Great Diamond Island Fishing Holidays
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Top flight + Fishing hotel deals in Great Diamond Island
Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
Price was ₹164,604, price is now ₹118,778 per person
₹118,778
per person
29 Jul - 2 Aug
found 1 hour ago
Return flight included
Chicago (ORD) to Portland (PWM)
9.4/10 Exceptional! (1,774 reviews)
An attractive city hotel with contemporary rooms and a lux feeling lobby area. Ed and pillow were very good; a/c was robust. Downside: The one working elevator to the guest rooms made transit up and downstairs slow.
Reviewed on 25 May 2026
Holiday Inn Portland-By the Bay by IHG
Downtown Portland
Price was ₹106,814, price is now ₹102,218 per person
₹102,218
per person
29 Jul - 2 Aug
found 1 hour ago
Return flight included
Chicago (ORD) to Portland (PWM)
9/10 Wonderful! (1,553 reviews)
The room was clean, but nothing special for the price per night. I really expect a bit more for $400+/night.
That said, the staff were friendly, the breakfast buffet with omelet bar was nice and good quality food (not included in price of hotel), walkable to the Old Port.
Reviewed on 24 May 2026
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View all trips4 Night Fishing holidays in Great Diamond Island
Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites
Save 100% on your flight
Price was ₹144,117, price is now ₹94,441 per person
₹94,441
per person
29 Jul - 2 Aug
found 1 hour ago
Return flight included
Chicago (ORD) to Portland (PWM)
9/10 Wonderful! (1,003 reviews)
Great experience all around. Will definitely visit again if in the area.
Reviewed on 25 May 2026
Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
Price was ₹164,604, price is now ₹118,778 per person
₹118,778
per person
29 Jul - 2 Aug
found 1 hour ago
Return flight included
Chicago (ORD) to Portland (PWM)
9.4/10 Exceptional! (1,774 reviews)
An attractive city hotel with contemporary rooms and a lux feeling lobby area. Ed and pillow were very good; a/c was robust. Downside: The one working elevator to the guest rooms made transit up and downstairs slow.
Reviewed on 25 May 2026
Portland Regency Hotel & Spa
Downtown Portland
Price was ₹136,486, price is now ₹116,396 per person
₹116,396
per person
29 Jul - 2 Aug
found 1 hour ago
Return flight included
Chicago (ORD) to Portland (PWM)
9.4/10 Exceptional! (1,659 reviews)
Exactly what we wanted. Quiet, romantic, great location.
Reviewed on 24 May 2026
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View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
