Name: Tru by Hilton Portland Airport Area
Price range: $86 total
Rating: 8.8

The Latest Great Diamond Island vacation packages

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

Dormir

$292

per person

Dec 28 - Dec 30

found 22 hours ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

8.8/10 Excellent! (1,005 reviews)

Great hotel, I am glad I picked them. The room was comfortable and updated. Rooms do include a refrigerator and microwave.

Reviewed on Nov 5, 2025

Blind Tiger Portland - Danforth Street.

West End

$682

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Portland (PWM)

9.6/10 Exceptional! (155 reviews)

Wish they had a liquor license and could do a cocktail hour in addition to a breakfast service. Wish they had just a tad more breakfast options. Really wish they had a key pad and front door access! LOVED the fire places in every room. Property manager was lovely and friendly. Loved the snacks available and variety.

Reviewed on Oct 27, 2025

84 Main

$634

per person

Dec 19 - Dec 22

found 5 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

10/10 Exceptional! (51 reviews)

This property was absolutely beautiful and well maintained! Right in the heart of Kennebunk within walking distance to great restaurants!!

Reviewed on Oct 26, 2025

Waldo Emerson Inn

$799

per person

Dec 19 - Dec 22

found 5 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

8.8/10 Excellent! (334 reviews)

This inn was so charming! Upon arrival, there were complimentary cookies and apple cider waiting for us. Amelia and Ron were so friendly and accommodating to ensure we had an amazing stay. Rooms were spotless and very comfortable.

Reviewed on Oct 28, 2025

AWOL Kennebunkport

$901

per person

Dec 19 - Dec 22

found 5 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

9.4/10 Exceptional! (215 reviews)

Great staff and facilities. Loved the room and the hotel as a whole. Walking distance into the town. Would highly recommend this place, one of my favourite hotel experiences in recent years.

Reviewed on Nov 4, 2025

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Discover the most popular places to visit in Great Diamond Island

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.

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.

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.

What to do in Great Diamond Island

Portland, Maine: Hidden Histories Guided Walking Tour

$49

per adult

Portland Smartphone Audio Tour: Self-Guided Drive

$17

per traveler

Tour of Palace & Monument of Marrakech

$40

per adult

See all activities in Great Diamond Island

Great Diamond Island Hotel Deals

Portland Harbor Hotel

468 Fore Street, Portland, ME

Fully refundableReserve now, pay when you stay

$170 nightly

$188 total

Nov 16 - Nov 17

Total with taxes and fees

9.2/10 Wonderful! (1,685 reviews)

Great service

Reviewed on Nov 6, 2025

Clarion Hotel Portland

1230 Congress St, Portland, ME

Fully refundableReserve now, pay when you stay

$83 nightly

$92 total

Nov 11 - Nov 12

Total with taxes and fees

7.8/10 Good! (1,218 reviews)

It was clean and quiet-what I needed!

Reviewed on Nov 3, 2025

Tru by Hilton Portland Airport Area

369 Maine Mall Road, South Portland, ME

Fully refundableReserve now, pay when you stay

$79 nightly

$86 total

Nov 13 - Nov 14

Total with taxes and fees

8.8/10 Excellent! (1,591 reviews)

All was as expected from Tru experiences.

Reviewed on Nov 4, 2025

See all 2,335 properties in Great Diamond Island

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.