Derby Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 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

Find the Best Derby Vacation Packages

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 SARĀ 486 per night from Aug 9 to Aug 10
SARĀ 486
SARĀ 558 total
9 Aug - 10 Aug
includes taxes & fees
9.2/10 Wonderful! (2,209 reviews)
"Very clean, spacious room! Included mini fridge, safe, ironing board, hair dryer, and robe (!). There was in-room coffee and also large pots of drip coffee in the lobby. I would stay here again if I am ever in New Haven."

Reviewed on 16 July 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 SARĀ 560 per night from Jul 19 to Jul 20
SARĀ 560
SARĀ 643 total
19 Jul - 20 Jul
includes taxes & fees
7.8/10 Good! (1,004 reviews)
"Mattress was. Lumpy,ac noisy"

Reviewed on 15 July 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 SARĀ 426 per night from Jul 30 to Jul 31
SARĀ 426
SARĀ 490 total
30 Jul - 31 Jul
includes taxes & fees
8/10 Very Good! (1,712 reviews)
"Amazing"

Reviewed on 16 July 2026

Best Western Executive Hotel Of New Haven - West Haven
See all 1,166 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.

Stay near popular Derby attractions

Osborndale State Park

This 350-acre Connecticut sanctuary combines hiking trails, fishing at Pickett's Pond, and local history. Visit the Osborne Homestead Museum and Kellogg Environmental Center to experience both nature and culture.
See properties

Frequently asked questions

How much does a Derby vacation package cost?
Offering great value package deals 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 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, favorite 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.