Casco Bay Islands Vacation Packages
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Top Casco Bay Islands vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Portland Harbor Hotel
Downtown Portland
9.2/10 Wonderful! (1,851 reviews)
Dec 22 - Dec 28
6 night stay
Dallas (DFW) to Portland (PWM)
Delta • Non-stop • Coach
Portland (PWM) to Dallas (DFW)
United • Non-stop • Coach
Price was $1,141, price is now $964 per person
$964
per person
found 1 day ago
Old hotel recently updated. Great location in Old Port in walking distance of restaurants and shop. Very helpful staff. Easy valet parking. They charge a resort fee but you get it back as credit to use for breakfast or at the bar. Great outdoor patio area with gas fire pit. Great vibe for adult travelers.
Reviewed on Nov 14, 2026
3.5-star property
Blind Tiger Portland – Carleton Street
West End
9.6/10 Exceptional! (136 reviews)
Dec 22 - Dec 28
6 night stay
Dallas (DFW) to Portland (PWM)
Delta • Non-stop • Coach
Portland (PWM) to Dallas (DFW)
United • Non-stop • Coach
Price was $1,583, price is now $1,251 per person
$1,251
per person
found 1 day ago
4.5-star property
Kennebunkport Captains Collection
9.4/10 Exceptional! (763 reviews)
Dec 31 - Jan 5
5 night stay
Dallas (DFW) to Portland (PWM)
Southwest Airlines • Coach
Portland (PWM) to Dallas (DFW)
Frontier Airlines • Coach
Price was $1,485, price is now $1,201 per person
$1,201
per person
found 1 day ago
Amazing place for our Mini Moon! Would definitely recommend
Reviewed on Nov 13, 2026
3.5-star property
The Docent's Collection at 121 Middle Street
Downtown Portland
9.6/10 Exceptional! (419 reviews)
Dec 31 - Jan 5
5 night stay
Dallas (DFW) to Portland (PWM)
Southwest Airlines • Coach
Portland (PWM) to Dallas (DFW)
Frontier Airlines • Coach
Price was $1,283, price is now $1,102 per person
$1,102
per person
found 1 day ago
The property was excellent. We stayed in a 1 bedroom loft and it was great. Nice sitting area, fully equipped kitchen, beautiful bathroom and nice size bedroom. It was quiet and comfy, and also walking distance to great restaurants. Highly recommend.
Reviewed on Nov 12, 2026
Top rated hotels for your Casco Bay Islands vacation package
The Westin Portland Harborview
157 High St Portland ME
Free Cancellation
8.69 mi from city center
$91 nightly
The price is $101 total per night
$101 total
Dec 6 - Dec 7
Total with taxes and fees
Guests staying at The Westin Portland Harborview enjoy access to a full-service spa, a 24-hour gym, and free WiFi in public areas. Valet parking is available for USD 47 per night. Front-desk staff can answer questions 24/7, and assist with securing valuables, dry cleaning/laundry, and tours or tickets. Other amenities at this spa hotel include meeting rooms, a conference center, and a 24-hour business center.
Spa
Pet friendly
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Free Cancellation
9.78 mi from city center
$76 nightly
The price is $84 total per night
$84 total
Nov 22 - Nov 23
Total with taxes and fees
Guests staying at Clarion Hotel Portland Airport ME enjoy an indoor pool, a gym, and free WiFi in public areas. There's free parking, as well as a free airport shuttle (available on request). Multilingual staff at the 24-hour front desk can assist with luggage storage, securing valuables, and concierge services. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub
Fireside Inn & Suites Portland
81 Riverside St Portland ME
Free Cancellation
Reserve now, pay when you stay
10.96 mi from city center
$77 nightly
The price is $85 total per night
$85 total
Nov 15 - Nov 16
Total with taxes and fees
At Fireside Inn & Suites Portland, guests enjoy an indoor pool, a gym, and a sauna. A stay here includes free parking. The front desk is staffed 24 hours a day to help with securing valuables and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include free WiFi in public areas, a hot tub, and conference space.
Pool
Hot Tub
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