Wiscasset Vacation Packages 2026 from $814

Wiscasset flight + hotel vacation packages

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

Ogunquit River Inn & Suites

Moody

$814

per person

Sep 11 - Sep 15

found 6 hours ago

Roundtrip non-stop flight included

Myrtle Beach (MYR) to Portland (PWM)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, 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.

Evalina Hotel

Downtown Portland

Save 100% on your flight

$1,418

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Portland (PWM)

Free WiFi in public areas is available at this aparthotel. Take advantage of the self parking.

Blind Tiger Portland - Danforth Street.

West End

Save 100% on your flight

$1,782

per person

Oct 21 - Oct 25

found 18 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Portland (PWM)

This bed & breakfast features free WiFi in public areas, concierge services, and self parking. Enjoy the free self-serve breakfast each morning. Luggage storage is also provided.

Inn By The Sea

$1,238

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Portland (PWM)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the playground, onsite laundry facilities, and free supervised childcare. Enjoy the outdoor pool and perks like free valet parking.

Chebeague Island Inn

$1,081

per person

Sep 20 - Sep 25

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) 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.

Stay near popular Wiscasset attractions

Brooks Point

10.0/10 (2 reviews)

Commune with nature and explore the great outdoors at Brooks Point during your travels in Westport.

See properties

Frequently asked questions

How much are vacation packages to Wiscasset?

With offers starting from as little as $814, 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.