Glen Head Vacations from $584
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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
- Eurostars The Chemists’ Club Hotel
Jan 15 - Jan 18Eurostars The Chemists’ Club Hotel + Flight
Manhattan3 nights4.0 star property9.4/10 - Exceptional (567 reviews)"Very convenient location. Good sized rooms."Reviewed November 9, 2026Roundtrip • Atlanta (ATL) - New York (JFK)ATL - LGA • Nonstop LGA - ATL • Nonstop$982$584found 1 day agoper traveler - JW Marriott Essex House New York
Jan 20 - Jan 24JW Marriott Essex House New York + Flight
Manhattan4 nights4.5 star property8.8/10 - Excellent (1,000 reviews)Roundtrip • Atlanta (ATL) - New York (JFK)ATL - JFK • Nonstop JFK - ATL • Nonstop$1,529$888found 1 day agoper traveler - 1 Hotel Brooklyn Bridge
Jan 22 - Jan 241 Hotel Brooklyn Bridge + Flight
Brooklyn2 nights5.0 star property9.2/10 - Wonderful (1,002 reviews)"Incredible views, ambiance, staff, and overall experience! The only thing to note is that it can be quite loud since you're right on the waterfront and the ferries and boats sound their horns frequently"Reviewed November 8, 2026Roundtrip • Atlanta (ATL) - New York (JFK)ATL - LGA • Nonstop EWR - ATL • Nonstop$1,083$636found 20 hours agoper traveler - Loews Regency New York Hotel
Jan 16 - Jan 22Loews Regency New York Hotel + Flight
Manhattan6 nights5.0 star property9.2/10 - Wonderful (1,003 reviews)Roundtrip • Atlanta (ATL) - New York (JFK)ATL - JFK • Nonstop JFK - ATL • Nonstop$2,547$1,504found 1 day agoper traveler - The Langham, New York, Fifth Avenue
Jan 15 - Jan 18The Langham, New York, Fifth Avenue + Flight
Manhattan3 nights5.0 star property9.6/10 - Exceptional (1,002 reviews)"Very clean, attentive staff and very helpful"Reviewed November 8, 2026Roundtrip • Atlanta (ATL) - New York (JFK)ATL - LGA • Nonstop LGA - ATL • Nonstop$1,245$741found 1 day agoper traveler
Where to stay in and around Glen Head
Brookville
For travelers seeking a memorable trip, Brookville offers a delightful mix of culture, entertainment, and family-friendly activities. This charming village in Glen Head is perfectly positioned near Long Island University Post Campus for those interested in education, while the Nassau Veterans Memorial Coliseum and Flushing Meadows-Corona Park provide vibrant venues for music and outdoor enjoyment. With year-round appeal and a peak in visitor activity during May, July, and September, Brookville serves as a smart choice for your stay, ensuring easy access to the best of the area.
Glenwood Landing
Experience the charm of Glenwood Landing, an excellent hub for travelers seeking a blend of outdoor adventure and cultural experiences. This vibrant city offers easy access to attractions like the beautiful Flushing Meadows-Corona Park, the educational Long Island University Post Campus, and the historic Sands Point Preserve. Located about 1 mile by car from Glen Head, Glenwood Landing is a smart choice for those planning a weekend getaway or family vacation, ensuring a memorable stay.
Old Brookville
If you are a traveler seeking a blend of outdoor adventure and cultural experiences, make your vacation planning effortless by staying in Old Brookville, nestled in Glen Head. This charming village offers easy access to attractions like Long Island University Post Campus, perfect for those interested in educational pursuits, along with the recreational opportunities at nearby beaches and parks. With its appealing atmosphere year-round, Old Brookville is a smart choice for your stay.
Upper Brookville
Upper Brookville stands out as a prime spot for travelers interested in culture and entertainment while visiting Glen Head, New York. This charming village offers easy access to attractions like Long Island University Post Campus, Flushing Meadows-Corona Park, and the Nassau Veterans Memorial Coliseum, making it perfect for those seeking diverse experiences. With its blend of luxury and family-friendly options, Upper Brookville is a smart choice for your stay, ensuring a memorable vacation in this vibrant area.
Sea Cliff
Travelers seeking a blend of outdoor adventure and urban charm will find Sea Cliff to be the ideal base for their vacation, featuring attractions like the historic Sands Point Preserve and the vibrant Long Island University Post Campus. This picturesque city offers a variety of activities, from exploring local theaters to enjoying the nearby beach and urban parks. Located about 1 mile by car from Glen Head, Sea Cliff is a smart choice for a memorable getaway.
Glen Head Hotel Deals
"Staff was very helpful, there was some hair on the mattress under the sheets & as well as on the door of the shower…"
Hotel Belleclaire Central Park, a Small Luxury Hotel
Hotel Belleclaire Central Park, a Small Luxury Hotel"Very cute hotel and clean. Beds were okay"
Motto By Hilton New York City Times Square
Motto By Hilton New York City Times Square"such a great experience. helpful and friendly staff, small rooms but super intuitive which makes the space seem larger! highly recommend. location is also a plus!"
Courtyard by Marriott New York Manhattan/Midtown East
Courtyard by Marriott New York Manhattan/Midtown East"The trash in bathroom wasn’t emptied and there was chewing gum in the ceiling. Not trying to get anyone fired but expect more for $350/night. I told the reception who offered to clean the room but I would have appreciated a drink voucher or just anything as a gesture."
"Good location, simple rooms. Not much to it but it’s comfortable and easy to access the whole city using transit from this area."
"Great stay central to many things."
Frequently Asked Questions
How much does a Glen Head vacation package cost?
You can grab a vacation package to this top destination from $584 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.