Eastside Vacations from $518

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Your Eastside Vacation

Our Eastside vacation packages are a time-saving and convenient way to plan and reserve your next getaway. Get to know the essence of this unique neighborhood without the fuss of organizing everything yourself. Some nearby attractions to see during your trip to Eastside include Santa Barbara County Courthouse, Mission Santa Barbara and Presidio Santa Barbara. No matter what your ideal Eastside vacation may look like, you can make it a reality with Expedia.

The Latest Eastside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
WorldMark Solvang

WorldMark Solvang

3 out of 5
Price was $687, price is now $518 per person
$518
per person
Oct 13 - Oct 16
found 17 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Santa Barbara (SBA)
9.4/10 Exceptional! (215 reviews)
Perfect stay. Will do it again

Reviewed on Jun 26, 2025

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 $1,314, price is now $946 per person
$946
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Santa Barbara (SBA)
8.4/10 Very Good! (369 reviews)
What is so special about the Drift are the people. Everyone from folks at the coffee shop, check in team, to the GM Jacqueline are so lovely and provide excellent customer service! So completely above and beyond to make my stay wonderful! I love the streamline design of the rooms, the yoga mat in every room, and the coffee every morning at Dawn! There are bikes and surf boards to borrow and enjoy in SB. Make sure you check out the yoga studio too! Also, the location is perfect for exploring, especially all of the vintage shops and The Funk Zone! I highly recommend staying at The Drift, and hope to check out their other properties.

Reviewed on Jul 27, 2025

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 $2,176, price is now $1,600 per person
$1,600
per person
Oct 13 - Oct 16
found 17 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Santa Barbara (SBA)
10/10 Exceptional! (1 review)
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

Vinland Hotel and Lounge

Vinland Hotel and Lounge

3.5 out of 5
Price was $843, price is now $638 per person
$638
per person
Nov 7 - Nov 11
found 14 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Santa Barbara (SBA)
9/10 Wonderful! (1,934 reviews)
Overall the experience was great. My only issue was the bathroom could’ve been WAY cleaner. There was a stain on the toilet seat that made me question all other cleaning practices.

Reviewed on Aug 28, 2025

Goleta Getaway by Avantstay Private Backyard, 1.5mi to the Beach!

Goleta Getaway by Avantstay Private Backyard, 1.5mi to the Beach!

3 out of 5
Save 100% on your flight
Price was $1,632, price is now $1,243 per person
$1,243
per person
Oct 13 - Oct 16
found 17 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Santa Barbara (SBA)
No reviews

Where to stay in Eastside

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

Eastside Hotel Deals

Hilton Santa Barbara Beachfront Resort

Hilton Santa Barbara Beachfront Resort

4 out of 5
633 E Cabrillo Blvd, Santa Barbara, CA
$306 nightly
The price is $350 total per night from Sep 21 to Sep 22
$350 total
Sep 21 - Sep 22
Total with taxes and fees
7.8/10 Good! (84 reviews)
"Very good hotel with view of the beach and walk across the road to the beach front park and trail."

Reviewed on Aug 21, 2025

Hilton Santa Barbara Beachfront Resort
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
$143 nightly
The price is $165 total per night from Sep 16 to Sep 17
$165 total
Sep 16 - Sep 17
Total with taxes and fees
8.6/10 Excellent! (1,227 reviews)
"Great looking property, lovely gardens, a bit noisy from the street if you do not have a garden-view room. Luckly we did. Excellent parking options. Stuffy halls and very noisy from room above, they need to soundproof between the floors! The nieghborhood is walkable to Linden St but driving was better, ..."

Reviewed on Aug 27, 2025

Best Western Plus Carpinteria Inn
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 1 to Sep 2
$174 total
Sep 1 - Sep 2
Total with taxes and fees
Best Western Plus Pepper Tree Inn
See all 1,517 properties in Eastside
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 Eastside

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

$35
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

$26
per adult
Santa Barbara Ghosts Tour
Checking out the sea lions

Wildlife Kayak Tour in Santa Barbara Harbor (2 Hours)

$55
per adult
100% of travellers recommend
Wildlife Kayak Tour in Santa Barbara Harbor (2 Hours)
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.