Title: Portland Luxury Holidays 2026 | Expedia.co.uk ![](https://images.trvl-media.com/place/181420/ed709e29-68b6-43b1-967b-35a095561383.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Portland Luxury Holidays ## Book a Luxury Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Packages with flights are ATOL protected ## All you need to know about luxury holidays in Portland #### What can I expect from a luxury Portland holiday? Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes. #### How can I find all-inclusive luxury holidays in Portland? Tick the all-inclusive and 5-star filters to find the crème de la crème of Portland holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end. #### Can I book a cheap luxury holiday to Portland? A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Portland starting at . Prices and availability are subject to change. Additional terms may apply. #### Are there luxury spa holidays in Portland? For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Portland spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh. #### What should I look for when booking a luxury family holiday in Portland? Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore. #### Can I book luxury last-minute holidays to Portland? You can wangle a top-notch luxury holiday in Portland for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better! #### Can I book a luxury holiday in Portland with free cancellation and/or flexible dates? If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions. #### Why should I book my luxury travel to Portland with Expedia? Nobody does luxury quite like Expedia. With so many gorgeous properties in Portland to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book. ## Top Luxury Portland Hotels ![Breakwater Inn](https://images.trvl-media.com/lodging/1000000/920000/915200/915136/fd6ea643_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Breakwater Inn 127 Ocean Avenue Kennebunkport ME - 57 min drive from Thompson's Point Stay at this luxury hotel in Kennebunkport. Enjoy free Wi-Fi, free parking and free bicycles on-site. Our guests praise the helpful staff in their reviews. Popular ... 8.2/10 Very Good! (52 reviews) I’ve booked a king size and get queen size. Why I am being charged for kings while I had a queen size? The staff was rude and she gives us the explanations of her dog is dying. We made the best of it but the staff told us that she will rectify this on Monday but today is Tuesday. I am being charged ... Reviewed on 25 Feb 2026 [](https://expedia.co.uk/Portland-Hotels-The-Breakwater-Inn-And-Spa.h915136.Hotel-Information) ![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/d87c36dc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Portland Regency Hotel & Spa 20 Milk Street Portland ME - 6 min drive from Thompson's Point Stay at this spa hotel in Portland. Enjoy free Wi-Fi, a full-service spa and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in their ... 9.4/10 Exceptional! (1,589 reviews) There was an unadvertised parking charge which was not included. Cleanliness was a little lacking. No hot tub or pool- and for a "nice" hotel it wasn't as nice as we'd hoped. Reviewed on 3 Mar 2026 [](https://expedia.co.uk/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Ramada Plaza by Wyndham Portland](https://images.trvl-media.com/lodging/1000000/10000/3000/2908/583cbf9f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ramada Plaza by Wyndham Portland 155 Riverside St Portland ME - 8 min drive from Thompson's Point Stay at this business-friendly hotel in Portland. Enjoy free Wi-Fi, free parking and 2 restaurants. Our guests praise the restaurant and the helpful staff in ... 7.8/10 Good! (1,018 reviews) The neighbors in the next room over were extremely loud and kept my children and I up all night long. We checked out by 6am from lack of sleep. There was also a dog in a room on the third floor the barked continuously all night at every noise. I have stayed here since 2022 numerous times a year and ... Reviewed on 3 Mar 2026 [](https://expedia.co.uk/Portland-Hotels-Ramada-Plaza-By-Wyndham-Portland.h2908.Hotel-Information) [See all 456 properties in Portland](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=181420) 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. ## More holidays you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holiday packages](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ### Top Luxury Holiday Destinations > - [Luxury Holidays in Cape Verde ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/32/Cape-Verde) > - [Luxury Holidays in Corfu ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/816/Corfu) > - [Luxury Holidays in Croatia ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/43/Croatia) > - [Luxury Holidays in Cyprus ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/45/Cyprus) > - [Luxury Holidays in Egypt ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/52/Egypt) > - [Luxury Holidays in Greece ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/67/Greece) > - [Luxury Holidays in Ibiza ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/1559/Ibiza-Town) > - [Luxury Holidays in Italy ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/86/Italy) > - [Luxury Holidays in Lanzarote ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/282/Lanzarote) > - [Luxury Holidays in the Maldives ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/109/Maldives) > - [Luxury Holidays in Mallorca ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/602317/Majorca-Island) > - [Luxury Holidays in Sicily ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/6048323/Sicily) > - [Luxury Holidays in Spain ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/166/Spain) > - [Luxury Holidays in Tenerife ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/6047194/Tenerife) > - [Luxury Holidays in Thailand ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/178/Thailand) > - [Luxury Holidays in Turkey ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/183/Turkey) > - [Luxury Holidays in the United Kingdom ](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/190/United-Kingdom) ## More Holiday Ideas [Flights to Portland ](https://expedia.co.uk/Cheap-Flights-To-Portland.d181420.Travel-Guide-Flights)[ Portland Hotels ](https://expedia.co.uk/Portland-Hotels.d181420.Travel-Guide-Hotels)[ Portland Holiday Rentals ](https://expedia.co.uk/Portland-Holiday-Rentals.d181420.Travel-Guide-HolidayRentals)[ Portland Car Hire ](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Portland.d181420.Car-Hire-Guide)[ Portland Holidays ](https://expedia.co.uk/Portland.d181420.Holidays-City-Breaks) \* 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. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app