Derby Vacations from $535

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

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.
The Wayne Inn

The Wayne Inn

2 out of 5
Save 100% on your flight
Price was $1,083, price is now $535 per person
$535
per person
Jul 17 - Jul 20
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
7/10 Good! (296 reviews)
Clean room - hot shower -

Reviewed on May 5, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $4,850, price is now $2,641 per person
$2,641
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,005 reviews)
Loved the location and the great views

Reviewed on May 25, 2026

Dream Hotel Bronx

Dream Hotel Bronx

2 out of 5
South Side
Save 100% on your flight
Price was $1,063, price is now $616 per person
$616
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
6.8/10 (111 reviews)
Second visit was better then the first one.

Reviewed on Apr 23, 2026

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was $3,386, price is now $1,975 per person
$1,975
per person
Aug 10 - Aug 16
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.6/10 Exceptional! (222 reviews)
Room was beautiful, very European and chic. Carmenelli cafe is wonderful for breakfast and dinner, portrait is an extremely popular bar. Staff was very friendly.The view from our room was not very good.

Reviewed on May 31, 2026

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 $974, price is now $599 per person
$599
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (3,042 reviews)
There were 3 of us in the room. It was tight, but we managed. The room was cleaned daily. The breakfast was wonderful! The staff was good for the most part. Especially the maids and the guy who needed to unlock my safe!

Reviewed on May 31, 2026

Don't see what you're looking for?
See all available trips from Columbus to Derby
View all trips

Discover the most popular places to visit in Derby

Osborndale State Park

Osborndale State Park

You can take time to visit Osborndale State Park during your travels to Derby. Stroll along the beaches or experience the live music in this family-friendly area.

Osborndale State Park

Derby Hotel Deals

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $148 total per night from Jun 7 to Jun 8
$148 total
Jun 7 - Jun 8
Total with taxes and fees
9.2/10 Wonderful! (2,147 reviews)
"Definitely not worth the price paid"

Reviewed on May 31, 2026

New Haven Hotel
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $146 total per night from Jun 21 to Jun 22
$146 total
Jun 21 - Jun 22
Total with taxes and fees
8.6/10 Excellent! (1,015 reviews)
"Great hotel with the park nearby. The street corner itself is questionable in terms of surrounding but a great hotel worth it."

Reviewed on May 30, 2026

Omni New Haven Hotel at Yale
Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road Milford CT
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $75 total per night from Jun 29 to Jun 30
$75 total
Jun 29 - Jun 30
Total with taxes and fees
6.4/10 (1,009 reviews)
"Nice room . Friendly people . Beautiful walking park behind hotel . Dog friendly !"

Reviewed on Jun 1, 2026

Motel 6 Milford, CT
See all 1,171 properties in Derby
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

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Derby vacation package cost?
You'll find cheap prices from $535 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.