Glen Head Vacations from $639

Book a Hotel + Flight or Car together to unlock savings

  • 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

Your Glen Head Vacation

Come and experience this captivating city for yourself with a Glen Head vacation package. Consider staying in the neighborhood of Murray Hill, which is great for bars and pubs and cafes, and your time here will be nothing short of unforgettable. A trip to Glen Head is a great opportunity to do some sightseeing. Be sure to visit renowned attractions like NYCB Theatre at Westbury, Long Island University Post Campus and Old Westbury Gardens. Expedia can help you escape your daily routine. Tailor your vacation to Glen Head to match your travel style, whatever that may look like.

The Latest Glen Head vacation packages

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

The Wayne Inn

2 out of 5
Save 100% on your flight
Price was $1,177, price is now $639 per person
$639
per person
Jul 17 - Jul 20
found 4 hours ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
6.8/10 (289 reviews)
Clean room - hot shower -

Reviewed on May 5, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was $3,919, price is now $1,834 per person
$1,834
per person
Jul 11 - Jul 14
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

Seven Beach Lane

Seven Beach Lane

2 out of 5
Price was $2,750, price is now $1,491 per person
$1,491
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (7 reviews)
Courteous and friendly staff

Reviewed on Nov 4, 2025

Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $2,467, price is now $1,434 per person
$1,434
per person
Jul 15 - Jul 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
8.6/10 Excellent! (2,511 reviews)
Almost everything was fine! My only concern was a very laud night during my stay, coming from a party. Everything else was great! Coming back for sure.

Reviewed on May 6, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $2,183, price is now $1,306 per person
$1,306
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,980 reviews)
Fernando and the staff were great! Very respectful and attentive

Reviewed on May 8, 2026

Don't see what you're looking for?
See all available trips from Columbus to Glen Head
View all trips

Glen Head Hotel Deals

Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
228 W 47th St New York NY
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $195 total per night from May 10 to May 11
$195 total
May 10 - May 11
Total with taxes and fees
8.6/10 Excellent! (5,526 reviews)
Comfortable and clean

Reviewed on May 8, 2026

Hotel Edison Times Square
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
811 7th Ave New York NY
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $235 total per night from May 25 to May 26
$235 total
May 25 - May 26
Total with taxes and fees
7.4/10 Good! (7,858 reviews)
You can hear street noise on 40th floor room at night time.

Reviewed on May 8, 2026

Sheraton New York Times Square Hotel
Hampton Inn New York Times Square

Hampton Inn New York Times Square

2.5 out of 5
150 W 48th Street New York NY
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $163 total per night from May 10 to May 11
$163 total
May 10 - May 11
Total with taxes and fees
8.2/10 Very Good! (5,469 reviews)
Clean room.

Reviewed on May 8, 2026

Hampton Inn New York Times Square
See all 6,787 properties in Glen Head
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.

Find the Best Glen Head Vacation Packages

Glen Head Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Population
4,700
Max Temp Winter
40ºF
Max Temp Summer
80ºF
Top Sights
Adventureland, NYCB Theatre at Westbury and Eisenhower Park

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Glen Head vacation package cost?
You can grab a vacation package to this top destination from $639 on Expedia. However, how much your vacation to Glen Head costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Glen Head?
December, January and February are great times to search for cheap Glen Head vacation packages. Choosing to travel in quieter months means you can generally find lower prices on flights and hotels.
How many days is enough for Glen Head?
The ideal duration of your Glen Head vacation depends on what you'd like to see. Typically, a few days to a week will give you time to hit all the main attractions and explore some hidden spots along the way.
How to find the best Glen Head package deals?
Finding a cheap Glen Head package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most affordable Glen Head package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Glen Head vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still have the flexibility to create a personalized Glen Head vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Glen Head?
If you're considering an impromptu Glen Head trip, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Glen Head vacation packages?
Secure your perfect trip to Glen Head with Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait for your next paycheck — we've teamed up with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stay on budget and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.