Upper East Vacation Packages

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Top Holiday Package Deals in Upper East

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 $1,601, price is now CA $1,204 per person
CA $1,204
per person
Nov 11 - Nov 15
found 15 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Santa Barbara (SBA)
8/10 Very Good! (1,000 reviews)
Quaint and charming. Very quiet, dog friendly in a neighborhood

Reviewed on Aug. 3, 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
Price was CA $1,966, price is now CA $1,418 per person
CA $1,418
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) 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

Los Aguajes

Los Aguajes

2 out of 5
Santa Barbara Beach
Price was CA $1,942, price is now CA $1,425 per person
CA $1,425
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Santa Barbara (SBA)
7.2/10 Good! (5 reviews)
Noise from Amtrak is too loud

Reviewed on Aug. 11, 2024

The Milo

The Milo

3.5 out of 5
Santa Barbara Beach
Price was CA $2,164, price is now CA $1,618 per person
CA $1,618
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Santa Barbara (SBA)
8.4/10 Very Good! (1,406 reviews)
The Best place to stay in Santa Barbara

Reviewed on Aug. 27, 2025

Riviera Beach House

Riviera Beach House

3.5 out of 5
Santa Barbara Beach
Price was CA $1,760, price is now CA $1,338 per person
CA $1,338
per person
Nov 11 - Nov 15
found 15 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Santa Barbara (SBA)
8.4/10 Very Good! (1,004 reviews)
Awesome place near restaurant and bars

Reviewed on Aug. 16, 2025

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
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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

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 $145 per night from Sep 23 to Sep 24
CA $145
CA $165 total
Sep 23 - Sep 24
includes taxes & fees
Orange Tree Inn
Simpson House Inn

Simpson House Inn

5 out of 5
121 East Arrellaga Street, Santa Barbara, CA
Fully refundableReserve now, pay when you stay
The price is CA $494 per night from Sep 3 to Sep 4
CA $494
CA $564 total
Sep 3 - Sep 4
includes taxes & fees
Simpson House Inn
Hilton Santa Barbara Beachfront Resort

Hilton Santa Barbara Beachfront Resort

4 out of 5
633 E Cabrillo Blvd, Santa Barbara, CA
Fully refundableReserve now, pay when you stay
The price is CA $373 per night from Sep 21 to Sep 22
CA $373
CA $481 total
Sep 21 - Sep 22
includes taxes & fees
Hilton Santa Barbara Beachfront Resort
See all 1,507 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
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Upper East vacation package cost?
Our Upper East packages, which begin at just CA $1,204, 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 $48
per adult
86% of travellers recommend
Santa Barbara Trolley Tour
Santa Barbara Highlights Private 2-Hour Driving Tour

Santa Barbara Highlights Private 2-Hour Driving Tour

CA $62
per traveller
Santa Barbara Highlights Private 2-Hour Driving Tour
Best of Santa Barbara: A Stroll Through Paradise

Best of Santa Barbara: A Stroll Through Paradise

CA $706
per adult
Best of Santa Barbara: A Stroll Through Paradise
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.