Chelsea Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Chelsea Vacation

The best way to experience this lively city is with a custom-made Chelsea vacation package. Stay in the neighborhood of Poughkeepsie Waterfront, which is great for families, history and culture or go someplace else — our packages are all about you. Every trip to Chelsea needs a well-designed itinerary. Fill yours with major attractions like Poughkeepsie Galleria, Bowdoin Park and Dutchess Stadium. Don't delay visiting this destination any longer. Your dream Chelsea vacation is a couple of clicks away with Expedia.

Top Chelsea Vacation Deals

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

Hotel St. James

2.5 out of 5
Manhattan
Save 100% on your flight
per person
Sep. 5 - Sep. 8
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (4,266 reviews)
Very clean hotel but older property.

Reviewed on Jun. 19, 2024

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
per person
Aug. 2 - Aug. 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (549 reviews)
Smart hotel superbly located

Reviewed on Jun. 12, 2024

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
Sep. 1 - Sep. 5
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to New York (JFK)
8.8/10 Excellent! (3,679 reviews)
Absolutely loved the staff & hospitality during our stay! The hotel is kept immaculately clean. The restaurant food is amazing with so many options. The bellman were so so polite & accommodating. Super close to broadway & Times Square. It is located on restaurant row, so there is many restaurant choices within walking distance. We will be back for sure & highly recommend this hotel to others!

Reviewed on Jun. 19, 2024

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Aug. 19 - Aug. 23
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to New York (JFK)
8.6/10 Excellent! (1,002 reviews)
Great location! Great service!

Reviewed on May 20, 2024

Hyatt Place New York Midtown South

Hyatt Place New York Midtown South

3.5 out of 5
Manhattan
Save 100% on your flight
per person
Sep. 10 - Sep. 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,142 reviews)
Great stay. Renovated room and comfy bed. I wish the A/C could be turned down lower. Felt warm sometimes. Otherwise only praise.

Reviewed on Jun. 17, 2024

Chelsea Hotel Deals

HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Fully refundable
The price is CA $196 per night from Jun. 24 to Jun. 25
CA $196
CA $220 total
includes taxes & fees
Jun 24 - Jun 25
8.6/10 Excellent! (1,005 reviews)
"They have a little bit of everything, including an indoor heated pool, a hot tub, laundry, a fitness center, and a full breakfast as opposed to those with a continental breakfast. The staff is very friendly, and the rooms as very comfortable."

Reviewed on Jun. 14, 2024

HYATT house Fishkill/Poughkeepsie
DoubleTree by Hilton Poughkeepsie
DoubleTree by Hilton Poughkeepsie
4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Jul. 1 to Jul. 2
CA $175
CA $203 total
includes taxes & fees
Jul 1 - Jul 2
8.2/10 Very Good! (983 reviews)
"Nice staff and beautiful room"

Reviewed on Jun. 14, 2024

DoubleTree by Hilton Poughkeepsie
Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain
2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
The price is CA $223 per night from Jul. 2 to Jul. 3
CA $223
CA $253 total
includes taxes & fees
Jul 2 - Jul 3
7.8/10 Good! (1,003 reviews)
Needs updating
"Cool area but this facility needs updating."

Reviewed on Jun. 12, 2024

Overlook Lodge at Bear Mountain
See all 727 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

Frequently asked questions

How much does a Chelsea vacation package cost?
From just CA $789. Yes, you read that correctly. Our Chelsea vacation packages are an easy way to make your dollar go further. Combine your preferred hotels, flights and car rentals and get to know this fabulous destination.
How do I get a cheap travel package to Chelsea?
Bundle, bundle, bundle. Flights, hotels and rental cars — combine whatever you need into a Chelsea vacation package to save tons of cash. Score even better deals when you include extras such as sightseeing tours to your booking. But that’s not the only impressive part. You have the flexibility to customize your trip your way. We offer more than 550 partner airlines and 1,000,000 properties across the globe, so that everyone has a chance to travel and live out those vacation dreams.
Where should I stay in Chelsea?
Chelsea is home to several interesting places to discover, including Dutchess Stadium. Stay somewhere nearby and make sightseeing simple.
How far in advance should I book my Chelsea vacation?
It depends on the air carrier, but you can normally compare international flights on Expedia up to 12 months in advance. While it’s generally recommended to book ahead of time, lucky travelers will occasionally nab a cheaper flight just weeks before the date of departure.
What does an Expedia Chelsea travel package include?
With Expedia, you can select any combination of flights, hotels and car rentals to create your perfect Chelsea travel package. Once you’ve made your booking, you can add on all the fun stuff like activities and tours. Don’t forget — the more you bundle, the more discounts you’ll get!
What should I know before booking a Chelsea travel package?
A travel package can be customized for your budget and is a terrific way to make your budget go further. How little or much you include is completely up to you. Rental cars, hotels and flights — come up with a combination that suits your style.
Can I choose my airline with a Chelsea Expedia vacation package?
Yes, the choice is yours. We offer more than 550 airlines globally, so you can tailor your Chelsea adventure according to your budget and travel needs.
If I'm not able to travel, can I cancel my Chelsea vacation package?
It’s hard to predict what the future holds, so it’s good to know that you can cancel or change your Chelsea vacation package. If your booking was made in the last 24 hours, you may be entitled to a refund. If it’s an older booking, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to find out more.

Other 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.