Derby Vacations from $554

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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.
Heritage Hotel

Heritage Hotel

2.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,080, price is now $554 per person
$554
per person
Jul 20 - Jul 23
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,751 reviews)
Emplacement de l'hôtel excellent pour visiter Manhattan à pied. Personnel très sympathique.

Reviewed on May 1, 2026

The Wayne Inn

The Wayne Inn

2 out of 5
Save 100% on your flight
Price was $1,121, price is now $574 per person
$574
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
6.8/10 (289 reviews)
Hair dryer was broken and no one came to repair it. There was a roach. The black out curtain was stuck so I couldn't adjust it. The gasket seal on the fridge door was faulty. The sink randomly leaked. The person who checked me in was oddly aggressive just because I didn't want to sign a blank receipt. Telling me I don't know how to check into hotels as if I'm not in my late 30s...

Reviewed on Feb 21, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was $2,641, price is now $1,436 per person
$1,436
per person
Jul 11 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $3,472, price is now $1,933 per person
$1,933
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,005 reviews)
Stayed at 1 Hotel Brooklyn Bridge for our 5 year wedding anniversary and had an amazing experience. The staff was friendly, welcoming, and super helpful throughout our stay. Loved the relaxed vibe and casual style from the staff because it made the hotel feel comfortable instead of overly formal. The rooftop bar was next level with incredible views of the river and the Brooklyn Bridge. Very happy with our stay overall and would definitely come back.

Reviewed on May 2, 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 $1,083, price is now $604 per person
$604
per person
Jul 6 - Jul 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,979 reviews)
Excellent position. Very clean. Very good breakfast. Would recommend.

Reviewed on Apr 30, 2026

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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
$140 nightly
The price is $161 total per night from May 24 to May 25
$161 total
May 24 - May 25
Total with taxes and fees
9.2/10 Wonderful! (2,110 reviews)
Easy check in and check out. Staff were super nice! Found a stray hair in one of the beds under the covers but otherwise clean!

Reviewed on May 2, 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 May 26 to May 27
$146 total
May 26 - May 27
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
Beautiful property. Attentive staff.

Reviewed on May 2, 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
$76 nightly
The price is $87 total per night from May 27 to May 28
$87 total
May 27 - May 28
Total with taxes and fees
6.4/10 (1,002 reviews)
Very disappointed! The hotel was loud. Heard dog barking and doors closing. Also could hear the people in the hallway talking.

Reviewed on May 2, 2026

Motel 6 Milford, CT
See all 1,190 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 $554 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.