Upper East Vacations

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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
Panorama of Montecito with Pacific Ocean in the Background

Montecito

1 out of top 10 points of interest in this area
4.5/5(179 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 ₩134,781 per night from Mar 9 to Mar 10
₩134,781
₩153,904 total
Mar 9 - Mar 10
includes taxes & fees
7.6/10 Good! (769 reviews)
This is my 1 of 2 favorite spots in SB! The staff is great they help whenever you need something and they leave you alone when you don't. It is super clean and just an all around cool place! Thank you!

Reviewed on Feb 26, 2026

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 ₩517,093 per night from Mar 3 to Mar 4
₩517,093
₩687,260 total
Mar 3 - Mar 4
includes taxes & fees
9.8/10 Exceptional! (704 reviews)
All of the staff were very friendly. That really stood out and made the stay very enjoyable

Reviewed on Feb 21, 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 ₩379,763 per night from Mar 3 to Mar 4
₩379,763
₩441,589 total
Mar 3 - Mar 4
includes taxes & fees
9.2/10 Wonderful! (1,222 reviews)
Very nice hotel I would definitely stay there again. Lovely decor and ambiance.

Reviewed on Mar 1, 2026

Hotel Santa Barbara
See all 1,535 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.

Frequently asked questions

How much does an Upper East vacation 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 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.

Discover the most popular places to visit in Upper East

Santa Barbara County Courthouse which includes a luxury hotel or resort and heritage architecture

Santa Barbara County Courthouse

See the best views of Santa Barbara and enjoy a stunning variety of architectural styles at the city’s historic courthouse.

Santa Barbara County Courthouse
SantaBarbara_WestmontCollege_6065963_01

Westmont College

Explore the campus of Westmont College as part of your travels around Santa Barbara. Wander the beautiful beaches and picturesque gardens in the area.

Westmont College
Arroyo Burro Beach

Arroyo Burro Beach

Why not spend a carefree afternoon at Arroyo Burro Beach during your travels in Santa Barbara? Take in the entertainment venues and sunsets in the area.

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