Derry Vacation Packages
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Your Derry Vacation
Say farewell to the hassle of planning and hello to a Derry vacation package. With the finer details organized before you go, you can focus on discovering the best of this city, starting with Downtown Manchester, which is great for cafes, history and bars and pubs. Make your trip to Derry even more enjoyable by going sightseeing. Windham Country Club, New Hampshire Aviation Historical Society and Stonyfield Farm are some of the big attractions worth exploring. Browse Expedia's wide range of travel options and start planning your perfect vacation to Derry today.
Top Derry Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel
North End
CA $1,059
per person
Dec 11 - Dec 13
found 8 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Great location. A bit pricey for the size room. Easy to get most places by walking .
Reviewed on Oct 4, 2026
Four Seasons Hotel Boston
Bay Village
CA $1,855
per person
Dec 23 - Dec 26
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)
Your staff is Five star! Hotel needs updating badly. My far the worst Four Seasons we have stayed in.
On the day of check-in, our flight was delayed and we got in at 2:30 in the morning had room service and it was an edible. Your staff indicated they would remove the charges, but I see we were still charged for them as well.
Reviewed on Oct 6, 2026
The Langham, Boston
Downtown Boston
CA $1,606
per person
Dec 13 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
The staff were incredibly helpful & nice. The hotel was beautiful & great location
Reviewed on Oct 4, 2026
Ready to book your vacation to Derry?
Derry Hotel Deals
Hilton Garden Inn Tewksbury Andover
4 Highwood Drive Tewksbury MA
Fully refundableReserve now, pay when you stay
CA $108
CA $121 total
Nov 1 - Nov 2
includes taxes & fees
Methuen Inn and Conference Center
159 Pelham Street Methuen MA
Fully refundableReserve now, pay when you stay
CA $126
CA $141 total
Oct 12 - Oct 13
includes taxes & fees
Park View Inn - Salem
109 S Broadway Salem NH
Fully refundableReserve now, pay when you stay
CA $111
CA $120 total
Nov 2 - Nov 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 Derry attractions
Robert Frost Farm State Historic Site
You can learn about the history of Derry with a visit to Robert Frost Farm State Historic Site. You can attend a sporting event while in the area.
Stockbridge Theater
You can make plans for a show at Stockbridge Theater on your trip to Derry. Stroll along the riverfront or discover the area's sunsets.
Derry Meadows Shoppes
You can browse for the perfect souvenirs at Derry Meadows Shoppes during your stay in Derry. Take in the art scene and sunsets in the area.
Hillside Plaza
You can browse for the perfect souvenirs at Hillside Plaza during your visit to Derry. Amble around the area's riverfront or experience its art scene.
Citizens Plaza
You can browse for the perfect souvenirs at Citizens Plaza during your stay in Derry. Amble around the area's riverfront or experience its art scene.
Hood Commons
You can find the perfect gifts to bring home at Hood Commons during your stay in Derry. Wander the riverfront or discover the area's sunsets.
Derry Museum of History
You can spend time studying the exhibits at Derry Museum of History during your travels in Derry. Amble around the area's riverfront or experience its art scene.
Hood's Pond Beach
Why not spend a lazy afternoon at Hood's Pond Beach during your trip to Derry? Wander the riverfront or discover the area's sunsets.
Frequently asked questions
How much does a Derry vacation package cost?
You'll find cheap prices from CA $1,059 on Expedia for your Derry getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Derry costs.
What are the cheapest months to go to Derry?
If you'd like to score a cheap Derry vacation package, consider visiting in January, February and March. You'll usually find better rates on hotels and airfares during these months — ideal for budget-conscious travellers.
How many days is enough for Derry?
With a well-organized schedule, you can easily visit the main Derry sights in a handful of days. But if you'd like to discover hidden spots or go on day tours, think about booking your Derry vacation for longer.
How to find the best Derry package deals?
Use Expedia's filters to find some fabulous Derry package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Derry package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Derry vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging accommodations and flights individually. Better still, you can personalize your Derry trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Derry?
Enjoy incredible discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Derry getaway.
How to plan a trip to Derry?
- Choose when to travel: Check your diary and get packing. Your preferred season and the type of activities available will also help you decide when to vacation in Derry.
- Set your budget: Consider costs like flights, food and transportation when working out how much to save for your trip to Derry. Then, select a property that matches your budget, whether that's a low-cost stay or a more upscale retreat.
- Determine how many days away: Start by listing all the attractions and activities you'd like to get to in Derry. Then, estimate how long you'll need for each, as well as any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a tailored Derry vacation package.
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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.
