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.
HomeAwhile
Price was CA $1,052, price is now CA $862 per person
CA $862
per person
May 31 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
No reviews
This room was very nice for the price. It’s set up like a mini condo with a living room area, stove and near full-size refrigerator in the kitchen area and plenty of storage. It also has a large window in the bedroom area. The bed was also pretty comfortable. All in all it is definitely a great value in a great area with many shopping and dinning options. We will definitely stay here again.
Reviewed on Mar 26, 2026
Portland Harbor Hotel
Downtown Portland
Price was CA $1,851, price is now CA $1,322 per person
CA $1,322
per person
May 31 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.2/10 Wonderful! (1,776 reviews)
Very nice room, hotel was clean, staff kind and attentive. The location of thos hotel is great.
Reviewed on Mar 24, 2026
Blind Tiger Portland - Danforth Street.
West End
Price was CA $3,261, price is now CA $2,455 per person
CA $2,455
per person
May 31 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.6/10 Exceptional! (175 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 $1,941, price is now CA $1,519 per person
CA $1,519
per person
May 31 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.6/10 Exceptional! (275 reviews)
Property is in an excellent location with so much to see and do (and eat) in walking distance. My room was clean, quiet, and well maintained. Staff interaction was minimal (by design) but the few times I spoke with the concierge on site she was pleasant and accommodating. My only negative comment is regarding the toiletry products. I’m a toilet paper snob and that angel soft just doesn’t cut it. Overall I am beyond satisfied with my stay and would absolutely stay here again.
Reviewed on Mar 22, 2026
Wiscasset Hotel Deals
Maine Evergreen Hotel, an Ascend Collection Hotel
65 Whitten Rd Augusta ME
Fully refundable
The price is CA $175 per night from Apr 3 to Apr 4
CA $175
CA $191 total
Apr 3 - Apr 4
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Rude
Reviewed on Mar 19, 2026
Senator Inn & Spa
284 Western Ave Augusta ME
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Apr 1 to Apr 2
CA $137
CA $150 total
Apr 1 - Apr 2
includes taxes & fees
7.8/10 Good! (1,000 reviews)
Great all sround
Reviewed on Mar 18, 2026
Flagship Inn and Suites
200 Townsend Avenue Boothbay Harbor ME
The price is CA $105 per night from Mar 29 to Mar 30
CA $105
CA $165 total
Mar 29 - Mar 30
includes taxes & fees
8/10 Very Good! (1,000 reviews)
Excellent.
Reviewed on Mar 12, 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.
