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$139 per night from 15 Dec to 16 Dec
AU$139
15 Dec - 16 Dec
includes taxes & fees
7.6/10 Good! (731 reviews)
Above average service and very accommodating staff.

Reviewed on 9 Dec 2025

Orange Tree Inn
Simpson House Inn

Simpson House Inn

5 out of 5
121 East Arrellaga Street Santa Barbara CA
The price is AU$582 per night from 16 Dec to 17 Dec
AU$582
16 Dec - 17 Dec
includes taxes & fees
9.8/10 Exceptional! (688 reviews)
Such a cute spot, staff was friendly and helpful. They have a pretty good happy hour wine and snacks. Breakfast looks really good but we got up too early to make it each morning since it's served at 8am. About 1.5 miles from downtown. We would definitely stay here again.

Reviewed on 7 Dec 2025

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 AU$276 per night from 5 Jan to 6 Jan
AU$276
5 Jan - 6 Jan 2026
includes taxes & fees
9/10 Wonderful! (1,050 reviews)
All good. Wish the common areas were a bit more up leveled (they are very sparse, carpet is poor). In the room, the bathroom slider door lends itself to being a petri-dish based on having hands all over the door to make it open/close.

Reviewed on 8 Dec 2025

Hotel Santa Barbara
See all 1,524 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 Coastal Cruise

Coastal Cruise on Yacht in Santa Barbara

AU$62
per adult
Coastal Cruise on Yacht in Santa Barbara
Visit the Rescued Cats of Cat Therapy

Visit the Rescued Cats of Cat Therapy

AU$39
per adult
Visit the Rescued Cats of Cat Therapy
Santa Barbara: Full-Day 7-Speed Bike Rental with Area Map

Santa Barbara: Full-Day 7-Speed Bike Rental with Area Map

AU$54
per adult
100% of travellers recommend
Santa Barbara: Full-Day 7-Speed Bike Rental with Area Map
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.