Photo by Marc Maheu

Book Oakland Bed & Breakfast

Start date: Check-in selected.
To Date
End date: Check-out
    bundle and save illustration

    Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
    one key illustration

    OneKeyCash

    Earn OneKeyCash on all your eligible bookings
    ftc illustration

    Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Oct 10 - Oct 12
In two weeks
Oct 17 - Oct 19
In one month
Oct 31 - Nov 2
In two months
Nov 28 - Nov 30

B&B in Oakland

Maple Hill Farm Inn
Family Room, Multiple Beds, Accessible, Private Bathroom | View from room

Maple Hill Farm Inn

3.0 star property
9.8 out of 10, Exceptional, (135)
"Great stay. "
$164 nightly
The price is $179
Oct 23 - Oct 24
Total with taxes and fees
Maple Hill Farm Inn
Pressey House Lakeside Bed & Breakfast
Exterior

Pressey House Lakeside Bed & Breakfast

3.0 star property
$304 nightly
The price is $332
Oct 28 - Oct 29
Total with taxes and fees
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oakland Hotel Reviews

Large Historic Farmhouse on Farm - Wood Stove, Fire Pit & Scenic Views

Large Historic Farmhouse on Farm - Wood Stove, Fire Pit & Scenic Views

10/10 Excellent
"What an awesome farm! We thoroughly enjoyed our stay! Kathleen is awesome. It was a 10- minute drive to Colby College- our destination for a football game! Our team won so that was really fun!! The house is very clean and very comfortable! Kathleen has thought of everything and she is delightful! "
Karyn M. 3-night trip
Posted 1 day ago
Large Historic Farmhouse on Farm - Wood Stove, Fire Pit & Scenic Views

Find out more about Oakland

Find out more about Oakland

Oakland B&B information

Number of reviews
135
Accommodation
2 B&B
Lowest Price
$179
Highest Price
$332

Frequently asked questions

What are the most popular Oakland B&Bs?
Pressey House Lakeside Bed & Breakfast is a great choice for travelers seeking a serene escape in Oakland, ME. With its picturesque lakeside views and friendly space, this charming B&B provides a great blend of comfort and adventure. The property features direct access to the water, a boat dock for leisurely outings, and a lovely walkway leading right to the lake, ideal for morning strolls or relaxing afternoons by the water.
What is the nightly rate for a Bed & Breakfast in Oakland?
Prices for B&Bs in Oakland often vary, but you can find a great deal from $179 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Oakland B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Oakland?
The best time to book a B&B in Oakland is during the vibrant spring months of March to May. This period welcomes a delightful climate with temperatures ranging from the mid-50s to the low 70s Fahrenheit, great for exploring the city's diverse neighborhoods and lush parks. Spring also brings a burst of color as flowers bloom, making it an ideal backdrop for outdoor activities, leisurely strolls, and sightseeing.

As the peak season approaches in the summer, particularly July and August, travelers can expect bustling activity throughout the city. This time is particularly appealing for those who enjoy a lively atmosphere filled with events, festivals, and outdoor dining options. The warm weather enhances the experience, allowing visitors to enjoy Oakland's renowned food scene and cultural offerings.

For those seeking a more budget-friendly option, consider visiting in December. While this month is less crowded, it still offers unique local events and a cozy atmosphere. During this time, you can enjoy the festive decorations around the city and partake in seasonal activities without the hustle and bustle of peak tourist traffic.
What is the difference between a Oakland Bed & Breakfast and a hotel?
Every Oakland B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Oakland B&Bs.

Explore a world of travel with Expedia

Explore a world of travel with Expedia