Upper East Holidays

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Your Upper East Holiday

Planning your next exciting getaway just got easier with a holiday package to Upper East. Embrace the very best this neighbourhood has to offer while creating fond memories you'll treasure. Not sure what to do during your trip to Upper East? Nearby attractions like Santa Barbara County Courthouse, Mission Santa Barbara and Presidio Santa Barbara are excellent places to start. No matter what your dream Upper East holiday may look like, you can turn it into reality with Expedia.

Our guide on 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
5/5(1 area review)

The pristine beaches and ample dining options are top of the list for many visitors to Montecito. A stop by Miramar Beach or Butterfly Beach might round out your trip.

Find hotels in Montecito

Our pick of the best 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 AU$188 per night from 27 July to 28 July
AU$188
27 July - 28 July
includes taxes & fees
7.4/10 Good! (653 reviews)
Easy to centre
"Great place, comfortable, with quite a lot to do nearby, and a bit of a walk to the centre, but still walkable"

Reviewed on 15 Jul. 2025

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 AU$561 per night from 20 July to 21 July
AU$561
20 July - 21 July
includes taxes & fees
9.8/10 Exceptional! (660 reviews)
"Loved it! Great hidden gem."

Reviewed on 12 Jul. 2025

Simpson House Inn
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 AU$496 per night from 20 July to 21 July
AU$496
20 July - 21 July
includes taxes & fees
8.2/10 Very Good! (1,391 reviews)
"Beach and food access is so convenient. Quaint hotel meets all your needs."

Reviewed on 18 Jul. 2025

The Milo
See all 1,538 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 Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does an Upper East holiday package cost?
Our Upper East packages, which begin at just , 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 holiday package. It's as easy as that! From flights and hotels to rental cars and activities, Expedia makes travelling 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 holiday?
Smart travellers 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 holiday package?
With a holiday 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 holiday package?
Whether it's your flight or hotel, yes, you can cancel or amend it. Locked in your Upper East holiday 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.

Activities

Santa Barbara Trolley Tour

Santa Barbara Trolley Tour

AU$43
per adult
86% of travellers recommend
Santa Barbara Trolley Tour
Best of Santa Barbara: A Stroll Through Paradise

Best of Santa Barbara: A Stroll Through Paradise

AU$784
per adult
Best of Santa Barbara: A Stroll Through Paradise
Harbor lookout

Private Guided Tour in Santa Barbara on Electric Bikes

AU$139
per adult
Private Guided Tour in Santa Barbara on Electric Bikes
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.