A cityscape with several high-rise buildings, including a construction crane, and a large park in the background.

East Side Luxury Vacations

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Top Luxury vacation packages in East Side

Price found within the past 48 hours. Click for updated prices.
  • A rooftop terrace with a city skyline view, blue seating, and potted plants.
    Jan 16 - Jan 19

    Margaritaville Resort Times Square + Flight

    Manhattan
    3 nights
    4.0 star property
    9.0/10 - Wonderful (4,134 reviews)
    "Great location and check in was simple. Walkable to lots and Times Square. Restaurants and bars are great but cannot charge to your room so that was a pain if you want to do that. Check out was the only issue. Check out was at 12 and we decided to get breakfast first. Got back to room aroud 11:40 and room key no longer worked. They shut it off. Had to go do lobby and wait in line to get it turned back on which was a bit stressful. Others had the same thing happen to them so I would watch out for..."
    Reviewed November 13, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - LGA • Nonstop EWR - ATL • Nonstop
    $715
    $453
    per traveler
    found 2 days ago
    Margaritaville Resort Times Square
  • A rooftop terrace with outdoor seating, a city view, and a brick building.
    Jan 7 - Jan 10

    JW Marriott Essex House New York + Flight

    Manhattan
    3 nights
    4.5 star property
    8.8/10 - Excellent (1,001 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - LGA • Nonstop EWR - ATL • Nonstop
    $1,448
    $731
    per traveler
    found 2 days ago
    JW Marriott Essex House New York
  • A historic building with ornate architectural details, multiple floors, and illuminated windows.
    Jan 22 - Jan 24

    The St. Regis New York + Flight

    Manhattan
    2 nights
    5.0 star property
    9.2/10 - Wonderful (295 reviews)
    "The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong"
    Reviewed November 6, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop JFK - ATL • Nonstop
    $1,729
    $1,000
    per traveler
    found 2 days ago
    The St. Regis New York
  • A modern building with large glass windows and a prominent RII sign.
    Jan 7 - Jan 10

    Hotel Riu Plaza New York Times Square + Flight

    Manhattan
    3 nights
    4.0 star property
    9.0/10 - Wonderful (3,463 reviews)
    "This was a mixed bag for me. Some of the staff -- like the person who started my check-in process, and the bellhop -- were very kind and friendly. But one staff member felt nearly antagonistic. I also experienced intentional misgendering of my friend staying with me, which ruined it for me. It's a lot of money to spend to see your friend mistreated. The guests' "guessed" genders are listed on the informational receipt -- nowhere did I add them. If you are LGBTQ+, I recommend skipping this hotel...."
    Reviewed November 14, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - LGA • Nonstop EWR - ATL • Nonstop
    Save 100% on your flight
    $790
    $482
    per traveler
    found 2 days ago
    Hotel Riu Plaza New York Times Square
  • The exterior of Hotel St. James with a prominent entrance, a sign for Connelly's Pub, and a view of the street.
    Jan 3 - Jan 9

    Hotel St. James + Flight

    Manhattan
    6 nights
    3.0 star property
    8.8/10 - Excellent (8,218 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - EWR • Nonstop EWR - ATL • Nonstop
    Save 100% on your flight
    $921
    $576
    per traveler
    found 2 days ago
    Hotel St. James

Discover the most popular places to visit in East Side

A spacious train station with high ceilings, large arched windows, and an American flag.
Photo by TM
Open Photo by TM

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.
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What to do in East Side

Edge Immersive Observation Deck Ticket

Edge Immersive Observation Deck Ticket

$43
per adult
94% of travelers recommend
Edge Immersive Observation Deck Ticket
See all activities in East Side

Top Luxury East Side Hotels

A spacious lobby with a large central column, seating areas, and a view of the city through large windows.

The Marmara Park Avenue

The Marmara Park Avenue
5.0 star property
Midtown East, 1.1 mi from East Side
8.6 out of 10, Excellent, (1,000 reviews)
"I booked this hotel because of its safe location and specifically because it had a pool. The pool was freezing, not like 80 degrees cold like 65 or less. The first night the “lifeguard” (which is totally unnecessary for such a small and shallow pool) just stared at us awkwardly as he was talking on his phone. The room had fruit flies upon our arrival. The people staying above had children running and jumping literally ALL the time. Thankfully when I called the desk they said they would call...
$284 nightly
The price is $330
Nov 29 - Nov 30
Total with taxes and fees
The Marmara Park Avenue
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.
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All you need to know about luxury vacations in East Side

What can I expect from a luxury East Side vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury East Side vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in East Side?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap East Side luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $453. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in East Side?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in East Side with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in East Side?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in East Side with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to East Side with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.