Title: Oakland B&B: Find the Best Bed and Breakfast from CA $425 | Expedia.ca [Hotels in Oakland](https://expedia.ca/Oakland-Hotels.d140470.Travel-Guide-Hotels)[Vacation Rentals in Oakland](https://expedia.ca/Oakland-Vacation-Rentals.d140470.Travel-Guide-VacationRentals)[Oakland Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland.d140470.Car-Rental-Guide)[Oakland Vacation Packages](https://expedia.ca/Oakland.d140470.Destination-Travel-Guides) ![Overlooking Long Pond from Frenche's Mountain, Rome,Me. Very easy hike, less than a mile round trip, through the woods. ](https://images.trvl-media.com/place/183294/94640f69-e5f6-46b9-9d25-cbf58ad86730.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Marc Maheu ![](https://images.trvl-media.com/place/183294/94640f69-e5f6-46b9-9d25-cbf58ad86730.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=140470&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=140470&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=140470&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=140470&startDate=2026-05-08&endDate=2026-05-10&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oakland bed & breakfast ![Lake](https://images.trvl-media.com/lodging/114000000/113340000/113335600/113335514/1f35f408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Loft, Lake View | Private kitchen](https://images.trvl-media.com/lodging/114000000/113340000/113335600/113335514/49e45fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Studio Suite, Lake View](https://images.trvl-media.com/lodging/114000000/113340000/113335600/113335514/782fc86a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Loft, Lake View](https://images.trvl-media.com/lodging/114000000/113340000/113335600/113335514/8d8a04c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pressey House Lakeside Bed & Breakfast [](https://www.expedia.ca/Oakland-Hotels-Pressey-House-Lakeside-Bed-Breakfast.h113335514.Hotel-Information) Oakland CA $389 CA $425 total includes taxes & fees Apr 9 - Apr 10 [](https://www.expedia.ca/Oakland-Hotels-Pressey-House-Lakeside-Bed-Breakfast.h113335514.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=2026-03-24&endDate=2026-03-25®ionId=140470&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_140470) ![](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%2FOakland-Bed-And-Breakfast.d140470-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOakland-Bed-And-Breakfast.d140470-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Oakland Hotel Reviews ![Holiday Inn Express & Suites Waterville - North by IHG](https://images.trvl-media.com/lodging/1000000/810000/802200/802109/0b519be7_y.jpg) ### Holiday Inn Express & Suites Waterville - North by IHG 10/10 Excellent "Very impressed, the price was great, the cleanliness, and the breakfast was exceptional. " [](https://expedia.ca/Augusta-Hotels-Holiday-Inn-Express-Suites-Waterville-North.h802109.Hotel-Information) ![The Elmwood](https://images.trvl-media.com/lodging/72000000/71560000/71556000/71555928/5778ded9_y.jpg) ### The Elmwood 4/10 Poor "I would not stay there again. Sort or mostly remodeled but not complete or at least some things done properly . Reminded me of roadside dive ok for one single night and definitely not worth the money I paid. Definitely not one place you forget the world around you. Not well lit at night . Next to highway. Not exactly exuding safe feeling." [](https://expedia.ca/Waterville-Hotels-The-Elmwood.h71555928.Hotel-Information) ![Maine Evergreen Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/790000/787600/787572/2b5fab10_y.jpg) ### Maine Evergreen Hotel, an Ascend Collection Hotel 10/10 Excellent "Clean room and friendly staff" [](https://expedia.ca/Augusta-Hotels-Quality-Inn-Suites-Evergreen-Hotel.h787572.Hotel-Information) ![Hampton Inn Augusta](https://images.trvl-media.com/lodging/6000000/5190000/5185100/5185016/6fd3155a_y.jpg) ### Hampton Inn Augusta 6/10 Okay "Overall hotel was clean and staff were friendly and accommodating. The beds however were very uncomfortable, too firm and pillows did not provide any neck support. Would stay there again with different beds! " [](https://expedia.ca/Augusta-Hotels-Hampton-Inn-Augusta.h5185016.Hotel-Information) ![Comfort Inn & Suites Wilton](https://images.trvl-media.com/lodging/3000000/2120000/2113200/2113105/219b7027_y.jpg) ### Comfort Inn & Suites Wilton 10/10 Excellent "Clean and quiet. Close to skiing and town. " [](https://expedia.ca/Augusta-Hotels-Comfort-Inn-And-Suites-Wilton.h2113105.Hotel-Information) ![Senator Inn & Spa](https://images.trvl-media.com/lodging/1000000/10000/9900/9853/c9f754bc_y.jpg) ### Senator Inn & Spa 4/10 Poor "Nothing was good..No hot tub..or steam room,the pool was not warm at all..The room was freezing as well.. I didnt enjoy it at all..really bummed about it" [](https://expedia.ca/Augusta-Hotels-Senator-Inn-Spa.h9853.Hotel-Information) ![The Skowhegan By Kasa](https://images.trvl-media.com/lodging/115000000/114720000/114717300/114717254/3ae6e250_y.jpg) ### The Skowhegan By Kasa 4/10 Poor "This place at first look is super nice. If you stayed just for a night two you would probably not be phased. We stayed here for 3 weeks while we had water damage remediation at our house. We had a deluxe room with a king size bed and a separate living area with a sofa bed. There were 4 of us, myself, husband and two kids. So my first complaint is that the coffee table you need to move to pull out the sofa bed literally weighs 200 lbs. They can call it a room that sleeps 4 but it was really not functional. The room had a stovetop and refrigerator but was advertised as a “kitchenette.” The only microwave was downstairs and didn’t work. The only heat is the bedroom so if the door was closed the bedroom would get really hot and the living room would get cold. This place is more Airbnb style, you couldn’t get toilet or towels unless it was before 3\. That was fine after we figured it out. There were quite a few times that we ran out things like toilet paper, trash bags, towels etc. and it was after employee hours. Would have been nice to know ahead of time that after 3 pm those things are not available. Also there is no place to get rid of trash, again found this out after hours. We were told to leave it inside our room and someone would pick it up the next day. This was just annoying, other rooms started putting it out in the hall. Be prepared to receive constant texts about " [](https://expedia.ca/Skowhegan-Hotels-The-Skowhegan-By-Kasa.h114717254.Hotel-Information) ![Lockwood Hotel](https://images.trvl-media.com/lodging/79000000/78100000/78095000/78094968/d4c480e1_y.jpg) ### Lockwood Hotel 10/10 Excellent "There aren’t many good hotel in the area. This is best option for business travel." [](https://expedia.ca/Waterville-Hotels-Lockwood-Hotel.h78094968.Hotel-Information) ![Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/5d995857_y.jpg) ### Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore 10/10 Excellent "This is an amazing property and our stay was perfect! The property was VERY clean, modern, and met all of our needs (& more!). The host was very responsive to our questions and messages and we felt extremely welcome. The host even put out water and food bowls and a bed for our two black labs! The view is amazing and we were able to enjoy watching snowmobiles having adventures on the lake. We absolutely recommend this property to anyone staying in the Belgrade Lakes area at any season! " [](https://expedia.ca/Oakland-Hotels-Lakefront-3-Bedroom-Pet-Friendly-On-Messalonski.h107340207.Hotel-Information) ## Find out more about Oakland ## Oakland B&B information | Number of reviews | | | ----------------- | ------- | | Accommodation | 2 B&B | | Lowest Price | CA $425 | | Highest Price | CA $425 | ## Frequently asked questions ### What are the most popular Oakland B&Bs? ### What is the nightly rate for a Bed and Breakfast in Oakland? ### What is the difference between a Oakland B&B and a hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Capsule Hotels in Bar Harbor ](https://www.expedia.ca/Bar-Harbor-Capsule-Hotels.d561-aaCapsuleHotels.Travel-Guide-Accommodation) - [Farmstay in Belgrade ](https://www.expedia.ca/Belgrade-Agritourism.d6181917-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Belgrade ](https://www.expedia.ca/Belgrade-Apart-Hotels.d6181917-aaApartHotels.Travel-Guide-Accommodation) - 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