Upper East Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Upper East

Price found within the past 48 hours. Click for updated prices.
Inn By The Harbor

Inn By The Harbor

3.5 out of 5
Santa Barbara Beach
Price was CA $2,920, price is now CA $2,305 per person
CA $2,305
per person
Sep 12 - Sep 19
found 12 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Santa Barbara (SBA)
9.2/10 Wonderful! (1,897 reviews)
Beautiful gardens, walkable to favorite areas and nice breakfast in the am. With wine & cheese & cookies in the afternoon…what more do you need.

Reviewed on Jun 20, 2026

Hotel Santa Barbara

Hotel Santa Barbara

3 out of 5
Downtown Santa Barbara
Price was CA $3,548, price is now CA $2,622 per person
CA $2,622
per person
Sep 12 - Sep 19
found 12 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Santa Barbara (SBA)
9.4/10 Exceptional! (1,396 reviews)
This is a charming hotel in a historic refurbished building with a delightful small bar in the lobby and very helpful and pleasant staff. It is centrally located on State Street near shopping and the pier and the visitors center. It is my go-to place in Santa Barbara now. I love this hotel

Reviewed on Jun 20, 2026

Brisas del Mar, Inn at the Beach

Brisas del Mar, Inn at the Beach

3.5 out of 5
Santa Barbara Beach
Price was CA $2,988, price is now CA $2,368 per person
CA $2,368
per person
Sep 12 - Sep 19
found 12 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Santa Barbara (SBA)
9.4/10 Exceptional! (1,426 reviews)
A little noisy for my liking

Reviewed on Jun 14, 2026

El Encanto Santa Barbara

El Encanto Santa Barbara

5 out of 5
Upper Riviera
Price was CA $6,191, price is now CA $4,928 per person
CA $4,928
per person
Sep 12 - Sep 19
found 12 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Santa Barbara (SBA)
9.4/10 Exceptional! (571 reviews)
Beautiful location up in the hills , views , quiet , relaxing . Staff is very friendly and helpful . Pool was great , very very clean . Food was good , I recommend the short ribs ♥️♥️one of the best I’ve had . It was a wonderful little weekend get away , I will definitely be going back , loved it !

Reviewed on May 31, 2026

Lavender Inn by the Sea

Lavender Inn by the Sea

3.5 out of 5
Santa Barbara Beach
Price was CA $2,906, price is now CA $2,318 per person
CA $2,318
per person
Sep 12 - Sep 19
found 12 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Santa Barbara (SBA)
9.2/10 Wonderful! (1,367 reviews)
Nice afternoon wine and cheese reception. Very nice breakfast. Walkable to harbor.

Reviewed on Jun 21, 2026

Where to stay in Upper East

Find the best Upper East areas and neighborhoods for the activities you enjoy most. Learn more about Upper East
Santa Barbara Aerial Panorama. Scenic shot of Pier and beach

Santa Barbara Beach

3 out of top 10 points of interest in this area
4.5/5(42 area reviews)

Santa Barbara Beach is known for its stunning beaches, and you can see some sights in the area like Stearns Wharf and West Beach.

Find hotels in Santa Barbara Beach

Upper East Hotel Deals

Orange Tree Inn

Orange Tree Inn

2.5 out of 5
1920 State Street Santa Barbara CA
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Jul 22 to Jul 23
CA $164
CA $188 total
Jul 22 - Jul 23
includes taxes & fees
7.8/10 Good! (814 reviews)
"No fridge, wasn’t as clean as I expected tv was only streaming"

Reviewed on Jun 19, 2026

Orange Tree Inn
Simpson House Inn

Simpson House Inn

5 out of 5
121 East Arrellaga Street Santa Barbara CA
The price is CA $436 per night from Jun 22 to Jun 23
CA $436
CA $593 total
Jun 22 - Jun 23
includes taxes & fees
9.8/10 Exceptional! (723 reviews)
"we loved our stay and can't wait to come back! the gardens were beautiful to relax in, breakfast was great, and room was so well decorated! such a unique stay and great service!"

Reviewed on Jun 19, 2026

Simpson House Inn
Hotel Santa Barbara

Hotel Santa Barbara

3 out of 5
533 State St Santa Barbara CA
Fully refundableReserve now, pay when you stay
The price is CA $365 per night from Jul 6 to Jul 7
CA $365
CA $425 total
Jul 6 - Jul 7
includes taxes & fees
9.4/10 Exceptional! (1,404 reviews)
"This is a charming hotel in a historic refurbished building with a delightful small bar in the lobby and very helpful and pleasant staff. It is centrally located on State Street near shopping and the pier and the visitors center. It is my go-to place in Santa Barbara now. I love this hotel"

Reviewed on Jun 20, 2026

Hotel Santa Barbara
See all 1,546 properties in Upper East
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
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Frequently asked questions

How much does an Upper East vacation package cost?
Our Upper East packages, which begin at just CA $2,305, are an awesome way to save big bucks. Handpick your preferred hotels, flights and rental car to create your ideal itinerary.
How do I get a cheap travel package to Upper East?
Find flights that fit your busy schedule, add a hotel to your booking and watch the savings grow with an Upper East vacation package. It's as easy as that! From flights and hotels to rental cars and activities, Expedia makes traveling on a budget easy. And with more than 550 air carriers and 1,000,000 hotels across the globe to choose from, you won't be short of choice.
Where should I stay in Upper East?
A trip to Upper East has to include Mission Santa Barbara and Santa Barbara County Courthouse. Stay somewhere close by for easy access to these awesome attractions.
What are the top hotels in Upper East?
Orange Tree Inn and Simpson House Inn are among the most popular hotels in Upper East. Why not check out the facilities and rates at each and then decide?
How far in advance should I book my Upper East vacation?
Smart travelers will likely want to book as early as possible. You can normally compare international fares on Expedia up to 12 months before your flight. If you've left booking to the last minute, don't stress. Bargain prices occasionally occur just weeks before departure dates.
What does an Expedia Upper East travel package include?
Hotels, rental cars and flights — we've got them all. With Expedia, you can shape your Upper East travel package however 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 tours and activities. The more you bundle, the more you save!
What should I know before booking an Upper East travel package?
An Expedia travel package can be tailored to your budget and is a terrific way to stretch your dollars further. What you include is completely up to you. Hotels, rental cars and flights — come up with a combination that suits your style.
Can I choose my airline with an Upper East Expedia vacation package?
With a vacation package, you're the one in charge. Whether you're looking to fly to Upper East in coach or first class, simply choose from the available airline options. Expedia has access to over 550 partner airlines across the world.
If I'm not able to travel, can I cancel my Upper East vacation package?
Whether it's your flight or hotel, yes, you can cancel or amend it. Locked in your Upper East vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings older than that, you may be charged a fee by your hotel, airline or car rental company. For further information, take a look at our Customer Service Portal. We're here to help you every step of the way.

Things to do

Santa Barbara Trolley Tour

Santa Barbara Trolley Tour

CA $39
per adult
92% of travellers recommend
Santa Barbara Trolley Tour
Helicopter Beach Tour

Santa Barbara: Beach and Coastline Helicopter Tour

CA $96
per adult
Santa Barbara: Beach and Coastline Helicopter Tour
Coastal Cruise on Yacht in Santa Barbara

Coastal Cruise on Yacht in Santa Barbara

CA $53
per adult
98% of travellers recommend
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.