---
title: "Oakland Vacation Packages & Trips 2026 from CA $426 | Expedia"
description: "FREE cancellation on select hotels Bundle Oakland flight and hotel to build your own Oakland vacation package & you can 𝘀𝗮𝘃𝗲 with Expedia! Choose from thousands of Oakland holiday trips & travel deals."
canonical: "https://www.expedia.ca/Oakland.d717123444416950272.Destination-Travel-Guides"
language: en-CA
market: CA
currency: CAD
prices_as_of: 2026-11-13T01:48:45Z
---

# Oakland Vacation Packages
![A rocky shoreline with a forested area and a calm sea.](https://images.trvl-media.com/place/717123444416950272/d496a5d6-6eef-43d8-8f21-5f7de1a57ba7.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

## 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

#### Your Oakland Vacation

Book a custom vacation package to Oakland and prepare to experience this interesting city the way you want. Consider staying in the neighborhood of Garden Lots, which is good for watersports and a whole lot more. Fill your trip to Oakland with visits to some of its most popular attractions. Where to first? Head straight for [Halifax and Southwestern Railway Museum](https://www.expedia.ca/Halifax-And-Southwestern-Railway-Museum-Centre.d6279979.Vacation-Attraction). Don't put off exploring this destination any longer. The perfect Oakland vacation is a few quick clicks away with Expedia.

## Top Oakland vacation deals

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

Trip length

3 nights4 nights5 nights6-7 nights

Stars

5 star4 star & up3 star & up2 star & up

Flight class

EconomyPremium economyBusinessFirst class

Remove all filters

- ![A modern living room with a grey sofa, yellow cushions, a wicker chair, and a small table.](https://images.trvl-media.com/lodging/89000000/88680000/88674600/88674565/70e87013.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A modern lobby with a wooden reception desk, leather sofas, a round coffee table, and a large green plant.](https://images.trvl-media.com/lodging/89000000/88680000/88674600/88674565/d6f3b838.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 16 - Jan 19**

### [Brewery Park Hotel + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-16/2027-01-19/?FromAirport=YTO&Destination=YHZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=88674565&dealMarker=&paandie=true&cabinClass=e)
North End
3 nights

**9.0/10** \- Wonderful (299 reviews)
Roundtrip • Toronto (YTO) - Halifax (YHZ)
YHM - YHZ • Nonstop YHZ - YYZ • Nonstop
[~~CA $621~~](https://www.expedia.ca/)

**CA $426**
per traveller
found 1 day ago
- ![A waterfront property with a wooden dock, a stone wall, and a modern building with large windows.](https://images.trvl-media.com/lodging/88000000/87850000/87841400/87841384/289ca701.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A waterfront property with a wooden deck, outdoor seating, and a view of the water.](https://images.trvl-media.com/lodging/88000000/87850000/87841400/87841384/0fd2a161.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 16 - Jan 19**

### [Seacliff- Best of Halifax -Luxury Waterfront Paradise -Pool, Hot Tub, Wharf & Boathouse + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-16/2027-01-19/?FromAirport=YTO&Destination=YHZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=87841384&dealMarker=&paandie=true&cabinClass=e)
Halifax
3 nights

**9.8/10** \- Exceptional (9 reviews)
"Everything was unique especially the automated system. Enjoyed the spa. We had some difficulty using the living room tv. Could not find local channels. Everything was LG channels. Otherwise the location, decor and amenities was extraordinary. We will tell our friends about this wonderful place."
Reviewed October 5, 2026
Roundtrip • Toronto (YTO) - Halifax (YHZ)
YHM - YHZ • Nonstop YHZ - YYZ • Nonstop
Save 100% on your flight
[~~CA $1,237~~](https://www.expedia.ca/)

**CA $915**
per traveller
found 1 day ago
- ![A modern interior with a stone fireplace and a model sailboat mounted on the wall.](https://images.trvl-media.com/lodging/9000000/8130000/8128600/8128515/a2c6e329.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A hotel room with a bed, a TV, a desk, a chair, a sofa, and a window with curtains.](https://images.trvl-media.com/lodging/9000000/8130000/8128600/8128515/c6725c05.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 16 - Jan 19**

### [Homewood Suites by Hilton Halifax-Downtown + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-16/2027-01-19/?FromAirport=YTO&Destination=YHZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=8128515&dealMarker=&paandie=true&cabinClass=e)
Downtown Halifax
3 nights

**8.6/10** \- Excellent (1,004 reviews)
Roundtrip • Toronto (YTO) - Halifax (YHZ)
YHM - YHZ • Nonstop YHZ - YYZ • Nonstop
[~~CA $589~~](https://www.expedia.ca/)

**CA $460**
per traveller
found 1 day ago
- ![A hotel room with a bed, two yellow armchairs, a small table, a TV, and a view of the water and buildings.](https://images.trvl-media.com/lodging/1000000/10000/2900/2808/729df149.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A hotel with multiple floors, a parking lot, and a clear sky.](https://images.trvl-media.com/lodging/1000000/10000/2900/2808/e7ad77c6.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 16 - Jan 19**

### [Hampton Inn by Hilton Halifax Downtown + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-16/2027-01-19/?FromAirport=YTO&Destination=YHZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2808&dealMarker=&paandie=true&cabinClass=e)
Downtown Halifax
3 nights

**8.6/10** \- Excellent (1,287 reviews)
Roundtrip • Toronto (YTO) - Halifax (YHZ)
YHM - YHZ • Nonstop YHZ - YYZ • Nonstop
[~~CA $572~~](https://www.expedia.ca/)

**CA $449**
per traveller
found 1 day ago
- ![A spacious living area with a large blue sofa, a wooden coffee table, and a TV mounted on the wall.](https://images.trvl-media.com/lodging/2000000/1380000/1379500/1379443/f908f848.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![An indoor swimming pool with clear water, marked depth lines, and lounge chairs.](https://images.trvl-media.com/lodging/2000000/1380000/1379500/1379443/49a38da0.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 18 - Jan 22**

### [Hilton Garden Inn Halifax Airport + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-18/2027-01-22/?FromAirport=YVR&Destination=YHZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1379443&dealMarker=&paandie=true&cabinClass=e)
Goffs
4 nights

**8.6/10** \- Excellent (1,692 reviews)
Roundtrip • Vancouver (YVR) - Halifax (YHZ)
YVR - YHZ • 1 stop YHZ - YVR • 1 stop
[~~CA $801~~](https://www.expedia.ca/)

**CA $630**
per traveller
found 1 day ago

## Oakland Hotel Deals

### [The Homeport Motel](https://www.expedia.ca/Lunenburg-Hotels-The-Homeport-Motel.h10568662.Hotel-Information)

![A hallway with a white door leading to a room with a view.](https://images.trvl-media.com/lodging/11000000/10570000/10568700/10568662/ba47b2c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 167 Victoria Road, Lunenburg, NS, B0J 2C0, CA
- Location: 8.8 km from Oakland
- Star rating: 2/5
- Guest rating: 9.2/10 (Wonderful, 864 reviews)
- Price: CA $118, CA $134 total, includes taxes & fees, Nov 21 - Nov 22

### [Oak Island Resort & Conference Centre](https://www.expedia.ca/Western-Shore-Hotels-Oak-Island-Resort-Conference-Centre.h1215229.Hotel-Information)

![A lakeside view with several boats docked at a marina, surrounded by turquoise Adirondack chairs and a small fire pit.](https://images.trvl-media.com/lodging/2000000/1220000/1215300/1215229/102c3add.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 36 Treasure Drive, Western Shore, NS, B0J 3M0, CA
- Location: 8.4 km from Oakland
- Star rating: 3.5/5
- Guest rating: 8.4/10 (Very good, 640 reviews)
- Price: CA $148, CA $169 total, includes taxes & fees, Nov 16 - Nov 17
- Review: Wonderful view. Entertainment was great.

### [Rose & Thistle Bed & Breakfast](https://www.expedia.ca/Lunenburg-Hotels-Rose-Thistle-Bed-Breakfast.h107624495.Hotel-Information)

![A two-story house with a covered porch, a front yard with a lawn, and a driveway.](https://images.trvl-media.com/lodging/108000000/107630000/107624500/107624495/3eb6094c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 45 Victoria Road, Lunenburg, NS, B0J 2C0, CA
- Location: 8.8 km from Oakland
- Star rating: 3.5/5
- Guest rating: 10/10 (Exceptional, 91 reviews)
- Price: CA $153, CA $205 total, includes taxes & fees, Dec 5 - Dec 6

### [The Dockside Inn & Restaurant](https://www.expedia.ca/Lunenburg-Hotels-The-Dockside-Inn-Restaurant.h12361417.Hotel-Information)

![A waterfront restaurant with outdoor seating and a gift shop.](https://images.trvl-media.com/lodging/13000000/12370000/12361500/12361417/584ec414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 84 Montague Street, Lunenburg, NS, B0J 2C0, CA
- Location: 9.1 km from Oakland
- Star rating: 3/5
- Guest rating: 9/10 (Wonderful, 645 reviews)
- Price: CA $125, CA $143 total, includes taxes & fees, Nov 29 - Nov 30

### [Miller House By the Bay](https://www.expedia.ca/Mahone-Bay-Hotels-Miller-House-By-The-Bay.h113831212.Hotel-Information)

![A pathway leading to a house surrounded by lush greenery and a well-maintained garden.](https://images.trvl-media.com/lodging/114000000/113840000/113831300/113831212/5320949c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 624 Main street, mahone bay, NS, B0J 2E0, CA
- Location: 1.8 km from Oakland
- Star rating: 2/5
- Guest rating: 9.8/10 (Exceptional, 264 reviews)
- Price: CA $150, CA $171 total, includes taxes & fees, Nov 14 - Nov 15

### [Travelodge by Wyndham Bridgewater](https://www.expedia.ca/Lunenburg-Hotels-Comfort-Inn.h17913.Hotel-Information)

![A hotel room with two beds, a desk, a TV, and a window with curtains.](https://images.trvl-media.com/lodging/1000000/20000/18000/17913/d9207d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 49 North St, Bridgewater, NS, B4V2V7, CA
- Location: 14.9 km from Oakland
- Star rating: 2/5
- Guest rating: 8/10 (Very good, 1000 reviews)
- Price: CA $131, CA $158 total, includes taxes & fees, Nov 16 - Nov 17

### [Best Western Plus Bridgewater Hotel & Convention Centre](https://www.expedia.ca/Lunenburg-Hotels-Best-Western-Plus-Bridgewater-Hotel-Convention-Centre.h3812334.Hotel-Information)

![An indoor swimming pool with a blue slide, lounge chairs, and a red umbrella.](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812334/w3836h2556x4y4-394563cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 527 Highway 10 Exit 12, Cookville, NS, B4V 7P4, CA
- Location: 15.7 km from Oakland
- Star rating: 3.5/5
- Guest rating: 9.2/10 (Wonderful, 1000 reviews)
- Price: CA $167, CA $190 total, includes taxes & fees, Nov 27 - Nov 28
- Review: The staff were so friendly and helpful. The food was excellent! The morning breakfast had lots of choice and the restaurant at the hotel was great!

### [Days Inn & Conference Center by Wyndham Bridgewater](https://www.expedia.ca/Lunenburg-Hotels-Days-Inn-Conference-Center-By-Wyndham-Bridgewater.h62699.Hotel-Information)

![A hotel room with two beds, a desk, a television, and a window with curtains.](https://images.trvl-media.com/lodging/1000000/70000/62700/62699/05e625c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 50 North Street, Bridgewater, NS, B4V2V6, CA
- Location: 14.9 km from Oakland
- Star rating: 2.5/5
- Guest rating: 7.6/10 (Good, 1000 reviews)
- Price: CA $123, CA $145 total, includes taxes & fees, Nov 18 - Nov 19
- Review: .

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.

[See all properties in Oakland](https://www.expedia.ca/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28&regionId=717123444416950272&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Frequently Asked Questions

### How much does an Oakland vacation package cost?

You can snap up a vacation package to this top destination from CA $426 on Expedia. However, how much your vacation to Oakland costs will depend on the length of stay, hotel choice and season.

### What are the cheapest months to go to Oakland?

If you're hoping to book a cheap Oakland vacation package, consider visiting in January, February and November. You'll generally find better rates on hotels and flights during these quieter months — perfect for budget-conscious travellers.

### How many days is enough for Oakland?

With a well-planned itinerary, you can easily tick off the main Oakland attractions in a handful of days. But if you prefer to discover hidden spots or go on day tours, think about booking your Oakland vacation for longer.

### How to find the best Oakland package deals?

Use Expedia's handy filters to help you find some fabulous Oakland package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Oakland package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.

### Is it cheaper to book an Oakland vacation as a package?

An Expedia vacation package could land you significant savings when compared to arranging hotels and flights individually. Better still, you can tailor your Oakland escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.

### When to book a vacation package to Oakland?

If you've got your Oakland travel dates confirmed, book as soon as you can to score some fantastic deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for travelling on a whim.

### How to plan a trip to Oakland?

1. Choose your travel dates: The things you plan to do in Oakland and your favourite season will help you decide when to go.
2. Figure out your budget: Make sure you have enough money to cover everything from transportation and meals to flights and experiences. Your hotel will likely be the largest expense during your trip to Oakland.
3. Set the duration of your trip: Start by compiling a list of the attractions you'd like to experience in Oakland. Then, estimate how long you'll need at each, as well as any travel time.
4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find an Oakland vacation package that brings all your bookings together.

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