Willard Vacations from $416

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Your Willard Vacation

Your next great escape is calling your name with a vacation package to Willard. Fun, food and nonstop good times — you're sure to find it in this neighborhood. When it's time to see the sights, you'll find lots of big-name attractions nearby including Willard Beach, Southern Maine Community College and Bug Light. Visit one, two (or even all!) during your trip to Willard. No matter your travel plans or budget, booking your ideal Willard vacation is quick and easy with Expedia.

The Latest Willard Vacation Packages

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

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $603, price is now $416 per person
$416
per person
Nov 11 - Nov 15
found 23 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Portland (PWM)
9.2/10 Wonderful! (1,566 reviews)
Wonderful! Great location!!

Reviewed on Sep 10, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $1,785, price is now $1,234 per person
$1,234
per person
Oct 23 - Oct 27
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (1,012 reviews)
Just to be sitting on the cliff enjoying the view while eating breakfast, lounging by the pool or hot tub walking the grounds,Heaven pure heaven.

Reviewed on Sep 10, 2025

Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $1,082, price is now $773 per person
$773
per person
Nov 11 - Nov 15
found 23 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Portland (PWM)
9.4/10 Exceptional! (280 reviews)
Absolutely 5 star. Best bed I’ve slept in at a hotel bar none.

Reviewed on Sep 10, 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Price was $2,013, price is now $1,485 per person
$1,485
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Portland (PWM)
9.6/10 Exceptional! (232 reviews)
Nice apartment..no staff to help with the facility. Convenient to walk around Portland. It can be confusing to use the FLEXIPASS at first and to make sure you have also signed up for parking if you need it. Next time I would stay close to the water and at a hotel so I have more guest services. The staff was nice when I called to get help but I prefer on-site help. Also, it has a few stairs to get into the apartment building. Overall the building and facility is very clean and nice.

Reviewed on Sep 5, 2025

Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Save 100% on your flight
Price was $833, price is now $616 per person
$616
per person
Nov 11 - Nov 15
found 23 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Portland (PWM)
9.4/10 Exceptional! (614 reviews)
Would love to come back for a longer stay next time. The staff was very friendly and I loved the house we stayed in. The town was so cute and there was so much to do. Will come back again.

Reviewed on Sep 10, 2025

Where to stay in Willard

Find the best Willard areas and neighborhoods for the activities you enjoy most. Learn more about Willard
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Knightville

When in Knightville, you can plan a visit to Victoria Mansion and Portland Museum of Art, some noteworthy sights in the nearby area.

Find hotels in Knightville

Willard Hotel Deals

Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $143 total per night from Oct 12 to Oct 13
$143 total
Oct 12 - Oct 13
Total with taxes and fees
7.8/10 Good! (1,009 reviews)
"Very pleased with our accommodations. A drive to Portland city center but convenient location just off the highway. Very clean, cool, and quiet. Staff was friendly and helpful."

Reviewed on Sep 9, 2025

Fireside Inn & Suites Portland
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $140 total per night from Sep 14 to Sep 15
$140 total
Sep 14 - Sep 15
Total with taxes and fees
7.8/10 Good! (1,050 reviews)
"coffee in room was terrible and no coffee service in lobby. Couldn’t find anyplace to buy coffee to go."

Reviewed on Sep 9, 2025

Clarion Hotel Portland
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

3 out of 5
340 Park Ave, Portland, ME
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $167 total per night from Sep 14 to Sep 15
$167 total
Sep 14 - Sep 15
Total with taxes and fees
8.8/10 Excellent! (2,230 reviews)
"The room is spacious. It has everything we need. The parking was costly at $10 but convenient."

Reviewed on Sep 5, 2025

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
See all 2,410 properties in Willard
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Willard

Bug Light

Bug Light

You can find out about the history of South Portland with a visit to Bug Light. Experience the area's acclaimed theater scene and great live music.

Bug Light
Fort Preble featuring wildflowers

Southern Maine Community College

Walk around the campus at Southern Maine Community College as part of your travels around South Portland. Amble around this family-friendly area's waterfront and enjoy its top-notch restaurants.

Southern Maine Community College
Fort Preble showing a garden and a lighthouse as well as a small group of people

Fort Preble

On the South Portland waterfront, survey the scene of the Battle of Portland Harbor, which is the only known Civil War conflict fought in Maine.

Fort Preble

Things to do

Maine Coastal Lighthouse:Two-hour bicycle tour

Maine Coastal Lighthouse:Two-hour bicycle tour

$75
per adult
Maine Coastal Lighthouse:Two-hour bicycle tour
Half Day Private Boat Charter from Portland

Half Day Private Boat Charter from Portland

$650
per traveler
Half Day Private Boat Charter from Portland
Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

$9
per adult
Downtown Golden Adventure Quest Experience in Portland
See all activities in South Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.