Wiscasset Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Debbie Hall

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Wiscasset Vacation Packages

Wiscasset Hotel Deals

Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.

Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.

Westport
9.8/10 Exceptional! (92 reviews)
Family stay in July
"House is lovely and very spacious; there's a beautiful view of the river; LOTS of bedding, blankets, pillows, towels etc; very nice hot tub;Loft was functional but had NO privacy and could hear everything in the whole house. If it's just kids, the loft can work fine, but if it's adults, the lack ..."

Reviewed on Jul 19, 2025

Get rates
Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.
WATERFRONT Retreat venue for up to 60 guests!… Weddings, Reunions, Meetings!……

WATERFRONT Retreat venue for up to 60 guests!… Weddings, Reunions, Meetings!……

Westport Island
Get rates
WATERFRONT Retreat venue for up to 60 guests!… Weddings, Reunions, Meetings!……
Elegant riverside retreat with breathtaking views and modern comforts

Elegant riverside retreat with breathtaking views and modern comforts

Wiscasset
Get rates
Elegant riverside retreat with breathtaking views and modern comforts
See all 1,769 properties in Wiscasset
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.

What to do in Wiscasset

Schooner Applejack Sunset Sail Tour in Boothbay Harbor

Schooner Applejack Sunset Sail Tour in Boothbay Harbor

￥8,854
per adult
Schooner Applejack Sunset Sail Tour in Boothbay Harbor
Boothbay Harbor: Schooner Apple Jack Sunset Sailing Cruise

Boothbay Harbor: Schooner Apple Jack Sunset Sailing Cruise

￥8,854
per adult
100% of travellers recommend
Boothbay Harbor: Schooner Apple Jack Sunset Sailing Cruise
Boothbay: Lighthouses & Islands Harbor Cruise

Boothbay: Lighthouses & Islands Harbor Cruise

￥6,026
per adult
94% of travellers recommend
Boothbay: Lighthouses & Islands Harbor Cruise
See all activities in Wiscasset

Frequently asked questions

How much does a Wiscasset vacation package cost?
You'll find cheap prices on Expedia for your Wiscasset getaway. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Wiscasset costs.
What are the cheapest months to go to Wiscasset?
To score cheap Wiscasset vacation packages, plan your getaway outside of peak periods such as public holidays. You'll generally find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for Wiscasset?
The ideal duration of your Wiscasset vacation depends on what you'd like to see and do. Typically, a handful of days to a week will give you time to tick off all the leading sights and explore some hidden gems along the way.
How to find the best Wiscasset package deals?
Landing a cheap Wiscasset package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most economical Wiscasset package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Wiscasset vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging hotels and flights separately. Better still, you can personalize your Wiscasset getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Wiscasset?
If you're considering an impromptu Wiscasset trip, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Wiscasset?

  1. Choose when to travel: Check your diary and pack your bags. Your favorite time of year and the activities on offer will also help you decide when to escape to Wiscasset.
  2. Plan your budget wisely: Besides the cost of your stay, you'll need to factor in other expenses. These include transportation, flights and food. Also, set aside some extra funds for unexpected expenses that may crop up during your trip to Wiscasset.
  3. Work out your trip length: Consider how long you'd like to spend discovering Wiscasset. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your accommodations and airfare: Once you've nailed down your dates and duration, lock in the perfect Wiscasset vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.