Roslyn Vacation Packages

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Your Roslyn Vacation

Come and experience this fascinating city for yourself with a Roslyn vacation package. Think about basing yourself in the neighborhood of Murray Hill, which is great for bars and pubs and cafes, and your time here is bound to be unforgettable. You'll want to do some exploring during your trip to Roslyn. Make time for major attractions such as Nassau Veterans Memorial Coliseum, Roosevelt Field Mall and NYCB Theatre at Westbury. Browse Expedia's extensive range of travel options and book your ultimate vacation to Roslyn today.

Top Roslyn Vacation Deals

Price found within the past 48 hours. Click for updated prices.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $2,118, price is now CA $1,259 per person
CA $1,259
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $4,016, price is now CA $2,154 per person
CA $2,154
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (293 reviews)
The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong

Reviewed on Nov 6, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $4,264, price is now CA $2,407 per person
CA $2,407
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)
Everything and everyone was amazing

Reviewed on Nov 8, 2026

Eurostars The Chemists’ Club Hotel

Eurostars The Chemists’ Club Hotel

4 out of 5
Manhattan
Price was CA $3,020, price is now CA $1,759 per person
CA $1,759
per person
Dec 20 - Dec 24
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (555 reviews)

Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Manhattan
Price was CA $2,592, price is now CA $1,647 per person
CA $1,647
per person
Dec 23 - Dec 28
found 20 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.4/10 Very good! (1,813 reviews)
The staff at the door, reception, and housekeeping are friendly. The hotel was conveniently located. We pretty much walked everywhere from there. Bus stop close by and subway just a bit of a walk away. The cleanliness could be better especially in the shower. You don’t really get access to the view they advertise though. Overall had a great stay and would book again.

Reviewed on Nov 8, 2026

Ready to book your vacation to Roslyn?

 

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Roslyn Hotel Deals

ROW NYC

ROW NYC

4 out of 5
700 8th Avenue New York NY
Fully refundableReserve now, pay when you stay
The price is CA $253 per night from Nov 15 to Nov 16
CA $253
CA $360 total
Nov 15 - Nov 16
includes taxes & fees
ROW NYC
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
455 Madison Ave New York NY
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Lotte New York Palace
Pod Times Square

Pod Times Square

3 out of 5
400 W 42nd Street New York NY
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Nov 22 to Nov 23
CA $122
CA $187 total
Nov 22 - Nov 23
includes taxes & fees
9.2/10 Wonderful! (6,295 reviews)
"I stay at the Pod time square often and I love that the check out time is now 1:00."

Reviewed on Nov 8, 2026

Pod Times Square
See all 10,384 properties in Roslyn
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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Stay near popular Roslyn attractions

A wooden spiral staircase with a patterned carpet and a checkered floor.

William Cullen Bryant Preserve

8.6/10 (4 reviews)
William Cullen Bryant Preserve is just one of the places to see in Roslyn Harbor, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's picturesque gardens or experience its great live music.
See properties

Frequently asked questions

How much does a Roslyn vacation package cost?
You'll find cheap prices from CA $1,259 on Expedia for your Roslyn escape. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Roslyn costs.
What are the cheapest months to go to Roslyn?
January, February and March are the best times to search for cheap Roslyn vacation packages. Opting to travel in quieter months means you can generally find lower prices on flights and accommodations.
How many days is enough for Roslyn?
Roslyn vacations can be short or long, but to get a real feel for this destination, we'd say 2 days is about right. In this timeframe, you can visit headline attractions like Old Westbury Gardens and Harbour Links Golf Course and seek out some underrated gems. Don't miss out on neighbourhoods such as Garden City Park and North New Hyde Park either. If you're smart with your time, you may even be able to take a day trip outside of Roslyn too.
Is it worth booking a vacation package to Roslyn?
It's no wonder a Roslyn vacation is on the to-do list of many travellers. Popular attractions like Nassau County Museum of Art are just the start of things to see and do here.
How to find the best Roslyn package deals?
Begin your search for a Roslyn package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Roslyn package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Roslyn escape underway.
Is it cheaper to book a Roslyn vacation as a package?
You can enjoy significant savings on your next Roslyn escape by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Roslyn?
If you're considering a spontaneous Roslyn getaway, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Roslyn?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Roslyn.
  2. Set your budget: Factor in expenses such as food, flights and transportation when working out how much to save for your trip to Roslyn. Then, select a hotel that matches your budget, whether that's an economical stay or a more upscale retreat.
  3. Decide how long to go for: Now that you know more about Roslyn, you can figure out the ideal length of your vacation. Put together a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalized Roslyn vacation package.

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