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
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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.

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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 ₩118,693 per night from Jan 19 to Jan 20
₩118,693
₩135,544 total
Jan 19 - Jan 20
includes taxes & fees
7.6/10 Good! (744 reviews)
Great!

Reviewed on Jan 7, 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
9.8/10 Exceptional! (696 reviews)
I stayed in the Carriage Room which is separate from the main house. The decor was lovely. I used the wi-fi the whole time and it was very reliable. Breakfast time was leisurely and enjoyable, each guest or group of guests at their own table with very attentive staff.

Reviewed on Jan 7, 2026

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Simpson House Inn
Best Western Plus Pepper Tree Inn

Best Western Plus Pepper Tree Inn

3 out of 5
3850 State St Santa Barbara CA
Fully refundableReserve now, pay when you stay
The price is ₩232,916 per night from Jan 18 to Jan 19
₩232,916
₩265,974 total
Jan 18 - Jan 19
includes taxes & fees
8.2/10 Very Good! (1,056 reviews)
Courtesy staff. Everyone nice.

Reviewed on Jan 10, 2026

Best Western Plus Pepper Tree Inn
See all 1,526 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

4.5/5(417 reviews)

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
Arroyo Burro Beach

Arroyo Burro Beach

4.5/5(69 reviews)

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

Westmont College

4.5/5(41 reviews)

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