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 $1,096 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.
Hotel Santa Barbara
El Encanto Santa Barbara
Hilton Santa Barbara Beachfront Resort
Brisas del Mar, Inn at the Beach
Montecito Inn

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

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 $132 per night from Apr 5 to Apr 6
CA $132
CA $150 total
Apr 5 - Apr 6
includes taxes & fees
7.6/10 Good! (777 reviews)
Property was clean but is an older property and the rooms are outdated. No fridge and poor lighting in the room. Looks like they use different bulbs in all their lights but not very bright in the room. Not sure what was going on in the shower with the shower curtain being two long and all the soap ...

Reviewed on Mar 29, 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 $517 per night from Apr 5 to Apr 6
CA $517
CA $684 total
Apr 5 - Apr 6
includes taxes & fees
9.8/10 Exceptional! (712 reviews)
The included breakfast was very good and plenty of food. The afternoon refreshments could have been better. It was the same every day. Lemonade, tea and scones. The grounds are beautiful and the service was excellent. The location is very walkable and there is a beautiful park across the street. ...

Reviewed on Mar 26, 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 $283 per night from May 3 to May 4
CA $283
CA $329 total
May 3 - May 4
includes taxes & fees
9.2/10 Wonderful! (1,278 reviews)
Beautiful hotel, very clean.

Reviewed on Apr 2, 2026

Hotel Santa Barbara
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.

Frequently asked questions

How much does an Upper East vacation package cost?
Our Upper East packages, which begin at just CA $611, 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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.