Title:  Upper East Vacation Packages & Trips 2025 from $763 | Expedia.ca

  

[Hotels in Upper East](https://expedia.ca/Upper-East-Santa-Barbara-Hotels.0-n553248635976468975-0.Travel-Guide-Filter-Hotels)[Flights to Santa Barbara](https://expedia.ca/Cheap-Flights-To-Santa-Barbara.d602277.Travel-Guide-Flights)[Things to do in Santa Barbara](https://expedia.ca/Things-To-Do-In-Santa-Barbara.d602277.Travel-Guide-Activities)[Upper East Car Rentals](https://expedia.ca/Car-Rentals-In-Upper-East.d553248635976468975.Car-Rental-Guide)

![](https://images.trvl-media.com/place/602277/52a06583-579e-4574-9641-ea6080d20e30.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Upper East Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

Photo by Rachel M

-   ## 
    
    Plan, book, travel with confidence
    

### 

Better together

Save up to CA $1,096 when you book a flight and hotel together\*

### 

Find the right fit

With over 300,000 hotels worldwide, it's easy to create a perfect package

### 

Rest easy

Plan, book, and manage your trip all in one place

## Top Holiday Package Deals in Upper East

Price found within the past 48 hours. Click for updated prices.

![Drift Santa Barbara, a Member of Design Hotels](https://images.trvl-media.com/lodging/85000000/84140000/84135300/84135249/26c071f3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Drift Santa Barbara, a Member of Design Hotels

Downtown Santa Barbara

CA $1,428

per person

Nov 28 - Dec 1

found 1 day ago

Roundtrip flight included

Winnipeg (YWG) to Santa Barbara (SBA)

8.4/10 Very Good! (373 reviews)

Quirky hotel with digital check in with reception desk on the street & use PIN code instead of a key to get in room. Made the most of a small room by including a fridge & glass surround shower in middle of room, however the bed only had one way of getting in & out so not easy for couples who may have to climb over their sleeping partner. Lighting very bad for doing makeup as me & my two friends found out who were in other rooms. Friendly staff and ideal location for walking to the beach, going out for dinner and shopping.

Reviewed on Sep 20, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YWG&Destination=SBA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=84135249&paandie=true&dealMarker=HGguCrQBXUPrD9iulwr_C5-U2kygrl1VXwWWsuQr9x1hAe7ysjkSpaw6LiXOsyEZ)

![The De La Vina Inn](https://images.trvl-media.com/lodging/101000000/100320000/100311500/100311461/64539c30_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The De La Vina Inn

CA $10,353

per person

Dec 22 - Dec 26

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Santa Barbara (SBA)

9.2/10 Wonderful! (57 reviews)

Place was nice. Perfect to get ready before a wedding.

Reviewed on Aug 9, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-26/?FromAirport=YUL&Destination=SBA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=100311461&paandie=true&dealMarker=FbucF9p1tD_4FaP3TRlswA2cV9UleNb5YLCHDDNrynKXbPgjcDC8RFqxfjkFNVKF)

![Los Aguajes](https://images.trvl-media.com/lodging/105000000/104350000/104345400/104345369/w1919h1080x0y0-62ddd99f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Los Aguajes

Santa Barbara Beach

CA $2,345

per person

Dec 22 - Dec 26

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Santa Barbara (SBA)

7/10 Good! (6 reviews)

Lot of noise upstate and next unit.

Reviewed on Sep 3, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-26/?FromAirport=YUL&Destination=SBA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104345369&paandie=true&dealMarker=FbucF9p1tD_4FaP3TRlswMaNHIvdUrZk-l2IlzbJTMt0NEyKElksCSl4VQAItv79)

![El Encanto Santa Barbara](https://images.trvl-media.com/lodging/1000000/30000/20500/20448/26196657_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### El Encanto Santa Barbara

Upper Riviera

CA $2,964

per person

Dec 22 - Dec 26

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Santa Barbara (SBA)

9.4/10 Exceptional! (519 reviews)

Beautiful, clean and comfortable property. Staff was friendly, courteous and went out of their way to assure our stay was special. A wonderful experience all the way around. 5 stars!

Reviewed on Sep 26, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-26/?FromAirport=YUL&Destination=SBA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20448&paandie=true&dealMarker=FbucF9p1tD_4FaP3TRlswCq7w2EZjRe5a89Sfae1guhqMVBACsFqcilvdA43Ia2j)

![Riviera Beach House](https://images.trvl-media.com/lodging/5000000/4930000/4927400/4927347/2e992583_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Riviera Beach House

Santa Barbara Beach

CA $1,450

per person

Nov 28 - Dec 1

found 1 day ago

Roundtrip flight included

Winnipeg (YWG) to Santa Barbara (SBA)

8.4/10 Very Good! (1,003 reviews)

Staff was amazing. The room is small but doable. The shower/bathroom needs some detail cleaning. Could use some bleach or Tylex. I didnt want to step in the shower without my flipflops. Visible mold throughout. Otherwise, I had an enjoyable stay.

Reviewed on Sep 26, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YWG&Destination=SBA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=4927347&paandie=true&dealMarker=HGguCrQBXUPrD9iulwr_CzskvE1zKd30GfK6SGL9-diDHhBulB3i-1ltcU6ARBQh)

## 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](https://expedia.ca/Santa-Barbara-Upper-East.dx553248635976468975)

![Default Image](https://mediaim.expedia.com/destination/1/4ac1f02a3b45ea4c8ed3a9d6ead87c6e.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Montecito

1 out of top 10 points of interest in this area

4.5/5(4 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 hotel + flight trips in Montecito](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Montecito&DestID=6055656&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://mediaim.expedia.com/destination/1/4b9585a48356be65be68944c62168157.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Santa Barbara Beach

3 out of top 10 points of interest in this area

4.5/5(42 area reviews)

Santa Barbara Beach is known for its stunning beaches, and you can see some sights in the area like Stearns Wharf and MOXI, The Wolf Museum of Exploration + Innovation.

[Find hotel + flight trips in Santa Barbara Beach](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Santa%20Barbara%20Beach&DestID=553248633938970005&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Santa Barbara showing a coastal town](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35638-Santa-Barbara.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Santa Barbara

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 Downtown Santa Barbara. A stop by Lobero Theater or Santa Barbara County Courthouse might round out your trip.

[Find hotel + flight trips in Downtown Santa Barbara](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Santa%20Barbara&DestID=6336854&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### West Beach

1 out of top 10 points of interest in this area

While visiting West Beach, you might make a stop by sights like Santa Barbara Harbor and Santa Barbara Carriage Museum.

[Find hotel + flight trips in West Beach](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=West%20Beach&DestID=553248635976474091&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://mediaim.expedia.com/destination/1/4b9585a48356be65be68944c62168157.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### East Beach

4/5(16 area reviews)

East Beach is known for its stunning beaches, and you can see some sights in the area like East Beach and Santa Barbara Zoo.

[Find hotel + flight trips in East Beach](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=East%20Beach&DestID=6323324&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Upper East Hotel Deals

![Orange Tree Inn](https://images.trvl-media.com/lodging/1000000/970000/967400/967381/86d5e9c6_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Orange Tree Inn

1920 State Street, Santa Barbara, CA

Fully refundableReserve now, pay when you stay

CA $148

CA $169 total

Oct 9 - Oct 10

includes taxes & fees

7.6/10 Good! (693 reviews)

"Place was ok"

Reviewed on Sep 28, 2025

[](https://expedia.ca/Hotel-Search?startDate=09%2F10%2F2025&endDate=10%2F10%2F2025&selected=967381&PinnedHotelID=967381&HadPinnedHotel=true&regionId=553248635976468975)

![Simpson House Inn](https://images.trvl-media.com/lodging/2000000/1010000/1000900/1000868/610f9492_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Simpson House Inn

121 East Arrellaga Street, Santa Barbara, CA

Fully refundableReserve now, pay when you stay

CA $500

CA $571 total

Oct 12 - Oct 13

includes taxes & fees

9.8/10 Exceptional! (673 reviews)

"I love this place. This is my 2nd times, clean , staff friendly"

Reviewed on Sep 17, 2025

[](https://expedia.ca/Hotel-Search?startDate=12%2F10%2F2025&endDate=13%2F10%2F2025&selected=1000868&PinnedHotelID=1000868&HadPinnedHotel=true&regionId=553248635976468975)

![Hotel Santa Barbara](https://images.trvl-media.com/lodging/1000000/70000/67500/67458/170844b3_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Santa Barbara

533 State St, Santa Barbara, CA

Fully refundableReserve now, pay when you stay

CA $274

CA $319 total

Nov 2 - Nov 3

includes taxes & fees

9/10 Wonderful! (1,042 reviews)

"The re-model is very nice. Rooms are a little dark but that is the vibe. Bed was comfortable. State St side was a bit noisy but we were warned! Loved the bath products and the kettle/coffee set up were a nice touch. Front desk staff was very helpful."

Reviewed on Sep 30, 2025

[](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=67458&PinnedHotelID=67458&HadPinnedHotel=true&regionId=553248635976468975)

[See all 1,518 properties in Upper East](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=03%2F10%2F2025&endDate=04%2F10%2F2025&regionId=553248635976468975)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## Frequently asked questions

### How much does an Upper East vacation package cost?

> Our Upper East packages, which begin at just CA $1,428, 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](https://www.expedia.ca/Santa-Barbara-Hotels-Orange-Tree-Inn.h967381.Hotel-Information) and [Simpson House Inn](https://www.expedia.ca/Santa-Barbara-Hotels-Simpson-House-Inn.h1000868.Hotel-Information) 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](https://www.expedia.ca/service/?langid=4105). We're here to help you every step of the way.

### Things to do

![Santa Barbara Coastal Cruise](https://mediaim.expedia.com/localexpert/50192752/42525e3f-eeaa-4123-9364-579955e1d2c9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Coastal Cruise on Yacht in Santa Barbara

CA $55

per adult

[](https://expedia.ca/things-to-do/coastal-cruise-on-yacht-in-santa-barbara.a50192752.activity-details)

![Santa Barbara Trolley Tour](https://mediaim.expedia.com/localexpert/1247677/f40fd037-ab30-40b5-bf4c-f29e61420bbf.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Santa Barbara Trolley Tour

CA $39

per adult

**86%** of travellers recommend

[](https://expedia.ca/things-to-do/santa-barbara-trolley-tour.a1247677.activity-details)

![Santa Barbara: Full-Day 7-Speed Bike Rental with Area Map](https://mediaim.expedia.com/localexpert/44649102/1306d2d4-212e-48eb-b9f3-6d4c69322053.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

CA $48

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/santa-barbara-full-day-7-speed-bike-rental-with-area-map.a44649102.activity-details)

[See all activities in Santa Barbara](https://expedia.ca/things-to-do/search?rid=553248635976468975)

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