Derby Vacations from $420

Book a Hotel + Flight or Car together to unlock savings

Photo by Joelvito Villaluz

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 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.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $785, price is now $420 per person
$420
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
Staff is amazing. Angela at the front desk was amazing and went above and beyond. Rooms are cute and clean. Hotels in a great area.

Reviewed on Jan 11, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was $1,207, price is now $598 per person
$598
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (136 reviews)
Great rooms, staff and food

Reviewed on Sep 28, 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was $1,082, price is now $590 per person
$590
per person
Apr 6 - Apr 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (2,790 reviews)
Cleanliness all around, secure location, staff attentive, beautiful view of Times Square, and the breakfast that was included taste great and fresh!

Reviewed on Jan 11, 2026

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $863, price is now $472 per person
$472
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
The only issues was the lack of insulation. You can hear people talking throughout the halls from the room

Reviewed on Jan 10, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
Price was $1,816, price is now $1,024 per person
$1,024
per person
Apr 8 - Apr 11
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (638 reviews)
The location was awesome and the Christmas decorations lived up to the hotel’s reputation.

Reviewed on Dec 28, 2025

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

Hiking trails and fishing at the pond. A nice location for sunrise in the fall.

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
$104 nightly
The price is $120 total per night from Jan 25 to Jan 26
$120 total
Jan 25 - Jan 26
Total with taxes and fees
9/10 Wonderful! (1,988 reviews)
Customer service is top-notch, they are always very accommodating and friendly. We found the hotel to be very clean, the location is extremely convenient to dining shopping and the areas of New Haven. You would want to explore. Parking is extremely convenient and attached to the hotel. There are ...

Reviewed on Jan 4, 2026

New Haven Hotel
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
Fully refundable
$103 nightly
The price is $119 total per night from Feb 8 to Feb 9
$119 total
Feb 8 - Feb 9
Total with taxes and fees
8.6/10 Excellent! (1,011 reviews)
clean room, helpful staff

Reviewed on Jan 4, 2026

Cambria Hotel New Haven University Area
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

2.5 out of 5
695 Bridgeport Ave Shelton CT
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $122 total per night from Jan 23 to Jan 24
$122 total
Jan 23 - Jan 24
Total with taxes and fees
8.6/10 Excellent! (1,007 reviews)
great bib room comfortable nice large shower good breakfast

Reviewed on Jan 5, 2026

Hampton Inn by Hilton Shelton
See all 1,115 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 $420 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.