Hillside Holidays from £949
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Top Hillside Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
The Docent's Collection at 121 Middle Street
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
just found
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
Downtown Portland
Price was £1,804, price is now £1,343 per person
£1,343
per person
11 Jul - 18 Jul
just found
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
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
just found
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
Hillside Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portland Intl. Jetport Airport (PWM) |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Sebago Lake State Park, Shawnee Peak and Deertrees Theatre and Cultural Centre |
Top hotels in Hillside
Oxford Casino Hotel
777 Casino Way Oxford ME
Fully refundableReserve now, pay when you stay
The price is £93 per night from 25 Jun to 26 Jun
£93
25 Jun - 26 Jun
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"restaurant and staff are great"
Reviewed on 2 Jun 2026
Dormir
965 Roosevelt Trail Windham ME
Fully refundableReserve now, pay when you stay
The price is £149 per night from 25 Jun to 26 Jun
£149
25 Jun - 26 Jun
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"I loved everything about the property! All of the desk clerks were welcoming and helpful! The rooms, breakfast and Lobby were clean. I had an overall great experience. As a solo woman traveled I felt safe."
Reviewed on 31 May 2026
Maine Lakefront Cottage Rental with Sandy Beach
Limerick ME
9.2/10 Wonderful! (44 reviews)
"Very relaxing stay at Sokokis Lake in this comfortable house. Good restaurants nearby, kayaks available to explore the lake, peaceful beach area to sit and read.Our second stay!"
Reviewed on 11 Sept 2025
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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* 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.
