Upper East Holidays

Photo by David Simmington

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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

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

Top hotels in Upper East

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 S$121 per night from 20 Nov to 21 Nov
S$121
20 Nov - 21 Nov
includes taxes & fees
7.6/10 Good! (721 reviews)
Staff were very accommodating. We needed more blankets they brought them. We also needed a larger room and we got it. Thank you

Reviewed on 10 Nov, 2025

Orange Tree Inn
Simpson House Inn

Simpson House Inn

5 out of 5
121 East Arrellaga Street Santa Barbara CA
The price is S$518 per night from 20 Nov to 21 Nov
S$518
20 Nov - 21 Nov
includes taxes & fees
9.8/10 Exceptional! (684 reviews)
My husband and I had a wonderful experience at the Simpson House Inn. It was clean, charming, and beautiful, and we loved our private wrap-around terrace off the Robert & Julia Simpson room. The view of the manicured garden with high hedges and the sound of the trickling fountains below were relaxing. ...

Reviewed on 10 Nov, 2025

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 S$221 per night from 15 Dec to 16 Dec
S$221
15 Dec - 16 Dec
includes taxes & fees
8.2/10 Very Good! (1,022 reviews)
The rooms were very clean, the staff were very helpfull.

Reviewed on 18 Nov, 2025

Best Western Plus Pepper Tree Inn
See all 1,522 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 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.

Things to do

Santa Barbara Trolley Tour

Santa Barbara Trolley Tour

S$36
per adult
86% of travellers recommend
Santa Barbara Trolley Tour
Santa Barbara Vineyard to Table Taste Tour by E-Bike

Santa Barbara Vineyard to Table Taste Tour by E-Bike

S$259
per adult
100% of travellers recommend
Santa Barbara Vineyard to Table Taste Tour by E-Bike
Santa Barbara Coastal Cruise

Coastal Cruise on Yacht in Santa Barbara

S$52
per adult
Coastal Cruise on Yacht in Santa Barbara
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.