Secret Garden Inn and Cottages

3 out of 5
Oak Park
Price was $1,766, price is now $1,241 per person
$1,241
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santa Barbara (SBA)
8/10 Very Good! (1,001 reviews)
Quaint and charming. Very quiet, dog friendly in a neighborhood

Reviewed on Aug 3, 2025

Hotel Californian

Hotel Californian

5 out of 5
Santa Barbara Beach
Save 100% on your flight
Price was $2,425, price is now $1,691 per person
$1,691
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santa Barbara (SBA)
9.2/10 Wonderful! (907 reviews)
Gabby (manager) and the rest of her staff did everything to make our 10th wedding anniversary something special. I truly plan on making this trip to SB and staying at Hotel Californian an annual trip. The proximity to the beach was incredible. The rooftop pool has an incredible view. I took my time selecting a hotel that would make this a special weekend. And there was definitely some concern prior to arriving that my expectations would not be met. But with Gabby’s guidance, our stay felt special and classy. I would highly recommend staying here.

Reviewed on Aug 30, 2025

Riviera Beach House

Riviera Beach House

3.5 out of 5
Santa Barbara Beach
Save 100% on your flight
Price was $2,037, price is now $1,428 per person
$1,428
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santa Barbara (SBA)
8.4/10 Very Good! (1,009 reviews)
It was an amazing weekend get away for me, my Husband and dog. Much needed!

Reviewed on Sep 2, 2025

Inn By The Harbor

Inn By The Harbor

3.5 out of 5
Santa Barbara Beach
Price was $1,791, price is now $1,320 per person
$1,320
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santa Barbara (SBA)
9.2/10 Wonderful! (1,698 reviews)
Perfect location & clean

Reviewed on Sep 9, 2025

Lavender Inn by the Sea

Lavender Inn by the Sea

3.5 out of 5
Santa Barbara Beach
Price was $1,803, price is now $1,355 per person
$1,355
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santa Barbara (SBA)
9.4/10 Exceptional! (1,257 reviews)
Excellent location, very close to the beach and lots of restaurants and wine tasting rooms. Hotel staff was friendly and helpful. There is complimentary breakfast, which was basic but good enough, water and coffee, as well as sparkling wine when we checked in. Free parking as well. All nice touches. Rooms were clean, although a bit dated. The only issue was the extremely loud AC unit. Very, very loud sounded like an airplane! And the hotel is on the Main Street, so you will hear cars as well as the train going by. I could not sleep all night because of the sound, it was too warm to sleep without the ac. Other than that, it’s a great property and very close to everything Santa Barbara has to offer. I would stay again, as the location was great and it was a good value overall, just bring some ear plugs!

Reviewed on Sep 8, 2025

Where to stay in Westside

Find the best Westside areas and neighborhoods for the activities you enjoy most. Learn more about Westside
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Montecito

1 out of top 10 points of interest in this area
4.5/5(179 area reviews)

Celebrity-favored Montecito offers backcountry hiking trails and attractions like Lotusland and El Fureidis. Easily accessible via State Route 192 and the U.S. 101 Freeway, it's well-connected to Santa Barbara County.

Find hotels in Montecito

Westside Hotel Deals

Hotel Santa Barbara

Hotel Santa Barbara

3 out of 5
533 State St, Santa Barbara, CA
Fully refundableReserve now, pay when you stay
$260 nightly
The price is $296 total per night from Oct 6 to Oct 7
$296 total
Oct 6 - Oct 7
Total with taxes and fees
Hotel Santa Barbara
Best Western Plus Pepper Tree Inn

Best Western Plus Pepper Tree Inn

3 out of 5
3850 State St, Santa Barbara, CA
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $174 total per night from Sep 28 to Sep 29
$174 total
Sep 28 - Sep 29
Total with taxes and fees
Best Western Plus Pepper Tree Inn
Best Western Plus Carpinteria Inn

Best Western Plus Carpinteria Inn

3.5 out of 5
4558 Carpinteria Ave, Carpinteria, CA
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $156 total per night from Sep 22 to Sep 23
$156 total
Sep 22 - Sep 23
Total with taxes and fees
Best Western Plus Carpinteria Inn
See all 1,521 properties in Westside
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Westside

Santa Barbara Zoo

Santa Barbara Zoo

Why not visit the native and exotic animals who call Santa Barbara Zoo home during your trip to Santa Barbara? Wander the beautiful beaches and seaside in the area.

Santa Barbara Zoo
Starting off a great day of fishing with a beautiful #sunrise over the Santa Barbara Harbor #adventure #ocean #California

Santa Barbara Harbor

Explore the waterfront in Santa Barbara with a trip to Santa Barbara Harbor. Wander the beautiful beaches and seaside in the area.

Santa Barbara Harbor
Great Zin

Stearns Wharf

Explore the waterfront of Stearns Wharf and enjoy other activities such as biking in Santa Barbara. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Stearns Wharf

Things to do

Santa Barbara Trolley Tour

Santa Barbara Trolley Tour

$28
per adult
86% of travellers recommend
Santa Barbara Trolley Tour
Come see Santa Barbara like you never have heard tales of death and bring the city's history back to life.

Santa Barbara Ghosts Tour

$32
per adult
Santa Barbara Ghosts Tour
Santa Barbara Coastal Cruise

Coastal Cruise on Yacht in Santa Barbara

$38
per adult
Coastal Cruise on Yacht in Santa Barbara
See all activities in Santa Barbara
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.