Title: Book the Best HISTORIC Hotels in Great Diamond Island in 2026 | Expedia.ca [Great Diamond Island Travel Guide](https://expedia.ca/Great-Diamond-Island.dx6342016)[Hotels in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Hotels.d6342016.Travel-Guide-Hotels)[Vacation Rentals in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Vacation-Rentals.d6342016.Travel-Guide-VacationRentals)[Flights to Great Diamond Island](https://expedia.ca/Cheap-Flights-To-Great-Diamond-Island.d6342016.Travel-Guide-Flights)[Great Diamond Island Car Rentals](https://expedia.ca/Car-Rentals-In-Great-Diamond-Island.d6342016.Car-Rental-Guide)[Great Diamond Island Vacation Packages](https://expedia.ca/Great-Diamond-Island.d6342016.Destination-Travel-Guides) ![Summer on Casco Bay](https://images.trvl-media.com/place/6342016/fbb7e9ac-5d97-4416-ad7f-d1a6bdfac217.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Great Diamond Island, ME from CA $113 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Great Diamond Island Historic Hotels Tonight [Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-12-11&endDate=2025-12-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-12-12&endDate=2025-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Great Diamond Island historic hotels ![Front of property](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/d87c36dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/2cd1b596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/917fa099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/46133e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Portland Regency Hotel & Spa [](https://www.expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) Downtown Portland 9.4/10 Exceptional (1548) "Yes, excellent service and we really enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bruce [](https://www.expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/4e5dab1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/f196755b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/a54ab0d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 6:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/3150dd05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Portland-By the Bay by IHG [](https://www.expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) Downtown Portland 8.8/10 Excellent (1423) "Very nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl CA $102 CA $113 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/11000000/10650000/10645800/10645706/a6526c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Suite, 1 Bedroom](https://images.trvl-media.com/lodging/11000000/10650000/10645800/10645706/57150abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/11000000/10650000/10645800/10645706/fef56748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/11000000/10650000/10645800/10645706/2027a5bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Press Hotel, Marriott Autograph Collection [](https://www.expedia.ca/Portland-Hotels-The-Press-Hotel.h10645706.Hotel-Information) Downtown Portland 9.4/10 Exceptional (1000) "Beautiful hotel, good & convenient restaurant and very short walk to Merrill Auditorium" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) PETER CA $216 CA $239 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Portland-Hotels-The-Press-Hotel.h10645706.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1507200/1507122/25e0b609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio | Television](https://images.trvl-media.com/lodging/2000000/1510000/1507200/1507122/e9f833ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1507200/1507122/47cc93e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/2000000/1510000/1507200/1507122/051c3176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Orchard Beach Inn [](https://www.expedia.ca/Portland-Hotels-Old-Orchard-Beach-Inn.h1507122.Hotel-Information) Old Orchard Beach 8.2/10 Very good (1001) "A beautiful place to stay!!! First time at a B&B and it did not disappoint." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristian [](https://www.expedia.ca/Portland-Hotels-Old-Orchard-Beach-Inn.h1507122.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/736db751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/w7953h5313x0y0-e13003e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Refrigerator & Microwave](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/175b85e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed, Jetted Tub](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/4a1ea5b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The James Place Inn B&B [](https://www.expedia.ca/Portland-Hotels-The-James-Place-Inn-Bed-And-Breakfast.h1489274.Hotel-Information) Freeport 10/10 Exceptional (182) "Wish we could have stayed longer. It has the ambiance of an older inn but the rooms are very clean and well maintained. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $301 CA $328 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Portland-Hotels-The-James-Place-Inn-Bed-And-Breakfast.h1489274.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/w1917h1645x3y0-1a82cf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/91a3f768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/fe48c018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/w1920h1432x0y17-47ca72aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Portland getaway on the Eastern Promenade [](https://www.expedia.ca/Portland-Hotels-Adorable-Portland-Getaway-On-The-Eastern-Promenade.h32432059.Hotel-Information) Munjoy Hill 9.6/10 Exceptional (127) "Very convenient location. Comfortable accommodation! I would stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia W. CA $120 CA $243 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Portland-Hotels-Adorable-Portland-Getaway-On-The-Eastern-Promenade.h32432059.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801603/ecff94aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801603/c912865d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801603/1641fb1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801603/0db21c43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Private Apartment, minutes from LLBean! [](https://www.expedia.ca/Freeport-Hotels-Waterfront-Private-Apartment.h71801603.Hotel-Information) Freeport 10/10 Exceptional (16) "We had a lovely stay at this property. Comfortable bed, beautiful view, enjoyed using the sauna, would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily Jeanne B. CA $192 CA $348 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Freeport-Hotels-Waterfront-Private-Apartment.h71801603.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/456eee4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/ca8a7544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/031f8225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/92b9303c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### City Amenities, Casco Bay Sunrises and Natural Beauty [](https://www.expedia.ca/Portland-Hotels-City-Amenities.h34429189.Hotel-Information) East Deering 9.8/10 Exceptional (122) "The house was clean and homey…everything was well stocked and supplies were even there for our pet…great access to the highway…the views were beautiful…would definitely recommend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle M. CA $149 CA $356 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Portland-Hotels-City-Amenities.h34429189.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98550000/98542900/98542897/bd97d6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98550000/98542900/98542897/eec91961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/99000000/98550000/98542900/98542897/c9f73c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/99000000/98550000/98542900/98542897/775f1e93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport [](https://www.expedia.ca/Freeport-Hotels-Beautiful-Stay-In-Downtown-Freeport.h98542897.Hotel-Information) Freeport 10/10 Exceptional (4) "We had a wonderful time in Freeport, getting some Christmas season shopping in and bring our 4 year old to the Sparkle weekend festivities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David H. CA $338 CA $945 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Freeport-Hotels-Beautiful-Stay-In-Downtown-Freeport.h98542897.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/33000000/32670000/32668900/32668873/w1917h1645x3y0-c1000dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/33000000/32670000/32668900/32668873/8d027ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/33000000/32670000/32668900/32668873/31da49e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/33000000/32670000/32668900/32668873/w1920h1432x0y17-48abbb9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glorious getaway on Portland's Eastern Promenade. [](https://www.expedia.ca/Portland-Hotels-Glorious-Getaway-On-Portlands-Eastern-Promenade.h32668873.Hotel-Information) Munjoy Hill 9.8/10 Exceptional (171) "Great location, clean and cute." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin M. CA $175 CA $355 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Portland-Hotels-Glorious-Getaway-On-Portlands-Eastern-Promenade.h32668873.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26®ionId=6342016&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Great Diamond Island Hotel Reviews ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Everything was great! However it would nivce if there was a microwave at the snack stations on each floor." [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Hyatt Place Portland Downtown - Old Port Square](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349_y.jpg) ### Hyatt Place Portland Downtown - Old Port Square 10/10 Excellent "Great room with a view. Staff fantastic with upgrades. " [](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Portland DT/Maine Med](https://images.trvl-media.com/lodging/1000000/30000/23500/23500/8325dcb5_y.jpg) ### La Quinta Inn & Suites by Wyndham Portland DT/Maine Med 10/10 Excellent "Very nice staff. Good morning coffee. " [](https://expedia.ca/Portland-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Portland.h23500.Hotel-Information) ![Embassy Suites by Hilton Portland Maine](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127_y.jpg) ### Embassy Suites by Hilton Portland Maine 10/10 Excellent "I stayed for 2 nights and would definitely come back. It was quiet, modern, friendly staff, food was good, and the room was very nice. " [](https://expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) ![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg) ### Portland Regency Hotel & Spa 10/10 Excellent "Yes, excellent service and we really enjoyed our stay." [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg) ### DoubleTree by Hilton Hotel Portland 10/10 Excellent "Nice staff. Yummy cookie. Clean room. Comfy bed. Lobby coffee. " [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg) ### Clarion Hotel Portland Airport ME 10/10 Excellent "The room was spotless and the staff were great. Has been updated over the past few years." [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ![Comfort Inn South Portland Airport](https://images.trvl-media.com/lodging/1000000/30000/27100/27041/e9231d1b_y.jpg) ### Comfort Inn South Portland Airport 10/10 Excellent "Great " [](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.Hotel-Information) ![Holiday Inn Portland-By the Bay by IHG](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg) ### Holiday Inn Portland-By the Bay by IHG 10/10 Excellent "Didn’t fly . Does Portland have a airport?" [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Beach Hotel Hotels in Cape Elizabeth ](https://www.expedia.ca/Cape-Elizabeth-Hotels-Beach-Hotel.0-0-d55620-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Cape Elizabeth ](https://www.expedia.ca/Cape-Elizabeth-Hotels-Boutique-Hotel.0-0-d55620-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Cape Elizabeth ](https://www.expedia.ca/Cape-Elizabeth-Hotels-Cheap-Hotels.0-0-d55620-tCheapHotels.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Cape Elizabeth ](https://www.expedia.ca/Cape-Elizabeth-Hotels-Honeymoon-Hotels.0-0-d55620-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Cape Elizabeth ](https://www.expedia.ca/Cape-Elizabeth-Hotels-Luxury-Hotel.0-0-d55620-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Cape Elizabeth ](https://www.expedia.ca/Cape-Elizabeth-Hotels-Pet-Friendly-Hotel.0-0-d55620-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Cape Elizabeth ](https://www.expedia.ca/Cape-Elizabeth-Hotels-Spa-Hotel.0-0-d55620-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotels near Casco Bay Lines Ferry Terminal ](https://www.expedia.ca/Casco-Bay-Lines-Ferry-Terminal-Hotels.0-l553248621533120972-0.Travel-Guide-Filter-Hotels) - [Boutique Hotels in East Bayside ](https://www.expedia.ca/East-Bayside-Portland-Hotels-Boutique-Hotel.0-n553248635976473226-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in East Bayside ](https://www.expedia.ca/East-Bayside-Portland-Hotels-Romantic-Hotel.0-n553248635976473226-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [East Bayside Hotels ](https://www.expedia.ca/East-Bayside-Portland-Hotels.0-n553248635976473226-0.Travel-Guide-Filter-Hotels) - [East Deering Hotels ](https://www.expedia.ca/East-Deering-Portland-Hotels.0-n553248635976468941-0.Travel-Guide-Filter-Hotels) - [Hotels near East End Beach ](https://www.expedia.ca/East-End-Beach-Hotels.0-l6326357-0.Travel-Guide-Filter-Hotels) - [Boutique Hotels in East End ](https://www.expedia.ca/East-End-Portland-Hotels-Boutique-Hotel.0-n553248635975850491-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in East End ](https://www.expedia.ca/East-End-Portland-Hotels-Hotel-With-Early-Check-In.0-n553248635975850491-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Romantic Hotels in East End ](https://www.expedia.ca/East-End-Portland-Hotels-Romantic-Hotel.0-n553248635975850491-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in East End ](https://www.expedia.ca/East-End-Portland-Hotels-Wedding-Hotels.0-n553248635975850491-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [East End Hotels ](https://www.expedia.ca/East-End-Portland-Hotels.0-n553248635975850491-0.Travel-Guide-Filter-Hotels) - [Hotels near Eastern Promenade ](https://www.expedia.ca/Eastern-Promenade-Hotels.0-l6326369-0.Travel-Guide-Filter-Hotels) - [Ferry Village Hotels ](https://www.expedia.ca/Ferry-Village-South-Portland-Hotels.0-n553248635976469773-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Long Island ](https://www.expedia.ca/Long-Island-Apart-Hotels.d6046209-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Long Island ](https://www.expedia.ca/Long-Island-Bed-And-Breakfast.d6046209-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Long Island ](https://www.expedia.ca/Long-Island-Chalets.d6046209-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Long Island ](https://www.expedia.ca/Long-Island-Guest-Houses.d6046209-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Long Island ](https://www.expedia.ca/Long-Island-Holiday-Parks.d6046209-aaHolidayParks.Travel-Guide-Accommodation) - [Hostels in Long Island ](https://www.expedia.ca/Long-Island-Hostels.d6046209-aaHostels.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Long Island ](https://www.expedia.ca/Long-Island-Hotels-Beach-Hotel.0-0-d6046209-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Long Island ](https://www.expedia.ca/Long-Island-Hotels-Hotel-With-Pool.0-0-d6046209-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Long Island ](https://www.expedia.ca/Long-Island-Hotels-Hotels-With-Balconies.0-0-d6046209-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Long Island ](https://www.expedia.ca/Long-Island-Hotels-LGBT-Friendly-Hotel.0-0-d6046209-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Long Island ](https://www.expedia.ca/Long-Island-Hotels-Luxury-Hotel.0-0-d6046209-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Long Island ](https://www.expedia.ca/Long-Island-Hotels-Romantic-Hotel.0-0-d6046209-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Long Island Hotels ](https://www.expedia.ca/Long-Island-Hotels.d6046209.Travel-Guide-Hotels) - [Inns in Long Island ](https://www.expedia.ca/Long-Island-Inns.d6046209-aaInns.Travel-Guide-Accommodation) - [Lodges in Long Island ](https://www.expedia.ca/Long-Island-Lodges.d6046209-aaLodges.Travel-Guide-Accommodation) - [Motels in Long Island ](https://www.expedia.ca/Long-Island-Motels.d6046209-aaMotels.Travel-Guide-Accommodation) - [Resorts in Long Island ](https://www.expedia.ca/Long-Island-Resort-Hotels.d6046209-aaResortHotels.Travel-Guide-Accommodation) - [Loveitts Field Hotels ](https://www.expedia.ca/Loveitts-Field-South-Portland-Hotels.0-n553248635976473691-0.Travel-Guide-Filter-Hotels) - [Hotels near Maine Narrow Gauge Railroad Company and Museum ](https://www.expedia.ca/Maine-Narrow-Gauge-Railroad-Company-And-Museum-Hotels.0-l6327514-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Monhegan Island ](https://www.expedia.ca/Monhegan-Island-Hotels-Beach-Hotel.0-0-d183284-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Monhegan Island ](https://www.expedia.ca/Monhegan-Island-Hotels-Cheap-Hotels.0-0-d183284-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Monhegan Island ](https://www.expedia.ca/Monhegan-Island-Hotels-Couples-Resorts-Hotels.0-0-d183284-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Monhegan Island ](https://www.expedia.ca/Monhegan-Island-Hotels-Historic-Hotel.0-0-d183284-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Monhegan Island ](https://www.expedia.ca/Monhegan-Island-Hotels-Hotel-With-Pool.0-0-d183284-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Monhegan Island ](https://www.expedia.ca/Monhegan-Island-Hotels-Luxury-Hotel.0-0-d183284-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Monhegan Island ](https://www.expedia.ca/Monhegan-Island-Hotels-Pet-Friendly-Hotel.0-0-d183284-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Munjoy Hill ](https://www.expedia.ca/Munjoy-Hill-Portland-Hotels-Beach-Hotel.0-n553248635976477266-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Munjoy Hill ](https://www.expedia.ca/Munjoy-Hill-Portland-Hotels-Business-Hotel.0-n553248635976477266-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Munjoy Hill ](https://www.expedia.ca/Munjoy-Hill-Portland-Hotels-Hotel-With-Early-Check-In.0-n553248635976477266-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Munjoy Hill ](https://www.expedia.ca/Munjoy-Hill-Portland-Hotels-Mountain-Hotels.0-n553248635976477266-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Munjoy Hill ](https://www.expedia.ca/Munjoy-Hill-Portland-Hotels-Oceanfront-Hotels.0-n553248635976477266-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Munjoy Hill Hotels ](https://www.expedia.ca/Munjoy-Hill-Portland-Hotels.0-n553248635976477266-0.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Old Orchard Beach ](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Hotels-With-Childcare.0-0-d9256-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Old Orchard Beach ](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Hotels-With-Tennis-Courts.0-0-d9256-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Old Orchard Beach ](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Hotels-With-Waterslides.0-0-d9256-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Farmstay in Peaks Island ](https://www.expedia.ca/Peaks-Island-Agritourism.d6151240-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Peaks Island ](https://www.expedia.ca/Peaks-Island-Bed-And-Breakfast.d6151240-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Peaks Island ](https://www.expedia.ca/Peaks-Island-Chalets.d6151240-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Peaks Island ](https://www.expedia.ca/Peaks-Island-Guest-Houses.d6151240-aaGuestHouses.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Peaks Island ](https://www.expedia.ca/Peaks-Island-Hotels-Beach-Hotel.0-0-d6151240-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Peaks Island ](https://www.expedia.ca/Peaks-Island-Hotels-Cheap-Hotels.0-0-d6151240-tCheapHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Peaks Island ](https://www.expedia.ca/Peaks-Island-Hotels-Golf-Hotel.0-0-d6151240-tGolfHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Peaks Island ](https://www.expedia.ca/Peaks-Island-Hotels-Mountain-Hotels.0-0-d6151240-tMountainHotels.Travel-Guide-Filter-Hotels) - [Peaks Island Hotels ](https://www.expedia.ca/Peaks-Island-Hotels.d6151240.Travel-Guide-Hotels) - [Motels in Peaks Island ](https://www.expedia.ca/Peaks-Island-Motels.d6151240-aaMotels.Travel-Guide-Accommodation) - [B&B in Portland ](https://www.expedia.ca/Portland-Bed-And-Breakfast.d181420-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Portland ](https://www.expedia.ca/Portland-Cabins.d181420-aaCabins.Travel-Guide-Accommodation) - [All Inclusive Resorts and in Portland ](https://www.expedia.ca/Portland-Hotels-All-Inclusive-Hotel.0-0-d181420-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Portland ](https://www.expedia.ca/Portland-Hotels-Boutique-Hotel.0-0-d181420-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Portland ](https://www.expedia.ca/Portland-Hotels-Cheap-Hotels.0-0-d181420-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Portland ](https://www.expedia.ca/Portland-Hotels-Couples-Resorts-Hotels.0-0-d181420-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Portland ](https://www.expedia.ca/Portland-Hotels-Hotels-With-A-Lazy-River.0-0-d181420-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Portland ](https://www.expedia.ca/Portland-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d181420-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Portland ](https://www.expedia.ca/Portland-Hotels-Hotels-With-Kitchenettes.0-0-d181420-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Lake Hotels in Portland ](https://www.expedia.ca/Portland-Hotels-Lake-Hotels.0-0-d181420-tLakeHotels.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Portland ](https://www.expedia.ca/Portland-Hotels-Mountain-Hotels.0-0-d181420-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Portland ](https://www.expedia.ca/Portland-Hotels-Oceanfront-Hotels.0-0-d181420-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Portland ](https://www.expedia.ca/Portland-Hotels-Pet-Friendly-Hotel.0-0-d181420-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Portland ](https://www.expedia.ca/Portland-Hotels-Winery-Hotel.0-0-d181420-tWineryHotel.Travel-Guide-Filter-Hotels) - [Portland Hotels ](https://www.expedia.ca/Portland-Hotels.d181420.Travel-Guide-Hotels) - [Motels in Portland ](https://www.expedia.ca/Portland-Motels.d181420-aaMotels.Travel-Guide-Accommodation) - [South Portland Hotels ](https://www.expedia.ca/South-Portland-Hotels.d6769.Travel-Guide-Hotels) - [Hotels near Southern Maine Community College ](https://www.expedia.ca/Southern-Maine-Community-College-Hotels.0-l553248621555471470-0.Travel-Guide-Filter-Hotels) - [Hotels near Spring Point Ledge Lighthouse ](https://www.expedia.ca/Spring-Point-Ledge-Lighthouse-Hotels.0-l6327870-0.Travel-Guide-Filter-Hotels) - [Hotels near Willard Beach ](https://www.expedia.ca/Willard-Beach-Hotels.0-l6077248-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Willard Beach ](https://www.expedia.ca/Willard-Beach-South-Portland-Hotels-Adults-Only-Resorts.0-n643570660110589952-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Willard Beach ](https://www.expedia.ca/Willard-Beach-South-Portland-Hotels-Hotels-With-Free-Airport-Shuttle.0-n643570660110589952-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Willard Beach ](https://www.expedia.ca/Willard-Beach-South-Portland-Hotels-Oceanfront-Hotels.0-n643570660110589952-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Willard Beach Hotels ](https://www.expedia.ca/Willard-Beach-South-Portland-Hotels.0-n643570660110589952-0.Travel-Guide-Filter-Hotels) - [Flights to Portland ](https://www.expedia.ca/Cheap-Flights-To-Portland.d181420.Travel-Guide-Flights) - [East End Beach ](https://www.expedia.ca/East-End-Beach-East-End.d6326357.Vacation-Attraction) - [Long Island Vacations ](https://www.expedia.ca/Long-Island.d6046209.Destination-Travel-Guides) - [Visit East Bayside ](https://www.expedia.ca/Portland-East-Bayside.dx553248635976473226) - [Visit Old Port ](https://www.expedia.ca/Portland-Old-Port.dx6172121) - [Portland Vacations ](https://www.expedia.ca/Portland.d181420.Destination-Travel-Guides) - [Visit Portland ](https://www.expedia.ca/Portland.dx181420) - [Visit Ferry Village ](https://www.expedia.ca/South-Portland-Ferry-Village.dx553248635976469773) - [Car rental Portland ](https://www.expedia.ca/Car-Rentals-In-Portland.d181420.Car-Rental-Guide) - [Peaks Island Vacation Rentals ](https://www.expedia.ca/Peaks-Island-Vacation-Rentals.d6151240.Travel-Guide-VacationRentals) - [Things to do in Portland ](https://www.expedia.ca/Things-To-Do-In-Portland.d181420.Travel-Guide-Activities) - [Book Historic Hotels in Great Diamond Island on Expedia.com ](https://www.expedia.com/Great-Diamond-Island-Hotels-Historic-Hotel.0-0-d6342016-tHistoricHotel.Travel-Guide-Filter-Hotels)