Eastside Vacation Packages

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Top Holiday Package Deals in Eastside

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
per person
Sep 23 - Sep 29
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Santa Barbara (SBA)
8/10 Very Good! (1,001 reviews)
Beautiful place with very friendly staff! It.felt very safe!

Reviewed on Jul. 2, 2025

Los Aguajes

Los Aguajes

2 out of 5
Santa Barbara Beach
Save 100% on your flight
per person
Sep 8 - Sep 15
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Santa Barbara (SBA)
7/10 Good! (4 reviews)
Hilton Santa Barbara Beachfront Resort

Hilton Santa Barbara Beachfront Resort

4 out of 5
Santa Barbara Beach
per person
Sep 23 - Sep 29
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Santa Barbara (SBA)
7.2/10 Good! (22 reviews)
The property is located in an amazing place next to the ocean. It just need to be updated. The staff is very friendly and helpful. We will go back.

Reviewed on Jul. 14, 2025

The Milo

The Milo

3.5 out of 5
Santa Barbara Beach
Save 100% on your flight
per person
Sep 23 - Sep 29
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Santa Barbara (SBA)
8.4/10 Very Good! (1,379 reviews)
Really nice place in a beautiful location.. Staff was super friendly as well.

Reviewed on Jul. 16, 2025

Ramada by Wyndham Santa Barbara

Ramada by Wyndham Santa Barbara

3 out of 5
per person
Sep 23 - Sep 29
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Santa Barbara (SBA)
8.8/10 Excellent! (1,004 reviews)
Great pool and hot tub that are very clean with nice warm water. The continental breakfast was way better than expected with eggs, sausage and pancakes available. The staff that prepared the breakfast was exceptionally attentive to their guests and the food. Will be back again!

Reviewed on Jul. 19, 2025

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(4 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

Sandpiper Lodge

Sandpiper Lodge

2 out of 5
3525 State St, Santa Barbara, CA
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from Jul 27 to Jul 28
CA $198
CA $225 total
Jul 27 - Jul 28
includes taxes & fees
8.4/10 Very Good! (1,669 reviews)
Great one night stay
"Staff at reception very helpful and offered help and advice. Room was a huge family room - a little old fashioned but very comfy and would stay again. Slept 6 easily!"

Reviewed on Jul. 19, 2025

Sandpiper Lodge
The Milo

The Milo

3.5 out of 5
202 W Cabrillo Blvd, Santa Barbara, CA
Fully refundableReserve now, pay when you stay
The price is CA $449 per night from Aug 3 to Aug 4
CA $449
CA $512 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very Good! (1,395 reviews)
"Beach and food access is so convenient. Quaint hotel meets all your needs."

Reviewed on Jul. 18, 2025

The Milo
Hyatt Place Santa Barbara

Hyatt Place Santa Barbara

3.5 out of 5
4111 State Street, Santa Barbara, CA
Fully refundableReserve now, pay when you stay
The price is CA $341 per night from Aug 5 to Aug 6
CA $341
CA $400 total
Aug 5 - Aug 6
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
Extend breakfast
"Nice hotel overall, but the sofa bed is uncomfortable and I wish breakfast went until 9:30 instead of 9. It felt like we were all rushing to eat before the doors closed."

Reviewed on Jul. 15, 2025

Hyatt Place Santa Barbara
See all 1,547 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

Family Vacations

Family Vacations

Frequently asked questions

How much does an Eastside vacation package cost?
The most affordable Eastside package is CA $1,549, so your dream trip can become a reality — without the high price tag. Bundle flights, hotels, car rentals and more to build a package that matches your traveling style.
How do I get a cheap travel package to Eastside?
One of the easiest ways to save cash (and time) is to combine your bookings with Expedia. Hotels, flights, rental cars and activities — we've got them all covered. Pick and choose the combination that best suits you and watch your savings stack up. We know a package deal is never a one-size-fits-all. That's why Expedia offers over 550 airlines and 1,000,000 hotels globally, which lets you customize your Eastside vacation.
Where should I stay in Eastside?
Travelers come from all over the world to experience Mission Santa Barbara and Santa Barbara County Courthouse in Eastside. Book yourself a room close to these must-see attractions and visit them at your leisure.
What are the top hotels in Eastside?
Reserve a room at Charming And Cozy Cottage With Terrace. It's one of this neighborhood's most in-demand properties. Another top option in Eastside is Scenic Studio.
How far in advance should I book my Eastside vacation?
Your best bet is to book early. Air carriers typically release flights up to 12 months prior to departure, and this is when you can pick up some rock-bottom prices. Just been told you need to take some vacation time next week? No problem! Expedia are never short of fantastic bargains to whisk you away on the getaway of your dreams, at a price you can afford.
What does an Expedia Eastside travel package include?
With Expedia, you can select a combination of hotels, car rentals and flights to build your ideal Eastside package. Once you've made your booking, you can add on the fun things like sightseeing tours and activities. Remember — the more you bundle, the more discounts you'll get!
What should I know before booking an Eastside travel package?
Our prices are already low. However, you'll grab even more savings if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and a great range of choice.
Can I choose my airline with an Eastside Expedia vacation package?
With a vacation package, you're always in charge. Whether you'd like to fly to Eastside in economy or first class, simply choose from the available airline options. Expedia has access to more than 550 airline partners all over the world.
If I'm not able to travel, can I cancel my Eastside vacation package?
Whether it's your hotel, flight or rental car, yes, you can amend or cancel it. Locked in your Eastside vacation package in the last 24 hours? You may be able to make any changes for free. For older bookings, you may incur a fee from your hotel, airline or car rental company. For further information, head to our Customer Service Portal. We're here to help you every step of the way.

Discover the most popular places to visit in Eastside

Santa Barbara County Courthouse showing heritage architecture and a luxury hotel or resort

Santa Barbara County Courthouse

4.5/5(12 reviews)

See the best views of Santa Barbara and enjoy a stunning variety of architectural styles at the city’s historic courthouse.

Santa Barbara County Courthouse
Leadbetter Beach

Leadbetter Beach

If a restful vacation is part of your travel plans, Leadbetter Beach might be the perfect place to seek out during your trip to Santa Barbara. While you're in the area, stroll along the marina.

Leadbetter Beach

Santa Barbara Bowl

5/5(4 reviews)

Enjoy a show at Santa Barbara Bowl, a storied theater in Santa Barbara. Wander the beautiful beaches and seaside in the area.

Santa Barbara Bowl

Things to do

Santa Barbara Trolley Tour

Santa Barbara Trolley Tour

CA $48
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

CA $36
per adult
Santa Barbara Ghosts Tour
Checking out the sea lions

Wildlife Kayak Tour in Santa Barbara Harbor (2 Hours)

CA $75
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.