Willard Vacations from $429

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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 $643, price is now $429 per person
$429
per person
Jan 1 - Jan 5
found 3 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Portland (PWM)
9.2/10 Wonderful! (1,621 reviews)
Wonderful stay! Next time I’ll plan more than one night.

Reviewed on Oct 31, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $1,300, price is now $839 per person
$839
per person
Dec 31 - Jan 3
found 23 hours ago
Roundtrip flight included
New York (LGA) to Portland (PWM)
9.4/10 Exceptional! (1,016 reviews)
Absoltely incredible views- the cliffs were the perfect place to catch the sunrise. The restaurant was wonderful and the staff were super friendly and helpful. Extremely comfortable room and the hot tub and indoor pool were fantastic.

Reviewed on Oct 20, 2025

The Docent's Collection - New Opening

The Docent's Collection - New Opening

2 out of 5
Downtown Portland
Save 100% on your flight
Price was $869, price is now $608 per person
$608
per person
Jan 1 - Jan 5
found 3 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Portland (PWM)
No reviews
Really nice and clean new hotel!

Reviewed on Oct 27, 2025

Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $807, price is now $613 per person
$613
per person
Dec 31 - Jan 3
found 23 hours ago
Roundtrip flight included
New York (LGA) to Portland (PWM)
9.4/10 Exceptional! (283 reviews)
Absolutely 5 star. Best bed I’ve slept in at a hotel bar none.

Reviewed on Sep 10, 2025

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
Price was $924, price is now $716 per person
$716
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.6/10 Exceptional! (155 reviews)
Wish they had a liquor license and could do a cocktail hour in addition to a breakfast service. Wish they had just a tad more breakfast options. Really wish they had a key pad and front door access! LOVED the fire places in every room. Property manager was lovely and friendly. Loved the snacks available and variety.

Reviewed on Oct 27, 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

Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $92 total per night from Nov 5 to Nov 6
$92 total
Nov 5 - Nov 6
Total with taxes and fees
7.8/10 Good! (1,202 reviews)
The Clarion was excellent for my trip. Located close to airport and to downtown and priced reasonably.

Reviewed on Oct 27, 2025

Clarion Hotel Portland
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $183 total per night from Nov 30 to Dec 1
$183 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (1,656 reviews)
Amazing
Amazing location, unique hotel with beautiful decor and amenities

Reviewed on Oct 28, 2025

Portland Harbor Hotel
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $122 total per night from Nov 1 to Nov 2
$122 total
Nov 1 - Nov 2
Total with taxes and fees
7.8/10 Good! (1,041 reviews)
Items left in drawers from previous customers, as welll as some trash under chair. Remote control for TV did not function properly. Buttons did not align with labels on remote.

Reviewed on Oct 27, 2025

Fireside Inn & Suites Portland
See all 2,335 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

Portland: Maine Lighthouses Sightseeing Cruise with Drinks

Portland: Maine Lighthouses Sightseeing Cruise with Drinks

$69
per adult
Portland: Maine Lighthouses Sightseeing Cruise with Drinks
Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks

Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks

$69
per adult
Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks
Sunset Lighthouse Harbor Cruise from Portland's Old Port

Sunset Lighthouse Harbor Cruise from Portland's Old Port

$69
per adult
Sunset Lighthouse Harbor Cruise from Portland's Old Port
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.