
Derby Vacations from ¥317,107
Book a Hotel + Flight or Car together to unlock savings
The Latest Derby Vacation Packages
Price found within the past 48 hours. Click for updated prices.


Hotel Riu Plaza New York Times Square
Manhattan
¥460,800
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (3,435 reviews)
Location is superb. Gym is well equipped and in good repair. Breakfast was good - but ridiculously busy. Queues every day. We had two queen beds and a sofa bed which was fine for a family of four. The housekeeping was rubbish - they only cleaned the room one day in four nights, and no change of towels. When they did clean it they put the sofa bed away and removed the bedding. We got back late after a concert and waited an hour and a half for extra bedding to be brought up - despite multiple calls to the front desk-
Was really disappointing given it was late and the kids were tired. Put a
Dampener on what would have been a good hotel experience.
Reviewed on Oct 26, 2026

JW Marriott Essex House New York
Manhattan
¥347,068
per person
Jan 11 - Jan 16
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
8.8/10 Excellent! (1,004 reviews)
We had an incredible stay at the Essex House last week with our two kids (one is 7 and the other turned 4 on our trip). We booked the king suite, thinking that even though it's NYC and the room will likely be small, it would be the best option for a family of 4. We were SHOCKED at the size of the suite! Not only was it enough room for all of us, it was downright roomy! We had plenty of space for our stay. The amenities and cleanliness of the hotel are superior, room service was delicious (if expensive), and best of all...the guest relations team sent a special surprise gift to our room for our 4 year olds birthday. They sent him balloons, two pieces of cake, and a bag full of stuffies and goodies. He was THRILLED and we were so touched by the thoughtfulness. Both of our kids have already asked if - not only can we go back to New York - but can we stay at the Essex House again! The location was incredible and overall the Essex House played a big part in how wonderful and effortless our trip was. Already looking at dates in the Spring to visit again! Thank you Essex House and your wonderful staff!
Reviewed on Oct 19, 2026


Margaritaville Resort Times Square
Manhattan
¥440,932
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (4,269 reviews)
The room was very clean and the bed was comfortable. The room was very small but I was only there for one night to see Harry Styles so just there to sleep. Great location in the middle of Times Square!
Reviewed on Oct 25, 2026
Find the Best Derby Vacation Packages
Derby Hotel Deals

New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
¥20,281
¥23,324 total
Nov 22 - Nov 23
includes taxes & fees
9.2/10 Wonderful! (2,395 reviews)
"Convenient parking. No breakfast."
Reviewed on Oct 26, 2026

The Circle Hotel Fairfield
417 Post Road Fairfield CT
Fully refundableReserve now, pay when you stay
¥26,511
¥32,058 total
Nov 9 - Nov 10
includes taxes & fees

Motel 6 Milford, CT
111 Schoolhouse Road Milford CT
Fully refundableReserve now, pay when you stay
¥10,978
¥12,625 total
Nov 15 - Nov 16
includes taxes & 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.
Stay near popular Derby attractions
Osborndale State Park
This 350-acre Connecticut sanctuary combines hiking trails, fishing at Pickett's Pond, and local history. Visit the Osborne Homestead Museum and Kellogg Environmental Center to experience both nature and culture.
Frequently asked questions
How much does a Derby vacation package cost?
You'll find cheap prices from ¥317,107 on Expedia for your Derby escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Derby costs.
What are the cheapest months to go to Derby?
Plan your getaway for the off-season and you're likely to get cheap Derby vacation packages. Bear in mind that school vacation periods and local events and festivals can impact prices, so do a little research before you go.
How many days is enough for Derby?
With a well-organized travel plan, you can easily visit the main Derby sights in a few days. But if you prefer to discover lesser-known spots or take day trips, think about booking your Derby vacation for longer.
How to find the best Derby package deals?
Use Expedia's filters to find some great Derby package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Derby package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Derby vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging accommodations and flights individually. Better still, you can tailor your Derby trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Derby?
If you're considering an impromptu Derby vacation, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Derby?
- Choose your dates: What you'd like to do in Derby and your favorite season can help you decide when to travel.
- Work out your budget: Ensure you have enough money to pay for everything from food and transportation to activities and flights. Your hotel will likely be the biggest expense during your trip to Derby.
- Set the duration of your trip: Start by compiling a list of the attractions you want to experience in Derby. Then, estimate how long you'll need for each, including any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Derby vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.