Glen Head Vacations from $1,636

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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.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $2,864, price is now $1,636 per person
$1,636
per person
Sep 6 - Sep 9
just found
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
Excellent and well kept hotel. Friendly and helpful staff. Awesome location.

Reviewed on Jun 6, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was $4,015, price is now $1,774 per person
$1,774
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
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

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Save 100% on your flight
Price was $5,997, price is now $3,522 per person
$3,522
per person
Aug 30 - Sep 5
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9.2/10 Wonderful! (645 reviews)
Amazing hotel, staff make the whole experience, bar is great. Reception and concierge team are excellent, in particular Lauren who made check in a breeze. Gym and pool are excellent for a New York hotel.

Reviewed on Jun 21, 2026

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was $4,048, price is now $2,445 per person
$2,445
per person
Aug 30 - Sep 5
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9.6/10 Exceptional! (235 reviews)
Great staff, great room with personalized touches, great food at restaurants, small gym and no spa on site. Fabulous hotel, would return!

Reviewed on Jun 20, 2026

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was $3,140, price is now $1,899 per person
$1,899
per person
Aug 30 - Sep 5
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,014 reviews)
The Regency is Mei Hom away from home. What can I say? It is probably the best hotel I’ve ever stayed in the world. I never go wrong when I’m at the Regency. The staff knows you on a first name basis your room is ready. Your favorite cocktail is probably waiting for you at the bar at breakfast. They know what you’re having for breakfast. The staff is impeccable. The people are impeccable. Nothing wrong about this hotel. I love this place.

Reviewed on Jun 20, 2026

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Glen Head Hotel Deals

Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street New York NY
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $244 total per night from Jul 1 to Jul 2
$244 total
Jul 1 - Jul 2
Total with taxes and fees
8.4/10 Very Good! (7,205 reviews)
"Perfect location"

Reviewed on Jun 22, 2026

Hyatt Grand Central New York
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
$207 nightly
The price is $241 total per night from Jul 1 to Jul 2
$241 total
Jul 1 - Jul 2
Total with taxes and fees
7.4/10 Good! (8,334 reviews)
"I like the amenities, i enjoyed the king upgrade and the blackout curtains were amazing. Location incredible"

Reviewed on Jun 22, 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
$205 nightly
The price is $238 total per night from Jul 13 to Jul 14
$238 total
Jul 13 - Jul 14
Total with taxes and fees
8.2/10 Very Good! (5,858 reviews)
"my room was nice and clean. the staff are very nice and engaging. the breast was good. we came late and it was still good. highly recommend for couples."

Reviewed on Jun 22, 2026

Hampton Inn New York Times Square
See all 6,624 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

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Frequently asked questions

How much does a Glen Head vacation package cost?
You can grab a vacation package to this top destination from $1,636 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.