Name: Portland Regency Hotel & Spa
Price range: $178 total
Rating: 9.4

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The Latest Casco Bay Islands vacation packages

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

Ogunquit River Inn & Suites

$757

per person

Jun 7 - Jun 12

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Portland (PWM)

9/10 Wonderful! (1,000 reviews)

The front desk was incredibly nice. They moved us closer to our family in another room without being asked. It was very appreciated, thank you.

Reviewed on May 3, 2026

Meadowmere Resort

Save 100% on your flight

$1,070

per person

Jul 23 - Jul 27

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

8.6/10 Excellent! (1,000 reviews)

Very well kept… great staff we had a great time

Reviewed on Apr 14, 2026

Cliff House Maine

Bald Head

Save 100% on your flight

$2,223

per person

Jul 5 - Jul 10

found 3 hours ago

Roundtrip flight included

Chicago (ORD) to Portland (PWM)

9.4/10 Exceptional! (1,002 reviews)

all was great. my favorite place!

Reviewed on Apr 29, 2026

Inn By The Sea

Save 100% on your flight

$1,514

per person

Jul 5 - Jul 9

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Portland (PWM)

9.6/10 Exceptional! (312 reviews)

Couldn't recommend this hotel enough - it was the perfect stay! Staff are incredibly helpful, the rooms are amazing, and the spa was awesome! 15 minutes from Portland and right on the beach, it couldn't get better!

Reviewed on Apr 22, 2026

1802 House Bed and Breakfast

$1,043

per person

Jun 7 - Jun 12

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Portland (PWM)

9.6/10 Exceptional! (104 reviews)

Great place to stay for a getaway. Breakfast is outstanding, hostess and her husband prepare fresh ingredients with three tasty courses. Rooms are well decorated, clean, bright and comfortable. We stayed there in 2001 and again in 2025. Our favorite in Kennebunk Port.

Reviewed on Oct 28, 2025

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Discover the most popular places to visit in Casco Bay Islands

Mackworth Island State Park

Commune with nature and explore the great outdoors at Mackworth Island State Park during your travels in Falmouth. Experience the area's entertainment choices and great live music.

Fifth Maine Museum

You can spend time studying the exhibits at Fifth Maine Museum during your travels in Peaks Island. Experience the area's entertainment choices and great live music.

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.

Casco Bay Islands Hotel Deals

Portland Harbor Hotel

468 Fore Street Portland ME

Fully refundableReserve now, pay when you stay

$221 nightly

$244 total

May 10 - May 11

Total with taxes and fees

9.4/10 Exceptional! (1,754 reviews)

Hotel was within walking distance to everything we wanted! Friendly, helpful staff, bartender was great! Extremely clean hotel, would absoulty stay again!

Reviewed on May 4, 2026

Cambria Hotel Portland Downtown-Old Port

25 HANCOCK STREET Portland ME

Fully refundable

$168 nightly

$186 total

May 25 - May 26

Total with taxes and fees

9.4/10 Exceptional! (1,204 reviews)

Always a beautiful stay here, great location, friendly staff and great bartender! I especially love the bathroom set up, great space, lighting and shower!

Reviewed on May 3, 2026

Portland Regency Hotel & Spa

20 Milk Street Portland ME

Fully refundableReserve now, pay when you stay

$161 nightly

$178 total

May 26 - May 27

Total with taxes and fees

9.4/10 Exceptional! (1,640 reviews)

A fantastic hotel, super clean, comfortable/cozy rooms and friendly staff. The shuttle to/from the airport was an added bonus and appreciated all the great recommendations from the driver. Would absolutely stay here again!

Reviewed on May 5, 2026

See all 3,340 properties in Casco Bay Islands

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.