A calm sea with a sailboat and rocky coastline.

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Check availability on Great Diamond Island Historic Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Great Diamond Island historic hotels

A brick building with a red awning labeled "Chateau Riverside."

1. Portland Regency Hotel & Spa

Portland Regency Hotel & Spa
3.5 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,800 reviews)
"Beautiful hotel, great location."
United Kingdom
Lynn
The price is ₩169,702
₩187,764 total
includes taxes & fees
Nov 3 - Nov 4
Portland Regency Hotel & Spa
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

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"I chose to take a day and night for me. Booked day of.. based on proximity, price (via Hotels.com), and did I get a good “vibe”. I do not regret my descision one but smiling walking in Monday. Walked out Tuesday, after a pit stop at the spa (incredible massage), with an even bigger smile. I scheduled a follow up massage the next day for the next Tuesday. Now, do I stay again this Monday? 🤔"
Craig 1-night trip
Posted 1 hour ago
Portland Regency Hotel & Spa