Derby Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith 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.
Hotel Riu Plaza Manhattan Times Square
Manhattan
CA $1,763
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (3,902 reviews)
Lives the proximity of the location. Right in time square . The room size was a bit small but it was all good
Reviewed on Aug 23, 2026
Seven Beach Lane
CA $1,570
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.4/10 Exceptional! (32 reviews)
This hotel is in a great location close to town and restaurants. The rooms are well appointed and clean. The rooms by the pool are larger than the rooms in the house. We have stayed in both and I prefer the pool rooms although louder than the others. Nice pool and restaurant/bar on site. There is also a hotel shuttle to the beach and they were nice enough to drive us to dinner also.
Reviewed on Aug 21, 2026
Ready to book your vacation to Derby?
Derby Hotel Deals
Motel 6 New Haven - Branford, CT
320 E Main St Branford CT
Fully refundable
CA $87
CA $101 total
Sep 1 - Sep 2
includes taxes & fees
7.4/10 Good! (1,018 reviews)
"Toilet, wouldn’t flush tub water wouldn’t go down beds uncomfortable"
Reviewed on Aug 23, 2026
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
CA $205
CA $236 total
Aug 30 - Aug 31
includes taxes & fees
7.8/10 Good! (1,015 reviews)
"Everything was good ! I didn’t like that the jacuzzi was closed"
Reviewed on Aug 23, 2026
Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd West Haven CT
Fully refundableReserve now, pay when you stay
CA $141
CA $162 total
Sep 3 - Sep 4
includes taxes & fees
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.
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.
Osborne Homestead Museum
You can spend time exploring the galleries in Osborne Homestead Museum during your trip to Derby. Amble around this family-friendly area's beaches or experience its live music.
Frequently asked questions
How much does a Derby vacation package cost?
Offering great value package deals from CA $1,113 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?
- 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.
- 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.
- 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.
- 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.
Explore a world of travel with Expedia
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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.
