Great Diamond Island Vacations from $1,048
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Great Diamond Island vacation packages
Price found within the past 48 hours. Click for updated prices.
The Docent's Collection at 121 Middle Street
Downtown Portland
Price was $1,597, price is now $1,379 per person
$1,379
per person
Dec 17 - Dec 23
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (419 reviews)
The property was excellent. We stayed in a 1 bedroom loft and it was great. Nice sitting area, fully equipped kitchen, beautiful bathroom and nice size bedroom. It was quiet and comfy, and also walking distance to great restaurants. Highly recommend.
Reviewed on Nov 12, 2026
Don't see what you're looking for?
See all available trips from Columbus to Great Diamond Island
View all tripsWhat to do in Great Diamond Island
Phantoms, Penance, and Poltergeists: Portland, ME Ghost Tour
$32
per adult
A Walk Through Time Tour in Portland
$49
per adult
98% of travellers recommend
Portland Smartphone Audio Tour: Self-Guided Drive
$17
per traveler
100% of travellers recommend
Great Diamond Island Hotel Deals
The Westin Portland Harborview
157 High St Portland ME
Fully refundable
$91 nightly
The price is $101 total per night from Dec 6 to Dec 7
$101 total
Dec 6 - Dec 7
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
"Super clean"
Reviewed on Nov 12, 2026
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundable
$76 nightly
The price is $84 total per night from Nov 19 to Nov 20
$84 total
Nov 19 - Nov 20
Total with taxes and fees
8.2/10 Very Good! (1,871 reviews)
"This is a place I stay in Portland when I want to a place to crash after a busy day at a affordable price. The staff are wonderful and helpful. The shuttle service is great. The hotel is just old and needs to be renovated which I believe is planned."
Reviewed on Nov 11, 2026
Fireside Inn & Suites Portland
81 Riverside St Portland ME
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $86 total per night from Nov 15 to Nov 16
$86 total
Nov 15 - Nov 16
Total with taxes and fees
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.
Find the Best Great Diamond Island Vacation Packages
Great Diamond Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portland Intl. Jetport Airport (PWM) |
More vacations you might like
Explore a world of travel with Expedia
- Scarborough Hotels
- Hotels near Portland Intl. Jetport
- Downtown Portland Hotels
- Oceanfront Hotels in Portland
- Oceanfront Hotels in Old Orchard Beach
- Pet-Friendly Hotels in Portland
- South Portland Hotels
- Old Port Hotels
- Hotels with Free Airport Shuttle in Portland
- Portland Hotels
- Wells Hotels
- Falmouth Hotels
- Kennebunkport Hotels
- Cape Elizabeth Hotels
- Old Orchard Beach Hotels
- Freeport Hotels
- Ogunquit Hotels
- Brunswick Hotels
- Cheap Hotels in Portland
- Motels in Portland
- B&B in Portland
- Flights from Phoenix (PHX) to Portland (PWM)
- Flights from Houston (IAH) to Portland (PWM)
- Flights from Jacksonville (JAX) to Portland (PWM)
- Flights from St. Louis (STL) to Portland (PWM)
- Flights from Nashville (BNA) to Portland (PWM)
- Flights from Dallas (DFW) to Portland (PWM)
- Flights from Washington (IAD) to Portland (PWM)
- Flights from Philadelphia (PHL) to Portland (PWM)
- Flights from Raleigh (RDU) to Portland (PWM)
- Flights from Seattle (SEA) to Portland (PWM)
- Flights from Tampa (TPA) to Portland (PWM)
- Flights from New York (LGA) to Portland (PWM)
- Flights to Portland
- Flights from Portland Intl. Jetport
- Flights from Tucson (TUS) to Portland (PWM)
- Flights from Los Angeles (LAX) to Portland (PWM)
- Flights from New York (NYC) to Portland (PWM)
- Flights from Miami (MIA) to Portland (PWM)
- Flights from Indianapolis (IND) to Portland (PWM)
- Flights from Richmond (RIC) to Portland (PWM)
- Flights from Hartford (BDL) to Portland (PWM)
- Flights from Washington (DCA) to Portland (PWM)
- Flights from Newark Liberty Intl. Airport (EWR) to Portland (PWM)
- Flights from Detroit (DTW) to Portland (PWM)
- Flights from Fort Lauderdale (FLL) to Portland (PWM)
- Flights from New York (JFK) to Portland (PWM)
- Flights from Denver (DEN) to Portland (PWM)
- Flights from Orlando (MCO) to Portland (PWM)
- Flights from Salt Lake City (SLC) to Portland (PWM)
- Flights from Columbus (CMH) to Portland (PWM)
- Flights from Charlotte (CLT) to Portland (PWM)
- Flights from Cleveland (CLE) to Portland (PWM)
- Flights from Minneapolis (MSP) to Portland (PWM)
- Flights from Cincinnati (CVG) to Portland (PWM)
- Flights from Pittsburgh (PIT) to Portland (PWM)
- Flights from Baltimore (BWI) to Portland (PWM)
- Flights from San Francisco (SFO) to Portland (PWM)
- Flights from Austin (AUS) to Portland (PWM)
- Flights from Portland (PDX) to Portland (PWM)
- Flights from Boston (BOS) to Portland (PWM)
- Flights from Chicago (ORD) to Portland (PWM)
- Flights from Atlanta (ATL) to Portland (PWM)
- Fort Preble
- Charles Q. Clapp House
- Maine Jewish Museum
- Portland Museum of Art
- Eastern Promenade
- Visit Portland
- State Theatre
- Casco Bay Lines Ferry Terminal
- Visit Old Port
- Maine College of Art
- Victoria Mansion
- Downtown Portland Vacations
- Fort Williams Park
- Southern Maine Community College
- Umbrella Cover Museum
- Mackworth Island State Park
- South Portland Vacations
- Old Port Vacations
- Maine Sports Hall of Fame
- Peaks Island Vacations
- Ll Bean Flagship Store
- Visit Bailey Island
- Portland Head Light
- Merrill Auditorium
- Two Lights State Park
- Goddard Mansion
- East End Beach
- Spring Point Ledge Lighthouse
- International Cryptozoology Museum
- Higgins Beach
- Wadsworth-Longfellow House
- State Street Church
- Bug Light
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
