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

East Side Romantic Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, 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.
  • Oct 16 - Oct 19

    The Renwick + Flight

    Manhattan
    3 nights
    4.0 star property
    9.0/10 - Wonderful (2,658 reviews)
    Roundtrip Toronto (YTO) - New York (JFK)
    YTZ - EWRNonstop EWR - YTZNonstop
    CA $1,340
    CA $1,040
    per traveller
    found 1 day ago
    The Renwick
  • Oct 8 - Oct 12

    Lotte New York Palace + Flight

    Manhattan
    4 nights
    4.5 star property
    9.0/10 - Wonderful (2,161 reviews)
    "Pros: Location was great! Staff were helpful, especially concierge, porter, doorman and housekeeping. Room was spacious for New York. View was wonderful. Cons: Check in line was very long and slow. The elevator from our floor to go down took a really long time. Best to leave earlier if you want to avoid stopping at every floor. Bathroom wasn’t clean. The bathtub was slimy and shower curtain had brown slimy stains. Toilet clogged a couple of times even when we were not in the room (was informed..."
    Reviewed August 3, 2026
    Roundtrip Toronto (YTO) - New York (JFK)
    YTZ - EWR1 stop EWR - YYZ1 stop
    CA $2,726
    CA $1,868
    per traveller
    found 1 day ago
    Lotte New York Palace
  • Oct 8 - Oct 11

    Loews Regency New York Hotel + Flight

    Manhattan
    3 nights
    5.0 star property
    9.2/10 - Wonderful (1,005 reviews)
    Roundtrip Toronto (YTO) - New York (JFK)
    YTZ - EWR1 stop EWR - YTZNonstop
    CA $2,565
    CA $1,869
    per traveller
    found 13 hours ago
    Loews Regency New York Hotel
  • Oct 12 - Oct 16

    Freehand New York + Flight

    Manhattan
    4 nights
    4.0 star property
    8.6/10 - Excellent (2,091 reviews)
    "The room was freezing cold. We tried to set the temperature to a higher one bit kept waking up cold and nothing changed. Also the room was nothing like the photos in the website. It was tiny and there was barely any day light."
    Reviewed August 3, 2026
    Roundtrip Toronto (YTO) - New York (JFK)
    YTZ - EWRNonstop EWR - YTZNonstop
    CA $1,647
    CA $1,312
    per traveller
    found 1 day ago
    Freehand New York
  • Sept 4 - Sept 7

    The Marmara Park Avenue + Flight

    Manhattan
    3 nights
    5.0 star property
    8.6/10 - Excellent (1,000 reviews)
    "Lovely"
    Reviewed July 29, 2026
    Roundtrip Toronto (YTO) - New York (JFK)
    YTZ - EWR1 stop EWR - YTZNonstop
    CA $1,740
    CA $1,391
    per traveller
    found 1 day ago
    The Marmara Park Avenue

Discover the most popular places to visit in East Side

What to do in East Side

Top Romantic East Side Hotels

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.

Plan unforgettable romantic East Side vacations

What are some of the benefits of booking a romantic East Side vacation?

When booking a romantic East Side vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in Manhattan.

How can I find the best vacation packages for couples?

If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the East Side destination, and you'll be met with an array of options for you and your partner to enjoy.

Can I find cheap romantic vacations for 2 in East Side?

Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $1,040 and can enjoy savings of up to 22 when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first.

What do I need to consider when booking a romantic getaway in East Side?

Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout East Side certainly come in handy here.

What amenities should I look for in a luxury romantic vacation?

If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to East Side.

Can I book a romantic East Side vacation with a hot tub?

Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them.

How can I find romantic vacation getaways that are all-inclusive?

An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your East Side search.

Can I book a romantic trip to East Side that is fully refundable?

Several romantic East Side vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements.

Why should I book a romantic vacation with Expedia?

Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage.