Chelsea Vacations from $394

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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.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
Price was $722, price is now $394 per person
$394
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,008 reviews)
It was a wonderful stay. We had a girl’s weekend planned and chose to stay here and we were so glad we did. The staff was extremely helpful and friendly and the complimentary breakfast was the best I’ve ever had - everything was so well seasoned. The property is also really lovely - the pool area felt like a little oasis and well maintained. We are planning on coming back again for our next meet up!

Reviewed on Sep 23, 2025

Night Hotel Broadway

Night Hotel Broadway

2.5 out of 5
Manhattan
Price was $1,331, price is now $697 per person
$697
per person
Nov 12 - Nov 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7/10 Good! (2,403 reviews)
Loved the people their friendly and supportive it’s nice clean hotel area is quiet

Reviewed on Sep 27, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $3,534, price is now $1,904 per person
$1,904
per person
Oct 31 - Nov 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,006 reviews)
Every staff person I interacted with was friendly and helpful. Loved the views and location. Wished there was more room to walk in the living room when the pull out sofa was open.

Reviewed on Sep 28, 2025

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Price was $2,382, price is now $1,284 per person
$1,284
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,620 reviews)
Front desk staff and doormen were exceptional!!!

Reviewed on Sep 26, 2025

Dream Downtown, by Hyatt

Dream Downtown, by Hyatt

4.5 out of 5
Manhattan
Price was $2,831, price is now $1,555 per person
$1,555
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.8/10 Good! (1,576 reviews)
Great location and the room was very nice.

Reviewed on Sep 26, 2025

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Chelsea Hotel Deals

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $115 total per night from Oct 28 to Oct 29
$115 total
Oct 28 - Oct 29
Total with taxes and fees
7.8/10 Good! (428 reviews)
"I would have given the property a five if the ac had been working properly."

Reviewed on Sep 21, 2025

Quality Inn Poughkeepsie
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
2702 Main St, Gardiner, NY
$1,260 nightly
The price is $1,411 total per night from Oct 5 to Oct 6
$1,411 total
Oct 5 - Oct 6
Total with taxes and fees
9.4/10 Exceptional! (53 reviews)
"Where do I start…. Everything was clean and felt so luxurious. The staff was unbelievably polite, kind, and caring. The grounds are beautiful. The spa is perfect. The amenities are top tier. The food is TRULY farm to table (you can go see the farm on a 5 minute walk if you need proof). Just the perfect ..."

Reviewed on Sep 16, 2025

Wildflower Farms, Auberge Collection
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
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $159 total per night from Oct 7 to Oct 8
$159 total
Oct 7 - Oct 8
Total with taxes and fees
8.2/10 Very Good! (1,018 reviews)
"Great natural setting. Comprehensive facilities."

Reviewed on Sep 26, 2025

Overlook Lodge at Bear Mountain
See all 746 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.

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Frequently asked questions

How much does a Chelsea vacation package cost?
You'll find cheap prices from $394 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.