Chelsea Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Chelsea Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Top hotels in Chelsea
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
S$169
20 Sept - 21 Sept
includes taxes & fees
Quality Inn Poughkeepsie
536 Haight Ave, Building A Poughkeepsie NY
S$143
11 Oct - 12 Oct
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
S$149
29 Sept - 30 Sept
includes taxes & fees
9/10 Wonderful! (1,076 reviews)
"The Vibe It’s a standard, clean Hyatt Place—nothing super fancy, but definitely a notch above your typical mid-tier highway hotel. If you’ve stayed at a Hyatt Place before, you know the layout: bright, functional, modern, and predictable in a good way. It’s popular with families visiting Vassar or ..."
Reviewed on 16 Sept, 2026
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 S$2,291 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?
- Choose your travel dates: What you want to do in Chelsea and your preferred season will help you decide when to travel.
- 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.
- 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.
- 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
