Derby Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

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

  • Rest easy

    Plan, 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

Hotel St. James

3 out of 5
Manhattan
Price was CA $1,437, price is now CA $941 per person
CA $941
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
8.8/10 Excellent! (7,519 reviews)
I

Reviewed on Jul 14, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was CA $14,933, price is now CA $9,463 per person
CA $9,463
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (152 reviews)
Amazing

Reviewed on May 29, 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was CA $4,523, price is now CA $2,905 per person
CA $2,905
per person
Aug 22 - Aug 29
found 1 hour ago
Roundtrip non-stop flight included
Ottawa (YOW) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Small, it’s a excelente stay if your looking for shopping

Reviewed on Jul 13, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,179, price is now CA $2,738 per person
CA $2,738
per person
Sep 17 - Sep 20
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Lovely hotel in a great area

Reviewed on Jul 13, 2026

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $3,184, price is now CA $2,098 per person
CA $2,098
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
Beautiful, spacious and comfortable room that is in excellent condition. Same with the bathroom. Front desk are knowledgeable, professional, friendly and can anticipate our needs before we even ask for it. Same with the bell staff and the security. Free coffee in the morning. Free water all day (in a giant bucket in the evenings and at the bell station during the day). No pool. Fitness center is available but not the best. ROOM 3501 is AMAZING. The corner room understandable has windows on the north and east side of the buildings. We very much enjoyed the sunrise, morning, afternoon and evening views from our room. Couch pulls out into a bed. Vibe is definitely nice. Location is VERY convenient: It's across the street from Central Park and about 2 blocks from a subway station.

Reviewed on Jul 3, 2026

Ready to book your vacation to Derby?

 

Choose your dates

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 $182 per night from Jul 26 to Jul 27
CA $182
CA $209 total
Jul 26 - Jul 27
includes taxes & fees
9.2/10 Wonderful! (2,231 reviews)
"The staff was nice but the room needs in improvement A.C was not working properly and the sheets and blankets needs to be changed."

Reviewed on Jul 14, 2026

New Haven Hotel
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
The price is CA $226 per night from Jul 28 to Jul 29
CA $226
CA $260 total
Jul 28 - Jul 29
includes taxes & fees
7.8/10 Good! (1,001 reviews)
"Es un hotel grande espacioso ideal para reuniones o eventos, parte del personal fueron atentos, el hotel tiene en general instalaciones muy viejas pero todo funciona bien.tienen parqueo muy grande y no hay cargo extra por dejar tienen carro allí además de ser un lugar muy seguro y bien ubicado."

Reviewed on Jul 14, 2026

Trumbull Marriott Shelton
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 $160 per night from Jul 28 to Jul 29
CA $160
CA $184 total
Jul 28 - Jul 29
includes taxes & fees
8/10 Very good! (1,724 reviews)
"Hotel was quiet. Staff was great. Parking is limited and congested due to big truck parking"

Reviewed on Jul 14, 2026

Best Western Executive Hotel Of New Haven - West Haven
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 $941 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.

Explore a world of travel with Expedia

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