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Check prices for these dates

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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
Front of property - evening/night

Inn at St John Portland In-Town

2.5 star property
8.8 out of 10, Excellent, (1037)
"Quaint and fun old style place to stay. "
The price is P8,691
P9,473 total
includes taxes & fees
Aug 4 - Aug 5
Inn at St John Portland In-Town
Old Orchard Beach Inn
Exterior

Old Orchard Beach Inn

2.5 star property
8.2 out of 10, Very Good, (1006)
"This historic inn was just what we wanted for our stay in OOB. "
Old Orchard Beach Inn
Blind Tiger Portland - Danforth Street.
1 bedroom, premium bedding, individually decorated

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 P21,995
P23,975 total
includes taxes & fees
Aug 18 - Aug 19
Blind Tiger Portland - Danforth Street.
Fleetwood House Bed & Breakfast
Property entrance

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 P13,187
P14,374 total
includes taxes & fees
Aug 13 - Aug 14
Fleetwood House Bed & Breakfast
The Orchard House & Cafe
Front of property - evening/night

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (150)
"The place was perfect"
The price is P12,032
P13,115 total
includes taxes & fees
Aug 11 - Aug 12
The Orchard House & Cafe
Blind Tiger Portland – Carleton Street
Living area

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 P26,772
P29,182 total
includes taxes & fees
Aug 19 - Aug 20
Blind Tiger Portland – Carleton Street
The James Place Inn B&B
Outdoor dining

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 P17,493
P19,068 total
includes taxes & fees
Aug 12 - Aug 13
The James Place Inn B&B
And. N B&B
Front of property

And. N B&B

3.0 star property
9.8 out of 10, Exceptional, (64)
"Great breakfast with perfect homefries. Personable friendly hosts. Near town but wooded quiet sitting area out back. "
The price is P10,697
P11,660 total
includes taxes & fees
Aug 17 - Aug 18
And. N B&B
Brewster House Bed & Breakfast
Garden

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 P17,440
P19,009 total
includes taxes & fees
Aug 6 - Aug 7
Brewster House Bed & Breakfast
The Kendall Inn
Exterior

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (130)
"Quaint stay. Enjoyed our stay. "
The price is P12,127
P13,219 total
includes taxes & fees
Aug 3 - Aug 4
The Kendall Inn
Candlebay Inn
Porch

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (432)
"Connie was extremely helpful and welcoming. The breakfast casserole, as many others have stated, was delicious. The room and bathroom were amply sized for our needs. We would stay here again!"
The price is P11,459
P12,491 total
includes taxes & fees
Aug 6 - Aug 7
Candlebay Inn
West End Inn
Exterior

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. "
The price is P18,606
P20,281 total
includes taxes & fees
Sep 1 - Sep 2
West End Inn
PineCrest Inn
Street view

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
Exterior

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

Ramada by Wyndham Saco/Old Orchard Beach Area

Ramada by Wyndham Saco/Old Orchard Beach Area

10/10 Excellent
"Great place will certainly stay again!"
Brett 1-night trip
Posted 22 hours ago
Ramada by Wyndham Saco/Old Orchard Beach Area