Casco Bay Islands Holidays from £1,593

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Top Casco Bay Islands Flight + Hotel Deals

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

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was £1,826, price is now £1,593 per person
£1,593
per person
15 Jun - 19 Jun
found 13 hours ago
Return flight included
Edinburgh (EDI) to Portland (PWM)
9.2/10 Wonderful! (1,766 reviews)
I had a wonderful stay at Portland Harbor Hotel and would absolutely recommend it! The location is perfect—right in the heart of the Old Port, making it easy to walk to shops, restaurants, and the waterfront. The staff was incredibly friendly and welcoming from the moment we arrived, always going out of their way to make sure everything was perfect. The room was clean, comfortable, and well-appointed, with a cozy yet upscale feel. One of my favorite parts was the outdoor courtyard—it’s such a relaxing spot to unwind after a day exploring Portland. Overall, it was a great experience, and I’d definitely stay here again on my next trip to Maine!

Reviewed on 12 Apr 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was £2,309, price is now £2,039 per person
£2,039
per person
15 Jun - 19 Jun
found 13 hours ago
Return flight included
Edinburgh (EDI) to Portland (PWM)
9.6/10 Exceptional! (178 reviews)
The Blind Tiger was one of the best accommodations I've ever stayed in! The location was perfect – far enough away from the "bustle" of downtown but close enough to walk to many spots (Smalls was a favorite!). The daily breakfast was so great and the room, my goodness! Adorable, perfect, comfortable... best sleep of my life! Maggie was so helpful and accommodating and made our stay really special. All in all, highly recommend!

Reviewed on 10 Mar 2026

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was £1,714, price is now £1,602 per person
£1,602
per person
15 Jun - 19 Jun
found 13 hours ago
Return flight included
Edinburgh (EDI) to Portland (PWM)
9.4/10 Exceptional! (1,619 reviews)
Clean and great location.

Reviewed on 11 Apr 2026

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
Downtown Portland
Price was £1,834, price is now £1,718 per person
£1,718
per person
15 Jun - 19 Jun
found 13 hours ago
Return flight included
Edinburgh (EDI) to Portland (PWM)
9.4/10 Exceptional! (1,002 reviews)
Amazing hotel and staff. Stayed here for my partner’s birthday and the staff were very helpful and super nice. We had an amazing time and really appreciated all the birthday touches. Our favorite hotel in Portland! We have stayed here twice now and it was great to see how consistent they are. The staff is always warm and friendly and the amenities are great.

Reviewed on 11 Apr 2026

Evalina Hotel

Evalina Hotel

2.5 out of 5
Downtown Portland
Price was £2,040, price is now £1,928 per person
£1,928
per person
15 Jun - 19 Jun
found 13 hours ago
Return flight included
Edinburgh (EDI) to Portland (PWM)
No reviews

Casco Bay Islands Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)

Top hotels in Casco Bay Islands

The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is £114 per night from 29 Apr to 30 Apr
£114
29 Apr - 30 Apr
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
We enjoyed our stay. The only boy issue was a stain on the box spring, which staff took care of almost immediately. Would definitely stay again

Reviewed on 12 Apr 2026

The Westin Portland Harborview
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
Fully refundable
The price is £113 per night from 16 Apr to 17 Apr
£113
16 Apr - 17 Apr
includes taxes & fees
9.4/10 Exceptional! (1,195 reviews)
Disappointed with Friday dinner. Ordered simple burgers and they were burnt. Staff great, though

Reviewed on 12 Apr 2026

Cambria Hotel Portland Downtown-Old Port
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is £128 per night from 26 Apr to 27 Apr
£128
26 Apr - 27 Apr
includes taxes & fees
9.2/10 Wonderful! (1,769 reviews)
I had a wonderful stay at Portland Harbor Hotel and would absolutely recommend it! The location is perfect—right in the heart of the Old Port, making it easy to walk to shops, restaurants, and the waterfront. The staff was incredibly friendly and welcoming from the moment we arrived, always going ...

Reviewed on 12 Apr 2026

Portland Harbor Hotel
See all 3,324 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.
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Popular places to visit

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.

Little John Island Preserve

Frequently asked questions

Can I cancel my flight booking to Casco Bay Islands due to COVID-19?
If you've yet to book your tickets, check the terms and conditions of the airfare you're considering. If you've already locked in your flight to Casco Bay Islands, click through to our Customer Service Portal. The information here will help you figure out which COVID-19 policies apply to your booking and offer advice on the next steps.
What's the best way to find cheap flights to Casco Bay Islands that have flexible change policies?
By using our helpful "No change fee" filter, that's how. Just enter your origin, destination and dates, click "Search," then mark the checkbox directly below the "Flexible change policies" heading (top left of your screen). Expedia makes it a cinch to find low-cost, flexible airfares to Casco Bay Islands.
What are some of the general tips for travellers to Casco Bay Islands during the COVID-19 outbreak?
The COVID-19 pandemic has changed how we travel, but it hasn't dampened our eagerness for exploring. Here are a few tips on how to navigate the new challenges of travelling:
  • Find out if any travel restrictions apply to your origin and destination before booking. Also check if there are any conditions you'll need to follow on arrival, such as proof of a negative COVID-19 test.
  • When you go through airport screening, do not remove your face mask. You will be asked to briefly lower it to verify your identity. Those who refuse to wear a mask may face civil penalties and may also be denied boarding.
  • Instead of handing a TSA officer your boarding pass, position it directly on the reader yourself. Then, hold it up for inspection.
  • You can now take one container of hand sanitizer up to 12 oz (350 ml) in your hand luggage. This will need to be removed for screening.
  • Place any personal items (e.g, keys, phone and wallet) in your carry-on instead of a bin to minimize handling during screening.
  • If you're bringing food through the security checkpoint, put it in a clear plastic bag and then into a screening bin. This lessens the likelihood that a TSA officer will need to touch your food container or carry-on bag for closer inspection.

Which airlines fly to Casco Bay Islands?
Arrange your airfare with Southwest Airlines and then start planning your Casco Bay Islands itinerary. This popular airline offers 182 flights each month to Portland Intl. Jetport Airport (PWM), a key gateway.
How can I find cheap tickets to Casco Bay Islands?
In the last seven days, was the lowest price for a flight to Casco Bay Islands. For even bigger savings, book ahead of time and be flexible with your travel dates. Search for your airfare to Casco Bay Islands, then check out prices for similar time frames by clicking on our "flexible dates" link.
How much is a flight to Casco Bay Islands?
If you were journeying one way from (), you could've landed a bargain fare for just in the last seven days. Round-trip journeys to Casco Bay Islands ranged from only to over the same period.
What are the most popular airports to fly into in Casco Bay Islands?
Portland Intl. Jetport Airport (PWM) is the main entryway for those headed to Casco Bay Islands. Approximately 1571 flights per month touch down at this airport.
When is the cheapest time to fly to Casco Bay Islands?
If you can be flexible with what date you travel to Casco Bay Islands, fly out earlier in the week. The cheapest day to take off is usually Tuesday, closely followed by Monday. Saturday is typically the priciest day, with many people choosing to fly on the weekend.
How much is a plane ticket to Casco Bay Islands?
In the last seven days, plane tickets to Casco Bay Islands ranged from to .
What months are the cheapest to book a flight to Casco Bay Islands?
February is the perfect month to secure a fabulous deal to Casco Bay Islands. Keep in mind that the costliest time to book a seat in the USA isn't the middle of summer, but the month of December.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.