Title: Westbrook Vacation Packages & Trips 2026 from CA $1,156 | Expedia.ca

[Westbrook Travel Guide](https://expedia.ca/Westbrook.dx56049)[Hotels in Westbrook](https://expedia.ca/Westbrook-Hotels.d56049.Travel-Guide-Hotels)[Vacation Rentals in Westbrook](https://expedia.ca/Westbrook-Vacation-Rentals.d56049.Travel-Guide-VacationRentals)[Things to do in Westbrook](https://expedia.ca/Things-To-Do-In-Westbrook.d56049.Travel-Guide-Activities)[Westbrook Car Rentals](https://expedia.ca/Car-Rentals-In-Westbrook.d56049.Car-Rental-Guide)

![](https://images.trvl-media.com/place/56049/bd12d6d6-239c-4842-819c-8dcb28edc701.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Westbrook Vacation Packages

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

- ##  
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

#### Your Westbrook Vacation

Lock in a Westbrook vacation package and get set to experience the best of this city. Consider staying in the neighborhood of Parkside, which is good for festivals, markets and walking. Fill your spare time with visits to [University of Southern Maine](https://www.expedia.ca/University-Of-Southern-Maine-Oakdale.d6077216.Vacation-Attraction), [Portland Museum of Art](https://www.expedia.ca/Portland-Museum-Of-Art-Downtown-Portland.d6077214.Vacation-Attraction) and [Victoria Mansion](https://www.expedia.ca/Victoria-Mansion-West-End.d6077228.Vacation-Attraction), some of the things you simply have to see during your trip to Westbrook. That dream Westbrook vacation is just clicks away. Browse flights, accommodations and more on Expedia for a getaway that's tailored to suit your style.

## Top Westbrook Vacation Deals

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

![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 $1,156

per person

Apr 2 - Apr 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Portland (PWM)

10/10 Exceptional! (52 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

![Inn By The Sea](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/d0fca35d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Inn By The Sea

CA $1,445

per person

Apr 2 - Apr 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Portland (PWM)

9.4/10 Exceptional! (288 reviews)

Room was ready early friendly staff and room is better than expected

Reviewed on Nov 16, 2025

![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Portland Harbor Hotel

Downtown Portland

CA $1,201

per person

Apr 2 - Apr 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Portland (PWM)

9.2/10 Wonderful! (1,668 reviews)

The room was super clean and really comfortable. The staff was very helpful and friendly. Got good recommendations from Pearl. In the morning, we had to wait for hot water because the boiler broke. A very stressful situation for the guy at the desk to handle with all the guests but he was helpful and accurate with time estimates. All around great experience.

Reviewed on Feb 10, 2026

![Blind Tiger Portland - Danforth Street.](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/4e66cf6e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Blind Tiger Portland - Danforth Street.

West End

CA $1,665

per person

Apr 2 - Apr 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Portland (PWM)

9.6/10 Exceptional! (161 reviews)

The whole was cozy! Well curated style and knowledgeable staff.

Reviewed on Jan 5, 2026

![The McKernan Inn](https://images.trvl-media.com/lodging/106000000/105380000/105370700/105370688/f7ebd781_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The McKernan Inn

CA $1,246

per person

Apr 2 - Apr 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Portland (PWM)

9/10 Wonderful! (83 reviews)

Gorgeous grounds and venue with a beautiful oceanfront view. Plenty of parking as part of SMCC campus. Short drive to downtown Portland and lots of stores around in South Portland. Very unique experience, would stay again without hesitation!

Reviewed on Dec 27, 2025

## Ready to book your vacation to Westbrook?

Choose your dates

## Westbrook Hotel Deals

![Super 8 by Wyndham Portland ME](https://images.trvl-media.com/lodging/1000000/60000/50600/50553/e6152026_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Super 8 by Wyndham Portland ME

208 Larrabee Rd Westbrook ME

Fully refundableReserve now, pay when you stay

CA $79

CA $87 total

Feb 17 - Feb 18

includes taxes & fees

5.6/10 (1,001 reviews)

.

Reviewed on Dec 31, 2025

[](https://expedia.ca/Hotel-Search?startDate=17%2F02%2F2026&endDate=18%2F02%2F2026&selected=50553&PinnedHotelID=50553&HadPinnedHotel=true&regionId=56049)

![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060_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 $133

CA $147 total

Feb 26 - Feb 27

includes taxes & fees

8.8/10 Excellent! (1,003 reviews)

The room was clean and comfortable. Thr hotel itself was beautiful

Reviewed on Feb 4, 2026

[](https://expedia.ca/Hotel-Search?startDate=26%2F02%2F2026&endDate=27%2F02%2F2026&selected=6273&PinnedHotelID=6273&HadPinnedHotel=true&regionId=56049)

![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

Fully refundableReserve now, pay when you stay

CA $104

CA $116 total

Feb 19 - Feb 20

includes taxes & fees

8/10 Very Good! (1,354 reviews)

Was nice

Reviewed on Feb 8, 2026

[](https://expedia.ca/Hotel-Search?startDate=19%2F02%2F2026&endDate=20%2F02%2F2026&selected=7171&PinnedHotelID=7171&HadPinnedHotel=true&regionId=56049)

[See all 2,896 properties in Westbrook](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F02%2F2026&endDate=13%2F02%2F2026&regionId=56049)

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)

### What to do in Westbrook

![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)

![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)

![Ultimate Portland Self-Guided Driving GPS Audio Tour](https://mediaim.expedia.com/localexpert/44941422/00064774-1203-465f-8cee-e200125a2c6a.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)

[See all activities in Westbrook](https://expedia.ca/things-to-do/search?rid=56049)

## Explore a world of travel with Expedia

- Lodging
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- [Hotels with Free Parking in Nasons Corner ](https://www.expedia.ca/Nasons-Corner-Portland-Hotels-Hotels-With-Free-Parking.0-n553248635976477924-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels)
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- [Ski Hotels in Nasons Corner ](https://www.expedia.ca/Nasons-Corner-Portland-Hotels-Ski-Hotel.0-n553248635976477924-0-tSkiHotel.Travel-Guide-Filter-Hotels)
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- [Nasons Corner Hotels ](https://www.expedia.ca/Nasons-Corner-Portland-Hotels.0-n553248635976477924-0.Travel-Guide-Filter-Hotels)
- [Old Orchard Beach Hotels ](https://www.expedia.ca/Old-Orchard-Beach-Hotels.d9256.Travel-Guide-Hotels)
- [Portland Hotels ](https://www.expedia.ca/Portland-Hotels.d181420.Travel-Guide-Hotels)
- [Hotels near Portland Intl. Jetport ](https://www.expedia.ca/Portland-Intl-Jetport-Airport-Hotels.0-aPWM-0.Travel-Guide-Filter-Hotels)
- [Stroudwater Hotels ](https://www.expedia.ca/Stroudwater-Portland-Hotels.0-n553248635976473880-0.Travel-Guide-Filter-Hotels)

- [Flights from Portland Intl. Jetport ](https://www.expedia.ca/lp/airports/pwm/flights-from-portland-intl-jetport-airport)
- [Flights from Atlanta (ATL) to Portland (PWM) ](https://www.expedia.ca/lp/flights/atl/pwm/atlanta-to-portland)
- [Flights from Bangor (BGR) to Portland (PWM) ](https://www.expedia.ca/lp/flights/bgr/pwm/bangor-to-portland)
- [Flights from Bellingham (BLI) to Portland (PWM) ](https://www.expedia.ca/lp/flights/bli/pwm/bellingham-to-portland)
- [Flights from Boston (BOS) to Portland (PWM) ](https://www.expedia.ca/lp/flights/bos/pwm/boston-to-portland)
- [Flights from Burlington (BTV) to Portland (PWM) ](https://www.expedia.ca/lp/flights/btv/pwm/burlington-to-portland)
- [Flights from Buffalo (BUF) to Portland (PWM) ](https://www.expedia.ca/lp/flights/buf/pwm/buffalo-to-portland)
- [Flights from Baltimore (BWI) to Portland (PWM) ](https://www.expedia.ca/lp/flights/bwi/pwm/baltimore-to-portland)
- [Flights from Charlotte (CLT) to Portland (PWM) ](https://www.expedia.ca/lp/flights/clt/pwm/charlotte-to-portland)
- [Flights from Washington (DCA) to Portland (PWM) ](https://www.expedia.ca/lp/flights/dca/pwm/washington-to-portland)
- [Flights from Denver (DEN) to Portland (PWM) ](https://www.expedia.ca/lp/flights/den/pwm/denver-to-portland)
- [Flights from Dallas (DFW) to Portland (PWM) ](https://www.expedia.ca/lp/flights/dfw/pwm/dallas-to-portland)
- [Flights from Detroit (DTW) to Portland (PWM) ](https://www.expedia.ca/lp/flights/dtw/pwm/detroit-to-portland)
- [Flights from Great Falls (GTF) to Portland (PWM) ](https://www.expedia.ca/lp/flights/gtf/pwm/great-falls-to-portland)
- [Flights from Niagara Falls (IAG) to Portland (PWM) ](https://www.expedia.ca/lp/flights/iag/pwm/niagara-falls-to-portland)
- [Flights from New York (JFK) to Portland (PWM) ](https://www.expedia.ca/lp/flights/jfk/pwm/new-york-to-portland)
- [Flights from Kingston (KIN) to Portland (PWM) ](https://www.expedia.ca/lp/flights/kin/pwm/kingston-to-portland)
- [Flights from Los Angeles (LAX) to Portland (PWM) ](https://www.expedia.ca/lp/flights/lax/pwm/los-angeles-to-portland)
- [Flights from Orlando (MCO) to Portland (PWM) ](https://www.expedia.ca/lp/flights/mco/pwm/orlando-to-portland)
- [Flights from Minneapolis (MSP) to Portland (PWM) ](https://www.expedia.ca/lp/flights/msp/pwm/minneapolis-to-portland)
- [Flights from Ogdensburg (OGS) to Portland (PWM) ](https://www.expedia.ca/lp/flights/ogs/pwm/ogdensburg-to-portland)
- [Flights from Ontario (ONT) to Portland (PWM) ](https://www.expedia.ca/lp/flights/ont/pwm/ontario-to-portland)
- [Flights from Chicago (ORD) to Portland (PWM) ](https://www.expedia.ca/lp/flights/ord/pwm/chicago-to-portland)
- [Flights from Plattsburgh (PBG) to Portland (PWM) ](https://www.expedia.ca/lp/flights/pbg/pwm/plattsburgh-to-portland)
- [Flights from Portland (PDX) to Portland (PWM) ](https://www.expedia.ca/lp/flights/pdx/pwm/portland-to-portland)
- [Flights from Phoenix (PHX) to Portland (PWM) ](https://www.expedia.ca/lp/flights/phx/pwm/phoenix-to-portland)
- [Flights from Presque Isle (PQI) to Portland (PWM) ](https://www.expedia.ca/lp/flights/pqi/pwm/presque-isle-to-portland)
- [Flights from Raleigh (RDU) to Portland (PWM) ](https://www.expedia.ca/lp/flights/rdu/pwm/raleigh-to-portland)
- [Flights from Seattle (SEA) to Portland (PWM) ](https://www.expedia.ca/lp/flights/sea/pwm/seattle-to-portland)
- [Flights from Syracuse (SYR) to Portland (PWM) ](https://www.expedia.ca/lp/flights/syr/pwm/syracuse-to-portland)
- [Flights from Edmonton (YEG) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yeg/pwm/edmonton-to-portland)
- [Flights from Fredericton (YFC) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yfc/pwm/fredericton-to-portland)
- [Flights from Hamilton (YHM) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yhm/pwm/hamilton-to-portland)
- [Flights from Halifax (YHZ) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yhz/pwm/halifax-to-portland)
- [Flights from Kitchener (YKF) to Portland (PWM) ](https://www.expedia.ca/lp/flights/ykf/pwm/kitchener-to-portland)
- [Flights from Kelowna (YLW) to Portland (PWM) ](https://www.expedia.ca/lp/flights/ylw/pwm/kelowna-to-portland)
- [Flights from Ottawa (YOW) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yow/pwm/ottawa-to-portland)
- [Flights from Québec (YQB) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yqb/pwm/quebec-to-portland)
- [Flights from Windsor (YQG) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yqg/pwm/windsor-to-portland)
- [Flights from Moncton (YQM) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yqm/pwm/moncton-to-portland)
- [Flights from Regina (YQR) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yqr/pwm/regina-to-portland)
- [Flights from Thunder Bay (YQT) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yqt/pwm/thunder-bay-to-portland)
- [Flights from Sudbury (YSB) to Portland (PWM) ](https://www.expedia.ca/lp/flights/ysb/pwm/sudbury-to-portland)
- [Flights from Saint John (YSJ) to Portland (PWM) ](https://www.expedia.ca/lp/flights/ysj/pwm/saint-john-to-portland)
- [Flights from Toronto (YTZ) to Portland (PWM) ](https://www.expedia.ca/lp/flights/ytz/pwm/toronto-to-portland)
- [Flights from Montreal (YUL) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yul/pwm/montreal-to-portland)
- [Flights from Vancouver (YVR) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yvr/pwm/vancouver-to-portland)
- [Flights from Winnipeg (YWG) to Portland (PWM) ](https://www.expedia.ca/lp/flights/ywg/pwm/winnipeg-to-portland)
- [Flights from Saskatoon (YXE) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yxe/pwm/saskatoon-to-portland)
- [Flights from London (YXU) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yxu/pwm/london-to-portland)
- [Flights from Abbotsford (YXX) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yxx/pwm/abbotsford-to-portland)
- [Flights from Calgary (YYC) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yyc/pwm/calgary-to-portland)
- [Flights from Charlottetown (YYG) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yyg/pwm/charlottetown-to-portland)
- [Flights from Victoria (YYJ) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yyj/pwm/victoria-to-portland)
- [Flights from St. John's (YYT) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yyt/pwm/st-johns-to-portland)
- [Flights from Toronto (YYZ) to Portland (PWM) ](https://www.expedia.ca/lp/flights/yyz/pwm/toronto-to-portland)

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- [Marden's Surplus and Salvage ](https://www.expedia.ca/Mardens-Surplus-And-Salvage-Biddeford.d553248621532667525.Vacation-Attraction)
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- [Old Orchard Beach Vacations ](https://www.expedia.ca/Old-Orchard-Beach.d9256.Destination-Travel-Guides)
- [Palace Playland ](https://www.expedia.ca/Palace-Playland-Old-Orchard-Beach.d553248621532667539.Vacation-Attraction)
- [Pine Point Beach ](https://www.expedia.ca/Pine-Point-Beach-Maine.d671870122573062144.Vacation-Attraction)
- [Portland Head Light ](https://www.expedia.ca/Portland-Head-Light-Cape-Elizabeth.d6077212.Vacation-Attraction)
- [Portland Museum of Art ](https://www.expedia.ca/Portland-Museum-Of-Art-Downtown-Portland.d6077214.Vacation-Attraction)
- [Portland Vacations ](https://www.expedia.ca/Portland.d181420.Destination-Travel-Guides)
- [Scarborough Beach State Park ](https://www.expedia.ca/Scarborough-Beach-State-Park-Scarborough.d6327764.Vacation-Attraction)
- [Scarborough Vacations ](https://www.expedia.ca/Scarborough.d6809.Destination-Travel-Guides)
- [Shaw Park ](https://www.expedia.ca/Shaw-Park-Gorham.d553248633861906803.Vacation-Attraction)
- [South Coast Vacations ](https://www.expedia.ca/South-Coast.d6057321.Destination-Travel-Guides)
- [South Portland Vacations ](https://www.expedia.ca/South-Portland.d6769.Destination-Travel-Guides)
- [State Theatre ](https://www.expedia.ca/State-Theatre-Downtown-Portland.d553248621532668181.Vacation-Attraction)
- [Windham Vacations ](https://www.expedia.ca/Windham.d10053.Destination-Travel-Guides)

- [Rental cars Portland Intl. Jetport airport ](https://www.expedia.ca/Car-Rentals-In-Portland-Intl-Jetport.d5068624.Car-Rental-Guide)

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

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