Derry Vacation Packages

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    Save 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.
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was CA $1,896, price is now CA $1,275 per person
CA $1,275
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (570 reviews)
Absolutely deserved 5 stars. Thank for making my stay easy and comfortable. Coming back in August … Want to sleep again , best bed and sheets.

Reviewed on Jul 7, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $3,165, price is now CA $1,907 per person
CA $1,907
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.4/10 Exceptional! (474 reviews)
perfecto

Reviewed on Jun 8, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,357, price is now CA $1,502 per person
CA $1,502
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
A beautiful Hotel w an excellent staff that provides superior service and helps to make our stay memorable. We will be back again.

Reviewed on Jul 6, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $2,195, price is now CA $1,435 per person
CA $1,435
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Simply excellent in all aspects.

Reviewed on Jul 2, 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $2,935, price is now CA $2,116 per person
CA $2,116
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
9.4/10 Exceptional! (193 reviews)
The location couldn’t have been more perfect and despite it being a holiday weekend the parking lot/BNB never felt crowded. Everyone we encountered was lovely and helpful, and the room was a perfect place to take a midday nap or unwind after hours on the beach! We would definitely stay again.

Reviewed on Jul 6, 2026

Ready to book your vacation to Derry?

 

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Derry Hotel Deals

Hilton Garden Inn Tewksbury Andover

Hilton Garden Inn Tewksbury Andover

3 out of 5
4 Highwood Drive Tewksbury MA
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Aug 2 to Aug 3
CA $155
CA $173 total
Aug 2 - Aug 3
includes taxes & fees
8.8/10 Excellent! (1,144 reviews)
"Lovely hotel. Clean, manager and workers were very polite and pleasant. Breakfast was not free though, other than that, lovely"

Reviewed on Jul 6, 2026

Hilton Garden Inn Tewksbury Andover
La Quinta Inn & Suites by Wyndham Salem NH

La Quinta Inn & Suites by Wyndham Salem NH

3 out of 5
8 Keewaydin Dr Salem NH
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Jul 12 to Jul 13
CA $146
CA $159 total
Jul 12 - Jul 13
includes taxes & fees
8.4/10 Very good! (1,267 reviews)
"Room clean Breakfast very busy but good selection of food Plenty of parking"

Reviewed on Jul 6, 2026

La Quinta Inn & Suites by Wyndham Salem NH
La Quinta Inn & Suites by Wyndham Boston-Andover

La Quinta Inn & Suites by Wyndham Boston-Andover

3 out of 5
131 River Rd Andover MA
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Jul 19 to Jul 20
CA $165
CA $184 total
Jul 19 - Jul 20
includes taxes & fees
8.2/10 Very good! (2,092 reviews)
"Room are clean, staff are friendly."

Reviewed on Jul 6, 2026

La Quinta Inn & Suites by Wyndham Boston-Andover
See all 494 properties in Derry
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
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Beach Vacations
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Stay near popular Derry attractions

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.
See properties

Frequently asked questions

How much does a Derry vacation package cost?
You'll find cheap prices from CA $1,275 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

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.