Wiscasset Vacation Packages 2026 from $476

Wiscasset flight + hotel vacation packages

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

The Kennebunk Inn

$476

per person

Feb 21 - Feb 25

found 1 day ago

Roundtrip flight included

Cincinnati (CVG) to Portland (PWM)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a grocery/convenience store, and a library are also on offer.

Cliff House Maine

Bald Head

Save 100% on your flight

$1,117

per person

Jan 29 - Feb 2

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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.

The Docent’s Collection – Thompson Block

Downtown Portland

$738

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out is provided and the front desk is staffed around-the-clock.

Portland Harbor Hotel

Downtown Portland

$671

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Blind Tiger Portland - Danforth Street.

West End

$862

per person

Feb 12 - Feb 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

This bed & breakfast doesn't skimp on freebies - guests receive free breakfast and free WiFi. Luggage storage and concierge services are also provided.

Top Wiscasset hotels deals

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

Westport Island ME

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This cottage featured laundry facilities and barbecue grills.

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

Westport ME

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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.

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

Westport ME

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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.

Maine Evergreen Hotel, an Ascend Collection Hotel

65 Whitten Rd Augusta ME

Free Cancellation

$119 nightly

$129 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

Pool

Breakfast included

Hilton Garden Inn Freeport Downtown

5 Park St Freeport ME

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$115 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Comfort Inn Brunswick

199 Pleasant St Brunswick ME

Free Cancellation

Reserve now, pay when you stay

$94 nightly

$102 total

Dec 24 - Dec 25

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. A fireplace in the lobby and a computer station are also provided.

Breakfast included

Parking 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

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.

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.

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.

Frequently asked questions

How much are vacation packages to Wiscasset?

With offers starting from as little as $476, 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.