Cousins Island Vacations from $341

Name: Portland Regency Hotel & Spa
Price range: $132 total
Rating: 9.4

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The Latest Cousins Island vacation packages

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

The Docent's Collection at 121 Middle Street

Downtown Portland

$341

per person

Apr 12 - Apr 15

found 6 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Portland (PWM)

9.6/10 Exceptional! (273 reviews)

Check-in and check-out are a breeze, easy access to a city parking lot on the block (needed as there was a snow ban on parking when I visited!). In terms of the space itself - clean, well appointed, spacious. Honestly a treat to stay here!

Reviewed on Feb 23, 2026

Ogunquit River Inn & Suites

Save 100% on your flight

$886

per person

May 22 - May 29

found 8 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Portland (PWM)

9/10 Wonderful! (1,000 reviews)

The room was very clean!

Reviewed on Oct 31, 2025

The McKernan Inn

$977

per person

May 4 - May 11

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Portland (PWM)

9.2/10 Wonderful! (91 reviews)

It was beautiful, clean, and homey. Not too fancy. The staff were delightful.

Reviewed on Mar 8, 2026

84 Main

$376

per person

Apr 12 - Apr 15

found 6 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Portland (PWM)

9.8/10 Exceptional! (56 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

Portland Harbor Hotel

Downtown Portland

$566

per person

May 7 - May 10

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

9.2/10 Wonderful! (1,766 reviews)

Everything was perfect

Reviewed on Mar 11, 2026

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Discover the most popular places to visit in Cousins Island

Little John Island Preserve

Explore the great outdoors at Little John Island Preserve, a lovely green space in Yarmouth. Stroll along the area's waterfront or experience its entertainment choices.

Eartha

3/5(4 reviews)

You can find out about the history of Yarmouth when you stop by Eartha. Wander the area's waterfront or simply enjoy one of its top-notch restaurants.

Clay Play

3/5(3 reviews)

You can spend time exploring the galleries in Clay Play in Yarmouth. Stroll along the area's waterfront, or simply savor its top-notch restaurants.

Cousins Island Hotel Deals

The Westin Portland Harborview

157 High St Portland ME

Fully refundableReserve now, pay when you stay

$98 nightly

$108 total

Mar 29 - Mar 30

Total with taxes and fees

8.8/10 Excellent! (1,001 reviews)

Just a great place to stay

Reviewed on Mar 10, 2026

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

Fully refundableReserve now, pay when you stay

$77 nightly

$85 total

Mar 24 - Mar 25

Total with taxes and fees

8/10 Very Good! (1,396 reviews)

Breakfast doesn’t even start until 7. We had to leave before that. Many people stay for business and are gone by then. Also it was very cold and icy. The parking lot was pure ice and there was no salt or sand put down. We both almost landed on our faces and we had 2 children with us.

Reviewed on Mar 11, 2026

Portland Regency Hotel & Spa

20 Milk Street Portland ME

Fully refundableReserve now, pay when you stay

$119 nightly

$132 total

Mar 26 - Mar 27

Total with taxes and fees

9.4/10 Exceptional! (1,602 reviews)

This was an amazing hotel! We had a great relaxing time here. We are definitely planning to visit Portland again in the summer and this will be our go to place to stay!

Reviewed on Mar 11, 2026

See all 1,629 properties in Cousins 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.