Wiscasset Vacations from $373
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Photo by Debbie Hall
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.
The McKernan Inn
Save 100% on your flight
Price was $888, price is now $542 per person
$542
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.2/10 Wonderful! (69 reviews)
Picturesque and quiet location!
Laundry facilities!
Staff was more than accommodating and a lovely ocean view with a delicious breakfast made for a memorable stay!
Reviewed on Oct 21, 2025
Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
Price was $1,058, price is now $765 per person
$765
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.6/10 Exceptional! (155 reviews)
Beautiful historic building. The common areas and our room were stunning! Breakfast in the morning was great. Make sure to go to the widow’s walk in the evening for a view.
Reviewed on Oct 16, 2025
Kennebunkport Captains Collection
Save 100% on your flight
Price was $1,107, price is now $837 per person
$837
per person
Dec 24 - Dec 28
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (634 reviews)
Nice room and reception rooms. Comfortable bed. Vintage charm but nice modern bathroom. Lots of thoughtful touches like beach towels, umbrellas and afternoon cookies.
Reviewed on Oct 14, 2025
The Weldon Hotel
Downtown Portland
Save 100% on your flight
Price was $949, price is now $720 per person
$720
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.8/10 Exceptional! (82 reviews)
Loved this place and would definitely stay here next time we go back.
Reviewed on Oct 15, 2025
Discover the most popular places to visit in Wiscasset
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.
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.
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
Historic Bath Maine Neighborhood Walking Tour
$33
per adult
80% of travellers recommend
Boos and Brews Walking Ghost Tour of Boothbay Harbor
$30
per adult
100% of travellers recommend
Paranormal Pedal E-Bike Ghost Tour of Boothbay Harbor
$85
per adult
Wiscasset Hotel Deals
WATERFRONT Retreat venue for up to 60 guests!…
Weddings, Reunions, Meetings!……
Westport Island
Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.
Westport
9.8/10 Exceptional! (97 reviews)
Place is beautiful! Communication was great, house is very well maintained. They did not leave anything out for this home , did not cook much, but had everything you need. We brought our dogs, even furnish pooper scooper & disposal place . We loved it. If we are ever back we will definitely rent ...
Reviewed on Oct 5, 2025
Make Shimmering River Retreat your Maine Coastal getaway!
Westport Island
9.6/10 Exceptional! (39 reviews)
Amazing home in an amazing setting. Extremely responsive host.
Reviewed on Sep 29, 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.