What are the must-see sights for first-time visitors on a day trip to Portland, ME?

For a day trip, you can't miss the iconic Portland Head Light, the oldest lighthouse in Maine, offering stunning views of the Atlantic Ocean. A stroll along the Eastern Promenade, a park with a scenic waterfront path, is also a must. Then, wander through the Old Port, the historic heart of Portland, with its cobblestone streets, charming shops, and bustling restaurants.

What are the best bed and breakfasts in Portland, ME?

Among the B&Bs in Portland, ME, Skolfield Inn | Parking | Self-check-in | Garden 2 , The Grey Room - Quiet And Calming and Spacious Room In Charming Antique Victorian - Sopo are the most popular ones.

In which districts of Portland, ME should you consider booking a bed and breakfast?

The Munjoy Hill neighbourhood is a popular choice for bed and breakfasts, offering a mix of Victorian architecture, quiet streets, and easy access to the Old Port. The West End, with its tree-lined streets and proximity to the waterfront, is another good option.

What are the best bed and breakfasts with a pool in Portland, ME?

Sunny West End Guest Suite W/harbor Views And Pool , Island Suite At Inn At Diamond Cove and Cozy King Bed--private Room are the best B&Bs with a pool in Portland, ME.

What is the typical weather in Portland, ME, and how does it affect outdoor plans?

Portland has four distinct seasons. Summers are warm and humid, perfect for exploring the city's parks and beaches. Autumn is mild and colourful, ideal for hikes and scenic drives. Winters are cold and snowy, perfect for skiing and snowboarding. Spring is unpredictable, with occasional showers, but brings the promise of warmer days.

What are the best bed and breakfasts with a jacuzzi in Portland, ME?

The best B&Bs with a jacuzzi in Portland, ME are Private Suite With Deck/view/ocean Access , Gorgeous And Sunny Near Beaches And Old Port and Island Room With A View .

What dining options are recommended for solo travelers staying at bed and breakfasts in Portland, ME?

For solo travellers, the intimate atmosphere of The Honey Paw, with its Asian-inspired small plates, is a great choice. The flagship location of The Maine Diner, a local institution, is another popular option, offering classic American comfort food.

What are the best bed and breakfasts for families and kids in Portland, ME?

The best B&Bs for families and kids in Portland, ME are Best Bower , Quiet Neighborhood - Great Room and Waterview Loft W/balcony/king/pr Bath/spacious .

What are the best cultural activities and events in and around Portland, ME?

The Portland Museum of Art showcases a diverse collection of art, from American paintings to contemporary works. The annual Maine Lobster Festival in Rockland, about 100km north of Portland, is a vibrant celebration of Maine's iconic seafood.

What are the best pet friendly bed and breakfasts in Portland, ME?

The best pet friendly B&Bs in Portland, ME are Dog-friendly Room W/kitchenette Access , Dog Friendly Quiet Room And Full Bath and Peaks Island Stays With 2 Night Minimum .

What amenities are commonly offered in bed and breakfasts in Portland, ME?

Most bed and breakfasts in Portland offer a continental breakfast, free Wi-Fi, and private bathrooms. Some also have amenities like fireplaces, hot tubs, and gardens.

What are the best bed and breakfasts with parking in Portland, ME?

Skolfield Inn | Parking | Self-check-in | Garden 2 , The Grey Room - Quiet And Calming and Spacious Room In Charming Antique Victorian - Sopo are the best B&Bs with parking in Portland, ME.

Portland, ME Bed and Breakfasts at the Best Price

9.4 227 reviews

Portland, ME

15/09 – 18/09

SG$1090/nighttotal: SG$3270 (3 )

West End Inn

2 4

B&B , Portland

The West End Inn is situated in Portland's West End, just a short walk from Victoria Mansion, Portland Stadium, and Casco Bay. This guesthouse has consistently received excellent ratings for its location, cleanliness, and overall experience.
The inn offers a comfortable and convenient stay with one bedroom and one bathroom, accommodating up to two guests. Amenities include air conditioning, a kitchen, a terrace, a concierge, a restaurant, a bar, a fitness centre, room service, parking, and free Wi-Fi.

Portland, ME

31/07 – 02/08

SG$750/nighttotal: SG$1500 (2 )

Portland King Suite Near Old Port Dining

1 4

B&B , South Portland

This guest house in South Portland is located a stone's throw from the Maine Mall, 3.2 kilometres from Portland International Jetport, and a short drive from historic Portland landmarks such as the Wadsworth Longfellow House and Victoria Mansion.
This accommodation offers 1 bedroom and 1 bathroom, accommodating up to 4 guests, with amenities including air conditioning, Wi-Fi, a shared heated indoor swimming pool open from 7:00 AM to 10:00 PM daily, and a 24/7 shared fitness centre, with pets welcome for an additional fee and complimentary parking for one vehicle per booking.

8.8 234 reviews

Portland, ME

12/07 – 14/07

SG$328/nighttotal: SG$656 (2 )

Fleetwood House Bed And Breakfast

1 2

B&B , Portland

Fleetwood House Bed and Breakfast is conveniently located near Portland International Jetport, just an 8-minute drive from the airport, and is within easy reach of Portland Transportation Center and Back Cove, both also an 8-minute drive away. The accommodation has received very good ratings for its location, cleanliness, and overall experience.
The guest house has one bedroom and one bathroom, with a floor area of 1 square metre. It offers a full English breakfast, a garden, a terrace, and a restaurant, as well as free Wi-Fi and parking.

9.5 4 reviews

Portland, ME

27/06 – 01/07

SG$421/nighttotal: SG$1684 (4 )

Family Stay Minutes From Downtown Portland

1 4

B&B , Portland

This Portland guesthouse is conveniently located near East End Beach, within easy reach (a few kilometres) of Deering Oaks Park, Palace Playland amusement park, and the Casco Bay Ferry terminal for trips to Great Diamond Island.
The pet-friendly accommodation offers a one-bedroom unit sleeping four guests, complete with a fitness centre, swimming pool, free Wi-Fi, and complimentary continental breakfast, plus an airport shuttle service (8am-8pm).

9.7 429 reviews

Portland, ME

11/07 – 12/07

SG$545/nightfor 1 night

Morrill Mansion Inn | 1 | Self Check In |

1 2

B&B , Portland

The Morrill Mansion Inn, a Portland guesthouse, is located less than 0.8 kilometres from Maine Medical Center, in a historically significant 1800s Italianate townhouse near the former B&M Factory site.
This eight-room inn offers guests en-suite bathrooms, queen-sized beds, smart TVs, and shared facilities including a sitting room and kitchenette; each room has individual climate control and accommodates up to two guests.

10 2 reviews

Portland, ME

26/09 – 03/10

SG$219/nighttotal: SG$1533 (7 )

Aerie 2 Reg:sthr-007375-2025 Peaks Island, Me

1 2

B&B , Portland

This Portland B&B is situated in a tranquil garden setting offering ocean sunset views, just a short walk from local beaches and within easy reach of idyllic coastal getaways. The property features one bedroom and one bathroom, accommodating up to two guests, and includes air conditioning and garden access, perfect for a relaxing retreat.

10 5 reviews

Portland, ME

18/07 – 19/07

SG$424/nightfor 1 night

One Bedroom King Suite With Queen Hideaway Bed

1 3

B&B , Scarborough

This Scarborough guesthouse is located in a convenient district, offering easy access to local amenities and attractions within 2 kilometers.
The spacious one-bedroom King Suite accommodates up to four guests and features a fully equipped kitchen, reliable high-speed internet, and access to an on-site fitness centre.

9.4 167 reviews

Portland, ME

25/06 – 28/06

SG$251/nighttotal: SG$753 (3 )

Renoir@the Maine Artist Retreat

1 2

B&B , South Portland

The Maine Artist Retreat is a Victorian guesthouse in South Portland's historic Pleasantdale neighbourhood, within easy walking distance of five lighthouses, beaches, shops and restaurants. It has excellent ratings for location, cleanliness and guest experience.
The guesthouse has a charming layout, comfortably accommodating two guests. You can enjoy a range of amenities, including a garden, keyless entry, a smart TV and a welcoming host who offers local tips and tours of the property.

9.3 27 reviews

Portland, ME

29/07 – 31/07

SG$332/nighttotal: SG$664 (2 )

Downtown Crash & Snooze — 2 Rooms, Sleeps 7

1 4

B&B , Portland

This Portland duplex apartment, situated in the city centre, is within easy walking distance of the Old Port, museums, and numerous restaurants and bars, including Bubba's Sulky Lounge and Bar Publica.
Sleeping up to eight guests, this self-catering property boasts two bedrooms with a queen, king-size bed, and a convertible futon, a fully equipped kitchen, private parking, and excellent guest reviews; it also offers convenient access to the I-295 highway.

Portland, ME

27/06 – 04/07

SG$317/nighttotal: SG$2219 (7 )

Peaceful Room Perfect For Portland Visitors

1 2

B&B , Portland

This Portland guesthouse is conveniently located near East End Beach, minutes from the Children's Museum & Theatre of Maine, Deering Oaks Park, and Palace Playland.
Offering a swimming pool, fitness centre, and complimentary continental breakfast, this pet-friendly property sleeps two in one bedroom with one bathroom, and includes free parking and an airport shuttle (8 AM–8 PM).

Portland, ME

21/08 – 23/08

SG$1417/nighttotal: SG$2834 (2 )

3 Units Maine Mall Getaway W/ Indoor Heated Pool

3 7

B&B , South Portland

This guesthouse in South Portland is situated near the Maine Mall, offering convenient access to local dining and culture, and is 3 kilometres from the jetport, with a complimentary 24/7 shuttle service available to the airport and nearby attractions.
With three bedrooms and three bathrooms accommodating up to twelve guests, this establishment provides air conditioning, Wi-Fi, a year-round indoor heated shared pool, and access to a 24/7 public fitness centre, while pets are welcome for an additional charge with restrictions.

9.9 468 reviews

Portland, ME

05/08 – 08/08

SG$451/nighttotal: SG$1353 (3 )

Skolfield Inn | Private Entrance | Garden

1 2

B&B , Portland

This charming bed and breakfast is located in Portland's West End, just over 1.6 kilometres southwest of the Old Port and a short walk from the Western Promenade. It has received excellent ratings for its location, cleanliness, and overall experience.
The guest room has a queen-sized bed and can accommodate up to two people. Guests can enjoy a range of amenities including a Smart TV, a white noise machine, and a spacious room that can be used for yoga.

Best Portland, ME bed and breakfasts with breakfast included

9.6 183 reviews

Portland, ME

12/07 – 13/07

SG$654/nightfor 1 night

Blind Tiger Portland - Danforth Street.

1 1

B&B , Portland

This Portland guesthouse is situated in the West End, a short 800-metre walk from Casco Bay, Victoria Mansion and the Portland Fire Museum.
The B&B offers complimentary breakfast, concierge service, and free Wi-Fi, ensuring a comfortable stay for guests.

Portland, ME

05/08 – 07/08

SG$593/nighttotal: SG$1186 (2 )

The Mckernan Inn

1 3

B&B , South Portland

The McKernan Inn, a guest house in South Portland, Maine, offers convenient access to the city centre and is situated near Southern Maine Community College, Willard Beach, and the South Portland Historical Society Museum; distances vary but are within walking distance.
This South Portland B&B features a garden, free Wi-Fi, on-site parking, a concierge service, and lift access, providing comfortable accommodation with one bathroom.

Best Portland, ME bed and breakfasts with a pool

Among the 94 accommodations in Portland, ME, here are the 4 best B&B with a pool

Portland, ME

09/07 – 16/07

SG$693/nighttotal: SG$4851 (7 )

2 Units | Portland Retreat W/ Pool & Free Parking

2 4

B&B , South Portland

This guesthouse in South Portland offers a prime location within metres of the Maine Mall and is just over 3 kilometres from Portland International Jetport, with a complimentary 24/7 shuttle service, and a short drive from historic sites such as the Wadsworth Longfellow House.
This property features two bedrooms and two bathrooms, accommodating up to eight guests, and provides access to a year-round heated indoor shared swimming pool, a 24/7 fitness centre, and complimentary parking, with pets welcome for an additional fee.

8.0 1 review

Portland, ME

18/07 – 19/07

SG$1452/nightfor 1 night

2 Family-friendly Rooms | Free Breakfast

2 3

B&B , Portland

This Portland guesthouse, near East End Beach, offers convenient access to attractions such as the Children's Museum & Theatre of Maine, Deering Oaks Park, Palace Playland, and Fitzpatrick Stadium, all within a few minutes' drive.
The pet-friendly property comprises two rooms, sleeping up to eight guests, each with two queen-size beds, and boasts a seasonal outdoor pool, fitness centre, complimentary continental breakfast, free parking (one car per unit), and an airport shuttle (8 AM–8 PM).

Portland, ME

31/07 – 02/08

SG$750/nighttotal: SG$1500 (2 )

King Junior Suite Close To Pwm Airport

1 4

B&B , South Portland

This South Portland guesthouse offers convenient access to the Maine Mall and is situated just over 3 kilometres from the jetport, with historic sites such as the Wadsworth Longfellow House and Victoria Mansion a short drive away.
The accommodation provides a 30 square metre room for up to four guests, featuring air conditioning, Wi-Fi, a shared indoor heated pool, a 24/7 fitness centre, and pet-friendly options are available.

Portland, ME

08/08 – 12/12

SG$248/nighttotal: SG$31248 (126 )

Pwm Airport King Room With Breakfast, Pool & Gym

1 1

B&B , Portland

This guesthouse is located 3 kilometres from Portland International Jetport, offering convenient access to the Maine Mall, which is within walking distance, and a short drive to downtown Portland and the Old Port.
This B&B accommodates up to three guests and features a King Bed Suite with a separate living area, complimentary cooked-to-order breakfast, an indoor swimming pool, a fitness centre, and pet-friendly accommodation with a fee, alongside free on-site parking.

Frequently asked questions about bed and breakfast in Portland, ME

What are the must-see sights for first-time visitors on a day trip to Portland, ME?
For a day trip, you can't miss the iconic Portland Head Light, the oldest lighthouse in Maine, offering stunning views of the Atlantic Ocean. A stroll along the Eastern Promenade, a park with a scenic waterfront path, is also a must. Then, wander through the Old Port, the historic heart of Portland, with its cobblestone streets, charming shops, and bustling restaurants.
What are the best bed and breakfasts in Portland, ME?
Among the B&Bs in Portland, ME, Skolfield Inn | Parking | Self-check-in | Garden 2, The Grey Room - Quiet And Calming and Spacious Room In Charming Antique Victorian - Sopo are the most popular ones.
In which districts of Portland, ME should you consider booking a bed and breakfast?
The Munjoy Hill neighbourhood is a popular choice for bed and breakfasts, offering a mix of Victorian architecture, quiet streets, and easy access to the Old Port. The West End, with its tree-lined streets and proximity to the waterfront, is another good option.
What are the best bed and breakfasts with a pool in Portland, ME?
Sunny West End Guest Suite W/harbor Views And Pool, Island Suite At Inn At Diamond Cove and Cozy King Bed--private Room are the best B&Bs with a pool in Portland, ME.
What is the typical weather in Portland, ME, and how does it affect outdoor plans?
Portland has four distinct seasons. Summers are warm and humid, perfect for exploring the city's parks and beaches. Autumn is mild and colourful, ideal for hikes and scenic drives. Winters are cold and snowy, perfect for skiing and snowboarding. Spring is unpredictable, with occasional showers, but brings the promise of warmer days.
What are the best bed and breakfasts with a jacuzzi in Portland, ME?
The best B&Bs with a jacuzzi in Portland, ME are Private Suite With Deck/view/ocean Access, Gorgeous And Sunny Near Beaches And Old Port and Island Room With A View.
What dining options are recommended for solo travelers staying at bed and breakfasts in Portland, ME?
For solo travellers, the intimate atmosphere of The Honey Paw, with its Asian-inspired small plates, is a great choice. The flagship location of The Maine Diner, a local institution, is another popular option, offering classic American comfort food.
What are the best bed and breakfasts for families and kids in Portland, ME?
The best B&Bs for families and kids in Portland, ME are Best Bower, Quiet Neighborhood - Great Room and Waterview Loft W/balcony/king/pr Bath/spacious.
What are the best cultural activities and events in and around Portland, ME?
The Portland Museum of Art showcases a diverse collection of art, from American paintings to contemporary works. The annual Maine Lobster Festival in Rockland, about 100km north of Portland, is a vibrant celebration of Maine's iconic seafood.
What are the best pet friendly bed and breakfasts in Portland, ME?
The best pet friendly B&Bs in Portland, ME are Dog-friendly Room W/kitchenette Access, Dog Friendly Quiet Room And Full Bath and Peaks Island Stays With 2 Night Minimum.
What amenities are commonly offered in bed and breakfasts in Portland, ME?
Most bed and breakfasts in Portland offer a continental breakfast, free Wi-Fi, and private bathrooms. Some also have amenities like fireplaces, hot tubs, and gardens.
What are the best bed and breakfasts with parking in Portland, ME?
Skolfield Inn | Parking | Self-check-in | Garden 2, The Grey Room - Quiet And Calming and Spacious Room In Charming Antique Victorian - Sopo are the best B&Bs with parking in Portland, ME.

Destinations nearby

Best Portland, ME bed and breakfasts with a garden

9.9 20 reviews

Portland, ME

28/06 – 04/07

SG$246/nighttotal: SG$1476 (6 )

Newly-built Mother-in-law Studio W/ Private Entry

1 2

B&B , Portland

This Deering Centre studio apartment is situated opposite Norimoto Bakery and Rwanda Bean coffee, a short walk from Baxter Woods and less than 1.6km from the Old Port.
The self-contained unit, sleeping two, features a king-size Murphy bed, a private deck with a backgammon table, off-street parking (optional), and a fully equipped kitchenette including a fridge and freezer.

10 89 reviews

Portland, ME

21/09 – 24/09

SG$292/nighttotal: SG$876 (3 )

Updated Studio Apartment

1 2

B&B , Portland

This Portland studio apartment enjoys a peaceful residential setting, within easy walking distance (less than 1.6 km) of downtown Portland, its shops, and public transport links.
The self-contained unit, sleeping up to two guests, features a fully equipped kitchen with modern appliances, a private bathroom with a Toto washlet bidet, and a laundry facility; friendly hosts reside upstairs.

9.9 114 reviews

Portland, ME

28/08 – 31/08

SG$282/nighttotal: SG$846 (3 )

Sunshine Kitty Retreat - Private Suite

1 2

B&B , Falmouth

This charming self-catering cottage is situated in the Maine Audubon Neighbourhood of Falmouth, just 5 kilometres from the city of Portland. The property has received excellent ratings for its location, cleanliness and overall guest experience.
The cottage offers a private bedroom, living room and bathroom, ideal for a couple looking for a relaxing retreat. Guests can enjoy a fully equipped kitchen, a private backyard and access to nearby nature trails and MacWorth Island.

10 185 reviews

Portland, ME

01/07 – 06/07

SG$500/nighttotal: SG$2500 (5 )

Charming West End Studio Apartment

1 1

B&B , Portland

This renovated basement studio apartment in Portland's West End offers a private entrance via a townhouse garden, situated a short walk from the Old Port.
The self-catering property features a smart TV, Nespresso machine, mini-fridge, wood-burning stove, and a deluxe bathroom with a rain shower; a pack & play is available for infants.

Best Portland, ME bed and breakfasts with air conditioning

Portland, ME

27/06 – 01/07

SG$543/nighttotal: SG$2172 (4 )

Clean Lines, Gorgeous Views, Near Museums

1 4

B&B , Portland

This guesthouse provides a stylish waterfront stay in Portland's Old Port district, within 500 metres of the Portland Observatory and East End Beach, and close to boutique shops, coastal restaurants and nightlife.
Rooms are 25 square metres, accommodate up to four guests, and include complimentary toiletries, a 55-inch television with streaming services, and 24/7 access to a shared fitness centre, with pets welcome for an additional charge.

9.0 4 reviews

Portland, ME

27/06 – 04/07

SG$336/nighttotal: SG$2352 (7 )

Elegant King Suite, La Quinta, Ideal For Couples

1 2

B&B , Portland

This Portland guesthouse is conveniently located near East End Beach, a short distance (less than 1.6 km) from Deering Oaks Park and the Casco Bay Ferry.
Offering a 1-bedroom, 1-bathroom suite sleeping up to 2 guests, this pet-friendly lodging boasts a seasonal outdoor pool, fitness centre, complimentary breakfast, free parking, and an airport shuttle (8 AM - 8 PM).

9.8 721 reviews

Portland, ME

12/07 – 14/07

SG$193/nighttotal: SG$386 (2 )

Large, Spacious, And Eclectic Room, Private Bath

1 1

B&B , Portland

This charming bed and breakfast is situated in the trendy East Deering neighbourhood of Portland, just 3km from Back Cove and 4km from Mackworth Island. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The accommodation is a spacious, light-filled basement with a private entrance, ideal for couples or solo travellers. Guests can enjoy a comfortable reading area, a well-equipped kitchen, and a modern bathroom with a walk-in shower, as well as access to laundry facilities.

Portland, ME

27/06 – 29/06

SG$597/nighttotal: SG$1194 (2 )

Chic Comfort W/ Waterfront Views – Old District

1 4

B&B , Portland

This stylish guesthouse in Portland's Old Port district offers a waterfront location within 1 kilometre of boutique shops, coastal restaurants, the Portland Observatory, and East End Beach.
This B&B accommodates up to four guests across one bedroom and one bathroom, featuring air conditioning, Wi-Fi, 55-inch smart TVs, and a 24/7 shared fitness centre, with pets permitted for an additional charge.

Bed and Breakfast in Portland, ME

94 Bed and Breakfasts in Portland, ME

West End Inn

Portland King Suite Near Old Port Dining

Fleetwood House Bed And Breakfast

Family Stay Minutes From Downtown Portland

Morrill Mansion Inn | 1 | Self Check In |

Aerie 2 Reg:sthr-007375-2025 Peaks Island, Me

One Bedroom King Suite With Queen Hideaway Bed

Renoir@the Maine Artist Retreat

Downtown Crash & Snooze — 2 Rooms, Sleeps 7

Peaceful Room Perfect For Portland Visitors

3 Units Maine Mall Getaway W/ Indoor Heated Pool

Skolfield Inn | Private Entrance | Garden

Best Portland, ME bed and breakfasts with breakfast included

Blind Tiger Portland - Danforth Street.

The Mckernan Inn

Best Portland, ME bed and breakfasts with a pool

2 Units | Portland Retreat W/ Pool & Free Parking

2 Family-friendly Rooms | Free Breakfast

King Junior Suite Close To Pwm Airport

Pwm Airport King Room With Breakfast, Pool & Gym

Frequently asked questions about bed and breakfast in Portland, ME

Destinations nearby

Best Portland, ME bed and breakfasts with a garden

Newly-built Mother-in-law Studio W/ Private Entry

Updated Studio Apartment

Sunshine Kitty Retreat - Private Suite

Charming West End Studio Apartment

Best Portland, ME bed and breakfasts with air conditioning

Clean Lines, Gorgeous Views, Near Museums

Elegant King Suite, La Quinta, Ideal For Couples

Large, Spacious, And Eclectic Room, Private Bath

Chic Comfort W/ Waterfront Views – Old District