Times Square Vacation Deals: Times Square, Manhattan Holidays

Times Square vacation package deals

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

Courtyard New York Manhattan/ Midtown East

Manhattan

CA $810

per person

Mar 4 - Mar 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to New York (JFK)

Book a stay at this business-friendly hotel in New York. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions 5th Avenue and Grand Central Terminal are located nearby.

The Langham, New York, Fifth Avenue

Manhattan

CA $2,447

per person

Jan 21 - Jan 27

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to New York (JFK)

Book a stay at this luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bryant Park and Grand Central Terminal are located nearby.

Loews Regency New York Hotel

Manhattan

CA $1,722

per person

Jan 15 - Jan 22

found 22 hours ago

Roundtrip flight included

Calgary (YYC) to New York (JFK)

Book a stay at this luxury hotel in New York. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions 5th Avenue and Radio City Music Hall are located nearby.

The Inn At Fox Hollow Hotel

CA $960

per person

Jan 21 - Jan 27

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to New York (JFK)

Book a stay at this golf hotel in Woodbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Oyster Bay Golf Course and Oheka Castle are located nearby.

The Fifth Avenue Hotel

Manhattan

CA $2,306

per person

Jan 29 - Feb 3

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to New York (JFK)

Book a stay at this luxury hotel in New York. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Popular attractions Madison Square Garden and Bryant Park are located nearby.

1 Hotel Central Park

Manhattan

CA $2,780

per person

Jan 15 - Jan 22

found 22 hours ago

Roundtrip flight included

Calgary (YYC) to New York (JFK)

Book a stay at this luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions 5th Avenue and Radio City Music Hall are located nearby.

Frequently asked questions

How much are vacation packages to Times Square?

A great CA $810 package deal can be booked for your next visit to Times Square. Why not let Travelocity take all the hard work out of organizing your vacation? The good thing about bundling your hotel and flights is that it'll help you save loads. And there's nothing better than extra cash in your pocket!

Where can I get the best vacation package deals for Times Square?

Travelocity is here to help you find a great Times Square package deal. With no less than 400 partner airlines and 665,000 properties worldwide, you're bound to be able to craft the perfect itinerary.

Why should I purchase my Times Square vacation bundle via Travelocity?

Nothing tops the satisfaction of knowing you've scored the best deal in town — that's our Price Match Guarantee. Add to that our inspiring range of destinations and 24/7 team of customer service professionals and you've got the blueprint for a stress-free vacation.

Can I go on vacation to Times Square at this time?

Don't take off to Times Square without up-to-date facts about travel restrictions and quarantine policies. Travelocity's Covid-19 Travel Advisor can fill in the blanks. It has all the info you need to make your flight and vacation as hassle-free as possible.

Top Times Square hotel deals

Hotel Edison Times Square

228 W 47th St New York NY

Free cancellation

Reserve now, pay when you stay

CA $158

CA $250 total

Jan 4 - Jan 5, 2026

includes taxes & fees

Book a stay at this business-friendly hotel in New York. Enjoy 2 restaurants, room service, and a 24-hour fitness center. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Broadway and Times Square are located nearby.

Sheraton New York Times Square Hotel

811 7th Ave New York NY

Free cancellation

Reserve now, pay when you stay

CA $177

CA $263 total

Jan 4 - Jan 5, 2026

includes taxes & fees

Book a stay at this business-friendly hotel in New York. Enjoy breakfast (surcharge), a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Radio City Music Hall and Broadway are located nearby.

Millennium Hotel Broadway Times Square

145 W 44th St New York NY

Free cancellation

Reserve now, pay when you stay

CA $172

CA $250 total

Jan 4 - Jan 5, 2026

includes taxes & fees

Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Times Square and Broadway are located nearby.

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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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