A church with two domes and a cross in front.
Photo by David Simmington
Open Photo by David Simmington

Upper East Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

The Latest Upper East Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 24 - Jan 29

    Lavender Inn by the Sea + Flight

    Santa Barbara Beach
    5 nights
    3.5 star property
    9.2/10 - Wonderful (1,361 reviews)
    Roundtrip • Montreal (YUL) - Santa Barbara (SBA)
    YUL - SBA • 1 stop SBA - YUL • 2 stops
    CA $2,234
    CA $1,619
    per traveller
    found 1 day ago
    Lavender Inn by the Sea
  • Jan 24 - Jan 29

    Brisas del Mar, Inn at the Beach + Flight

    Santa Barbara Beach
    5 nights
    3.5 star property
    9.4/10 - Exceptional (1,464 reviews)
    "Fresh continental breakfast. Very well maintained property. All the staff are happy and friendly. Bed comfortable. Parking mostly under cover. I recommend."
    Reviewed November 9, 2026
    Roundtrip • Montreal (YUL) - Santa Barbara (SBA)
    YUL - SBA • 1 stop SBA - YUL • 2 stops
    CA $2,426
    CA $1,727
    per traveller
    found 1 day ago
    Brisas del Mar, Inn at the Beach
  • Jan 24 - Jan 29

    El Encanto Santa Barbara + Flight

    Upper Riviera
    5 nights
    5.0 star property
    9.4/10 - Exceptional (618 reviews)
    "Spend two nights here for our wedding and it was perfect! Such a special place!"
    Reviewed November 6, 2026
    Roundtrip • Montreal (YUL) - Santa Barbara (SBA)
    YUL - SBA • 1 stop SBA - YUL • 2 stops
    CA $4,022
    CA $2,879
    per traveller
    found 1 day ago
    El Encanto Santa Barbara
  • Jan 24 - Jan 29

    Inn By The Harbor + Flight

    Santa Barbara Beach
    5 nights
    3.5 star property
    9.2/10 - Wonderful (1,971 reviews)
    "Overall a solid experience"
    Reviewed November 9, 2026
    Roundtrip • Montreal (YUL) - Santa Barbara (SBA)
    YUL - SBA • 1 stop SBA - YUL • 2 stops
    CA $2,204
    CA $1,660
    per traveller
    found 1 day ago
    Inn By The Harbor
  • Dec 27 - Jan 1

    The Genevieve + Flight

    Santa Ynez
    5 nights
    4.0 star property
    9.6/10 - Exceptional (597 reviews)
    Roundtrip • Toronto (YYZ) - Santa Barbara (SBA)
    YYZ - SBA • 1 stop SBA - YYZ • 1 stop
    CA $4,142
    CA $3,303
    per traveller
    found 1 day ago
    The Genevieve

Where to stay in Upper East

Find the best Upper East areas and neighborhoods for the activities you enjoy most.

Santa Barbara Beach

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

Montecito

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.

Downtown Santa Barbara

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.

West Beach

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

East Beach

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

Discover the most popular places to visit in Upper East

What to do near Upper East

Upper East Hotel Deals

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 CA $1,619, 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.

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