East Side Romantic Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Romantic vacation packages in East Side
Price found within the past 48 hours. Click for updated prices.
- Hotel Boutique at Grand Central
Oct 22 - Oct 25Hotel Boutique at Grand Central + Flight
Manhattan3 nights4.0 star property9.0/10 - Wonderful (1,299 reviews)"Unfortunately, this hotel does not look like the photos at all. The pictures are misleading and make the property appear much nicer than it actually is. I would not have booked it if the photos had accurately represented the hotel."Reviewed August 6, 2026Roundtrip • Atlanta (ATL) - New York (JFK)ATL - LGA • Nonstop LGA - ATL • Nonstop - Lotte New York Palace
Oct 2 - Oct 6Lotte New York Palace + Flight
Manhattan4 nights4.5 star property9.0/10 - Wonderful (2,175 reviews)Roundtrip • Atlanta (ATL) - New York (JFK)ATL - JFK • Nonstop JFK - ATL • Nonstop - Loews Regency New York Hotel
Oct 17 - Oct 20Loews Regency New York Hotel + Flight
Manhattan3 nights5.0 star property9.2/10 - Wonderful (1,007 reviews)Roundtrip • Dallas (DFW) - New York (JFK)DFW - LGA • Nonstop LGA - DFW • Nonstop - Freehand New York
Oct 29 - Nov 1Freehand New York + Flight
Manhattan3 nights4.0 star property8.6/10 - Excellent (2,098 reviews)"The bed in our room was sunken in on one side where it seems most people sleep. The lighting in the hotel was dim, probably for a vibe but it made it hard to see things. There’s no ice machine and after walking around the city, having ice for cold drinks would be nice. The staff was friendly and the place had a cool ambiance. It was close to the subway so getting around was easy. They do have a water station and two adjoining restaurants, which helped when we didn’t want to figure out where to..."Reviewed August 6, 2026Roundtrip • Atlanta (ATL) - New York (JFK)ATL - LGA • Nonstop LGA - ATL • Nonstop - Hotel Giraffe by Library Hotel Collection
Oct 12 - Oct 17Hotel Giraffe by Library Hotel Collection + Flight
Manhattan5 nights4.0 star property9.6/10 - Exceptional (1,007 reviews)Roundtrip • Atlanta (ATL) - New York (JFK)ATL - JFK • Nonstop LGA - ATL • Nonstop
Discover the most popular places to visit in East Side
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
$30
per adult
94% of travelers recommend
Edge Immersive Observation Deck Ticket
$43
per adult
94% of travelers recommend
Top of the Rock Timed Admission
$50
per adult
90% of travelers recommend
Top Romantic East Side Hotels
9.0 out of 10, Wonderful, (1,385 reviews)
9.0/10
Wonderful
(1,385 reviews)
$218 nightly
The price is $254
$254 total
Aug 16 - Aug 17
Total with taxes and fees
Courtyard New York Manhattan/ Midtown East
Courtyard New York Manhattan/ Midtown East3.0 star property
0.2 mi from East Side
9.0 out of 10, Wonderful, (2,372 reviews)
9.0/10
Wonderful
(2,372 reviews)
"The staff is first rate. Our check in was a breeze. They were friendly and helpful. We couldn’t get the room to stay cool it was 74 degrees when we arrived and after 2 hours the temperature hadn’t changed. The maintenance man was very helpful he gave a a fan that did help. He was so nice and friendly also. The cleaning staff were so nice. Thank you Grace for doing such an amazing job."
$144 nightly
The price is $168
$168 total
Aug 16 - Aug 17
Total with taxes and fees
8.4 out of 10, Very Good, (1,007 reviews)
8.4/10
Very Good
(1,007 reviews)
"Chambre propre, endroit silencieux et lit confortable. Le déjeuner fait pitié mais pour un motel pas trop cher direct au centre-ville c’est parfait."
$136 nightly
The price is $159
$159 total
Aug 23 - Aug 24
Total with taxes and fees
Park South Hotel, part of JdV by Hyatt
Park South Hotel, part of JdV by Hyatt4.0 star property
1.3 mi from East Side
9.2 out of 10, Wonderful, (1,004 reviews)
9.2/10
Wonderful
(1,004 reviews)
$195 nightly
The price is $227
$227 total
Aug 16 - Aug 17
Total with taxes and fees
9.4 out of 10, Exceptional, (1,648 reviews)
9.4/10
Exceptional
(1,648 reviews)
"I thought it was a great hotel for a solo traveler. It was clean, comfortable and felt safe. Good location, just next to a grocery store and an easy walk to Grand Central. I will say there is not a lot of extra space, and if you are traveling with another person and want zero awareness of whatever the other person is doing in the bathroom, this may not be the place for you. There was extra storage under the bed, which was helpful. I will also say the door was quite thin. I did not hear...
$145 nightly
The price is $170
$170 total
Aug 23 - Aug 24
Total with taxes and fees
8.6 out of 10, Excellent, (2,098 reviews)
8.6/10
Excellent
(2,098 reviews)
$177 nightly
The price is $206
$206 total
Aug 16 - Aug 17
Total with taxes and fees
8.6 out of 10, Excellent, (1,005 reviews)
8.6/10
Excellent
(1,005 reviews)
$199 nightly
The price is $232
$232 total
Aug 16 - Aug 17
Total with taxes and fees
Hilton Garden Inn New York/Midtown Park Ave
Hilton Garden Inn New York/Midtown Park Ave3.0 star property
Midtown East, 1.1 mi from East Side
8.8 out of 10, Excellent, (1,266 reviews)
8.8/10
Excellent
(1,266 reviews)
$129 nightly
The price is $151
$151 total
Aug 23 - Aug 24
Total with taxes and fees
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.
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.
How to find a romantic East Side vacation
How can I find the best East Side vacation packages for couples?
To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.
How can I find cheap East Side romantic packages for two?
For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.
How can I plan a great romantic trip to East Side?
Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.
How much is a trip for two to East Side?
Put a price on love with stunning deals for duos starting at just $651. Prices and availability are subject to change. Additional terms may apply.
Can I book East Side spa packages for couples?
Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.
How can I book romantic weekend getaway packages in East Side?
To book a loved-up break in East Side, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).
Can I book a romantic trip to East Side with free cancellation and/or flexible dates?
The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.
Why should I book my East Side romantic holiday with Expedia?
If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?