Title: Upper East Vacation Packages | Holiday Packages & Trips 2026/2026 from CA $1,152 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/602277/44cfd205-5536-4c95-8ff1-b094ac8f8047.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 David Simmington - ## 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. ![Secret Garden Inn and Cottages](https://images.trvl-media.com/lodging/1000000/60000/57400/57306/c60b52c2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Secret Garden Inn and Cottages Oak Park CA $1,152 per person Feb 18 - Feb 22 found 1 day ago Roundtrip flight included Toronto (YTO) to Santa Barbara (SBA) 8.2/10 Very Good! (1,000 reviews) Such a lovely place. And the breakfast is delicious . Reviewed on Dec 4, 2025 ![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 $2,134 per person Feb 18 - Feb 22 found 1 day ago Roundtrip flight included Toronto (YTO) to Santa Barbara (SBA) 9.4/10 Exceptional! (529 reviews) Impeccable everything, incredible staff and service throughout our stay. They were lovely to our toddler son, we loved every bit of our experience and are already planning our return. Reviewed on Dec 14, 2025 ![Rosewood Miramar Beach](https://images.trvl-media.com/lodging/27000000/26760000/26750700/26750619/cf83e88a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Rosewood Miramar Beach Montecito CA $4,482 per person Feb 18 - Feb 22 found 1 day ago Roundtrip flight included Toronto (YTO) to Santa Barbara (SBA) 9.4/10 Exceptional! (287 reviews) Everything was amazing Reviewed on Nov 23, 2025 ![Simpson House Inn](https://images.trvl-media.com/lodging/2000000/1010000/1000900/1000868/610f9492_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Simpson House Inn Upper East CA $1,430 per person Feb 18 - Feb 22 found 1 day ago Roundtrip flight included Toronto (YTO) to Santa Barbara (SBA) 9.8/10 Exceptional! (684 reviews) Great place to stay for a quiet romantic stay. The staff was very attentive and helpful. The breakfast was delicious. Would stay again. Reviewed on Dec 10, 2025 ![The Upham Hotel](https://images.trvl-media.com/lodging/9000000/8220000/8219700/8219632/1c0abb6a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Upham Hotel Historic Downtown Santa Barbara CA $1,412 per person Feb 18 - Feb 22 found 1 day ago Roundtrip flight included Toronto (YTO) to Santa Barbara (SBA) 9/10 Wonderful! (1,000 reviews) Nice room . I love it! 💙 Reviewed on Dec 8, 2025 ## 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 Presidio Santa Barbara 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/1/1fb14b660f9f4732fe62daf0de6f37a4.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### The Mesa While visiting The Mesa, you might make a stop by sights like Leadbetter Beach and Arroyo Burro Beach. [Find hotel + flight trips in The Mesa](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=The%20Mesa&DestID=553248635976470507&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 $106 CA $121 total Jan 6 - Jan 7, 2026 includes taxes & fees 7.6/10 Good! (731 reviews) Above average service and very accommodating staff. Reviewed on Dec 9, 2025 [](https://expedia.ca/Hotel-Search?startDate=06%2F01%2F2026&endDate=07%2F01%2F2026&selected=967381&PinnedHotelID=967381&HadPinnedHotel=true®ionId=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 9.8/10 Exceptional! (689 reviews) Great place to stay for a quiet romantic stay. The staff was very attentive and helpful. The breakfast was delicious. Would stay again. Reviewed on Dec 10, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=01%2F01%2F2026&endDate=02%2F01%2F2026&selected=1000868&PinnedHotelID=1000868&HadPinnedHotel=true®ionId=553248635976468975) [](https://expedia.ca/Hotel-Search?startDate=01%2F01%2F2026&endDate=02%2F01%2F2026&selected=1000868&PinnedHotelID=1000868&HadPinnedHotel=true®ionId=553248635976468975) ![Hotel Santa Barbara](https://images.trvl-media.com/lodging/1000000/70000/67500/67458/009f4bea_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 $261 CA $304 total Jan 12 - Jan 13, 2026 includes taxes & fees 9/10 Wonderful! (1,054 reviews) Was amazing. Only problem was elevator takes waaay to long and valet was so expensive. Reviewed on Dec 16, 2025 [](https://expedia.ca/Hotel-Search?startDate=12%2F01%2F2026&endDate=13%2F01%2F2026&selected=67458&PinnedHotelID=67458&HadPinnedHotel=true®ionId=553248635976468975) [See all 1,525 properties in Upper East](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=19%2F12%2F2025&endDate=20%2F12%2F2025®ionId=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? ### How do I get a cheap travel package to Upper East? ### Where should I stay in Upper East? ### What are the top hotels in Upper East? ### How far in advance should I book my Upper East vacation? ### What does an Expedia Upper East travel package include? ### What should I know before booking an Upper East travel package? ### Can I choose my airline with an Upper East Expedia vacation package? ### If I'm not able to travel, can I cancel my Upper East vacation package? ### 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 **90%** 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.