Oak Park Vacation Packages

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Top Holiday Package Deals in Oak Park

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 CA $1,931, price is now CA $1,537 per person
CA $1,537
per person
Apr 22 - Apr 29
found 17 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Santa Barbara (SBA)
8.2/10 Very Good! (1,002 reviews)
Such a lovely place. And the breakfast is delicious .

Reviewed on Dec 4, 2025

Hotel Californian

Hotel Californian

5 out of 5
Santa Barbara Beach
Price was CA $5,207, price is now CA $4,072 per person
CA $4,072
per person
Apr 22 - Apr 29
found 17 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Santa Barbara (SBA)
9.2/10 Wonderful! (939 reviews)
Great rooms and friendly staff; amazing location

Reviewed on Mar 2, 2026

The Milo

The Milo

4 out of 5
Santa Barbara Beach
Price was CA $2,781, price is now CA $2,299 per person
CA $2,299
per person
Apr 22 - Apr 29
found 17 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Santa Barbara (SBA)
8.6/10 Excellent! (1,528 reviews)
We had a wonderful stay at The Milo Hotel while celebrating our anniversary. The whole trip was special, and sharing it with my amazing wife made it truly unforgettable. The atmosphere was relaxing and romantic, perfect for a quiet getaway together. Our room had a beautiful ocean view, which made the experience even more memorable. Waking up and seeing the water each morning added a special touch to our anniversary and made our stay feel even more peaceful and unique. The staff were incredibly helpful and welcoming from the moment we arrived. They went out of their way to make sure everything was comfortable and easy for us, and their kindness and attention to detail really stood out. The location is beautiful and perfect for couples looking to relax and enjoy time together. We truly appreciated the warm hospitality and would happily return again. Highly recommended for a romantic stay.

Reviewed on Feb 28, 2026

Simpson House Inn

Simpson House Inn

5 out of 5
Upper East
Price was CA $2,558, price is now CA $2,117 per person
CA $2,117
per person
Apr 13 - Apr 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Santa Barbara (SBA)
9.8/10 Exceptional! (703 reviews)
Beautiful property, convenient location, fantastic staff

Reviewed on Mar 4, 2026

El Encanto Santa Barbara

El Encanto Santa Barbara

5 out of 5
Upper Riviera
Price was CA $6,607, price is now CA $5,475 per person
CA $5,475
per person
Apr 22 - Apr 29
found 17 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Santa Barbara (SBA)
9.4/10 Exceptional! (551 reviews)
WiFi not stable / not working for the 2 days we were there. No soap in bathroom, minibar with only 2 bottles of water, rooms with full of leds - switch lights that can’t be darken. quality - price ratio not attractive

Reviewed on Feb 12, 2026

Where to stay in Oak Park

Find the best Oak Park areas and neighborhoods for the activities you enjoy most. Learn more about Oak Park
Panorama of Montecito with Pacific Ocean in the Background

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

Oak Park Hotel Deals

Best Western Plus Santa Barbara

Best Western Plus Santa Barbara

3.5 out of 5
2220 Bath Street Santa Barbara CA
Fully refundableReserve now, pay when you stay
The price is CA $195 per night from Mar 15 to Mar 16
CA $195
CA $223 total
Mar 15 - Mar 16
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
Great location for us. Nice upgrade. Unfortunately, not well sound proofed unit. Could hear upstairs people moving around til 2 AM. Was very quiet on nights when upstairs unit empty. We stayed Thus thru Sun nights. Fri and Sat noisy. Th and Sun quiet. So, for us , a mixed stay. Attentive house staff. ...

Reviewed on Mar 5, 2026

Best Western Plus Santa Barbara
The Upham Hotel

The Upham Hotel

4 out of 5
1404 De La Vina Street Santa Barbara CA
Fully refundableReserve now, pay when you stay
The price is CA $244 per night from Mar 8 to Mar 9
CA $244
CA $278 total
Mar 8 - Mar 9
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
Staff were very accommodating. Room temperature was problematic due to air handling systems that did not provide a way to easily have air movement. It was unseasonably warm and the room became quite stuffy. Lots of lovely places to sit outside and on covered porches. Nice continental breakfast provided ...

Reviewed on Mar 5, 2026

The Upham Hotel
Courtyard by Marriott Santa Barbara Downtown

Courtyard by Marriott Santa Barbara Downtown

3 out of 5
1601 State St Santa Barbara CA
Fully refundableReserve now, pay when you stay
The price is CA $318 per night from Mar 15 to Mar 16
CA $318
CA $362 total
Mar 15 - Mar 16
includes taxes & fees
8.8/10 Excellent! (234 reviews)
Unfortunately the staff at night was slow on getting tpwels for the pool area and to our room. We had to ask 3 times for towels for the pool area. We asked the bar tender and the front desk twice as we were swimmig at night and took my wife on the 3rd time to wait for them to bring the towels we ...

Reviewed on Mar 2, 2026

Courtyard by Marriott Santa Barbara Downtown
See all 1,535 properties in Oak Park
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.
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Frequently asked questions

How much does an Oak Park vacation package cost?
Maybe less than you imagined — from a tempting CA $1,537, actually! By combining flights, hotels and car rentals into your own tailor-made vacation package, your Oak Park escape is only clicks away.
How do I get a cheap travel package to Oak Park?
Combining your flight and hotel with Expedia won't just save you time — it'll save you cash too. An Oak Park vacation package makes it easy to arrange your perfect trip. With more than 550 airlines all over the world to select from, finding convenient flights that suit your busy schedule won't be a challenge. On top of that, we've got over 1,000,000 properties globally to take your pick of. Now that's what we call choice. No matter who you are, Expedia will help show you the world.
Where should I stay in Oak Park?
Urban explorers come from all over the world to experience Mission Santa Barbara and Santa Barbara County Courthouse in Oak Park. Stay near these awesome attractions to make sightseeing easy.
What are the top hotels in Oak Park?
Bath Street Inn and Two Bedroom Craftsman Cottage, Near Downtown Santa Barbara are two of the most popular properties in Oak Park. Why not look up the facilities and amenities at each and then make up your mind?
How far in advance should I book my Oak Park vacation?
It depends on the air carrier, but you can normally look up international flights on Expedia nearly a year in advance. While it's generally a good idea to book ahead of time, lucky travelers occasionally nab a cheaper ticket only weeks before the date of departure.
What does an Expedia Oak Park travel package include?
Hotels, flights and rental cars — we've got them all. With Expedia, you can shape your Oak Park travel package just the way you want. All you have to do is determine just what you need. Once you've made your booking, you can add on fun things like activities and tours. The more you bundle, the greater your savings!
What should I know before booking an Oak Park travel package?
When you book your hotels, flights and car rentals together, you'll nab amazing discounts. Whether you're planning a mountain getaway in a cabin or prefer to stay in a cozy apartment in the city, Expedia will make it happen for less.
Can I choose my airline with an Oak Park Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Oak Park vacation package?
If your vacation plans in Oak Park have been upended, it's a relief to know that you can amend or cancel your booking. If you made your booking within the last 24 hours, you may be eligible for a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may impose a fee. To find out more, visit our Customer Service Portal.

Discover the most popular places to visit in Oak Park

SantaBarbara_SantaBarbaraBowl_6065951_05

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
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
a gorgeous summer landscape at the beach with blue ocean water with waves rolling into the beach, silky brown sand and rocky cliffs covered in lush green trees and plants and blue sky and clouds

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

Things to do

Santa Barbara Trolley Tour

Santa Barbara Trolley Tour

CA $38
per adult
90% of travellers recommend
Santa Barbara Trolley Tour
Santa Barbara Coastal Cruise

Coastal Cruise on Yacht in Santa Barbara

CA $44
per adult
Coastal Cruise on Yacht in Santa Barbara
Helicopter Beach Tour

Santa Barbara: Beach and Coastline Helicopter Tour

CA $95
per adult
Santa Barbara: Beach and Coastline Helicopter Tour
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.