Wiscasset Vacation Packages 2026 from $886

Wiscasset flight + hotel vacation packages

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

Portland Harbor Hotel

Downtown Portland

$886

per person

May 17 - May 22

found 1 day ago

Roundtrip non-stop flight included

Milwaukee (MKE) 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.

The McKernan Inn

$981

per person

May 22 - May 27

found 5 hours ago

Roundtrip non-stop flight included

Milwaukee (MKE) to Portland (PWM)

This inn features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, a picnic area, and luggage storage are also on offer.

The Docent's Collection at 121 Middle Street

Downtown Portland

$908

per person

May 17 - May 22

found 1 day ago

Roundtrip non-stop flight included

Milwaukee (MKE) 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.

Blind Tiger Portland - Danforth Street.

West End

$1,195

per person

May 17 - May 22

found 1 day ago

Roundtrip non-stop flight included

Milwaukee (MKE) 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.

Portland Regency Hotel & Spa

Downtown Portland

$891

per person

May 17 - May 22

found 1 day ago

Roundtrip non-stop flight included

Milwaukee (MKE) to Portland (PWM)

A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a roundtrip airport shuttle. There's a gym on site, and laundry facilities and concierge services are also offered.

Top Wiscasset hotels deals

Maine Evergreen Hotel, an Ascend Collection Hotel

65 Whitten Rd Augusta ME

Free Cancellation

$110 nightly

$120 total

Mar 31 - Apr 1

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

Senator Inn & Spa

284 Western Ave Augusta ME

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$111 total

Mar 23 - Mar 24

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pool

Hot Tub

Flagship Inn and Suites

200 Townsend Avenue Boothbay Harbor ME

$107 nightly

$117 total

Mar 25 - Mar 26

Total with taxes and fees

This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a terrace, and a garden are also on offer.

Pool

Pet friendly

Fairfield Inn & Suites by Marriott Brunswick Freeport

36 Old Portland Rd Brunswick ME

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$107 total

Mar 26 - Mar 27

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Residence Inn Bath Brunswick Area

139 Richardson St. Bath ME

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$147 total

Mar 29 - Mar 30

Total with taxes and fees

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

The Brunswick Hotel

4 Noble St Brunswick ME

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$122 total

Mar 29 - Mar 30

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a terrace, and a lobby fireplace are also offered.

Pet friendly

Parking included

Don't see what you're looking for?

See all available properties in Wiscasset

View all properties

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

Historic Squirrel Point Light and cottage along the coastline, Phippsburg, Maine, United States.

Brooks Point

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

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.

Frequently asked questions

How much are vacation packages to Wiscasset?

With offers starting from as little as $886, 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.