Photo by Marc Maheu

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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

Compare 2 B&B in Oakland with updated reviews, rates, and availability.

Maple Hill Farm Inn
Outdoor banquet area

Maple Hill Farm Inn

3.0 star property
9.8 out of 10, Exceptional, (126)
"From the time we checked in until we left, it was a great experience. Room was beautiful and clean with a great view. The owner was a very nice gentleman that gave us a tour Of the lower half and the art gallery"
The price is AED 613
AED 668 total
includes taxes & fees
15 Apr - 16 Apr
Maple Hill Farm Inn
Pressey House Lakeside Bed & Breakfast
Exterior

Pressey House Lakeside Bed & Breakfast

3.0 star property
The price is AED 890
AED 970 total
includes taxes & fees
14 May - 15 May
Pressey House Lakeside Bed & Breakfast
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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Other property types in Oakland

The Modern Maine Retreat
Outdoor dining

The Modern Maine Retreat

10.0 out of 10, Exceptional, (3)
"Worked out perfectly for our needs. Owner responded immediately to assist us with minor issue. We would, and most likely will, rent this home again. Location was great for our purpose. Plenty of room."
The Modern Maine Retreat
Cozy Long Pond Cottage: private mooring & shared dock
Property grounds

Cozy Long Pond Cottage: private mooring & shared dock

9.8 out of 10, Exceptional, (13)
" Cute place"
Cozy Long Pond Cottage: private mooring & shared dock
Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly
Miscellaneous

Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly

9.2 out of 10, Wonderful, (18)
"Absolutely beautiful house on the lake. Enjoyed this with my husband and cousins. Just as described. Responsive host."
Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly
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.

Frequently asked questions

Searching for B&Bs in Oakland?
If you’re looking for something a little different than your standard hotel experience, a bed and breakfast might be the perfect option for your getaway. When you want to explore some attractions in town, Belgrade Lakes Chain and Tree Spirits are worth a stop.
Why would you choose a B&B versus a traditional hotel?
B&Bs all have a unique charm. Whether it’s a cozy reading space or a sunlit breakfast nook, the small details are what make bed and breakfasts a home away from home.
What are the top B&Bs in Oakland?
Here are some B&Bs in the surrounding area: Pressey House Lakeside Bed & Breakfast: 5 rooms. 0.1 mi (0.2 km) from the heart of Oakland. Enjoy the deli and bar/lounge. Maple Hill Farm Inn: 8 rooms. 18.3 mi (29.5 km) from the downtown core. Enjoy the free cooked breakfast and private yard.
When should I book my B&B in Oakland?
When you’re planning your escape to Oakland, 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 25°F. The snowiest months in Oakland are January, March, December, and February, with each month seeing an average of 9 inches of snowfall.
What is there to do in Oakland?
When you want to check out some attractions in town, you might consider a visit to Belgrade Lakes Chain and Tree Spirits. Waterville Opera House and Kennebec River are also some sites to visit if you want to see more of the area.
How can I get to and around Oakland?
You can plan your excursions in and around Oakland ahead of time with these transportation options. Fly into Waterville, ME (WVL-Robert Lafleur), which is located 2.1 mi (3.4 km) from the city center. Otherwise, you can search for flights to Augusta, ME (AUG-Augusta State), which is 15.8 mi (25.4 km) away. If you’d like to explore around the area, you may want to rent a car for your trip.