Find a Bed and Breakfast in South Portland from CA $92

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for South Portland bed & breakfast

A multi-story building with a stone facade, multiple windows, and awnings.

1. Inn at St John Portland In-Town

Inn at St John Portland In-Town
2.5 star property
Valley Street
8.6 out of 10, Excellent, (1,176 reviews)
"Great location and exactly what we needed for our time in Portland"
United States
Darbi
The price is CA $93
CA $101 total
includes taxes & fees
Nov 22 - Nov 23
Inn at St John Portland In-Town
Exterior

2. West End Collection at 146 Pine

West End Collection at 146 Pine
3.0 star property
West End
9.6 out of 10, Exceptional, (100 reviews)
"This was a super cute boutique inn and the location was ideal. The staff was super friendly!"
United States
Stephanie
The price is CA $303
CA $331 total
includes taxes & fees
Nov 30 - Dec 1
West End Collection at 146 Pine
A well-lit living room with a fireplace, comfortable seating, and a large mirror.

3. Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (137 reviews)
"Beautiful place"
United States
Samuel
The price is CA $288
CA $314 total
includes taxes & fees
Nov 17 - Nov 18
Blind Tiger Portland – Carleton Street
A wooden deck with two wicker chairs and a small table, overlooking a brick building with ivy and a fire escape.

4. Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (204 reviews)
"Very helpful and friendly staff"
United States
paul k
The price is CA $341
CA $372 total
includes taxes & fees
Nov 12 - Nov 13
Blind Tiger Portland - Danforth Street.
A black front door with a light fixture above it, flanked by two potted evergreen trees.

5. The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (185 reviews)
"Great place"
United States
Mark
The price is CA $186
CA $203 total
includes taxes & fees
Dec 1 - Dec 2
The Orchard House: Inn & Cafe
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

6. Experience the History of Portland - The Hope Island Room

Experience the History of Portland - The Hope Island Room
West End
10.0 out of 10, Exceptional, (1 review)
"Really cool home and room was big and clean!"
United States
Daniel
The price is CA $236
CA $280 total
includes taxes & fees
Nov 15 - Nov 16
Experience the History of Portland - The Hope Island Room
A house with a porch, white railings, and hanging flower baskets.

7. Old Orchard Beach Inn

Old Orchard Beach Inn
2.5 star property
Old Orchard Beach
8.2 out of 10, Very good, (1,000 reviews)
"Really nice hotel"
United States
James
The price is CA $172
CA $209 total
includes taxes & fees
Nov 13 - Nov 14
Old Orchard Beach Inn
A two-story house with a red roof, a front porch, and a well-maintained lawn.

8. Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (498 reviews)
"Great stay in a historic home."
United States
Richard
The price is CA $200
CA $218 total
includes taxes & fees
Nov 8 - Nov 9
Candlebay Inn
A two-story house with a porch and a sign reading "Fleetwork House."

9. Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (150 reviews)
"Close location to airport. Sweet Neighbhorhood Good shower and breakfast was delish. Loved eating on the houses China"
United States
caia
The price is CA $320
CA $363 total
includes taxes & fees
Nov 6 - Nov 7
Fleetwood House Bed & Breakfast
A covered porch with white railings and a view of a well-maintained lawn and pathway.

10. The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (169 reviews)
"The breakfasts were so tasty! The Inn is so charming! We loved our stay and hope to return next year!"
United States
Justin Terry
The price is CA $227
CA $247 total
includes taxes & fees
Dec 6 - Dec 7
The Kendall Inn
A two-story house with a balcony, a front porch, and a snow-covered landscape.

11. The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"We had a fantastic and lovely, although quick, stay. The Inn is very charming and John and Loretta are so kind and helpful. Would love to go back and stay with them again.."
United States
alexandre
The price is CA $311
CA $339 total
includes taxes & fees
Dec 6 - Dec 7
The Nicholson Inn
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

12. Diamond Island | King Room with Private Ensuite

Diamond Island | King Room with Private Ensuite
West End
The price is CA $261
CA $295 total
includes taxes & fees
Nov 8 - Nov 9
Diamond Island | King Room with Private Ensuite
A house with a sign for The James Place Inn, indicating a vacancy.

13. The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (196 reviews)
"Sean was amazingly helpful and friendly. The house itself is so well maintained, and the blue room was adorable. Loved the fact that we were within walking distance of all the shops. Would definitely recommend and will plan on staying again the next time we’re in town."
United States
Kim
The price is CA $350
CA $382 total
includes taxes & fees
Nov 9 - Nov 10
The James Place Inn B&B
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

14. Experience the History of Portland - The Hope Island Room

Experience the History of Portland - The Hope Island Room
West End
The price is CA $313
CA $372 total
includes taxes & fees
Nov 15 - Nov 16
Experience the History of Portland - The Hope Island Room
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

15. Experience the History of Portland - Two Room Suite w/Private Bath

Experience the History of Portland - Two Room Suite w/Private Bath
West End
The price is CA $370
CA $419 total
includes taxes & fees
Nov 8 - Nov 9
Experience the History of Portland - Two Room Suite w/Private Bath
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

16. The Loft - private suite in historic home

The Loft - private suite in historic home
West End
The price is CA $453
CA $629 total
includes taxes & fees
Nov 8 - Nov 9
The Loft - private suite in historic home
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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Learn more about South Portland

Stroll along Willard Beach's sandy shores before exploring the charming Bug Light lighthouse park. Foodies can savour local flavours at welcoming restaurants, while shoppers browse the expansive Maine Mall for treasures.

See all hotels in South Portland
A lighthouse on a rocky outcrop by the sea, with a metal railing and a cloudy sky.

Top reviews in South Portland

A multi-story building with a stone facade, multiple windows, and awnings.
Inn at St John Portland In-Town

Inn at St John Portland In-Town

Inn at St John Portland In-Town
Valley Street

10/10 Excellent

Absolutely enjoyed our stay! The parking was excellent and breakfast was perfect with excellent coffee. We absolutely loved the old world charm of the hotel. Loved the many stairs to our room, it was a lot of fun.
Canada
Magdalena
Reviewed May 24, 2026
Inn at St John Portland In-Town

Frequently Asked Questions

Searching for B&Bs in South Portland?

If you're looking for something a little quirkier than the traditional hotel experience, a stay at a bed and breakfast could be the perfect alternative for your vacation. If you want to lose yourself exploring fascinating exhibits, you might consider stopping by South Portland Historical Society Museum and Maine Military Museum while you're in town.

How do you know if a B&B is the best choice for your stay?

Every B&B has its own unique feel. Whether it's a cozy reading space or a beautiful breakfast room, the little details are what make bed and breakfasts the perfect escape.

What are the top B&Bs in South Portland?

Below are some well-liked B&Bs in the area: Inn at St John Portland In-Town: 2.1 mi (3.3 km) from the heart of South Portland.Old Orchard Beach Inn: 10.9 mi (17.6 km) from the downtown core. Enjoy the outdoor pool and unique décor. Blind Tiger Portland - Danforth Street.: 9 rooms. Situated 1.2 mi (2 km) from the heart of South Portland. The Orchard House: Inn & Cafe: 5 rooms. 17.7 mi (28.5 km) from the heart of downtown.Blind Tiger Portland – Carleton Street: 6 rooms. Located 1.6 mi (2.6 km) from the core of South Portland. Enjoy the unique décor and patio area.

What's the best time of year to book my B&B in South Portland?

When you're planning your getaway to South Portland, be sure to take into account the year-round temperatures. 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 30°F. The snowiest months in South Portland are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.

What is there to do in South Portland?

Travelers enjoy South Portland for its array of dining options and major shopping area. When you want to explore some cultural attractions on your trip, South Portland Historical Society Museum and Lyric Music Theater are worthy sites to check out. You might put Willard Beach and Maine Mall on your list if you want to see more of the area.

How can I get to and around South Portland?

Mapping out your trip in and around South Portland is easy with these transportation options. Fly into Portland Intl. Jetport Airport (PWM), which is located 3.5 mi (5.7 km) from the city center. Otherwise, you can search for flights to Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 28.3 mi (45.5 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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