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25 Jul - 27 Jul
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Featured B&B in Long Island

Inn at St John Portland In-Town
Classic building with a stone facade and commercial establishments on the ground floor.

Inn at St John Portland In-Town

2.5 star property
8.8 out of 10, Excellent, (1032)
"Quaint and fun old style place to stay. "
The price is S$209
includes taxes & fees
27 Jul - 28 Jul
Inn at St John Portland In-Town
Old Orchard Beach Inn
Relax in a serene outdoor setting surrounded by lush greenery and comfortable seating.

Old Orchard Beach Inn

2.5 star property
8.4 out of 10, Very good, (1017)
"This historic inn was just what we wanted for our stay in OOB. "
Old Orchard Beach Inn
Blind Tiger Portland - Danforth Street.
Relax in a serene room with a four-poster canopy bed, featuring a table for reading and a decorative vase.

Blind Tiger Portland - Danforth Street.

3.5 star property
9.6 out of 10, Exceptional, (149)
"Everything was wonderful, we highly recommend staying here to anyone considering it."
The price is S$591
includes taxes & fees
21 Jul - 22 Jul
Blind Tiger Portland - Danforth Street.
Fleetwood House Bed & Breakfast
Step up to the charming Fleecwood House, featuring a traditional facade with a welcoming porch and beautiful tree-lined surroundings.

Fleetwood House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (119)
"We had a great time! The breakfast was wonderful! "
The price is S$321
includes taxes & fees
21 Jul - 22 Jul
Fleetwood House Bed & Breakfast
The Orchard House & Cafe
Stylish entrance with a central door and potted evergreen trees.

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (147)
"Wonderful B&B"
The price is S$293
includes taxes & fees
23 Jul - 24 Jul
The Orchard House & Cafe
Blind Tiger Portland – Carleton Street
Relax in a stylish living room with a sofa, side table, and artwork, perfect for reading and unwinding.

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (113)
"Great location. Quiet street. Well maintained property. Warm and welcoming. "
The price is S$827
includes taxes & fees
11 Aug - 12 Aug
Blind Tiger Portland – Carleton Street
The James Place Inn B&B
Enjoy a romantic meal for two on the deck, surrounded by the house's charming facade.

The James Place Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (172)
"Location to the busy areas of Freeport is steps away from this quiet oasis. Very nice innkeepers and staff will be there to make your stay pleasant while allowing you the privacy of a hotel guest. We stayed one night on our way home from mid coastal Maine and enjoyed our stay. "
The price is S$426
includes taxes & fees
20 Jul - 21 Jul
The James Place Inn B&B
And. N B&B
Stroll up to the central entrance of this charming two-story house, featuring a gabled roof and a cozy porch.

And. N B&B

3.0 star property
9.8 out of 10, Exceptional, (62)
"Very friendly owners, comfortable and clean room, bathroom, dining and sitting area, great breakfast. HIGHLY recommended!"
The price is S$224
includes taxes & fees
5 Aug - 6 Aug
And. N B&B
Brewster House Bed & Breakfast
Escape to a serene garden oasis with a charming cottage nestled among vibrant flowers and lush greenery.

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (111)
"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."
The price is S$419
includes taxes & fees
23 Jul - 24 Jul
Brewster House Bed & Breakfast
The Kendall Inn
Charming two-story house with a welcoming porch and a beautifully manicured lawn.

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (128)
"Lovely inn all around and thoughtful hosts. "
The price is S$290
includes taxes & fees
20 Jul - 21 Jul
The Kendall Inn
Candlebay Inn
Welcome to Candlebay Inn, a charming hotel surrounded by lush greenery and a well-manicured lawn.

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (429)
"Connie was very welcoming, and offered advice about the area. The Inn was quaint and comfortable, the breakfast delicious! We would definitely stay again!"
The price is S$279
includes taxes & fees
22 Jul - 23 Jul
Candlebay Inn
West End Inn
Enjoy the view from this cozy corner bay window with a porch and brick facade.

West End Inn

3.0 star property
9.6 out of 10, Exceptional, (90)
"Beautiful building, great location and the breakfast was amazing!! "
The price is S$531
includes taxes & fees
20 Jul - 21 Jul
West End Inn
PineCrest Inn
Experience the charm of this traditional bed and breakfast, featuring a welcoming front porch and beautifully maintained grounds.

PineCrest Inn

4.0 star property
9.8 out of 10, Exceptional, (102)
"Kathy, the owner, was very professional and runs a very nice Inn (B & B)."
PineCrest Inn
The Chadwick Bed & Breakfast
Terrace/patio

The Chadwick Bed & Breakfast

3.5 star property
9.8 out of 10, Exceptional, (48)
"Great getaway within Portland. The breakfast is first rate!"
The Chadwick Bed & Breakfast
Harpswell Inn
Exterior

Harpswell Inn

2.0 star property
10.0 out of 10, Exceptional, (3)
"Had a great stay. The owner was SO welcoming. The setting is beautiful!!!!"
Harpswell Inn
Inn at Park Spring
Welcome to the Inn at Park Spring, featuring a traditional entrance with a red door and potted plants.

Inn at Park Spring

3.5 star property
10.0 out of 10, Exceptional, (48)
"Absolutely wonderful place! Room was spacious and comfortable. Breakfast was delicious. Everything was so clean. Buddy and Debbie were lovely hosts! Cannot wait to stay again! "
Inn at Park Spring
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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Top Long Island Hotel Reviews

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Classic/vintage hotel with friendly staff and free valet parking "
glory 1-night trip
Posted 6 hours ago
Portland Regency Hotel & Spa

Frequently asked questions

Searching for B&Bs in Long Island?
If you're looking for something a little quirkier than your standard hotel experience, a stay at a bed and breakfast could be a great option for your getaway.
Why consider a B&B versus a traditional hotel?
With attentive service, opportunities to socialise with other guests and hearty breakfasts, B&Bs provide a unique environment.
What are the best B&Bs in Long Island?
Here are some well-liked B&Bs in the surrounding area: Inn at St John Portland In-Town: 5.8 mi (9.3 km) from the heart of Long Island. Old Orchard Beach Inn: 15.5 mi (24.9 km) from the city centre. Enjoy the outdoor pool and unique decor. Fleetwood House Bed & Breakfast: 3 rooms. Situated 6.6 mi (10.6 km) from the heart of Long Island. Enjoy the free full breakfast and unique decor. Blind Tiger Portland - Danforth Street.: 9 rooms. 5.2 mi (8.3 km) from the city centre. The Orchard House & Cafe: 5 rooms. Located 13.7 mi (22 km) from the core of Long Island.
What's the best time of year to stay at a B&B in Long Island?
When you're dreaming of a trip to Long Island, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Long Island are January, March, February and December, with each month seeing an average of 19 cm of snowfall.
What is there to do in Long Island?
When you want to spend some time in the great outdoors, Sand Beach and East End Beach are some notable spots. You should put Eastern Promenade and Willard Beach on your list if you want to see more of the area.
How can I get to and around Long Island?
You can plan your excursions in and around Long Island ahead of time with these transportation options. Fly into Portland, ME (PWM-Portland Intl. Jetport), which is located 7.4 mi (11.9 km) away. Otherwise, look for flights into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 25.9 mi (41.6 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.