Londonderry Vacation Packages

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Your Londonderry Vacation

From its rich history to its cultural experiences and beyond, there's loads to like about Londonderry. Uncover the delights of this exciting city with a Londonderry vacation package that's customized for you. Like to explore your surroundings? Magic Mountain Ski Resort, Jamaica State Park and Viking Nordic Center are a few of the leading places to visit during a trip to Londonderry. Check out Expedia's wide range of travel options and start planning your dream vacation to Londonderry now.

Top Londonderry Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Inn at Weathersfield

The Inn at Weathersfield

4 out of 5
Price was CA $1,895, price is now CA $1,694 per person
CA $1,694
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.8/10 Exceptional! (83 reviews)
Such a nice and kind family of owners. Breakfast was delicious, as well as dinner the previous night in their restaurant. It’s a very rustic Inn, full of history and charm. We would love to return in the near future.

Reviewed on Oct 8, 2026

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
Price was CA $2,620, price is now CA $2,174 per person
CA $2,174
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
8.8/10 Excellent! (1,004 reviews)
We booked a deluxe suite, and it was fantastic — basically a full one-bedroom apartment with a kitchen equipped with all the essentials, including a washing machine and dryer. The location is quiet and peaceful, and the property itself is clean, cozy, and well-maintained. The hotel also has great amenities like a pool, gym, and hot tub — unfortunately, we didn't get a chance to use them this time, but it's a wonderful bonus to have! There were only two small issues: it was a bit tricky to find our room at first since it was located in the far wing of the building, and the heater was rather hard to adjust. Aside from that, our stay was wonderful. We love staying at this hotel and will definitely be back again!

Reviewed on Nov 14, 2026

Otherland Hotel

Otherland Hotel

2.5 out of 5
Price was CA $2,110, price is now CA $1,894 per person
CA $1,894
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.6/10 Exceptional! (228 reviews)

Four Columns Inn

Four Columns Inn

4 out of 5
Price was CA $1,942, price is now CA $1,769 per person
CA $1,769
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.8/10 Exceptional! (61 reviews)
Nice place, the town was beautiful, felt like you stepped back into the 1800s with-all the large buildings, also has a great country store, just a short walk away, the 1832 Tavern was very nice and I recommend it

Reviewed on Oct 26, 2026

Echo Lake Inn

Echo Lake Inn

2.5 out of 5
Price was CA $3,138, price is now CA $2,913 per person
CA $2,913
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
8.8/10 Excellent! (108 reviews)
Beautiful location and all was well

Reviewed on Oct 19, 2026

Ready to book your vacation to Londonderry?

 

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Londonderry Hotel Deals

The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

2.5 out of 5
420 Magic Mountain Access Road Londonderry VT
The price is CA $120 per night from Nov 16 to Nov 17
CA $120
CA $137 total
Nov 16 - Nov 17
includes taxes & fees
8.2/10 Very good! (715 reviews)
"Loretta was so helpful and friendly."

Reviewed on Nov 12, 2026

The Upper Pass Lodge at Magic Mountain
Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain

2.5 out of 5
289 Magic Mountain Access Londonderry VT
The price is CA $213 per night from Nov 16 to Nov 17
CA $213
CA $234 total
Nov 16 - Nov 17
includes taxes & fees
Blue Gentian Lodge at Magic Mountain
The Landgrove

The Landgrove

3.5 out of 5
132 Landgrove Rd Londonderry VT
Fully refundableReserve now, pay when you stay
The price is CA $252 per night from Nov 22 to Nov 23
CA $252
CA $275 total
Nov 22 - Nov 23
includes taxes & fees
9.4/10 Exceptional! (15 reviews)
"The Inn is in a beautiful setting. The staff were very friendly and helpful. My room was spacious and a comfortable arm chair and good lamp provided a cozy place for R&R. The spacious common area & well kept grounds would be a very pleasant place to spend time with family and friends. I was advised ..."

Reviewed on Oct 29, 2026

The Landgrove
See all 2,721 properties in Londonderry
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.
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Stay near popular Londonderry attractions

Magic Mountain Ski Resort

8.6/10 (74 reviews)
Hit the slopes in Londonderry with a visit to Magic Mountain Ski Resort. Discover the mountain views in this quaint area.
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Frequently asked questions

How much does a Londonderry vacation package cost?
Offering great value package deals from CA $1,694 on Expedia, you'll be pleasantly surprised at how much a vacation to Londonderry costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Londonderry?
April, August and November are great times to search for cheap Londonderry vacation packages. Choosing to travel in less busy periods means you can typically find better prices on hotels and flights.
How many days is enough for Londonderry?
Typically, a handful of days is enough to tick off the main sights during your Londonderry vacation. But if you prefer to have more time to unwind or take day tours, think about extending your trip.
Is it worth booking a vacation package to Londonderry?
Londonderry is a good vacation destination with attractions like Magic Mountain Ski Resort among the many things to keep you entertained. Whether you're heading away with the family or planning a trip with friends, a Londonderry vacation promises fun for everyone.
How to find the best Londonderry package deals?
Start your search for a Londonderry package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Londonderry package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Londonderry getaway off to a flying start.
Is it cheaper to book a Londonderry vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still have the freedom to create a tailored Londonderry vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Londonderry?
If you have your Londonderry travel dates finalized, book as soon as you can to grab some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Londonderry?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Londonderry.
  2. Figure out your budget: Ensure you have enough money to pay for everything from dining out and transportation to airfares and activities. Your hotel will probably be the biggest expense during your trip to Londonderry.
  3. Determine how many days away: Start by listing all the sights and activities you'd like to experience in Londonderry. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Londonderry vacation package that brings all your bookings together.

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