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.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

CA $916
per person
Dec 10 - Dec 13
found 2 hours ago
Roundtrip non-stop flight included
Syracuse (SYR) to Rutland (RUT)
9.4/10 Exceptional! (999 reviews)
We had a great stay here! This was a long weekend girls' trip. There was easy access to the lake, a clean property, and really good food on-site at the restaurant with live music. The sweet potato hummus is a must-try! The pool was refreshing with plenty of activities to choose from: cornhole, volleyball, and pickleball. There's a little ice cream shop open in the afternoon. You can take a ride on the catamaran or the tiki boat for a small fee. Our stay was reasonably priced. The staff was friendly. Just an easy, no-nonsense, enjoyable getaway. We loved it and are thinking about making this a yearly girls' trip! Thank you so much for a great stay!

Reviewed on Sep 17, 2026

The Landgrove

The Landgrove

CA $1,297
per person
Nov 6 - Nov 11
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
8.6/10 Excellent! (7 reviews)
We arrived late, there was someone there to greet us. I had left a personal item, they were kind enough to call and mail it to us.

Reviewed on Oct 3, 2026

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

CA $964
per person
Dec 10 - Dec 13
found 2 hours ago
Roundtrip non-stop flight included
Syracuse (SYR) to Rutland (RUT)
9/10 Wonderful! (884 reviews)
The mattress sunk in the middle so bad that we were crushed together and my wife couldn’t even sleep in the bed. I’m still upset with the fact they didn’t mention there was no elevator in our unit. 24 steps up for two 70 year old people is not something I would recommend to anyone.

Reviewed on Sep 29, 2026

Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

CA $1,223
per person
Nov 6 - Nov 11
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
10/10 Exceptional! (27 reviews)
We enjoyed our stay in this cozy B&B the owner are accommodating and the place is clean. Breakfast is delicious!!!

Reviewed on Oct 3, 2026

Emrose Luxury Cabins

Emrose Luxury Cabins

CA $1,149
per person
Dec 10 - Dec 13
found 2 hours ago
Roundtrip non-stop flight included
Syracuse (SYR) to Rutland (RUT)
9/10 Wonderful! (154 reviews)

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

420 Magic Mountain Access Road Londonderry VT
CA $154
CA $177 total
Nov 3 - Nov 4
includes taxes & fees
The Upper Pass Lodge at Magic Mountain
The Landgrove

The Landgrove

132 Landgrove Rd Londonderry VT
Fully refundableReserve now, pay when you stay
CA $303
CA $331 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (9 reviews)
"We arrived late, there was someone there to greet us. I had left a personal item, they were kind enough to call and mail it to us."

Reviewed on Oct 3, 2026

The Landgrove
Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain

289 Magic Mountain Access Londonderry VT
CA $212
CA $234 total
Nov 2 - Nov 3
includes taxes & fees
9.2/10 Wonderful! (125 reviews)
"It was a delightful nights stay"

Reviewed on Sep 28, 2026

Blue Gentian Lodge at Magic Mountain
See all 2,727 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.

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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Viking Nordic Center

Hit the slopes in Londonderry with a visit to Viking Nordic Center. Discover the mountain views in this quaint area.
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Lowell Lake State Park

9.4/10 (3 reviews)
Enjoy a trip to Lowell Lake State Park and popular activities like skiing in Londonderry. Discover the mountain views in this quaint area.
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West River Farmers Market

8.0/10 (1 review)
You can search for that perfect souvenir at West River Farmers Market during your visit to Londonderry. Discover the mountain views in this quaint area, or enjoy its ski slopes.
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Taylor Farm

8.6/10 (11 reviews)
You can enjoy some culture when you stop by Taylor Farm in Londonderry. Discover the mountain views in this quaint area, or enjoy its ski slopes.
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Lowell Lake

Commune with nature and explore the great outdoors at Lowell Lake during your travels in Londonderry. Discover the area's mountain views and bars.
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Frequently asked questions

How much does a Londonderry vacation package cost?
Offering great value package deals from CA $916 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.