Title: Oakdale Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,086 Expedia.ca

[Hotels in Oakdale](https://expedia.ca/Oakdale-Portland-Hotels.0-n553248635976474793-0.Travel-Guide-Filter-Hotels)[Flights to Portland](https://expedia.ca/Cheap-Flights-To-Portland.d181420.Travel-Guide-Flights)[Things to do in Portland](https://expedia.ca/Things-To-Do-In-Portland.d181420.Travel-Guide-Activities)[Oakdale Car Rentals](https://expedia.ca/Car-Rentals-In-Oakdale.d553248635976474793.Car-Rental-Guide)

![](https://images.trvl-media.com/place/181420/a8bfe26f-e1f0-45c2-a0af-b3572094174e.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Oakdale Vacation Packages

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

Photo by Karen Rinaldo-green

- ##  
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 Oakdale

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

![The McKernan Inn](https://images.trvl-media.com/lodging/106000000/105380000/105370700/105370688/1c19bdab_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The McKernan Inn

CA $1,086

per person

May 2 - May 5

found 7 hours ago

Roundtrip flight included

Halifax (YHZ) to Portland (PWM)

9.2/10 Wonderful! (91 reviews)

Amazing experience. Beautiful view. Wonderful staff. Great experience!

Reviewed on Mar 21, 2026

![84 Main ](https://images.trvl-media.com/lodging/8000000/7810000/7805200/7805164/f78a93a3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 84 Main 

CA $1,171

per person

May 2 - May 5

found 7 hours ago

Roundtrip flight included

Halifax (YHZ) to Portland (PWM)

9.8/10 Exceptional! (56 reviews)

Very spacious and relaxing. Nice view of Kennebunk quaint ice rink and Main Street. Coffee shop at Street level was a fantastic add! Beds and bedding were comfortable. Will visit again! Nothing lacking with respect to amenities.

Reviewed on Dec 29, 2025

![Blind Tiger Portland - Danforth Street.](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/7a3d1c09_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Blind Tiger Portland - Danforth Street.

West End

CA $1,739

per person

May 2 - May 5

found 7 hours ago

Roundtrip flight included

Halifax (YHZ) to Portland (PWM)

9.6/10 Exceptional! (175 reviews)

The Blind Tiger was one of the best accommodations I've ever stayed in! The location was perfect – far enough away from the "bustle" of downtown but close enough to walk to many spots (Smalls was a favorite!). The daily breakfast was so great and the room, my goodness! Adorable, perfect, comfortable... best sleep of my life! Maggie was so helpful and accommodating and made our stay really special. All in all, highly recommend!

Reviewed on Mar 10, 2026

![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/1a7f326f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Portland Harbor Hotel

Downtown Portland

CA $1,137

per person

May 2 - May 5

found 7 hours ago

Roundtrip flight included

Halifax (YHZ) to Portland (PWM)

9.2/10 Wonderful! (1,776 reviews)

A very nice and unique hotel in a great location. Would definitely stay again.

Reviewed on Mar 21, 2026

![The Docent's Collection at 121 Middle Street](https://images.trvl-media.com/lodging/39000000/38780000/38770100/38770068/148140d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Docent's Collection at 121 Middle Street

Downtown Portland

CA $1,304

per person

May 2 - May 5

found 7 hours ago

Roundtrip flight included

Halifax (YHZ) to Portland (PWM)

9.6/10 Exceptional! (275 reviews)

Property is in an excellent location with so much to see and do (and eat) in walking distance. My room was clean, quiet, and well maintained. Staff interaction was minimal (by design) but the few times I spoke with the concierge on site she was pleasant and accommodating. My only negative comment is regarding the toiletry products. I’m a toilet paper snob and that angel soft just doesn’t cut it. Overall I am beyond satisfied with my stay and would absolutely stay here again.

Reviewed on Mar 22, 2026

## Where to stay in Oakdale

Find the best Oakdale areas and neighborhoods for the activities you enjoy most. [Learn more about Oakdale](https://expedia.ca/Portland-Oakdale.dx553248635976474793)

![State Street Church](https://images.trvl-media.com/place/553248635188831461/1cdab29c-afbc-4a34-8bd2-ae8e40cf4b1b.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Portland

5 out of top 10 points of interest in this area

4.5/5(11 area reviews)

 Downtown Portland is known for its captivating waterfront views, and with sights like Cross Insurance Arena and Merrill Auditorium, you won't get bored spending a day wandering around this part of Portland. 

[Find hotel + flight trips in Downtown Portland](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Portland&DestID=6174134&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Old Port showing a bay or harbour](https://images.trvl-media.com/place/6172121/fd51681d-6a22-4da6-b3e1-ffc629c6e7a7.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Old Port

4.5/5(7 area reviews)

 Cobblestone streets, 19th-century brick buildings, and fishing piers define this district, offering boutiques, restaurants, and bars. Explore Post Office Park, Tommy's Park with its large mural, and stroll the Eastern Promenade Trail to East End Beach. 

[Find hotel + flight trips in Old Port](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Old%20Port&DestID=6172121&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Religious](https://images.trvl-media.com/place/181420/aa00a950-3381-4d40-9dae-6eeff23c71b1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### East Bayside

 Bordered by Franklin Street and Washington Avenue, East Bayside offers a community arts venue, Mayo Street Arts, and the relaxing green space of Kennedy Park. Explore nearby Old Port and Munjoy Hill. 

[Find hotel + flight trips in East Bayside](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=East%20Bayside&DestID=553248635976473226&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Bug Lighthouse, Portland](https://images.trvl-media.com/place/181420/275df52c-dcbb-45a9-9a3a-a218d2cf8402.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### West End

 Distinguished by its well-preserved Victorian architecture, this downtown Portland neighborhood boasts the scenic Western Promenade park, offering views of the White Mountains, and several historic structures, such as the Gothic House and Morrill Mansion. 

[Find hotel + flight trips in West End](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=West%20End&DestID=553248635976481334&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Aerial view of Cape Elizabeth Lights, also known as Two Lights, at the south end of Casco Bay in town of Cape Elizabeth, Maine ME, USA. ](https://images.trvl-media.com/place/553248635976476206/9e9ade7f-6738-4469-a2e4-0405a5a2ef88.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### West Bayside

 If you're looking for some top things to see and do in West Bayside and surrounding area, you can visit Bayside Bowl and Merrill Auditorium. 

[Find hotel + flight trips in West Bayside](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=West%20Bayside&DestID=553248635976476206&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Oakdale Hotel Deals

![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/c479d2b6_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Westin Portland Harborview

157 High St Portland ME

Fully refundableReserve now, pay when you stay

CA $134

CA $149 total

Apr 12 - Apr 13

includes taxes & fees

8.8/10 Excellent! (1,002 reviews)

The staff was very helpful. Breakfast was included. Full service, not continental. Really good food. Parking was validated. No surprises on put bill. Definitely recommended.

Reviewed on Mar 22, 2026

[](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=6273&PinnedHotelID=6273&HadPinnedHotel=true&regionId=553248635976474793)

![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/c90266f6_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

Fully refundable

CA $106

CA $117 total

Apr 13 - Apr 14

includes taxes & fees

8/10 Very Good! (1,402 reviews)

Clean room , nice pool area and quiet ,will say that the beds are kinda uncomfortable but if you’re there for a night it’s not too bad ! I’d come back again.

Reviewed on Mar 22, 2026

[](https://expedia.ca/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=7171&PinnedHotelID=7171&HadPinnedHotel=true&regionId=553248635976474793)

![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/1a7f326f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Portland Harbor Hotel

468 Fore Street Portland ME

Fully refundableReserve now, pay when you stay

CA $156

CA $225 total

Apr 5 - Apr 6

includes taxes & fees

9.2/10 Wonderful! (1,770 reviews)

A very nice and unique hotel in a great location. Would definitely stay again.

Reviewed on Mar 21, 2026

[](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=898621&PinnedHotelID=898621&HadPinnedHotel=true&regionId=553248635976474793)

[See all 2,398 properties in Oakdale](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=24%2F03%2F2026&endDate=25%2F03%2F2026&regionId=553248635976474793)

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 Oakdale vacation package cost?

### How do I get a cheap travel package to Oakdale?

### Where should I stay in Oakdale?

### What are the top hotels in Oakdale?

### How far in advance should I book my Oakdale vacation?

### What does an Expedia Oakdale travel package include?

### What should I know before booking an Oakdale travel package?

### Can I choose my airline with an Oakdale Expedia vacation package?

### If I'm not able to travel, can I cancel my Oakdale vacation package?

### Discover the most popular places to visit in Oakdale

![State Theatre showing street scenes as well as an individual female](https://images.trvl-media.com/place/553248621532668181/12c8418f-9a14-4f93-8c30-2ed80351964b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### State Theatre

The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.

[](https://expedia.ca/State-Theatre-Downtown-Portland.d553248621532668181.Vacation-Attraction)

![Portland Museum of Art which includes interior views and art as well as a small group of people](https://images.trvl-media.com/place/6077214/5da73be5-0bbe-40d4-9f90-562d37bd733f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Portland Museum of Art

Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.

[](https://expedia.ca/Portland-Museum-Of-Art-Downtown-Portland.d6077214.Vacation-Attraction)

![East End Beach which includes a sandy beach and general coastal views as well as a small group of people](https://images.trvl-media.com/place/6326357/191640a3-578a-49c8-8b3c-7316c332da71.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### East End Beach

Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.

[](https://expedia.ca/East-End-Beach-East-End.d6326357.Vacation-Attraction)

### Things to do

![Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour](https://mediaim.expedia.com/localexpert/44927495/42f8f2e5-289d-480a-a822-cc8751cc6b66.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

CA $14

per traveller

[](https://expedia.ca/things-to-do/downtown-portland-coastal-vibe-and-old-mansions-with-in-add-audio-tour.a44927495.activity-details)

![Ultimate Portland Self-Guided Driving GPS Audio Tour](https://mediaim.expedia.com/localexpert/44941422/8edf0b39-e377-40e8-9427-6d82cf3b7f7d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Ultimate Portland Self-Guided Driving GPS Audio Tour

CA $23

per traveller

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/ultimate-portland-self-guided-driving-gps-audio-tour.a44941422.activity-details)

![Portland Self-Guided Driving Audio Tour](https://mediaim.expedia.com/localexpert/45719150/c5757d24-772a-4314-9a5b-385c37350ecc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Portland Smartphone Audio Tour: Self-Guided Drive

CA $23

per traveller

[](https://expedia.ca/things-to-do/portland-smartphone-audio-tour-self-guided-drive.a45719150.activity-details)

[See all activities in Portland](https://expedia.ca/things-to-do/search?rid=553248635976474793)

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