Deals on vacations and trips to Wiscasset

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Wiscasset flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
River View Resort

River View Resort

2.5 out of 5
Save 100% on your flight
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
This motel features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. Enjoy the sauna and conveniences like a terrace and barbecue grills.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a seasonal outdoor pool on site, and a terrace and a garden are also provided.
Chebeague Island Inn

Chebeague Island Inn

4 out of 5
Save 100% on your flight
per person
Sep 21 - Sep 27
found 22 hours ago
Roundtrip non-stop flight included
Omaha (OMA) to Portland (PWM)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate perks like free WiFi and a free ferry terminal shuttle. A garden, a lobby fireplace, and a picnic area are also on offer.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
per person
Sep 8 - Sep 13
found 1 day ago
Roundtrip flight included
Washington (IAD) to Portland (PWM)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Sep 2 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.

Top Wiscasset hotels 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.

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A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
WATERFRONT Retreat venue for up to 60 guests!… Weddings, Reunions, Meetings!……

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

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This cottage features laundry facilities.
Washer
Ocean view
Elegant riverside retreat with breathtaking views and modern comforts

Elegant riverside retreat with breathtaking views and modern comforts

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A garden is available at this vacation home.
Kitchen
Pet friendly
Unique oceanfront home with a deck, tons of natural light, & amazing views

Unique oceanfront home with a deck, tons of natural light, & amazing views

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This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Get rates
This vacation home features a gym and in-room fitness. WiFi in public areas is free. A garden, laundry facilities, and barbecue grills are also on offer.
Kitchen
Washer
Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $193 total per night
$193 total
Sep 1 - Sep 2
Total includes taxes and fees
This hotel features an outdoor pool and an outdoor tennis court. Enjoy the free buffet breakfast each morning. A terrace, a garden, and a picnic area are also on offer.
Pool
Breakfast included
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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.

Popular places to visit

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.

Lincoln County Jail Museum

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.

Monkey C Monkey Do

Wiscasset Historic District

You can learn about the history of Wiscasset when you stop by Wiscasset Historic District. Wander the forest and waterfront while you're in the area.

Wiscasset Historic District

Frequently asked questions

How much are vacation packages to Wiscasset?
With offers starting from as little as $738, hotel and flight packages are a superb way to stretch your vacation budget. Get ready Wiscasset — here you come!
How long should my Wiscasset vacation be?
Generally, travelers stay 3 nights in Wiscasset. Although, that might not be sufficient time for you. If you aim to see some of the area's hidden treasures, how about adding another few nights to your travel schedule?
Where can I get the best vacation package deals for Wiscasset?
With at least 400 air carriers and 1,000,000 properties all over the world, it's tough to beat Travelocity. Take advantage of our impressive range and create your dream Wiscasset package deal. Isn't it great when trip planning is that easy?
Why should I purchase my Wiscasset vacation bundle via Travelocity?
Savings, support and a stress-free booking are just the beginning. Collect lifelong memories and enjoy a fulfilling travel experience knowing you can rely on our expert team of customer support professionals 24/7. With the Travelocity Price Match Guarantee, you can rest easy knowing you're getting the best deal available.
Can I save money on my Wiscasset car rental if I combine it with my hotel or flight?
With a Wiscasset vacation package, you can bundle your flight, hotel and car bookings and save loads. If you're eager to uncover the best of this impressive area, why not head to Franconia Notch State Park? This popular attraction is 100 mi from Wiscasset. With a rental car, you'll be there soon enough.
Which airport is best for Wiscasset?
Many visitors fly into Portland Intl. Jetport Airport (PWM), 40 mi southwest of downtown Wiscasset. Others prefer Knox County Regional Airport (RKD) (30 mi away from central Wiscasset) or Augusta State Airport (AUG) (25 mi away from central Wiscasset).
What is there to do in Wiscasset?
You'll notice a certain magic as you roam the streets of Wiscasset. Monkey C Monkey Do and Lincoln County Jail Museum are just a couple of renowned sights that make this city so special, so put them on your to-do list.
Where should I stay when visiting Wiscasset?
If you're after somewhere to base yourself, take a look at the The Squire Tarbox Inn. It's the top choice for many travelers.

Photos of local treasures

Browse Wiscasset vacation photos for more inspiration

Photo by Vicky Lozano
Photo by Vicky Lozano
Photo by Debbie Hall
Photo by Debbie Hall