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East Side Beach Vacations

Book a Hotel + Flight or Car together to unlock savings

Top Beach vacation packages in East Side

Price found within the past 48 hours. Click for updated prices.
  • Ocean View 2 Queens | Premium bedding, down comforters, pillowtop beds, blackout drapes
    Aug 25 - Aug 27

    Offshore Montauk + Flight

    Montauk
    2 nights
    4.0 star property
    9.4/10 - Exceptional (164 reviews)
    Roundtrip • Dallas (DFW) - New York (JFK)
    DFW - LGA • Nonstop EWR - DFW • Nonstop
    $926
    $822
    per traveler
    found 15 hours ago
    Offshore Montauk
  • 2 restaurants; breakfast, lunch, and dinner served
    Oct 11 - Oct 16

    Montauk Yacht Club + Flight

    Montauk
    5 nights
    4.5 star property
    8.6/10 - Excellent (1,001 reviews)
    "It was not user-friendly for handicap people my mother used a Rollator there were stairs everywhere, uneven blocks, etc. you always had to go take steps to your room up or down The serving staff was excellent But be careful of additional charges as I had to really review my folio and was refunded an occurrence They need additional chairs for the pool and bar areas The coffee server at the shop was the only server They need two in the morning"
    Reviewed July 22, 2026
    Roundtrip • Dallas (DAL) - New York (JFK)
    DAL - PVD • 1 stop PVD - DAL • 1 stop
    Save 100% on your flight
    $2,652
    $2,088
    per traveler
    found 1 day ago
    Montauk Yacht Club
  • View from room
    Oct 11 - Oct 16

    Hero Beach Club + Flight

    Montauk
    5 nights
    4.0 star property
    9.0/10 - Wonderful (225 reviews)
    "Superb!"
    Reviewed July 23, 2026
    Roundtrip • Dallas (DAL) - New York (JFK)
    DAL - BOS • Nonstop BOS - DAL • 1 stop
    $1,281
    $1,202
    per traveler
    found 1 day ago
    Hero Beach Club

Discover the most popular places to visit in East Side

A historic building with ornate architecture and a modern glass skyscraper in the background.
Photo by NYC & Company, Inc
Open Photo by NYC & Company, Inc

Grand Central Terminal

9.0/10 (54,227 reviews)
Step beneath the celestial ceiling of Grand Central Terminal, where Beaux-Arts grandeur meets bustling city life. Listen for whispers in the acoustic gallery or savor gourmet offerings at the historic food market.

What to do in East Side

NYC: Museum of Modern Art (MoMA) Entry Ticket

NYC: Museum of Modern Art (MoMA) Entry Ticket

$30
per adult
94% of travelers recommend
NYC: Museum of Modern Art (MoMA) Entry Ticket
See all activities in East Side

Top Beach East Side Hotels

Breakfast, lunch and dinner served

Hilton Garden Inn New York/Midtown Park Ave

Hilton Garden Inn New York/Midtown Park Ave
3.0 star property
Midtown East, 1.1 mi from East Side
8.8 out of 10, Excellent, (1,257 reviews)
"Gooo location"
$131 nightly
The price is $154
Aug 23 - Aug 24
Total with taxes and fees
Hilton Garden Inn New York/Midtown Park Ave
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.
See all properties in East Side

Find your perfect East Side beach vacation

How do I book the best East Side beach vacation packages?

Life’s a beach when you dive into our brilliant East Side beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in East Side?

A rental steps from the shore creates an amazingly affordable East Side beach vacation. Seaside sojourns during low season start from $822. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in East Side?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a East Side beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a East Side vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find East Side beach vacation deals?

Sort your search results by deals to delight in amazing East Side beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a East Side beach trip with free cancellation and/or flexible dates?

Just like the East Side tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my East Side beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in East Side. (OK, maybe not that last part.)