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Bed and Breakfast in Long Island

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Our top choices for Long Island bed & breakfast

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, (1,111 reviews)
"Room was clean, bed was comfortable, staff were helpful. Would stay here again!"
United States
Caleb
The price is NZ$310
includes taxes & fees
30 Aug - 31 Aug
Inn at St John Portland In-Town

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, (96 reviews)
"Wonderful staff and scrumptious breakfast "
United States
Elena
The price is NZ$401
includes taxes & fees
30 Aug - 31 Aug
West End Collection at 146 Pine

3. Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (143 reviews)
"Breakfast was wonderful!"
United States
Karen
The price is NZ$436
includes taxes & fees
2 Sept - 3 Sept
Fleetwood House Bed & Breakfast

4. 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)
"This place was amazing. The staff were so friendly and the breakfast was delicious!"
United States
Samantha
The price is NZ$238
includes taxes & fees
31 Aug - 1 Sept
Old Orchard Beach Inn

5. Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (191 reviews)
"Perfect location & beautiful stay! Very unique property. Great recommendations & lovely hospitality. We will definitely come back the next time we’re in Portland! :)"
United States
Ariana A De
The price is NZ$871
includes taxes & fees
3 Sept - 4 Sept
Blind Tiger Portland - Danforth Street.

6. Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (485 reviews)
"Great location, quiet room, great breakfast......"
United States
Keith
The price is NZ$320
includes taxes & fees
31 Aug - 1 Sept
Candlebay Inn

7. The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (178 reviews)
"Amazing stay in a perfect location! Would absolutely recommend to family and friends and will likely stay again!"
United States
Megan
The price is NZ$395
includes taxes & fees
31 Aug - 1 Sept
The Orchard House: Inn & Cafe

8. Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (129 reviews)
"Beautiful place to stay in the middle of a quiet street and walking distance to many spots. The rooms and common areas were clean and beautifully maintained. Staff was ready to answer any questions you had via phone or text. I loved this inn and would choose it again. Definitely recommend it !"
United States
Adriana Cecilia
The price is NZ$594
includes taxes & fees
10 Sept - 11 Sept
Blind Tiger Portland – Carleton Street

9. The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
10.0 out of 10, Exceptional, (1 review)
"The owners were amazing and so kind. The location is perfect, and the amenities feel so hoy and great."
United States
Meaghan
The price is NZ$480
includes taxes & fees
3 Sept - 4 Sept
The Nicholson Inn

10. The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (159 reviews)
"The room was lovely and comfortable, including easy-to-adjust air conditioning. Breakfast was delicious as were the homemade cookies available each evening. Coffee and tea were available all the time."
United States
Kenneth and
The price is NZ$395
includes taxes & fees
14 Sept - 15 Sept
The Kendall Inn

11. The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (190 reviews)
"Fabulous hosts, beautiful property, excellent breakfast, walking distance to the main street of Freeport but still quiet. Highly recommend!"
United States
Carol
The price is NZ$503
includes taxes & fees
30 Aug - 31 Aug
The James Place Inn B&B

12. Charming Top-Floor Queen Room with Sloped Ceilings, Walk to the Beach

Charming Top-Floor Queen Room with Sloped Ceilings, Walk to the Beach
Old Orchard Beach
10.0 out of 10, Exceptional, (1 review)
"Definitely worth a visit! Beach just down the road!"
United States
Matt S.
The price is NZ$363
includes taxes & fees
26 Sept - 27 Sept
Charming Top-Floor Queen Room with Sloped Ceilings, Walk to the Beach

13. Bright Character Studio Near the Beach with Outdoor Seating & Parking

Bright Character Studio Near the Beach with Outdoor Seating & Parking
Old Orchard Beach
8.0 out of 10, Very good, (1 review)
"served its purpose as between residences; nice place with all necessities; time of year issue was not enough heat; host attentive to any questions"
United States
Beth W.
The price is NZ$388
includes taxes & fees
29 Aug - 30 Aug
Bright Character Studio Near the Beach with Outdoor Seating & Parking

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

Experience the History of Portland - The Hope Island Room
West End
The price is NZ$485
includes taxes & fees
9 Sept - 10 Sept
Experience the History of Portland - The Hope Island Room

15. The Loft - private suite in historic home

The Loft - private suite in historic home
West End
The price is NZ$1,137
includes taxes & fees
8 Sept - 9 Sept
The Loft - private suite in historic home

16. 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 NZ$796
includes taxes & fees
27 Sept - 28 Sept
Experience the History of Portland - Two Room Suite w/Private Bath
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

Find out more about Long Island

Long Island B&B information

Number of reviews
2,267
Accommodation
23 B&B
Lowest Price
NZ$238
Highest Price
NZ$871

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. The Orchard House: Inn & Cafe: 5 rooms. Situated 13.7 mi (22 km) from the heart of Long Island. Fleetwood House Bed & Breakfast: 3 rooms. 6.6 mi (10.6 km) from the city centre. Enjoy the free full breakfast and unique decor. Blind Tiger Portland - Danforth Street.: 9 rooms. Located 5.2 mi (8.3 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.
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.

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