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Aug 8 - Aug 10
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Aug 29 - Aug 31
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Sep 26 - Sep 28

Featured B&B in Great Diamond 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, (1045)
"Quaint and fun old style place to stay. "
The price is P8,520
P9,286 total
includes taxes & fees
Jul 31 - Aug 1
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
8.2 out of 10, Very Good, (1037)
"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 P21,871
P23,839 total
includes taxes & fees
Aug 24 - Aug 25
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, (120)
"We had a great time! The breakfast was wonderful! "
The price is P13,083
P14,260 total
includes taxes & fees
Aug 11 - Aug 12
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, (150)
"The place was perfect"
The price is P11,937
P13,012 total
includes taxes & fees
Aug 11 - Aug 12
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, (114)
"The Blind Tiger was a gem. It was convenient and private enough to enjoy with staff available 24/7 with and questions. The room, lobby and all areas were immaculate and brilliantly arranged. I would definitely go again!"
The price is P26,223
P28,583 total
includes taxes & fees
Aug 20 - Aug 21
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, (173)
"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 P17,355
P18,917 total
includes taxes & fees
Aug 10 - Aug 11
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, (64)
"Very friendly owners, comfortable and clean room, bathroom, dining and sitting area, great breakfast. HIGHLY recommended!"
The price is P10,487
P11,430 total
includes taxes & fees
Aug 26 - Aug 27
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, (112)
"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."
The price is P17,082
P18,619 total
includes taxes & fees
Aug 10 - Aug 11
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, (129)
"Quaint stay. Enjoyed our stay. "
The price is P12,032
P13,114 total
includes taxes & fees
Aug 3 - Aug 4
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, (431)
"Only traveling through for one night so the location just off the highway and yet in quiet, lovely setting was perfect. We enjoyed being able to take lovely walks in the evening and the next morning and even got in a bit of shopping. Dinner options were plentiful and close. My one suggestion, for those traveling, is to start breakfast service a bit earlier than 8:00 AM."
The price is P11,369
P12,392 total
includes taxes & fees
Jul 31 - Aug 1
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)
"Extremely cozy and clean, perfect bed and breakfast in the West End for those looking for walkable access to the Old Port and downtown as well as a quiet retreat at night in the historic West End District. "
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, (103)
"Lovely home, great breakfast. Kathy is a very gracious hostess and really helped us to thoroughly enjoy the Portland area."
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
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 Great Diamond Island Hotel Reviews

Germaine Inn South Portland

Germaine Inn South Portland

10/10 Excellent
"Recent change from Howard Johnson. Lots of equipment and finish updated. A few minor issues with our room but great staff. Breakfast time was limited and room could have been better serviced. Great value. Pool and exercise areas were clean."
Peter 2-night trip
Posted 15 hours ago
Germaine Inn South Portland