Chelsea Vacations from $712
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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.
The Latest Chelsea vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square
Manhattan
$712
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (3,334 reviews)
Clean, staff was attentive, breakfast is a bit chaotic, but food choices sufficient
Reviewed on Sep 5, 2026
1 Hotel Brooklyn Bridge
$2,227
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,013 reviews)
We flew in to attend the U.S. Open and stayed at 1 Hotel Brooklyn. The staff was warm, welcoming, and attentive throughout our stay. The views of Manhattan and the Brooklyn Bridge are truly hard to beat. We had a wonderful experience and would absolutely stay here again!
Reviewed on Sep 5, 2026
Chelsea Hotel Deals
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
$108 nightly
$133 total
Sep 7 - Sep 8
Total with taxes and fees
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
Fully refundable
$97 nightly
$113 total
Sep 21 - Sep 22
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$101 nightly
$117 total
Sep 20 - Sep 21
Total with taxes and fees
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.
Find the Best Chelsea Vacation Packages
Chelsea Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Stewart Intl. Airport (SWF) |
Top Sights | SplashDown Beach, Dia Beacon and Chance Theater |
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Frequently asked questions
How much does a Chelsea vacation package cost?
You'll find cheap prices from $712 on Expedia for your Chelsea escape. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Chelsea costs.
What are the cheapest months to go to Chelsea?
You can usually find lower rates and better availability in December, January and February. Check out our cheap Chelsea vacation packages and you could score some great off-season discounts.
How many days is enough for Chelsea?
With a well-planned itinerary, you can easily visit the main Chelsea attractions in a handful of days. But if you prefer to discover lesser-known spots or take day trips, think about booking your Chelsea vacation for longer.
How to find the best Chelsea package deals?
Use Expedia's handy filters to help you find some terrific Chelsea package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Chelsea package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Chelsea vacation as a package?
You can enjoy significant savings on your next Chelsea break by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to view the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Chelsea?
If you're considering an impromptu Chelsea getaway, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Chelsea vacation packages?
Secure your perfect escape to Chelsea with Expedia's Book Now, Pay Later vacations. No need to save up or hold off until the next payday — we've partnered with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stay on budget and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
