Chelsea Holidays from £1,443

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 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

    Packages with flights are ATOL protected

Your Chelsea Holiday

The best way to experience this lively city is with a custom-made Chelsea holiday package. Stay in the neighbourhood 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 holiday is a couple of clicks away with Expedia.

Top Chelsea Flight + Hotel Deals

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

Night Hotel Broadway

3 out of 5
Manhattan
Save 100% on your flight
Price was £2,363, price is now £1,443 per person
£1,443
per person
19 Sept - 26 Sept
found 17 hours ago
Return direct flight included
London (LGW) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (3,239 reviews)
If you are not picky this is the hotel for you. Yes, the hotel rooms do need to be updated, however, the beds were very comfortable and we had a good night sleep

Reviewed on 4 Jul 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was £3,766, price is now £2,244 per person
£2,244
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
London (LHR) to New York (JFK)
9/10 Wonderful! (1,003 reviews)
5 star perfect place

Reviewed on 2 Jul 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was £2,701, price is now £1,644 per person
£1,644
per person
11 Sept - 14 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Atmosphere was amazing. Layout was incredibly unique. Will definitely be returning

Reviewed on 2 Jul 2026

The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
Save 100% on your flight
Price was £2,913, price is now £1,864 per person
£1,864
per person
19 Sept - 26 Sept
found 13 hours ago
Return flight included
London (LON) to New York (JFK)
8.8/10 Excellent! (618 reviews)
Really fabulous location, clean comfortable and spacious room. Nice continental breakfast, easy onsite parking and very helpful and friendly staff. Would absolutely stay again.

Reviewed on 1 Jul 2026

Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
Price was £2,850, price is now £1,894 per person
£1,894
per person
19 Sept - 26 Sept
found 13 hours ago
Return flight included
London (LON) to New York (JFK)
8.4/10 Very good! (658 reviews)
Amazing views Rooms were just right People were pleasant BEach chairs and towels readily available Otherwise had a great time Service at the restaurant very slow

Reviewed on 2 Jul 2026

Chelsea Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Fun Central, Dutchess Stadium and Bowdoin Park

Top hotels in Chelsea

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 £112 per night from 13 Jul to 14 Jul
£112
13 Jul - 14 Jul
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"AMAZING HOTEL!! if you need a place to stay for a night or two definitely choose this one! clean, nice quality, spacious affordable room, nice bathroom, nice indoor pool a& gym and inclusive breakfast! I often go back and forth to this area so I will be back!"

Reviewed on 30 Jun 2026

Hyatt Place Poughkeepsie / Hudson Valley
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 £126 per night from 5 Jul to 6 Jul
£126
5 Jul - 6 Jul
includes taxes & fees
8.4/10 Very good! (1,002 reviews)
"Fabulous stay on our way to Maine!"

Reviewed on 2 Jul 2026

Overlook Lodge at Bear Mountain
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is £87 per night from 13 Jul to 14 Jul
£87
13 Jul - 14 Jul
includes taxes & fees
8.2/10 Very good! (152 reviews)
"Reasonable hotel for a short stay, we were flying from Newburgh airport which is only 15 mins away. The communal areas are in need of a refurb and had a bleach smell but the room was fairly modern and clean. Breakfast is very basic. Good number of restaurants within a 5 minute walk. Overall, I would ..."

Reviewed on 3 Jul 2026

Spark by Hilton Fishkill
See all 787 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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Chelsea travel package cost?
The cheapest Chelsea package is £1,443, so your dream holiday can become a reality — without the high price tag. Combine flights, hotels, car rentals and more to tailor a package suited to your travelling style.
If I'm not able to travel, can I cancel my Chelsea travel package?
Because we know life can throw you a few curveballs, the answer is yes. For further information, visit our Customer Service Portal. But generally speaking, if you've booked your Chelsea travel package in the last 24 hours, you may be able to change or cancel it for no charge. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.
How do I get a cheap travel package to Chelsea?
Just imagine all the thrilling things you could do in Chelsea with extra cash in your wallet. Watch your savings stack up when you bundle your travel bookings into a Chelsea travel package. You have loads of choice when you book with Expedia too. In fact, you can choose from more than 550 airlines and 1,000,000 properties globally. Whether you're holidaying with the entire family or embarking on a solo adventure, organising a getaway to Chelsea is better with a package.
Does Expedia offer Book Now, Pay Later Chelsea holidays?
Yes. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply choose the payment plan that works for you during checkout and take the stress out of budgeting for your trip. Don't forget to bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your travel buck. Consider these flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna can help. Paying in easy monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: If you'd like to pay off your getaway in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan with Klarna.

Where should I stay in Chelsea?
A holiday in Chelsea wouldn't be complete without stopping by Stony Kill Farm Environmental Education Centre, Dutchess Stadium and Mount Gulian Historic Site. Spend your evenings near these sights and make sightseeing easy.
What are the top hotels in Chelsea?
Lock in a room at HYATT house Fishkill/Poughkeepsie. It's one of the neighbourhood's most popular hotels. Another highly rated option in Chelsea is Hyatt Place Poughkeepsie.
How far in advance should I book my Chelsea holiday?
While prices change from time to time, we generally advise booking your seats as early as possible. Many international airfares are available on Expedia up to 12 months in advance. If circumstances have left you booking late, you might still get lucky. Cheap journeys to Chelsea sometimes occur just weeks before departure.
What does an Expedia Chelsea travel package include?
Expedia has all you need to book your Chelsea getaway, but what goes into your package is your call. Choose from any combination of rental cars, flights and hotels. In search of some activities to keep you busy? Once you've made your booking, you can add them too. Whatever your budget or style, there's a travel package to suit your needs.
What should I know before booking a Chelsea travel package?
So many places to go, so many things to see and do. With a travel package, you'll be able to check more of them off your list. Bundle your flights, rental cars and hotels and see how much you save.
Can I choose my airline with a Chelsea Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines around the world. Our travel packages give you the freedom to pick from available flights, hotels and activities that suit you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.