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
- Rest easyPlan, 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.
Top Derby Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel St. James
Manhattan
CA $1,172
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (7,860 reviews)
They have a bar that is just for show. No coffee machine in the room. I looked at so many hotels I must have missed the no coffee. Other than that it was great.
Reviewed on Aug 28, 2026
Hotel Riu Plaza New York Times Square
Manhattan
CA $1,476
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (3,313 reviews)
The hotel was great! We are a family of 5 and in NYC most places wanted us to book 2 rooms. I found RIU and the price was awesome. When we arrived the staff was professional and all of them were genuinely thankful we chose to stay there. The hotel was very clean. There was a woman cleaning the lobby every time we stepped foot in it. The hotel looked super fancy as my tween girls said! Our room was great and we would stay here again! Thank you RIU staff and Expedia.
Reviewed on Aug 28, 2026
Ready to book your vacation to Derby?
Derby Hotel Deals
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
CA $165
CA $190 total
Sep 7 - Sep 8
includes taxes & fees
Motel 6 New Haven - Branford, CT
320 E Main St Branford CT
Fully refundable
CA $89
CA $103 total
Sep 2 - Sep 3
includes taxes & fees
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
CA $206
CA $237 total
Sep 2 - Sep 3
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 $1,172 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
- Cottages in Shelton
- Motels in Milford
- West Rock Hotels
- Hyatt House Shelton
- Hotels near Yale University
- Derby Hotels
- Bridgeport Hotels
- Residence Inn by Marriott Norwalk
- B&B in Woodbridge
- Homewood Suites by Hilton Orange New Haven
- Cheap Hotels in Milford
- Luxury Hotels in New Haven
- Oceanfront Hotels in New Haven
- Chalets in Seymour
- Hotels near Quinnipiac University
- Residence Inn by Marriott Milford
- Hampton Inn Milford
- Hilton Garden Inn Milford
- Hampton Inn by Hilton Shelton
- Red Roof Inn Milford
- Hyatt Place Milford / New Haven
- Seymour Hotels
- Holiday Inn Express & Suites Milford by IHG
- Orange Hotels
- New Haven Village Suites
- Luxury Hotels in Shelton
- Taft (New Haven)
- Milford Hotels
- Hotels near Port Milford
- Courtyard By Marriott Shelton
- 4 Star Hotels in Shelton
- Springhill Suites Milford
- Shelton Hotels
- Courtyard by Marriott New Haven Orange
- Romantic Hotels in Milford
- Best Western Executive Hotel Of New Haven
- New Haven Hotels
- Hampton Inn & Suites New Haven
- Hotels with Early Check-in in West New Haven
- B&B in Milford
- Resorts in Seymour
- West Haven Hotels
- Cheap Hotels in New Haven
- Trumbull Hotels
- Flights from Buffalo (BUF) to New Haven (HVN)
- Flights from Trumbull
- Flights from Toronto (YYZ) to Hartford (BDL)
- Flights to Seymour
- Flights from Ottawa (YOW) to New Haven (HVN)
- Flights to Milford
- Flights to Connecticut
- Flights to Shelton
- Flights from Vancouver (YVR) to New Haven (HVN)
- Flights from Shelton
- Flights from Calgary (YYC) to New Haven (HVN)
- Flights from Milford
- Flights from Montreal (YUL) to New Haven (HVN)
- Flights to New Haven
- Flights from Tweed - New Haven Regional
- Flights from Toronto (YYZ) to New Haven (HVN)
- Flights from Detroit (DTW) to New Haven (HVN)
- New Britain Vacations
- Ocean Beach Park
- Mystic Vacations
- Elizabeth Park
- Yale University
- Visit Connecticut
- New Haven Vacations
- Visit Bridgeport
- Visit New Haven
- Branford Vacations
- Connecticut State Capital
- Connecticut Science Center
- Avon Vacations
- Mark Twain House & Museum
- Mohegan Sun Casino
- Essex Steam Train
- Baltic Vacations
- Hartford Vacations
- Lebanon Vacations
- Riverside Park
- Lighthouse Point Park
- Pilgrim Mall Shopping Center
- J. M. Sarnik & Sons' The Old General Store
- Bushnell Park
- Willington Vacations
- Connecticut Vacations
- Glastonbury Vacations
- Sterling Memorial Library at Yale University
- Monroe Plaza Shopping Center
- Stamford Vacations
- Preston Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
