Title: Gray Vacation Packages & Trips 2025/2026 from CA $856 | Expedia.ca

  

[Hotels in Gray](https://expedia.ca/Gray-Hotels.d6341840.Travel-Guide-Hotels)[Vacation Rentals in Gray](https://expedia.ca/Gray-Vacation-Rentals.d6341840.Travel-Guide-VacationRentals)[Gray Car Rentals](https://expedia.ca/Car-Rentals-In-Gray.d6341840.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6341840/127ef80a-77ae-48e5-9f48-b3ba4c017c20.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Gray Vacation Packages

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

Photo by Deb Soromenho

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    Plan, book, travel with confidence
    

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Better together

Save up to CA $1,096 when you book a flight and hotel together\*

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Find the right fit

With over 300,000 hotels worldwide, it's easy to create a perfect package

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Rest easy

Plan, book, and manage your trip all in one place

#### Your Gray Vacation

Book a custom vacation package to Gray and start looking forward to your next great escape. Consider basing yourself in the neighborhood of Falmouth Foreside, which is good for views and watersports, for a true taste of this interesting city. Searching for some sightseeing tips for your trip to Gray? [Little Sebago Lake](https://www.expedia.ca/Little-Sebago-Lake-Portland.d553248635976197181.Vacation-Attraction) and [Spring Meadows Golf Course](https://www.expedia.ca/Spring-Meadows-Golf-Course-Gray.d553248621532667990.Vacation-Attraction) are two major attractions here. Don't put off your visit to this city any longer. Your ultimate Gray vacation is a few clicks away with Expedia.

## Top Gray Vacation Deals

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

![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 $856

per person

Dec 4 - Dec 7

found 17 hours ago

Roundtrip flight included

Watertown (ART) to Portland (PWM)

9.2/10 Wonderful! (1,581 reviews)

This property was pricey. I called beforehand to see if there was self parking and they said no but that was not true. My biggest complaint is that upon check-in, the woman said she wanted to give us a room upgrade, but ultimately was unsuccessful. She really made it seem like we were unfortunately being put in a crappy room.

Reviewed on Oct 13, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-04/2025-12-07/?FromAirport=ART&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=898621&paandie=true&dealMarker=slxehwrQ_ERWFZJCZmbwHPdUbIZ2a0v6cM1YQU8xfAFqsZUzPmnbSa5BVGl2Amwp)

![The Weldon Hotel](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/38875013_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Weldon Hotel

Downtown Portland

CA $979

per person

Dec 4 - Dec 7

found 17 hours ago

Roundtrip flight included

Watertown (ART) to Portland (PWM)

9.8/10 Exceptional! (79 reviews)

Great spot, large space, cool design, clean, easy to walk all over town.

Reviewed on Oct 1, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-04/2025-12-07/?FromAirport=ART&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=107321604&paandie=true&dealMarker=8PL9eVJXftADqLDZ32_5YurWzyXn7gLq_iyr0L63UvSqzEVJbTnty3yu4RridxAo)

![Cliff House Maine](https://images.trvl-media.com/lodging/4000000/3990000/3981200/3981160/eb122fc0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cliff House Maine

CA $1,552

per person

Nov 14 - Nov 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

9.4/10 Exceptional! (1,007 reviews)

Amazing property!! Worth the price!

Reviewed on Oct 13, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-14/2025-11-17/?FromAirport=YYZ&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3981160&paandie=true&dealMarker=MotUKBI57nsd6BCPXXeYV1wDGZtAemw1jJu7KDU4EZzXcHTmKGbiylrGIy1SbJHS)

![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 $861

per person

Dec 4 - Dec 7

found 17 hours ago

Roundtrip flight included

Watertown (ART) to Portland (PWM)

9.2/10 Wonderful! (60 reviews)

Our experience at McKernan Inn was so very pleasant. The room was spacious and clean. The free coffee and tea bar was a wonderful treat. The continental breakfast surpassed my expectations. The staff was efficient and accommodating. I highly recommend!

Reviewed on Oct 12, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-04/2025-12-07/?FromAirport=ART&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=105370688&paandie=true&dealMarker=8PL9eVJXftADqLDZ32_5YurWzyXn7gLq_iyr0L63UvQdpH7MNE65IVGF_jZK988f)

![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 $1,194

per person

Dec 4 - Dec 7

found 17 hours ago

Roundtrip flight included

Watertown (ART) to Portland (PWM)

9.6/10 Exceptional! (151 reviews)

Clean room breakfast

Reviewed on Sep 16, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-04/2025-12-07/?FromAirport=ART&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=200246&paandie=true&dealMarker=slxehwrQ_ERWFZJCZmbwHPdUbIZ2a0v6cM1YQU8xfAFunhH0gav3XiptMWrkrzGF)

## Ready to book your vacation to Gray?

Choose your dates

## Gray Hotel Deals

![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Portland Harbor Hotel

468 Fore Street, Portland, ME

Fully refundableReserve now, pay when you stay

CA $181

CA $254 total

Nov 10 - Nov 11

includes taxes & fees

9.2/10 Wonderful! (1,608 reviews)

"Nice hotel within walking distance of everything downtown."

Reviewed on Oct 9, 2025

[](https://expedia.ca/Hotel-Search?startDate=10%2F11%2F2025&endDate=11%2F11%2F2025&selected=898621&PinnedHotelID=898621&HadPinnedHotel=true&regionId=6341840)

![Germaine Inn South Portland](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/b95e6193_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Germaine Inn South Portland

675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME

Fully refundable

CA $126

CA $138 total

Oct 22 - Oct 23

includes taxes & fees

7.4/10 Good! (317 reviews)

"Super friendly staff, clean, comfortable and conveniently located! The breakfast was especially good and the staff couldn't have been friendlier! I would absolutely go back!"

Reviewed on Oct 13, 2025

[](https://expedia.ca/Hotel-Search?startDate=22%2F10%2F2025&endDate=23%2F10%2F2025&selected=23779&PinnedHotelID=23779&HadPinnedHotel=true&regionId=6341840)

![Fireside Inn & Suites Portland](https://images.trvl-media.com/lodging/1000000/10000/9900/9842/bc09b846_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Fireside Inn & Suites Portland

81 Riverside St, Portland, ME

Fully refundableReserve now, pay when you stay

CA $151

CA $170 total

Oct 28 - Oct 29

includes taxes & fees

7.8/10 Good! (1,020 reviews)

"clean room. staff very helpful"

Reviewed on Oct 12, 2025

[](https://expedia.ca/Hotel-Search?startDate=28%2F10%2F2025&endDate=29%2F10%2F2025&selected=9842&PinnedHotelID=9842&HadPinnedHotel=true&regionId=6341840)

[See all 2,007 properties in Gray](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=15%2F10%2F2025&endDate=16%2F10%2F2025&regionId=6341840)

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)

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\* 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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![QR code to download the app](data:image/png;base64,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)