Casco Bay Islands Holidays from £949

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Top Casco Bay Islands Flight + Hotel Deals

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

Dormir

3 out of 5
Price was £1,378, price is now £949 per person
£949
per person
11 Jul - 18 Jul
found 8 hours ago
Return flight included
London (LON) to Portland (PWM)
8.8/10 Excellent! (1,000 reviews)
Very clean nice rooms, staff is excellent

Reviewed on 28 Apr 2026

The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was £2,285, price is now £1,666 per person
£1,666
per person
11 Jul - 18 Jul
found 8 hours ago
Return flight included
London (LON) to Portland (PWM)
9.6/10 Exceptional! (324 reviews)
The property is great. The amenities are quality- nothing is cheap… kitchen is stocked & utensils are not flimsy- bedding is nice. Some good touches like under mount lighting in the bathroom that comes on as you walk in- the temperature is easy to keep constant (which is rare in units) it’s very walkable and the parking is easy ($60 per night). Lots of good. The unit itself is very nice. My only complaint is that the furniture is stained and filthy… one chair had caked food and hair (a good vacuuming would have helped) the sofa cushions are broken down & uncomfortable) the bar chairs are very gross and the fabric is stained. They have not appeared to have been cleaned at all… it really is a shame… as an interior designer this is a pretty easy fix. I would love to give them a 5 out of 5. This is just blatant and could not br ignored.

Reviewed on 27 May 2026

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

2.5 out of 5
Downtown Portland
Price was £1,804, price is now £1,343 per person
£1,343
per person
11 Jul - 18 Jul
found 8 hours ago
Return flight included
London (LON) to Portland (PWM)
8.8/10 Excellent! (1,003 reviews)
Room was clean and quiet and spacious. Staff was helpful and pleasant. Breakfast choices were great. Lots of hot choices and lots of fruit, yogurt, waffles, toast.

Reviewed on 2 Jun 2026

The Docent's Collection at 178 Middle Street

The Docent's Collection at 178 Middle Street

2 out of 5
Downtown Portland
Save 100% on your flight
Price was £2,256, price is now £1,751 per person
£1,751
per person
11 Jul - 18 Jul
found 8 hours ago
Return flight included
London (LON) to Portland (PWM)
9.8/10 Exceptional! (20 reviews)
Loved the room, location and service!

Reviewed on 6 Jun 2026

The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Downtown Portland
Price was £1,825, price is now £1,454 per person
£1,454
per person
11 Jul - 18 Jul
found 8 hours ago
Return flight included
London (LON) to Portland (PWM)
9/10 Wonderful! (1,006 reviews)
Clean and cool room.

Reviewed on 5 Jun 2026

Casco Bay Islands Essential Information

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

Top hotels in Casco Bay Islands

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

3 out of 5
340 Park Ave Portland ME
Fully refundableReserve now, pay when you stay
The price is £115 per night from 7 Jun to 8 Jun
£115
7 Jun - 8 Jun
includes taxes & fees
8.6/10 Excellent! (2,211 reviews)
"Poor breakfast Bathroom door warped"

Reviewed on 6 Jun 2026

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundable
The price is £102 per night from 10 Jun to 11 Jun
£102
10 Jun - 11 Jun
includes taxes & fees
8/10 Very Good! (1,476 reviews)
"Good for the price"

Reviewed on 6 Jun 2026

Clarion Hotel Portland Airport ME
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
Fully refundableReserve now, pay when you stay
The price is £250 per night from 14 Jun to 15 Jun
£250
14 Jun - 15 Jun
includes taxes & fees
9.4/10 Exceptional! (1,235 reviews)
"The check-in staff was very nice, and the room was great. We were a little bummed that the outside deck was not well-maintained and the fountain wasn't working."

Reviewed on 5 Jun 2026

Cambria Hotel Portland Downtown-Old Port
See all 3,380 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.