Derby Vacations from $1,102
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 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
Your Derby Vacation
Reserve a Derby vacation package and get set to experience the best of this lively city. Think about staying in the neighborhood of Downtown New Haven, which is great for shopping, bars and pubs and history. If taking in sights is part of the program during your trip to Derby, check out big attractions like SportsCenter of Connecticut, Eisenhower Park and Ansonia Mall Shopping Center. Check out Expedia's wide range of travel options and book your perfect vacation to Derby today.
The Latest Derby vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
Manhattan
$1,818
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to New York (JFK)
9.2/10 Wonderful! (4,026 reviews)
The staff was abrupt didn’t take the time to answer my questions the breakfast was what we expected from its advertising otherwise the accommodation & room was good as well as the location
Reviewed on Oct 19, 2026
Hotel Riu Plaza New York Times Square
Manhattan
$2,076
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to New York (JFK)
9/10 Wonderful! (3,389 reviews)
First off the room was over priced we stayed in a small room w double beds with our daughter and husband. the shower was see through in the room how you supposed to take a shower with all adults? The bed sheet had stains on it and the light switch wouldnt work so light was constantly on .shower floor was dirty and cracked.. very disappointed! Their breakfast buffet wasn’t good either that’s one of the reasons we stayed there was for the free breakfast.
Reviewed on Oct 19, 2026
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.
Derby Hotel Deals
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
$128 nightly
$147 total
Oct 27 - Oct 28
Total with taxes and fees
9.2/10 Wonderful! (2,386 reviews)
"All the staff were very nice and accommodating, I was very happy with this stay."
Reviewed on Oct 19, 2026
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
$148 nightly
$170 total
Nov 16 - Nov 17
Total with taxes and fees
The Circle Hotel Fairfield
417 Post Road Fairfield CT
Fully refundableReserve now, pay when you stay
$151 nightly
$174 total
Nov 15 - Nov 16
Total with taxes and fees
8.8/10 Excellent! (1,477 reviews)
"Great spot for a night or weekend stay in fairfield county. Contactless check in so can go straight to the room if desired"
Reviewed on Oct 18, 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.
Find the Best Derby Vacation Packages
Derby Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tweed - New Haven Regional Airport (HVN) |
Population | 12,700 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Walnut Beach, Silver Sands State Park and Sandy Point Beach |
More vacations you might like
Frequently asked questions
How much does a Derby vacation package cost?
You'll find cheap prices from $1,102 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?
December, January and February are great times to look for cheap Derby vacation packages. Choosing to travel in quieter months means you can generally find reduced prices on flights and accommodations.
How many days is enough for Derby?
The ideal length for your Derby vacation depends on what you'd like to do and see. Usually, a few days to a week will give you time to visit all the leading sights and explore some hidden gems along the way.
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.
Does Expedia offer Book Now, Pay Later Derby vacation packages?
Your Derby break is meant to be an escape from your busy life, not a reason for money worries. So to give you a little more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
