Winter Park Vacation Packages 2026 from $565

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

The Latest Winter Park Vacation Packages

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

Holiday Inn Express Hotel & Suites Morehead Cty by IHG

$565

per person

Nov 19 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Wilmington (ILM)

8.6/10 Excellent! (810 reviews)

I had a great stay at the Holiday Inn. The hotel was clean, comfortable, and well-maintained, and the staff was friendly and helpful throughout my visit. The room was spacious, the bed was comfortable, and the overall atmosphere made it easy to relax. The location was also convenient, with easy access to nearby restaurants, stores, and other attractions. Check-in and check-out were smooth, and I appreciated the overall professionalism of the staff. I would definitely recommend this Holiday Inn to other travelers looking for a comfortable and convenient place to stay. I would stay here again in the future.

Reviewed on Sep 9, 2026

Dreamers BNB

Wilmington Historic District

$942

per person

Oct 22 - Oct 25

found 21 hours ago

Roundtrip flight included

New York (LGA) to Wilmington (ILM)

9.6/10 Exceptional! (395 reviews)

Very accommodating host, and the location is perfect. The BNB is beautiful.

Reviewed on Sep 8, 2026

Oceaneer

Wilmington Beach

$666

per person

Oct 22 - Oct 25

found 21 hours ago

Roundtrip flight included

New York (LGA) to Wilmington (ILM)

9/10 Wonderful! (212 reviews)

Loved the espresso machine in the lobby! It was very nice to have access to a fire pit. Nice property.

Reviewed on Sep 8, 2026

Bask Hotel at Big Rock Landing

$569

per person

Nov 19 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Wilmington (ILM)

9.2/10 Wonderful! (1,008 reviews)

Sea Vista Motel

$627

per person

Nov 19 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Wilmington (ILM)

9.4/10 Exceptional! (229 reviews)

Great stay and will return!

Reviewed on Sep 7, 2026

Where to stay in Winter Park

Find the best Winter Park areas and neighborhoods for the activities you enjoy most. Learn more about Winter Park

A river with a bridge in the background, a dock with boats, and a cityscape on the left.

Downtown Wilmington

2 out of top 10 points of interest in this area

Downtown Wilmington is beloved for its stunning river views. Take some time to explore sights in the area like Wilson Center at Cape Fear Community College and Cape Fear River.

A river with a bridge, a cityscape, and a forested area.

Wilmington Historic District

1 out of top 10 points of interest in this area

Discover a national historic district featuring 875 contributing buildings, Queen Anne and Bungalow/American Craftsman style architecture, and notable landmarks like Bellamy Mansion and St. James Episcopal Church.

Riverfront District

1 out of top 10 points of interest in this area

While visiting Riverfront District, you might make a stop by sights like Wilson Center at Cape Fear Community College and Thalian Hall Center for the Performing Arts.

Landfall

While there might not be top attractions in Landfall, you can explore the larger area and discover places like Mayfaire Town Center and Wrightsville Beach Museum of History.

The Bottom

If you're looking for some top things to see and do in The Bottom and surrounding area, you can visit Thalian Hall Center for the Performing Arts and Bellamy Mansion Museum.

Winter Park Hotel Deals

Shell Island Resort - All Oceanfront Suites

2700 N Lumina Avenue Wrightsville Beach NC

$201 nightly

$228 total

Oct 8 - Oct 9

Total with taxes and fees

8.2/10 Very Good! (1,743 reviews)

"Exceeded expectations"

Reviewed on Sep 8, 2026

Comfort Inn University

151 S College Road Wilmington NC

$78 nightly

$88 total

Oct 4 - Oct 5

Total with taxes and fees

Sleep Inn Wilmington near University

5225 Market St Wilmington NC

Fully refundable

$82 nightly

$92 total

Oct 5 - Oct 6

Total with taxes and fees

8/10 Very Good! (1,190 reviews)

"The rooms are a little small"

Reviewed on Sep 8, 2026

See all 4,630 properties in Winter Park

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.