Wiscasset Vacations from $521
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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.
The Latest Wiscasset vacation packages
Price found within the past 48 hours. Click for updated prices.
Cliff House Maine
Save 100% on your flight
per person
Aug 10 - Aug 13
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.4/10 Exceptional! (1,003 reviews)
There was no ambiance, back ground music in the restaurants or gathering areas. The towels were low grade. Wait staff was not consistent.
Reviewed on Jul 2, 2025
The Docent's Collection
Downtown Portland
Save 100% on your flight
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
9.6/10 Exceptional! (209 reviews)
Very impressed with the facility. Centrally located. We had a bumpy start with the contact-less virtual check-in. But now that we know what needs to be done, it will be easier next time for us. Especially nice for anyone who is traveling on business and expects an extended stay in the area.
Reviewed on Jun 20, 2025
Discover the most popular places to visit in Wiscasset
Monkey C Monkey Do
Enjoy a trip to Monkey C Monkey Do and popular activities like boating in Wiscasset. While you're in the area, stroll along the waterfront.
Lincoln County Jail Museum
You can spend an afternoon browsing the exhibits at Lincoln County Jail Museum during your travels in Wiscasset. While you're in the area, stroll along the waterfront.
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.
What to do in Wiscasset
Schooner Applejack Sunset Sail Tour in Boothbay Harbor
$60
per adult
Boothbay Harbor: Schooner Apple Jack Sunset Sailing Cruise
$60
per adult
100% of travellers recommend
Boothbay: Lighthouses & Islands Harbor Cruise
$41
per adult
90% of travellers recommend
Wiscasset Hotel Deals
Unique oceanfront home with a deck, tons of natural light, & amazing views
Wiscasset
8.4/10 Very Good! (36 reviews)
Great House
"We loved this property and had a great time staying here. It was clean and check in/check out were a breeze. Nothing better than a cup of coffee on the porch watching the wildlife on the water in the morning!"
Reviewed on Jun 5, 2025
Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.
Westport
9.8/10 Exceptional! (86 reviews)
Great Lake cottage
"We had a fabulous stay. Very large well manicured property on 5 acres of naturally forested land. The house was clean, spacious with well kept amenities. The host was very friendly and prompt with any questions."
Reviewed on Jun 11, 2025
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Westport
8/10 Very Good! (26 reviews)
3 night stay friends get away
"We checked in no problem. We discovered shortly after 4 pm we had no water. I got in touch with Vacasa to inform them that we had no water. They said they would contact the local team and they would be in touch with us. This went on all through the evening with the same response except they always ..."
Reviewed on May 21, 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.
Find the Best Wiscasset Vacation Packages
Wiscasset Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Augusta State Airport (AUG) |
Population | 1,100 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Maine State Aquarium, Carousel Music Theater and Hendricks Head Beach |
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- Castle Tucker
- Lincoln County Jail Museum
- Monkey C Monkey Do
- Edgecomb Potters Gallery
- Visit Edgecomb
- Dodge Point Public Reserved Land
- Montsweag Flea Market
- Dresden Vacations
- Visit Walpole
- Newcastle Vacations
- Visit Dresden
- The Boothbay Playhouse
- Frances Perkins Center
- Dolphin Mini Golf
- Visit Newcastle
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.