East Side Luxury Vacations 2026

Top Luxury vacation packages in East Side

Price found within the past 48 hours. Click for updated prices.

Eurostars The Chemists’ Club Hotel

Manhattan

Save 100% on your flight

$841

per person

Dec 7 - Dec 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9.4/10 Exceptional! (539 reviews)

I had a wonderful stay at this hotel for the weekend and truly loved it. From the beautiful atmosphere and comfortable accommodations to the exceptional service, everything was perfect. The staff was welcoming and attentive, and the entire experience felt relaxing and special. I would definitely stay here again and highly recommend it to anyone looking for a lovely getaway!

Reviewed on Oct 6, 2026

Lotte New York Palace

Manhattan

$1,523

per person

Dec 7 - Dec 10

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to New York (JFK)

9/10 Wonderful! (2,282 reviews)

Beautiful hotel in a great location. Staff and rooms were lovely and we had a great visit.

Reviewed on Oct 7, 2026

San Carlos Hotel

Manhattan

Save 100% on your flight

$884

per person

Dec 9 - Dec 11

found 7 hours ago

Roundtrip flight included

Charlotte (CLT) to New York (JFK)

9.6/10 Exceptional! (1,826 reviews)

Kimpton Ashbel New York Park Avenue

Manhattan

Save 100% on your flight

$1,573

per person

Dec 7 - Dec 11

found 16 hours ago

Roundtrip flight included

Jacksonville (JAX) to New York (JFK)

8.8/10 Excellent! (1,009 reviews)

I thoroughly enjoyed my stay at the Kimpton! From the moment we arrived, we felt so welcomed and taken care of. They even had a bottle of wine waiting for us upon arrival, which was such a thoughtful touch. The view from our room was incredible. We had a beautiful view of Grand Central, which made the stay feel even more special and gave us a great view of the city. The staff were absolutely wonderful. They were extremely kind, welcoming, and attentive throughout our entire four day stay. We actually had multiple conversations with different members of the staff during our time there and every interaction felt genuine and pleasant. They were always happy to answer any questions we had and made us feel comfortable throughout our stay. Room service was also impeccable. Everything was handled efficiently, and the service was consistently excellent. Overall, I had such a wonderful experience and would absolutely stay here again.. Highly recommend!

Reviewed on Oct 4, 2026

The Kitano Hotel New York

Manhattan

Save 100% on your flight

$968

per person

Dec 7 - Dec 9

found 6 hours ago

Roundtrip flight included

Washington (DCA) to New York (JFK)

9.4/10 Exceptional! (2,390 reviews)

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5* Luxury vacations in East Side

Price found within the past 48 hours. Click for updated prices.

The Marmara Park Avenue

Manhattan

$836

per person

Dec 7 - Dec 9

found 6 hours ago

Roundtrip flight included

Washington (DCA) to New York (JFK)

8.6/10 Excellent! (1,004 reviews)

Very small bar and public area. The rooms were ok but no comfortable chairs to sit. Only like a kitchen table and dining type chairs. It Had a kitchenette type built in with plates and cups and even silverware but we were not planning on having a dinner party !?…. AND two very disappointing things. (1) the bathroom was too small and no vanity to use to get ready—you needed to put your toiletries on the closed toilet lid due to no vanity; just a sink. Also, the only full length mirror was on the INSIDE of the bathroom door, so you had to be IN the bathroom and close the door to check your fit. Basically only one person could get ready at a time. And (2) the rooftop restaurant and bar were CLOSED for remodeling!!! And we were not made aware of that when we booked. No good.

Reviewed on Oct 3, 2026

Four Seasons Hotel New York

Manhattan

Save 100% on your flight

$4,138

per person

Dec 7 - Dec 9

found 8 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to New York (JFK)

9.4/10 Exceptional! (133 reviews)

The Lowell

Manhattan

Save 100% on your flight

$2,152

per person

Dec 8 - Dec 10

found 1 day ago

Roundtrip flight included

Pittsburgh (PIT) to New York (JFK)

9.6/10 Exceptional! (229 reviews)

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3 Night Luxury vacations in East Side

Price found within the past 48 hours. Click for updated prices.

The Kitano Hotel New York

Manhattan

Save 100% on your flight

$1,266

per person

Dec 7 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) to New York (JFK)

9.4/10 Exceptional! (2,390 reviews)

Lotte New York Palace

Manhattan

$1,523

per person

Dec 7 - Dec 10

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to New York (JFK)

9/10 Wonderful! (2,282 reviews)

Beautiful hotel in a great location. Staff and rooms were lovely and we had a great visit.

Reviewed on Oct 7, 2026

Eurostars The Chemists’ Club Hotel

Manhattan

Save 100% on your flight

$1,423

per person

Dec 7 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Huntsville (HSV) to New York (JFK)

9.4/10 Exceptional! (539 reviews)

Reviewed on Oct 6, 2026

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4 Night Luxury vacations in East Side

Price found within the past 48 hours. Click for updated prices.

The Kitano Hotel New York

Manhattan

Save 100% on your flight

$1,440

per person

Dec 8 - Dec 12

found 18 hours ago

Roundtrip flight included

Chicago (CHI) to New York (JFK)

9.4/10 Exceptional! (2,390 reviews)

Lotte New York Palace

Manhattan

Save 100% on your flight

$2,415

per person

Dec 7 - Dec 11

found 17 hours ago

Roundtrip non-stop flight included

Albany (ABY) to New York (JFK)

9/10 Wonderful! (2,282 reviews)

Beautiful hotel in a great location. Staff and rooms were lovely and we had a great visit.

Reviewed on Oct 7, 2026

Eurostars The Chemists’ Club Hotel

Manhattan

Save 100% on your flight

$1,492

per person

Dec 8 - Dec 12

found 18 hours ago

Roundtrip flight included

Chicago (CHI) to New York (JFK)

9.4/10 Exceptional! (539 reviews)

Reviewed on Oct 6, 2026

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See all available trips from Columbus to East Side

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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 $836. 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.

Top Luxury East Side Hotels

Lotte New York Palace

455 Madison Ave New York NY

5 min walk from Grand Central Terminal

Go for a luxurious stay at Lotte New York Palace, where you can enjoy amenities like massage services, plush bedding, and more. Notable amenities include a spa, ...

9/10 Wonderful! (2,286 reviews)

"Beautiful hotel in a great location. Staff and rooms were lovely and we had a great visit."

Reviewed on Oct 7, 2026

Waldorf Astoria New York

301 Park Avenue New York NY

4 min walk from Grand Central Terminal

Stay in the lap of luxury at Waldorf Astoria New York, where you can enjoy amenities like Champagne service, 24-hour room service, and more. Deluxe amenities ...

InterContinental New York Barclay by IHG

111 East 48th Street New York NY

3 min walk from Grand Central Terminal

Pamper yourself with a luxury stay at InterContinental New York Barclay by IHG, where you can enjoy amenities like massage services, plush bedding, and more. ...

8.8/10 Excellent! (1,063 reviews)

"Ordered a king size bed and got two doubles."

Reviewed on Oct 4, 2026

See all 1,615 properties in East Side

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.