---
title: "Mountain Vacations in Great Island 2026 | Expedia.ca"
description: "Find incredible offers on Great Island Mountain vacations! Plan your next Mountain trip today with Expedia."
canonical: "https://www.expedia.ca/lp/theme-vacations/mountain-vacations/553248635976193455/Great-Island"
language: en-CA
market: CA
currency: CAD
prices_as_of: 2026-11-12T23:17:04Z
---

# Great Island Mountain Vacations
![A coastal landscape with a sandy beach, dense forest, and a bay surrounded by hills.](https://images.trvl-media.com/place/553248635976193455/b810478a-1b10-4d3d-875c-106512d8fc7d.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

## Discover the most popular places to visit in Great Island

### Bailey Island Bridge

Rating: 9.2/10 (10 reviews)

Find out about the history of Bailey Island when you spend time at Bailey Island Bridge. Stroll along the seaside or seek out the hiking trails.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&location%5Fhighlights%5Fexplore=mountain&regionId=6077256)

### Land's End Gift Shop

Rating: 10.0/10 (1 review)

Enjoy an outing to Land's End Gift Shop during your stay in Bailey Island. While you're in the area, find time to visit its shops.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&location%5Fhighlights%5Fexplore=mountain&regionId=553248621532668102)

### beach near Merritt House Road

Why not spend a lazy afternoon at beach near Merritt House Road during your trip to Orrs Island? Discover the mountain views while you're in the area.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&location%5Fhighlights%5Fexplore=mountain&regionId=1014295706204450816)

### Cobwork Bridge

Rating: 10.0/10 (1 review)

You can find out about the history of Bailey Island when you stop by Cobwork Bridge. Stroll along the seaside or seek out the hiking trails.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&location%5Fhighlights%5Fexplore=mountain&regionId=553248621532668105)

### beach near Harpswell Harbor

Why not spend a lazy afternoon at beach near Harpswell Harbor during your trip to Harpswell? Discover the area's sunsets and mountain views.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&location%5Fhighlights%5Fexplore=mountain&regionId=1014295706848321536)

### beach near Channel View Lane

Why not spend a lazy afternoon at beach near Channel View Lane during your trip to Bailey Island? Make time to visit the shops and monuments while you're in the area.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&location%5Fhighlights%5Fexplore=mountain&regionId=1014294173779902464)

### beach near Harpswell Islands Road

Why not spend a lazy afternoon at beach near Harpswell Islands Road during your trip to Orrs Island? Discover the mountain views while you're in the area.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&location%5Fhighlights%5Fexplore=mountain&regionId=1014297692631064576)

## Frequently Asked Questions

### How much does a Great Island vacation package cost?

Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Great Island from just . And the more you bundle, the more you save. The getaway of your dreams has never been more affordable.

### How do I get a cheap travel package to Great Island?

One of the easiest ways to save dollars (and time) is to combine your bookings with Expedia. Flights, hotels, activities and rental cars — we've got it all. Pick a combination that suits you and see your savings pile up. Of course, a package deal is never one-size-fits-all. That's why we offer over 550 airlines and 1,000,000 properties globally, which lets you customize your Great Island vacation.

### What are the top hotels in Great Island?

For properties in West Harpswell with cozy beds and friendly service, you can't top [Cozy Cottage](https://www.expedia.ca/Harpswell-Hotels-Cottage-With-Deep-Water-Frontage-Many-Walking-Paths.h59645077.Hotel-Information) and [Lofty Cottage](https://www.expedia.ca/Harpswell-Hotels-A-Place-Where-Travelers-Will-Relax-And-Enjoy-The-Quiet-And-The-Privacy.h59644513.Hotel-Information). If you plan to visit Cundys Harbor as well, you'll get a good night's sleep at [1 Room Luxury Ocean Front Studio Cottage](https://www.expedia.ca/Harpswell-Hotels-1-Room-Luxury-Ocean-Front-Studio-Cottage.h27116751.Hotel-Information) or [Beaches, Boating, Cool Ocean Breezes](https://www.expedia.ca/Harpswell-Hotels-Beaches.h24308140.Hotel-Information).

### How far in advance should I book my Great Island vacation?

Reserving your tickets early with Expedia means one less thing to worry about. Most carriers display prices up to 12 months prior to take off. This is typically the cheapest time to book. If circumstances have left you booking late, last-minute deals to Great Island occasionally appear just weeks before departure.

### What does an Expedia Great Island travel package include?

Hotels, flights and rental cars — we've got them covered. With Expedia, you can shape your Great Island package the way you like it. All you have to do is figure out just what you need. Once you've made your booking, you can add on fun things like activities and experiences. The more you bundle, the bigger your savings!

### What should I know before booking a Great Island travel package?

When you book your flights, hotels and car rentals together, you'll score terrific discounts. Whether you're planning a wilderness getaway in a cabin or prefer to stay in a luxurious city hotel, Expedia can make it happen for less.

### Can I choose my airline with a Great Island Expedia vacation package?

Yes, and with over 550 airlines to pick from globally, you've got lots of choice. Take a look at the available options and see which airline best fits your needs and budget.

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

We understand — life can throw you the odd curveball. If you've locked in a Great Island vacation package and need to amend or cancel it, we're here to help. We suggest checking out our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105) first for information. But in general, if you've taken out your package in the last 24 hours, you may be able to cancel or amend your itinerary at no cost. If it's been more than 24 hours, your airline, hotel or car rental company may charge a fee.

## Explore a world of travel with Expedia

- [Lodging](?equalTargetTab=tab-0)
- [Flights](?equalTargetTab=tab-1)
- [Packages](?equalTargetTab=tab-2)
- [Cars](?equalTargetTab=tab-3)
- [Vacation Rentals](?equalTargetTab=tab-4)
- [Things to do](?equalTargetTab=tab-5)
- [Hampton Inn Freeport/Brunswick](https://www.expedia.ca/Portland-Hotels-Hampton-Inn-FreeportBrunswick.h281934.Hotel-Information)
- [Candlebay Inn](https://www.expedia.ca/Portland-Hotels-Candlebay-Inn.h11484573.Hotel-Information)
- [Freeport Hotels](https://www.expedia.ca/Freeport-Hotels.d180773.Travel-Guide-Hotels)
- [Family Hotels in Freeport](https://www.expedia.ca/Freeport-Hotels-Family-Hotel.0-0-d180773-tFamilyHotel.Travel-Guide-Filter-Hotels)
- [Little Harbor](https://www.expedia.ca/Bailey-Island-Hotels-Little-Harbor-Crashing-Surf.h91433704.Hotel-Information)
- [Cheap Hotels in Portland](https://www.expedia.ca/Portland-Hotels-Cheap-Hotels.0-0-d181420-tCheapHotels.Travel-Guide-Filter-Hotels)
- [The Beach House Bailey Island Maine](https://www.expedia.ca/Bailey-Island-Hotels-The-Beach-House-Bailey-Island-Maine.h45315625.Hotel-Information)
- [Orrs Island Hotels](https://www.expedia.ca/Orrs-Island-Hotels.d3000440072.Travel-Guide-Hotels)
- [Oceanfront Hotels in Portland](https://www.expedia.ca/Portland-Hotels-Oceanfront-Hotels.0-0-d181420-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Popham Beach Direct Oceanfront Cottage Steps to the sand](https://www.expedia.ca/Boothbay-Harbor-Hotels-Popham-Beach-Direct-Oceanfront-Cottage-Steps-To-The-Sand.h44963444.Hotel-Information)
- [Comfort Inn Brunswick](https://www.expedia.ca/Boothbay-Harbor-Hotels-Comfort-Inn-Brunswick-Freeport.h4072.Hotel-Information)
- [The Nest \~ Quiet location close to shops](https://www.expedia.ca/Portland-Hotels-The-Nest-Quiet-Location-Close-To-Shops.h30524423.Hotel-Information)
- [Bay](https://www.expedia.ca/Harpswell-Hotels-WATERFRONT-Cabin-BAY-VIEW.h83024448.Hotel-Information)
- [Sea Rose Cottage](https://www.expedia.ca/Phippsburg-Hotels-Sea-Rose-Cottage-On-Popham-Beach.h110688591.Hotel-Information)
- [Hostels in Sebasco Estates](https://www.expedia.ca/Sebasco-Estates-Hostels.d180774-aaHostels.Travel-Guide-Accommodation)
- [The Freeport Hotel](https://www.expedia.ca/Portland-Hotels-The-Freeport-Hotel.h439963.Hotel-Information)
- [Hotels near Popham Beach State Park](https://www.expedia.ca/Popham-Beach-State-Park-Hotels.0-l6324334-0.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Brunswick](https://www.expedia.ca/Brunswick-Hotels-Pet-Friendly-Hotel.0-0-d7114-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Castles in Chebeague Island](https://www.expedia.ca/Chebeague-Island-Castles.d6046986-aaCastles.Travel-Guide-Accommodation)
- [Harpswell Hotels](https://www.expedia.ca/Harpswell-Hotels.d553248635077688915.Travel-Guide-Hotels)
- [Hilton Garden Inn Freeport Downtown](https://www.expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Freeport-Downtown.h1184003.Hotel-Information)
- [The Beach Pea 2 BR/1 BA Beachside bungalow feet from the Maine shore.](https://www.expedia.ca/Harpswell-Hotels-New-2-BR1-BA-Beachside-Bungalow-Feet-From-The-Maine-Shore.h109975680.Hotel-Information)
- [Vacation Homes in Bustins Island](https://www.expedia.ca/Bustins-Island-Private-Vacation-Homes.d553248635976478507-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Villas in Harpswell](https://www.expedia.ca/Harpswell-Villas.d553248635077688915-aaVillas.Travel-Guide-Accommodation)
- [Casco Bay Inn](https://www.expedia.ca/Portland-Hotels-Casco-Bay-Inn.h894042.Hotel-Information)
- [Sebasco Harbor Resort & Golf Club](https://www.expedia.ca/Boothbay-Harbor-Hotels-Sebasco-Harbor-Resort.h106101.Hotel-Information)
- [The Harraseeket Inn & Event House Freeport Downtown](https://www.expedia.ca/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information)
- [South Portland Hotels](https://www.expedia.ca/South-Portland-Hotels.d6769.Travel-Guide-Hotels)
- [Old Orchard Beach Hotels](https://www.expedia.ca/Old-Orchard-Beach-Hotels.d9256.Travel-Guide-Hotels)
- [Best Western Freeport Inn](https://www.expedia.ca/Portland-Hotels-Best-Western-Freeport-Inn.h6648706.Hotel-Information)
- [Pet-Friendly Hotels in Freeport](https://www.expedia.ca/Freeport-Hotels-Pet-Friendly-Hotel.0-0-d180773-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Brunswick Hotels](https://www.expedia.ca/Brunswick-Hotels.d7114.Travel-Guide-Hotels)
- [Hotels with Hot Tubs in Freeport](https://www.expedia.ca/Freeport-Hotels-Hotels-With-Hot-Tubs.0-0-d180773-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
- [Travelers Inn](https://www.expedia.ca/Boothbay-Harbor-Hotels-Travelers-Inn.h8208979.Hotel-Information)
- [Rv Parks in Bailey Island](https://www.expedia.ca/Bailey-Island-RV-Parks.d6046825-aaRVParks.Travel-Guide-Accommodation)
- [B&B in Brunswick](https://www.expedia.ca/Brunswick-Bed-And-Breakfast.d7114-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Lodges in Harpswell Center](https://www.expedia.ca/Harpswell-Center-Lodges.d553248635975848499-aaLodges.Travel-Guide-Accommodation)
- [Cabin Rentals in Freeport](https://www.expedia.ca/Freeport-Cabins.d180773-aaCabins.Travel-Guide-Accommodation)
- [Days Inn by Wyndham Brunswick Bath Area](https://www.expedia.ca/Boothbay-Harbor-Hotels-Days-Inn-By-Wyndham-Brunswick-Bath-Area.h459646.Hotel-Information)
- [Hotels near LL Bean Flagship Store](https://www.expedia.ca/LL-Bean-Flagship-Store-Hotels.0-l6180409-0.Travel-Guide-Filter-Hotels)
- [Chebeague Island Hotels](https://www.expedia.ca/Chebeague-Island-Hotels.d6046986.Travel-Guide-Hotels)
- [Cabin Rentals in Hermit Island](https://www.expedia.ca/Hermit-Island-Cabins.d6341836-aaCabins.Travel-Guide-Accommodation)
- [Cabin Rentals in Brunswick](https://www.expedia.ca/Brunswick-Cabins.d7114-aaCabins.Travel-Guide-Accommodation)
- [Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room](https://www.expedia.ca/Boothbay-Harbor-Hotels-Driftwood-Oceanfront-Cottage-At-Popham-Beach-Spectacular-Views-From-Every-Room.h22602774.Hotel-Information)
- [Phippsburg Hotels](https://www.expedia.ca/Phippsburg-Hotels.d145412.Travel-Guide-Hotels)
- [Relax Inn](https://www.expedia.ca/Boothbay-Harbor-Hotels-Relax-Inn.h1368669.Hotel-Information)
- [Motels in Scarborough](https://www.expedia.ca/Scarborough-Motels.d6809-aaMotels.Travel-Guide-Accommodation)
- [Econo Lodge Freeport](https://www.expedia.ca/Portland-Hotels-Econo-Lodge-Freeport-Brunswick-Area.h1085900.Hotel-Information)
- [Beach Hotel Hotels in Old Orchard Beach](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Beach-Hotel.0-0-d9256-tBeachHotel.Travel-Guide-Filter-Hotels)
- [The Orchard House](https://www.expedia.ca/Portland-Hotels-The-Orchard-House-Cafe.h19561353.Hotel-Information)
- [Farmstay in Phippsburg](https://www.expedia.ca/Phippsburg-Agritourism.d145412-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Freeport](https://www.expedia.ca/Freeport-Bed-And-Breakfast.d180773-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cheap Hotels in Freeport](https://www.expedia.ca/Freeport-Hotels-Cheap-Hotels.0-0-d180773-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Holiday Inn Express Hotel & Suites Freeport by IHG](https://www.expedia.ca/Portland-Hotels-Holiday-Inn-Express-Hotel-Suites-Freeport.h1509679.Hotel-Information)
- [Hostels in Freeport](https://www.expedia.ca/Freeport-Hostels.d180773-aaHostels.Travel-Guide-Accommodation)
- [The James Place Inn B&B](https://www.expedia.ca/Portland-Hotels-The-James-Place-Inn-Bed-And-Breakfast.h1489274.Hotel-Information)
- [Topsham Hotels](https://www.expedia.ca/Topsham-Hotels.d6046984.Travel-Guide-Hotels)
- [Cozy Maine Cottage](https://www.expedia.ca/Phippsburg-Hotels-Cozy-Maine-Coast-Cottage-Memorial-Day-Weekend-Available.h33971867.Hotel-Information)
- [Beach Hotel Hotels in Freeport](https://www.expedia.ca/Freeport-Hotels-Beach-Hotel.0-0-d180773-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Betty's Place](https://www.expedia.ca/Orrs-Island-Hotels-Bettys-Place-Cozy-Ocean-Front-Getaway.h90560918.Hotel-Information)
- [Fairfield Inn & Suites by Marriott Brunswick Freeport](https://www.expedia.ca/Boothbay-Harbor-Hotels-Fairfield-Inn-Suites-By-Marriott-Brunswick-Freeport.h1086088.Hotel-Information)
- [Portland Hotels](https://www.expedia.ca/Portland-Hotels.d181420.Travel-Guide-Hotels)
- [The Brunswick Hotel](https://www.expedia.ca/Boothbay-Harbor-Hotels-The-Brunswick-Hotel.h4449120.Hotel-Information)
- [Moonlight Inn](https://www.expedia.ca/Boothbay-Harbor-Hotels-Moonlight-Inn.h7287.Hotel-Information)
- [Cottages in Freeport](https://www.expedia.ca/Freeport-Cottages.d180773-aaCottages.Travel-Guide-Accommodation)
- [Flights to Harpswell](https://www.expedia.ca/Cheap-Flights-To-Harpswell.d553248635077688915.Travel-Guide-Flights)
- [Flights from Halifax (YHZ) to Portland (PWM)](https://www.expedia.ca/lp/flights/yhz/pwm/halifax-to-portland)
- [Flights from Portland Intl. Jetport](https://www.expedia.ca/lp/airports/pwm/flights-from-portland-intl-jetport-airport)
- [Flights from Montreal (YUL) to Portland (PWM)](https://www.expedia.ca/lp/flights/yul/pwm/montreal-to-portland)
- [Flights to Portland](https://www.expedia.ca/Cheap-Flights-To-Portland.d181420.Travel-Guide-Flights)
- [Flights from Ottawa (YOW) to Portland (PWM)](https://www.expedia.ca/lp/flights/yow/pwm/ottawa-to-portland)
- [Flights to Freeport](https://www.expedia.ca/Cheap-Flights-To-Freeport.d180773.Travel-Guide-Flights)
- [Flights from Calgary (YYC) to Portland (PWM)](https://www.expedia.ca/lp/flights/yyc/pwm/calgary-to-portland)
- [Flights from Toronto (YYZ) to Portland (PWM)](https://www.expedia.ca/lp/flights/yyz/pwm/toronto-to-portland)
- [Flights to Brunswick](https://www.expedia.ca/Cheap-Flights-To-Brunswick.d7114.Travel-Guide-Flights)
- [Flights from Vancouver (YVR) to Portland (PWM)](https://www.expedia.ca/lp/flights/yvr/pwm/vancouver-to-portland)
- [Visit Bailey Island](https://www.expedia.ca/Bailey-Island.dx6046825)
- [Visit Freeport](https://www.expedia.ca/Freeport.dx180773)
- [Popham Beach State Park](https://www.expedia.ca/Popham-Beach-State-Park-Phippsburg.d6324334.Vacation-Attraction)
- [Visit Old Port](https://www.expedia.ca/Portland-Old-Port.dx6172121)
- [Visit Hermit Island](https://www.expedia.ca/Hermit-Island.dx6341836)
- [Visit Sebascodegan Island](https://www.expedia.ca/Sebascodegan-Island.dx553248635975859087)
- [Freeport Vacations](https://www.expedia.ca/Freeport.d180773.Destination-Travel-Guides)
- [Ll Bean Flagship Store](https://www.expedia.ca/LL-Bean-Flagship-Store-Freeport.d6180409.Vacation-Attraction)
- [Visit Orrs Island](https://www.expedia.ca/Orrs-Island.dx3000440072)
- [Visit Popham Beach](https://www.expedia.ca/Popham-Beach.dx662959658364567552)
- [Visit Phippsburg](https://www.expedia.ca/Phippsburg.dx145412)
- [Bailey Island Vacations](https://www.expedia.ca/Bailey-Island.d6046825.Destination-Travel-Guides)
- [Visit Old Orchard Beach](https://www.expedia.ca/Old-Orchard-Beach.dx9256)
- [Car rental Brunswick](https://www.expedia.ca/Car-Rentals-In-Brunswick.d7114.Car-Rental-Guide)
- [Budget Rental Cars in Harpswell](https://www.expedia.ca/Budget-Car-Rentals-In-Harpswell.d553248635077688915-c39.Car-Rental-Guide-Suppliers)
- [Avis Rental Cars in Freeport](https://www.expedia.ca/Avis-Car-Rentals-In-Freeport.d180773-c41.Car-Rental-Guide-Suppliers)
- [Car rental Freeport](https://www.expedia.ca/Car-Rentals-In-Freeport.d180773.Car-Rental-Guide)
- [Freeport Vacation Rentals](https://www.expedia.ca/Freeport-Vacation-Rentals.d180773.Travel-Guide-VacationRentals)
- [Great Island Vacation Rentals](https://www.expedia.ca/Great-Island-Vacation-Rentals.d553248635976193455.Travel-Guide-VacationRentals)
- [Hermit Island Vacation Rentals](https://www.expedia.ca/Hermit-Island-Vacation-Rentals.d6341836.Travel-Guide-VacationRentals)
- [Things to do in Harpswell](https://www.expedia.ca/Things-To-Do-In-Harpswell.d553248635077688915.Travel-Guide-Activities)
- [Things to do in Portland](https://www.expedia.ca/Things-To-Do-In-Portland.d181420.Travel-Guide-Activities)
- [Things to do in Brunswick](https://www.expedia.ca/Things-To-Do-In-Brunswick.d7114.Travel-Guide-Activities)

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