Wiscasset Vacation Packages
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Your Wiscasset Vacation
Reserve a Wiscasset vacation package and you can prioritize what matters — having some fun. There's no more planning headaches, just a lot more free time to experience the delights of this fascinating city, such as its rich history and coastal scenery. A trip to Wiscasset is a wonderful opportunity to sightsee. Check out renowned attractions like Lincoln County Jail Museum, Wiscasset, Waterville and Farmington Railway Museum and Little Point. Your perfect Wiscasset vacation is clicks away. Browse hotels, flights and more on Expedia for a trip that's tailored just for you.
Top Wiscasset Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Blind Tiger Portland - Danforth Street.
West End
Price was CA $2,282, price is now CA $1,846 per person
CA $1,846
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.6/10 Exceptional! (178 reviews)
The Blind Tiger was one of the best accommodations I've ever stayed in! The location was perfect – far enough away from the "bustle" of downtown but close enough to walk to many spots (Smalls was a favorite!). The daily breakfast was so great and the room, my goodness! Adorable, perfect, comfortable... best sleep of my life! Maggie was so helpful and accommodating and made our stay really special. All in all, highly recommend!
Reviewed on Mar 10, 2026
The Docent's Collection at 121 Middle Street
Downtown Portland
Price was CA $2,473, price is now CA $2,007 per person
CA $2,007
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.6/10 Exceptional! (291 reviews)
Beautiful space, clean room, friendly and accommodating staff, excellent location
Reviewed on Apr 5, 2026
Portland Harbor Hotel
Downtown Portland
Price was CA $2,030, price is now CA $1,676 per person
CA $1,676
per person
May 30 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.2/10 Wonderful! (1,766 reviews)
Very well kept hotel close to everything
Reviewed on Apr 9, 2026
Wiscasset Hotel Deals
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
Westport Island ME
9.4/10 Exceptional! (57 reviews)
Beautiful home with plenty of amenities in a wonderful location.
Reviewed on Dec 14, 2025
Maine Evergreen Hotel, an Ascend Collection Hotel
65 Whitten Rd Augusta ME
Fully refundable
The price is CA $182 per night from Apr 29 to Apr 30
CA $182
CA $199 total
Apr 29 - Apr 30
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
The room itself was clean, but unfortunately, the overall comfort fell short. The bed was particularly strange. It was hard to tell whether it was too soft or too firm, but either way, something just didn’t feel right. It made it difficult to get a comfortable night’s sleep. The pillows also left ...
Reviewed on Apr 5, 2026
Senator Inn & Spa
284 Western Ave Augusta ME
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Apr 12 to Apr 13
CA $156
CA $170 total
Apr 12 - Apr 13
includes taxes & fees
7.8/10 Good! (1,001 reviews)
Family room was almost impossible to find and not located on the map. Room wasn’t locked when I finally found it. I felt unsafe . Couldn’t see outside all windows were glazed over with some kind of material so you could not see out. There was a dog barking that had apparently been left in a room… ...
Reviewed on Apr 9, 2026
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.
Discover the most popular places to visit in Wiscasset
Castle Tucker
You can spend an afternoon exploring the galleries in Castle Tucker in Wiscasset. While you're in the area, stroll along the waterfront.
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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.
