Chelsea Vacation Packages

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Top Holiday Package Deals in Chelsea

Price found within the past 48 hours. Click for updated prices.
The High Line Hotel

The High Line Hotel

Manhattan
Save 100% on your flight
CA $1,126
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,002 reviews)
Lotte New York Palace

Lotte New York Palace

Manhattan
CA $1,447
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (2,230 reviews)
It was perfect and stay there

Reviewed on Sep 26, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

Save 100% on your flight
CA $3,378
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
Beautiful city views and lovely room and lobby area.

Reviewed on Sep 25, 2026

OYO Times Square

OYO Times Square

Manhattan
Save 100% on your flight
CA $1,506
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
6.8/10 (2,082 reviews)
I was really disappointed with our stay here. The staff was hardly helpful. A couple were pleasant to talk to but made hardly any effort to help us. Most of the seating downstairs had large stains on them. The room was super basic and either someone left some travel size products in the shower that weren’t cleaned out or they just had random brands left in the shower. It all just felt unprofessional. We will not be staying here again.

Reviewed on Sep 25, 2026

The St. Regis New York

The St. Regis New York

Manhattan
Save 100% on your flight
CA $2,562
per person
Oct 29 - Oct 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (288 reviews)

Things to do near Chelsea

Chelsea, New York, is a vibrant destination perfect for families, business travellers, and city explorers alike. Visitors can enjoy a variety of activities, including shopping in chic boutiques, experiencing lively arena entertainment, and catching shows at local theatres. For sports enthusiasts, there are exciting football trips, stadium tours, and tailored tour packages available. Discover the unique charm of Chelsea with engaging activities and memorable package trips that showcase the best of this bustling neighbourhood.

Shopping

Macy's, located 1.1km from Chelsea, offers a vibrant shopping experience with entertainment and family-friendly vibes. Two miles away, Tiffany & Co. presents luxury gifts, while Hell’s Kitchen Flea Market, just 1.3km from Chelsea, showcases unique finds in a lively atmosphere.

Recreation

Experience the vibrant culture at Town Hall, where captivating performances await. Enjoy soulful melodies at the Blue Note Jazz Club, perfect for a night out. For a dance-filled evening, the Joyce Theater showcases exquisite talent, immersing you in entertainment and romance just moments away from Chelsea.

Adventure

Experience the thrills at DreamWorks Water Park, located 8.0km from Chelsea, with exhilarating water rides and family fun. Visit City Treehouse, a fantastic arcadeAdventureZone only 805m away, perfect for adventurous families. Don't miss Jane’s Carousel, 4.8km from Chelsea, offering a charming outdoor ride for all ages.

Nightlife

Experience the vibrant nightlife in Chelsea with a visit to the iconic Stonewall Inn, where you can enjoy drinks amid lively entertainment just 1.4km away. Alternatively, the charming 51-53 Christopher Street offers a similar atmosphere, and Dave & Buster's, 1.6km away, promises fun-filled evenings.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Chelsea

Chelsea, New York, is an ideal destination for family, city, and business-themed vacations, featuring urban parks, bustling streets, and iconic skyscrapers. Visitors can immerse themselves in local culture and family-friendly experiences. Notable attractions include the Chelsea area at Stamford Bridge, various sporting events, and the excitement of pre-match experiences at London Stadium, particularly for Chelsea FC fans. Chelsea offers a vibrant urban experience that caters to diverse interests.

  • Times Square: Experience the electrifying atmosphere of Times Square, known for its bright lights and bustling energy. just 1.6km from Chelsea, it's the perfect spot to soak in the city vibes and enjoy street performances, shopping, and dining.
  • Broadway: Located 1.6km away from Chelsea, Broadway is the heart of American theatre. Witness world-class performances in iconic venues and feel the excitement of live shows in this vibrant street.
  • Madison Square Garden: Situated half a mile from Chelsea, Madison Square Garden is a premier entertainment arena. With events ranging from concerts to sports, it's an ideal family-friendly destination to enjoy unforgettable experiences.

Best time to go to Chelsea

The best time to visit Chelsea is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.6°F (-0.2°C)Light RainMostly SunnyAverageSlightly Low
February33.1°F (0.6°C)Light RainMostly SunnyAverageSlightly Low
March40.5°F (4.7°C)Light RainMostly SunnyAverageSlightly Low
April51.1°F (10.6°C)Light RainMostly SunnySlightly HighAverage
May61.3°F (16.3°C)Light RainMostly SunnyAverageAverage
June70.2°F (21.2°C)Light RainMostly SunnyAverageAverage
July76.8°F (24.9°C)Light RainMostly SunnySlightly HighAverage
August75.4°F (24.1°C)Light RainMostly SunnyAverageAverage
September68.7°F (20.4°C)Light RainMostly SunnySlightly HighSlightly High
October57.9°F (14.4°C)Light RainMostly SunnySlightly LowSlightly High
November46.0°F (7.8°C)Light RainMostly SunnySlightly LowAverage
December37.9°F (3.3°C)Light RainMostly SunnySlightly LowSlightly High

Tips to save on your trip to Chelsea

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Chelsea.
  • Consider traveling to Chelsea during the low season (January to March) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Where to stay in Chelsea

Find the best Chelsea areas and neighborhoods for the activities you enjoy most. Learn more about Chelsea
A busy urban square with tall buildings, American flags, and a crowd of people.

Manhattan

8 out of top 10 points of interest in this area

Densely populated and culturally rich, this area boasts iconic attractions like Times Square, Central Park, and Grand Central Terminal. Explore diverse neighborhoods, such as bustling Chinatown and vibrant Koreatown, while enjoying world-class shopping on Fifth Avenue.

Find hotels in Manhattan
A bridge with an American flag, a city skyline, and a waterfront park.

Brooklyn

This bustling borough has everything — from pizza slices and pretzel vendors, to trendy galleries, and vintage stores -- all with killer views of the Manhattan skyline.

Find hotels in Brooklyn
A city skyline with various high-rise buildings, including a distinctive skyscraper under construction, and a body of water in the foreground.

Midtown

Central portion of NYC, Midtown Manhattan boasts iconic landmarks like the Empire State Building and Times Square. Explore Broadway, Koreatown, and enjoy easy access to major transportation hubs like Grand Central Terminal.

Find hotels in Midtown
A bridge spanning a body of water with a city skyline in the background.

Queens

Largest NYC borough, Queens boasts linguistic diversity and a varied economy. Explore Flushing Meadows–Corona Park, catch a game at Citi Field, or attend the U.S. Open at the USTA Billie Jean King National Tennis Center.

Find hotels in Queens
A street with Arthur Avenue storefronts, including Arthur's Candies and Fiasco.

Bronx

New York’s northernmost borough is one of its most diverse, featuring beautiful natural spaces alongside engaging history and the rousing spirit of its residents.

Find hotels in Bronx

Chelsea Hotel Deals

Moxy NYC Chelsea

Moxy NYC Chelsea

105 West 28th Street New York NY
CA $310
CA $410 total
Sep 27 - Sep 28
includes taxes & fees
Moxy NYC Chelsea
Hilton New York Fashion District

Hilton New York Fashion District

152 W 26th Street New York NY
Fully refundableReserve now, pay when you stay
CA $267
CA $312 total
Sep 27 - Sep 28
includes taxes & fees
Hilton New York Fashion District
ROW NYC

ROW NYC

700 8th Avenue New York NY
Fully refundableReserve now, pay when you stay
CA $255
CA $362 total
Oct 4 - Oct 5
includes taxes & fees
ROW NYC
See all 12,319 properties in Chelsea
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations
Golf Vacations
Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
Ski Vacations
Ski Vacations

Frequently asked questions

How much does a Chelsea vacation package cost?
Explore the best of Chelsea from just CA $1,126. Choose from a wonderful selection of rental cars, hotels and flights to suit every budget and style. You can pick up even better deals when you add a couple of tours or activities to your vacation package.
How do I get a cheap travel package to Chelsea?
Our Chelsea vacation packages mean plenty of savings for the savvy wanderer. For the best deal, simply bundle your flights, hotels and extras (including tours) into a budget-friendly package. But low prices are just the beginning of your next memorable adventure. When you book with Expedia, and you'll have over 550 airlines and 1,000,000 hotel options all over the world to pick from. No matter your style, there's a vacation package that's perfect for you.
Where should I stay in Chelsea?
A trip to Chelsea isn't complete until you've seen Times Square and Broadway. Book a room close by and easily access these fantastic attractions.
What are the top hotels in Chelsea?
Hyatt Place New York/Chelsea and Renaissance New York Chelsea Hotel are two of the most popular properties in Chelsea. Why not look up the rates and facilities at each and then make up your mind?
How far in advance should I book my Chelsea vacation?
It's tricky picking the best time for airfares, but we generally suggest the earlier, the better. Plenty of international journeys on Expedia become available to compare up to a year in advance. If you can't book early, don't stress. Bargain prices appear from time to time just weeks before departure dates.
What does an Expedia Chelsea travel package include?
Hotels, flights and rental cars — we have them well covered. With Expedia, you can create your Chelsea package just the way you want. All you have to do is decide just what you need. Once you've made your booking, you can add on extras like experiences and activities. The more you bundle, the bigger the savings!
What should I know before booking a Chelsea travel package?
Bundling your bookings into a Chelsea vacation package is the easiest way to organize your trip. Not only that, you'll get great discounts just for combining your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Chelsea Expedia vacation package?
You certainly can. We have more than 550 airline partners worldwide, so pick the carrier that best suits your budget needs.
If I'm not able to travel, can I cancel my Chelsea vacation package?
Yes, you can. We get that things don't always go to plan, so we're here to help if you have to make changes to your Chelsea vacation package. It may be possible to amend or cancel your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may charge you a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.

Stay near popular Chelsea attractions

A cityscape with prominent skyscrapers, including the Empire State Building, and a large circular building with a dome.

Madison Square Garden

8.8/10 (35,993 reviews)
Whether you’re performing here, watching your favorite sports team or entertainer or touring the venue, you’re in for an exciting event.
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A cityscape with tall buildings, a red brick building with a fire escape, and a pathway with greenery.

The High Line Park

9.4/10 (491 reviews)
This creative exploration of the potential for urban renewal is a pleasant place to go for a walk next to one of the trendiest neighborhoods in New York.
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A wall of wooden signs pointing to various local businesses.

Chelsea Market

9.0/10 (1,054 reviews)
In some ways it is similar to your neighborhood market, except this indoor food hall has a verve for the gourmet that rivals anywhere else in Manhattan.
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Moynihan Train Hall

Enjoy an outing to Moynihan Train Hall during your stay in New York. Experience the acclaimed theater scene and fascinating museums in this vibrant area.
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The Edge

Find out about the history of New York with a stop at The Edge. Experience the entertainment choices and fascinating museums in this vibrant area.
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Vessel

9.0/10 (2 reviews)
You can find out about the history of New York with a stop at Vessel. Experience the entertainment choices and acclaimed art scene in this vibrant area.
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City Winery

After visiting City Winery, make a plan to see the other sights and activities in New York. Experience the acclaimed art scene and fascinating museums in this vibrant area.
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Metropolitan Pavilion

Metropolitan Pavilion is just one of the places to see in New York, so why not enjoy the other things to explore during your travels? Experience the fascinating museums and acclaimed theater scene in this vibrant area.
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Things to do

Tyrannosaurs rex skeleton in the American Museum of Natural History in New York

American Museum of Natural History Tickets

CA $57
per adult
82% of travellers recommend
American Museum of Natural History Tickets
Edge Immersive Observation Deck Ticket

Edge Immersive Observation Deck Ticket

CA $60
per adult
96% of travellers recommend
Edge Immersive Observation Deck Ticket
Statue of Liberty & Ellis Island Sunset Cruise

Statue of Liberty & Ellis Island Sunset Cruise

CA $45
per adult
78% of travellers recommend
Statue of Liberty & Ellis Island Sunset Cruise
See all activities in New York

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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.