Chelsea Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Chelsea

Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was €1,609, price is now €1,196 per person
€1,196
per person
27 Dec - 30 Dec
just found
Return direct flight included
Dublin (DUB) to New York (JFK)
7.6/10 Good! (3,805 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was €3,406, price is now €2,218 per person
€2,218
per person
7 Jan - 11 Jan
found 1 hour ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (293 reviews)

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was €3,258, price is now €2,233 per person
€2,233
per person
8 Dec - 12 Dec
found 21 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (3,435 reviews)
Breakfast as good as always at Riu Hotels. However, I disappointed having poor quality orange juice in breakfast!!

Reviewed on 1 Nov 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was €2,417, price is now €1,719 per person
€1,719
per person
27 Dec - 30 Dec
just found
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)

Kimpton Ashbel New York Park Avenue

Kimpton Ashbel New York Park Avenue

4 out of 5
Manhattan
Price was €2,374, price is now €1,739 per person
€1,739
per person
3 Dec - 7 Dec
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8.8/10 Excellent! (1,007 reviews)

Top hotels in Chelsea

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is €123 per night from 10 Nov to 11 Nov
€123
10 Nov - 11 Nov
includes taxes & fees
8.4/10 Very good! (1,005 reviews)
"We mostly enjoyed our stay at Bear Mountain. Respectfully, The Overlook Lodge is closer to a roadside motel than a Lodge. There’s no staff on site or elevators, so fair warning if you have a lot of stuff with you and staying on the 2nd floor. This is probably a little nitpicky, but the lighting is ..."

Reviewed on 1 Nov 2026

Overlook Lodge at Bear Mountain
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is €114 per night from 29 Nov to 30 Nov
€114
29 Nov - 30 Nov
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

2 out of 5
1289 Route 300 Newburgh NY
Fully refundableReserve now, pay when you stay
The price is €74 per night from 2 Nov to 3 Nov
€74
2 Nov - 3 Nov
includes taxes & fees
Ramada by Wyndham Newburgh/West Point
See all 774 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.

Frequently asked questions

How much does a Chelsea holiday package cost?
You'll find cheap prices from €1,196 on Expedia for your Chelsea escape. However, factors like the season, choice of hotel and length of stay will determine how much your holiday to Chelsea costs.
What are the cheapest months to go to Chelsea?
You can usually find lower rates and greater availability in January, February and March. Explore our cheap Chelsea holiday packages and you could get some great off-season discounts.
How many days is enough for Chelsea?
With a well-organised itinerary, you can easily hit the most popular Chelsea attractions in a handful of days. But if you'd like to discover hidden gems or go on day tours, think about booking your Chelsea holiday 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 holiday package well in advance.
Is it cheaper to book a Chelsea holiday as a package?
You can enjoy significant savings on your next Chelsea break by booking a personalised holiday 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 holiday 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.
How to plan a trip to Chelsea?

  1. Choose your travel dates: What you want to do in Chelsea and your preferred season will help you decide when to travel.
  2. Budget wisely: As well as the price of your accommodation, you should factor in other expenses. These include transportation, flights and food. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Chelsea.
  3. Set the duration of your trip: Start by listing all the activities and attractions you'd like to experience in Chelsea. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your airfare and accommodation: After you've settled on your trip dates and duration, lock in the perfect Chelsea holiday package for you.

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