
Gray Vacation Packages
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Your Gray Vacation
Book a custom vacation package to Gray and start looking forward to your next great escape. Consider basing yourself in the neighborhood of Falmouth Foreside, which is good for views and watersports, for a true taste of this interesting city. Searching for some sightseeing tips for your trip to Gray? Little Sebago Lake and Spring Meadows Golf Course are two major attractions here. Don't put off your visit to this city any longer. Your ultimate Gray vacation is a few clicks away with Expedia.
Top Gray Vacation Deals
Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Hotel Portland
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
8/10 Very Good! (1,221 reviews)
Rooms are surface clean only, someone else's toothpaste splatter was on the bathroom counter, grit and mold in the tub area, dirt and dust accumulation on the carpets. While maid service was requested, it was not received.
As I was early for check in, I sat in the reception area. Front desk staff was curt with many of the guests, turning them away from check in before 3 PM, rather brusquely I might add, without checking the computer to see if the rooms were ready.
I saw no one in management, or at least no one dressed professionally enough to be considered a manager, my entire stay.
Overall, I am very disappointed with this Double Tree by Hilton and will not be returning.
Reviewed on Aug. 4, 2025

Portland Harbor Hotel
Downtown Portland
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.2/10 Wonderful! (1,542 reviews)
Great option in Old Port. Very convenient to dining, shopping and boat tours. You can walk to everything. Courtyard was lovely in the evening for cocktails around the firepit. Would definitely recommend!
Reviewed on Aug. 7, 2025

Canopy by Hilton Portland Waterfront
Downtown Portland
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,004 reviews)
Beautiful, clean, modern property close to down town. Easy to walk to where you wanted to go. Parking is available; however, you pay for it like everywhere downtown. The valet service is awesome though. My only other thing I didn’t care for was the view of the roof we had from our room, but not much can be done about that. We got the short stick I guess. We had great views from the roof top bar though and that is a definite draw for staying there again. It’s nice to be able to have a couple of cocktails is a great environment before taking the elevator to your room.
Reviewed on Aug. 5, 2025

Gray Hotel Deals

Days Inn by Wyndham Airport/Maine Mall
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from Aug 24 to Aug 25
CA $159
CA $174 total
Aug 24 - Aug 25
includes taxes & fees
7.8/10 Good! (1,126 reviews)
Pleasantly surprised!
"After I booked the room, I started to read some of the reviews and instantly began to regret my decision. I didn’t have time to refund it so we took a chance. I’m glad we did! I’m not sure what all the fuss was about. I saw no bugs. I thoroughly checked. Albeit the room wasn’t immaculate. Housecleaning ..."
Reviewed on Aug. 6, 2025

Germaine Inn South Portland
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Fully refundable
The price is CA $147 per night from Aug 17 to Aug 18
CA $147
CA $160 total
Aug 17 - Aug 18
includes taxes & fees
7.6/10 Good! (125 reviews)
"We loved the indoor pool, the breakfast, and the mural in the room!"
Reviewed on Aug. 6, 2025

Ramada Plaza by Wyndham Portland
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Sep 1 to Sep 2
CA $180
CA $199 total
Sep 1 - Sep 2
includes taxes & fees
7.6/10 Good! (1,036 reviews)
"I thought it was clean and well maintained. The pool and hot tub were nice. The pillows were too small though and I would have liked a bigger comforter."
Reviewed on Aug. 4, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.