Title: Cumberland B&B: Find the Best Bed and Breakfast from CA $122 | Expedia.ca [Hotels in Cumberland](https://expedia.ca/Cumberland-Hotels.d553248635975868108.Travel-Guide-Hotels)[Vacation Rentals in Cumberland](https://expedia.ca/Cumberland-Vacation-Rentals.d553248635975868108.Travel-Guide-VacationRentals)[Cumberland Car Rentals](https://expedia.ca/Car-Rentals-In-Cumberland.d553248635975868108.Car-Rental-Guide)[Cumberland Vacation Packages](https://expedia.ca/Cumberland.d553248635975868108.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find a Bed and Breakfast in Cumberland from CA $122 ![](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 prices for these dates Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975868108&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975868108&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635975868108&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975868108&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Cumberland B&B ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/c8f4e76e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/3ca9202d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/bebb6386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/4319ee50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at St John Portland In-Town Valley Street 8.8/10 Excellent (1150) "Great place to stay. Would highly recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin CA $112 CA $122 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Portland-Hotels-Inn-At-St-John-Portland-In-Town.h67481.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/20000000/19570000/19561400/19561353/1161f28b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/20000000/19570000/19561400/19561353/e72a9b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/20000000/19570000/19561400/19561353/ee7a31ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/20000000/19570000/19561400/19561353/2f82f02f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Orchard House & Cafe Freeport 9.6/10 Exceptional (161) "Very nice room in well renovated historic home. The hotel and grounds would be a nice spot for a small wedding. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacey CA $233 CA $254 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Portland-Hotels-The-Orchard-House-Cafe.h19561353.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/26000000/25010000/25005400/25005328/e3f8dcf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/26000000/25010000/25005400/25005328/a98cd959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Edith Ann Room, 1 Queen bed, Shared bathroom. Credit cards accepted, Cash or Checks preferred](https://images.trvl-media.com/lodging/26000000/25010000/25005400/25005328/718f3676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/26000000/25010000/25005400/25005328/68e5aba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fleetwood House Bed & Breakfast Rosemont 9.0/10 Wonderful (132) "This was a beautiful old house in excellent condition. The hosts were very nice. The breakfast was excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $319 CA $348 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Fleetwood-House-Bed-Breakfast.h25005328.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1512100/1512059/dd96af6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1512100/1512059/10d66cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1520000/1512100/1512059/330145d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1520000/1512100/1512059/bce07578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kendall Inn Freeport 9.8/10 Exceptional (144) "Quaint stay. Enjoyed our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $264 CA $287 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Portland-Hotels-Kendall-Tavern-Inn.h1512059.Hotel-Information) ![Baxter](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/4e66cf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/ac2bc117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/bc3317cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/60dba00b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blind Tiger Portland - Danforth Street. West End 9.6/10 Exceptional (159) " Beautiful historic building. The common areas and our room were stunning! Breakfast in the morning was great. Make sure to go to the widow’s walk in the evening for a view. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $320 CA $349 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Portland-Hotels-Blind-Tiger-Guest-House.h200246.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/12000000/11490000/11484600/11484573/db56ab15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/12000000/11490000/11484600/11484573/7d9cb820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/12000000/11490000/11484600/11484573/c6afbb33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/12000000/11490000/11484600/11484573/7db716b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlebay Inn Freeport 9.6/10 Exceptional (456) "Great location and hospitality." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon CA $215 CA $234 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Portland-Hotels-Candlebay-Inn.h11484573.Hotel-Information) ![Stovall | Living area](https://images.trvl-media.com/lodging/13000000/12750000/12743300/12743204/ed6b0e15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12750000/12743300/12743204/545bc193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12750000/12743300/12743204/8a9890d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Acadie](https://images.trvl-media.com/lodging/13000000/12750000/12743300/12743204/41bfea62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blind Tiger Portland – Carleton Street West End 9.6/10 Exceptional (117) "One of the best hotel/bnb experiences I’ve had in my past year of travels. Would recommend to anyone going to Maine. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cristian CA $313 CA $341 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Portland-Hotels-Inn-On-Carleton.h12743204.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/1000000/130000/126800/126758/2f62fb53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/1000000/130000/126800/126758/f26861cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/130000/126800/126758/ce6ea468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/126800/126758/46b14734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brewster House Bed & Breakfast Freeport 9.8/10 Exceptional (114) "Great host, house, food, the list goes on. Will be planning to return on our once a year trip to New England. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joshua CA $432 CA $471 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Portland-Hotels-Brewster-House-Bed-Breakfast.h126758.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/5d783f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/c17fb587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Room, 1 Bedroom, Bathtub](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/20306c1b.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 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 $321 CA $350 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Portland-Hotels-The-James-Place-Inn-Bed-And-Breakfast.h1489274.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=2025-11-14&endDate=2025-11-15®ionId=553248635975868108&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCumberland-Bed-And-Breakfast.d553248635975868108-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCumberland-Bed-And-Breakfast.d553248635975868108-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Cumberland Hotel Reviews ![Portland Regency Hotel & Spa](//images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg) ### Portland Regency Hotel & Spa 10/10 Excellent "clean room , converient , walking to dinner restaurant around" [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![DoubleTree by Hilton Hotel Portland](//images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg) ### DoubleTree by Hilton Hotel Portland 10/10 Excellent "Hotel beds are very comfortable. The hotel was quiet and conveniently located with lots of options for shopping and eatery." [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![LivAway Suites Portland-Scarborough](//images.trvl-media.com/lodging/117000000/116240000/116230700/116230622/9c7671de_y.jpg) ### LivAway Suites Portland-Scarborough 10/10 Excellent "Nice new facility " [](https://expedia.ca/Scarborough-Hotels-LivAway-Suites-Portland-Scarborough.h116230622.Hotel-Information) ![Portland Harbor Hotel](//images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Amazing location, unique hotel with beautiful decor and amenities " [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel](//images.trvl-media.com/lodging/2000000/1090000/1085000/1084959/18487d8b_y.jpg) ### Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel 10/10 Excellent "Nice spot and helpful staff" [](https://expedia.ca/South-Portland-Hotels-Casco-Bay-Hotel.h1084959.Hotel-Information) ![Cambria Hotel Portland Downtown-Old Port](//images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/fae57c26_y.jpg) ### Cambria Hotel Portland Downtown-Old Port 10/10 Excellent "x" [](https://expedia.ca/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.Hotel-Information) ![Hyatt Place Portland Downtown - Old Port Square](//images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349_y.jpg) ### Hyatt Place Portland Downtown - Old Port Square 10/10 Excellent "Nice, clean room and great location in downtown Portland. " [](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information) ![Tru by Hilton Portland Airport Area](//images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/c3cda57d_y.jpg) ### Tru by Hilton Portland Airport Area 10/10 Excellent "convenient location. Friendly staff. Clean room. Good Heating and cooling control." [](https://expedia.ca/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information) ![Clarion Hotel Portland](//images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg) ### Clarion Hotel Portland 10/10 Excellent "The Clarion was excellent for my trip. Located close to airport and to downtown and priced reasonably." [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ## Find out more about Cumberland ## Cumberland B&B information | Number of reviews | 2,603 | | --- | --- | | Accommodation | 15 B&B | | Lowest Price | CA $122 | | Highest Price | CA $471 | ## Frequently asked questions ### Searching for B&Bs in Cumberland? > If you want to find an accommodation with fewer rooms than a hotel and an intimate environment, a bed and breakfast might be just the right fit for your trip to Cumberland. When you want to explore some of the destination's attractions, Casco Bay is worth a visit. ### Why would you choose a B&B versus a traditional hotel? > B&Bs all have a unique charm. Whether it's a comfy common area with a fireplace or a beautiful breakfast room, the quaint details are what make bed and breakfasts a home away from home. ### What are the best bed and breakfasts in Cumberland? > Below are some well-liked B&Bs in the area: [Inn at St John Portland In-Town](https://www.expedia.ca/Portland-Hotels-Inn-At-St-John-Portland-In-Town.h67481.Hotel-Information): 9.9 mi (16 km) from the heart of Cumberland.[Fleetwood House Bed & Breakfast](https://www.expedia.ca/Portland-Hotels-Fleetwood-House-Bed-Breakfast.h25005328.Hotel-Information): 3 rooms. 9.1 mi (14.7 km) from the downtown core. Enjoy the free full breakfast and unique décor. [The Orchard House & Cafe](https://www.expedia.ca/Portland-Hotels-The-Orchard-House-Cafe.h19561353.Hotel-Information): 5 rooms. Situated 9.9 mi (16 km) from the heart of Cumberland. [Blind Tiger Portland – Carleton Street](https://www.expedia.ca/Portland-Hotels-Inn-On-Carleton.h12743204.Hotel-Information): 6 rooms. 10.1 mi (16.2 km) from the heart of downtown. Enjoy the unique décor and patio area. [Candlebay Inn](https://www.expedia.ca/Portland-Hotels-Candlebay-Inn.h11484573.Hotel-Information): 6 rooms. Located 9 mi (14.5 km) from the core of Cumberland. Enjoy the free full breakfast and in-room dining. ### When is the best time to book my B&B in Cumberland? > When you're dreaming of a stay in Cumberland, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Cumberland are January, March, February, and December, with each month seeing an average of 7 inches of snowfall. ### What is there to do in Cumberland? > When you want to explore some things to do in Cumberland, consider a visit to Casco Bay. You might also consider a trip to sites like Desert of Maine or Harrington House if you have time to see more of the area. ### How can I get to and around Cumberland? > Planning your excursions in and around Cumberland is easier with these transportation options. Fly into Portland Intl. Jetport Airport (PWM), which is located 10.6 mi (17.1 km) from the city center. Otherwise, you can search for flights to Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 17.5 mi (28.2 km) away. 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