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

Flight and Romantic hotel deals in East Side

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

Fitzpatrick Manhattan Hotel

Manhattan
CA $1,235
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9/10 Wonderful! (1,012 reviews)
Lotte New York Palace

Lotte New York Palace

Manhattan
CA $1,586
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to New York (JFK)
9/10 Wonderful! (2,167 reviews)
From the moment Paul checked me into the hotel to the moment I departed, it was lovely. Recommend!

Reviewed on Aug 7, 2026

The Standard East Village

The Standard East Village

Manhattan
CA $1,507
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (1,077 reviews)
Great staff and location

Reviewed on Aug 6, 2026

Eurostars The Chemists’ Club Hotel

Eurostars The Chemists’ Club Hotel

Manhattan
CA $1,398
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.4/10 Exceptional! (475 reviews)
The suite I stayed in for 2 nights was very clean, bathroom had much marble and had been clearly updated recently. The shower was a bit off, the controls were cumbersome to use and hot water in the shower was weak. Otherwise plenty of hot water for the sinks and everything else was very good to excellent. The design of the room was unique, stained glass windows and arches were definitely a product of a bygone era. This was definitely a nice stay. The restaurant was very good, food quality top shelf, service very good as well. I would definitely consider a return visit.

Reviewed on Aug 7, 2026

Hotel Park Ave NYC

Hotel Park Ave NYC

Manhattan
CA $1,336
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
9/10 Wonderful! (1,527 reviews)
New York attractions were either walkable or public transportation was easily accessed from here.

Reviewed on Aug 7, 2026

Don't see what you're looking for?
See all available trips from Columbus to East Side
View all trips

5* Romantic holidays in East Side

Price found within the past 48 hours. Click for updated prices.
The Marmara Park Avenue

The Marmara Park Avenue

Manhattan
CA $2,045
per person
Sep 10 - Sep 13
found 18 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
8.6/10 Excellent! (1,006 reviews)
Not a great experience at this location

Reviewed on Aug 7, 2026

The Lowell

The Lowell

Manhattan
CA $8,004
per person
Sep 10 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
9.6/10 Exceptional! (227 reviews)
InterContinental New York Barclay by IHG

InterContinental New York Barclay by IHG

Manhattan
CA $3,906
per person
Sep 10 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
8.8/10 Excellent! (1,077 reviews)
This hotel is reliable. Always clean always takes good care of its guests. My first room smelled a little like smoke so I asked for a new room and they found one for me right away. Location is central when in NY. My favorite place to stay when I come to NYC throughout each year.

Reviewed on Aug 1, 2026

Don't see what you're looking for?
See all available trips from Columbus to East Side
View all trips

3 Night Romantic holidays in East Side

Price found within the past 48 hours. Click for updated prices.
The Shelburne Sonesta New York

The Shelburne Sonesta New York

Manhattan
CA $1,123
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
9/10 Wonderful! (2,047 reviews)
Perfect.

Reviewed on Aug 6, 2026

Lotte New York Palace

Lotte New York Palace

Manhattan
CA $1,586
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to New York (JFK)
9/10 Wonderful! (2,167 reviews)
From the moment Paul checked me into the hotel to the moment I departed, it was lovely. Recommend!

Reviewed on Aug 7, 2026

The Standard East Village

The Standard East Village

Manhattan
CA $1,507
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (1,077 reviews)
Great staff and location

Reviewed on Aug 6, 2026

Don't see what you're looking for?
See all available trips from Columbus to East Side
View all trips

4 Night Romantic holidays in East Side

Price found within the past 48 hours. Click for updated prices.
The Shelburne Sonesta New York

The Shelburne Sonesta New York

Manhattan
CA $1,466
per person
Oct 7 - Oct 11
just found
Roundtrip flight included
Buffalo (BUF) to New York (JFK)
9/10 Wonderful! (2,047 reviews)
Perfect.

Reviewed on Aug 6, 2026

Lotte New York Palace

Lotte New York Palace

Manhattan
CA $2,370
per person
Sep 25 - Sep 29
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9/10 Wonderful! (2,167 reviews)
From the moment Paul checked me into the hotel to the moment I departed, it was lovely. Recommend!

Reviewed on Aug 7, 2026

W New York - Union Square

W New York - Union Square

Manhattan
CA $1,998
per person
Oct 8 - Oct 12
found 21 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (1,002 reviews)
We loved this hotel! It’s in a great location, our room was nice and spacious, very clean and very quiet and the bed and sheets were super comfortable. The staff is very attentive and friendly throughout the property. We’ll return on future trips.

Reviewed on Jul 31, 2026

Don't see what you're looking for?
See all available trips from Columbus to East Side
View all trips

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 New York.

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 $1,123 and can enjoy savings of up to 23 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.

Romantic Hotels in East Side

Lotte New York Palace

Lotte New York Palace

455 Madison Ave New York NY
  • 5 min walk from Grand Central Terminal
Book a stay at this luxury hotel in New York. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
9/10 Wonderful! (2,178 reviews)
"From the moment Paul checked me into the hotel to the moment I departed, it was lovely. Recommend!"

Reviewed on Aug 7, 2026

Lotte New York Palace
The Kimberly Hotel

The Kimberly Hotel

145 E 50th St New York NY
  • 6 min walk from Grand Central Terminal
Book a stay at this boutique hotel in New York. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
The Kimberly Hotel
Kimpton Ashbel New York Park Avenue

Kimpton Ashbel New York Park Avenue

70 Park Ave New York NY
  • 9 min walk from Grand Central Terminal
Book a stay at this boutique hotel in New York. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the ...
Kimpton Ashbel New York Park Avenue
See all 1,648 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.

Things to do

Edge Observation Deck at Hudson Yards

Edge Immersive Observation Deck Ticket

CA $61
per adult
94% of travellers recommend
Edge Immersive Observation Deck Ticket
American Dream: SEA LIFE New Jersey Aquarium

American Dream: SEA LIFE New Jersey Aquarium

CA $53
per traveller
88% of travellers recommend
American Dream: SEA LIFE New Jersey Aquarium
Statue of Liberty & Ellis Island Sunset Cruise

Statue of Liberty & Ellis Island Sunset Cruise

CA $49
per adult
78% of travellers recommend
Statue of Liberty & Ellis Island Sunset Cruise
See all activities in East Side

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.