Derby Vacations from $369

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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 $635, price is now $369 per person
$369
per person
Jan 28 - Jan 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (2,359 reviews)
Room was very clean, fridge was stocked everyday and friendly staff.

Reviewed on Nov 11, 2026

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,058, price is now $604 per person
$604
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was $2,876, price is now $1,771 per person
$1,771
per person
Feb 3 - Feb 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (293 reviews)
The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong

Reviewed on Nov 6, 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 $619, price is now $385 per person
$385
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (3,435 reviews)

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was $2,383, price is now $1,522 per person
$1,522
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)
Spotlessly clean, great location but don’t be fooled by the breakfast included offer as it’s not really included.

Reviewed on Nov 12, 2026

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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.
See properties

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
$124 nightly
The price is $143 total per night from Nov 27 to Nov 28
$143 total
Nov 27 - Nov 28
Total with taxes and fees
9.2/10 Wonderful! (2,416 reviews)
"Good location to Yale university."

Reviewed on Nov 12, 2026

New Haven Hotel
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road Fairfield CT
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $170 total per night from Nov 16 to Nov 17
$170 total
Nov 16 - Nov 17
Total with taxes and fees
8.8/10 Excellent! (1,495 reviews)
"Very convenient location. Beds were very comfortable! The continental breakfast was typical of what you'd expect. My only negative would be the fact that the room, as large as it was, had no drawers to place items that couldn't be hung in the closet. There was a desk and a nightstand but neither ..."

Reviewed on Nov 12, 2026

The Circle Hotel Fairfield
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $111 total per night from Nov 29 to Nov 30
$111 total
Nov 29 - Nov 30
Total with taxes and fees
Best Western Danbury/Bethel
See all 1,165 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

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Frequently asked questions

How much does a Derby vacation package cost?
You'll find cheap prices from $369 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.