Derby Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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.

Top Derby Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was CA $2,832, price is now CA $1,505 per person
CA $1,505
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (681 reviews)
We celebrated our anniversary with an overnight stay at the Towers & given the cost, had high hopes. The room was spacious & clean with a nice view but the service was sub par. The receptionist was neither friendly nor welcoming when we arrived & a different receptionist ignored us at checkout. The little things matter. There are many luxury hotels in the city & we’ll be staying at another next time.

Reviewed on Jun 25, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $3,843, price is now CA $2,309 per person
CA $2,309
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Nicely designed hotel with beautiful views. Staff was very nice but service was generally slow.

Reviewed on Jun 28, 2026

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Price was CA $3,163, price is now CA $1,970 per person
CA $1,970
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (645 reviews)
Amazing hotel, staff make the whole experience, bar is great. Reception and concierge team are excellent, in particular Lauren who made check in a breeze. Gym and pool are excellent for a New York hotel.

Reviewed on Jun 21, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $2,423, price is now CA $1,533 per person
CA $1,533
per person
Sep 3 - Sep 7
found 23 hours ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,632 reviews)
Great location

Reviewed on Jul 1, 2026

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $3,055, price is now CA $1,935 per person
CA $1,935
per person
Aug 3 - Aug 8
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
We usually stay at the Ritz but prices were up overall due to the World Cup so we tried this property. It was fantastic and we may have found a new favorite.

Reviewed on Jun 15, 2026

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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
The price is CA $168 per night from Jul 5 to Jul 6
CA $168
CA $193 total
Jul 5 - Jul 6
includes taxes & fees
9.2/10 Wonderful! (2,213 reviews)
"The room was a little small but suited my needs. The bed was very comfortable. The shower was great. Wished they provided a free breakfast. Parking was convenient."

Reviewed on Jul 1, 2026

New Haven Hotel
Hilton Garden Inn Milford

Hilton Garden Inn Milford

3 out of 5
291 Old Gate Lane Milford CT
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from Jul 5 to Jul 6
CA $174
CA $200 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Staff is the best from top to bottom! Lobby is a great space to work while enjoying coffee, drinks and even wine and spirits. One of the best hotels I have staying in a while. Compliments to front desk personnel!"

Reviewed on Jul 1, 2026

Hilton Garden Inn Milford
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd West Haven CT
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Jul 6 to Jul 7
CA $147
CA $168 total
Jul 6 - Jul 7
includes taxes & fees
8/10 Very good! (1,690 reviews)
"Room and property clean. Staff was knowledgeable of the area"

Reviewed on Jul 1, 2026

Best Western Executive Hotel Of New Haven - West Haven
See all 1,167 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.
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Stay near popular Derby attractions

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.
See properties

Frequently asked questions

How much does a Derby vacation package cost?
Offering great value package deals from CA $1,505 on Expedia, you'll be thrilled with how little a vacation to Derby costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Derby?
To pick up cheap Derby vacation packages, plan your getaway outside of peak times such as school holidays. You'll generally find lower prices and better availability when it's less busy.
How many days is enough for Derby?
The ideal duration of your Derby vacation depends on what you'd like to see. Typically, a few days to a week will give you plenty of time to tick off all the leading sights and explore some hidden treasures along the way.
How to find the best Derby package deals?
Use Expedia's handy filters to help you find some tempting Derby package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Derby package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Derby vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and stays individually. Better still, you can customize your Derby trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Derby?
If you're planning an impromptu Derby trip, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Derby?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Derby.
  2. Set your budget: Consider costs like transportation, flights and meals when working out how much to save for your trip to Derby. Then, choose a property that matches your budget, whether that's a low-cost stay or a deluxe retreat.
  3. Work out your trip length: Think about how long you'd like to spend discovering Derby. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to pick a Derby vacation package that brings all your bookings together.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.