Golf Vacations in Great Island 2026

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Flight and Golf hotel deals in Great Island

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

Kennebunkport Captains Collection

CA $764

per person

Nov 6 - Nov 8

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Portland (PWM)

9.4/10 Exceptional! (736 reviews)

My sisters and I stayed here on our annual sisters’ trip. It could not have been better! We enjoyed the lovely grounds, historic rooms, home made breakfasts, and bikes. It was perfectly located with easy walkability to town (but not in the thick of it), bike-able to the beach, and wonderfully quiet. The staff was the perfect level of attentive. Honestly I can’t think of anything that could have been improved! Highly recommend booking your stay here.

Reviewed on Sep 9, 2026

Portland Harbor Hotel

Downtown Portland

CA $1,667

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Portland (PWM)

9.2/10 Wonderful! (1,823 reviews)

Please be aware that there is $38.15 “amenity fee” charge PER DAY in addition to the hotel room rate you pay. Some of their amenities include free local phone calls, tea and coffee, not in your room, but in a lobby of the floor, access to their restaurant terrace, and discount for things to do outside the hotel that I assume a lot of people would not use. Their website says this amenity fee charge will be credited at their on-site restaurant. This means that you have to spend $38.15 at their on-site restaurant in order for the hotel to waive their additional daily charge. To me it forces you to eat or drink at their own restaurant. However, it is a great location.

Reviewed on Sep 10, 2026

Inn By The Sea

CA $2,058

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Portland (PWM)

9.6/10 Exceptional! (328 reviews)

Lovely property. Very well maintained and taken care of. The option of pool or beach is a plus. Although we didn’t utilize the activities available each day.. it seemed very family friendly. Definitely will be back but hopefully reserve a bigger room or suite. Charming outdoor seating on the huge lawn but mostly in the sun. An indoor lobby with some comfy seating would be great.

Reviewed on Aug 13, 2026

Canopy by Hilton Portland Waterfront

Downtown Portland

CA $1,982

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Portland (PWM)

9.4/10 Exceptional! (1,001 reviews)

The Weldon Hotel

Downtown Portland

CA $2,152

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Portland (PWM)

9.8/10 Exceptional! (115 reviews)

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4 Night Golf holidays in Great Island

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

Blind Tiger Portland – Carleton Street

West End

CA $1,954

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Portland (PWM)

9.6/10 Exceptional! (129 reviews)

Blind Tiger Portland - Danforth Street.

West End

CA $2,423

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Portland (PWM)

9.6/10 Exceptional! (192 reviews)

Enjoyable

Reviewed on Aug 28, 2026

Evalina Hotel

Downtown Portland

CA $2,423

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Portland (PWM)

10/10 Exceptional! (11 reviews)

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What are some benefits when booking golf vacations from Great Island?

Booking a golf vacation means putting golf at the centre of your entire experience. Not only will you be able to enjoy easy access to the greens, but you'll often have access to all the equipment you need as well. Plus, golf stays tend to be on the more luxurious end of the spectrum, so you're likely to have some other high-end amenities as well.

How can I find the best golf vacations in Great Island?

The best way to find golf vacations in Great Island is to take advantage of numerous search filters. You can look for golf stays specifically, with additional filters available for certain courses in some destinations. Plus, if you travel during the off-season in , you may even be able to get high-end stays at a discount.

Are there cheap golf packages available?

Yes, you'll find prices as low as CA $764, but the overall price depends on several factors. The time of year you travel to Great Island and the amenities you opt for can play a role in the cost of your package. Some package deals offer discounts of up to 8, but that's just a general trend rather than a guarantee.

Can I book golf and spa vacation packages?

Golf is often considered a luxury activity, so it's only natural that it be paired with other high-end experiences. You can implement the spa filter to sort for properties that have spa facilities, which can be especially useful for resting and rejuvenating in between games.

How can I find luxury golf vacations in Great Island?

A lot of golf vacations are already luxurious given the nature of the game, but there are a few things you can do to push it as far as it can go. Use search filters to highlight only 5-star properties to ensure you're getting the best of the best. Business-class flights are available as well in most cases.

Can I book an all-inclusive golf vacation in Great Island?

In many cases, yes. There's even a search filter for all-inclusivity, so you can sort for all-inclusive stays specifically. Even when an all-inclusive experience that matches your needs isn't available, you may be able to find some half-board options. This is also one of the best ways to find luxury golf vacations.

Why should I book golf packages including flights?

When you book your flight and your accommodations together, you can enjoy some serious savings compared to what you'd find booking separately. We're your one-stop shop for all your travel needs, and convenience is just the beginning when booking golf vacations from Great Island with us.

Should I book a last-minute golf vacation?

Booking last-minute to Great Island shouldn't be your first choice, but if you like to travel spontaneously, there are a few benefits to enjoy. Occasionally, you may be able to save money by booking last-minute, as accommodations are interested in filling their last few vacancies as fast as they can. The deals aren't guaranteed, however, so keep that in mind when planning. Sometimes, accommodations will simply be sold out.

Can I book a golf vacation that is fully refundable?

Yes, you'll find several options that are fully refundable among our packages in Great Island. You can even filter for fully refundable stays specifically. Just remember to check out each accommodation's policy specifically to make sure your booking qualifies.

Why should I book my golf trip with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel needs. You can search through a massive collection of packages and potentially unlock discounts by booking your flight and accommodations together. Even more discounts may be available for Expedia Rewards members, such as special deals and the ability to earn points to put toward discounts on future bookings.