Glen Head Vacations from $266

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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.
American Hotel

American Hotel

3.5 out of 5
Price was $474, price is now $266 per person
$266
per person
Feb 25 - Feb 28
found 21 hours ago
Roundtrip flight included
San Juan (SJU) to New York (NYC)
9/10 Wonderful! (1,001 reviews)
Nice staff, rooms & bar. Good rate.

Reviewed on Nov 24, 2025

Harpoon House

Harpoon House

3 out of 5
Price was $704, price is now $341 per person
$341
per person
Jan 15 - Jan 18
found 21 hours ago
Roundtrip flight included
Miami (MIA) to New York (JFK)
8.4/10 Very Good! (147 reviews)
We were looking for a quick overnight in the East End, and the Harpoon House exceeded our expectations in every way. The room was spacious (a suite!) and well-appointed, blending the charm of the original 1648 (!) building with modern amenities and furnishings. We didn't take advantage of the on-property restaurant (formerly Blu Mar), but the menu - by acclaimed chef Rocco DiSpirito - looked excellent, if a bit pricey. Location was ideal, within easy walking distance of all Main Street shops and restaurants, and less than a mile to the beach. And, although things were a bit quieter than in the height of summer - not a bad thing! - we loved being out there for the fall harvest season, with wineries and farms in full swing. All-in-all, our stay at the Harpoon House made for a perfect fall weekend in the Hamptons - highly recommended.

Reviewed on Oct 20, 2025

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was $1,410, price is now $793 per person
$793
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (NYC)
9/10 Wonderful! (1,002 reviews)
helpful staff, nice rooms, location

Reviewed on Nov 24, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $941, price is now $532 per person
$532
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Burbank (BUR) to New York (NYC)
9.2/10 Wonderful! (2,008 reviews)
Cute hotel. Friendly Staff

Reviewed on Dec 1, 2025

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
Price was $2,394, price is now $1,387 per person
$1,387
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (NYC)
9.2/10 Wonderful! (638 reviews)
Hiccup with front desk staff outside of that the place is amazing.

Reviewed on Oct 22, 2025

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Glen Head Hotel Deals

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
811 7th Ave New York NY
$234 nightly
The price is $272 total per night from Jan 3 to Jan 4
$272 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
7.4/10 Good! (5,785 reviews)
Loved the location, the hospitality of the staff, the room, the convenience of the mini market in the hotel, & how quick the front desk for checking in & out took.

Reviewed on Dec 3, 2025

Sheraton New York Times Square Hotel
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
455 Madison Ave New York NY
$525 nightly
The price is $606 total per night from Jan 2 to Jan 3
$606 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
8.8/10 Excellent! (1,757 reviews)
Very nice hotel! Beautiful property, location is incredible. Definitely has a wow factor and is an instagram heaven. It is very close to many attractions and shopping on 5th ave. Close to Broadway theaters and Met opera is a short taxi ride. Dining is amazing, so many options! The hotel is a little ...

Reviewed on Dec 1, 2025

Lotte New York Palace
Empire Hotel

Empire Hotel

4 out of 5
44 W 63rd St New York NY
Fully refundableReserve now, pay when you stay
$253 nightly
The price is $294 total per night from Jan 2 to Jan 3
$294 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
7.6/10 Good! (6,318 reviews)
House cleaning ladies were lovely. There should be a bar in the lobby. We really enjoyed the rooftop bar, but one complaint: the handicapped bathroom door is incredibly heavy and the room is too small for a wheelchair. You should ask someone in a wheelchair for design advice.

Reviewed on Dec 1, 2025

Empire Hotel
See all 6,314 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 $266 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.