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Londonderry flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
Price was CA $1,839, price is now CA $1,658 per person
CA $1,658
per person
Mar 8 - Mar 15
found 2 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Rutland (RUT)
Book a stay at this spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.
Hidden Kingdom in Plymouth

Hidden Kingdom in Plymouth

2 out of 5
Price was CA $5,366, price is now CA $4,576 per person
CA $4,576
per person
Mar 8 - Mar 15
found 2 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Rutland (RUT)
Stay at this vacation home in Plymouth. Enjoy free parking and laundry facilities. Popular attractions Okemo Mountain Resort and Camp Plymouth State Park are located nearby.
Castle Hill Resort And Spa

Castle Hill Resort And Spa

3.5 out of 5
Price was CA $2,515, price is now CA $2,291 per person
CA $2,291
per person
Mar 8 - Mar 15
found 2 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Rutland (RUT)
Book a stay at this luxury hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

3 out of 5
Price was CA $2,106, price is now CA $1,952 per person
CA $1,952
per person
Mar 8 - Mar 15
found 2 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Rutland (RUT)
Book a stay at this ski resort in Stratton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Stratton Mountain Resort and Villager Ski Lift are located nearby.
Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort

3 out of 5
Price was CA $3,689, price is now CA $3,421 per person
CA $3,421
per person
Mar 8 - Mar 15
found 2 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Rutland (RUT)
Book a stay at this ski aparthotel in Stratton. Enjoy free WiFi, free parking, and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager Ski Lift are located nearby.

Top Londonderry hotels 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 $154 per night
CA $154
CA $170 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Stay at this motel in Londonderry. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Magic Mountain Ski Resort and Lowell Lake State Park are located nearby.
Pool
Pet-friendly
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Londonderry VT
The price is CA $453 per night
CA $453
CA $782 total
Dec 22 - Dec 23
includes taxes & fees
Stay at this cabin in Londonderry. Enjoy free WiFi, a sauna, and patios. Popular attractions Magic Mountain Ski Resort and Stratton Tennis School are located nearby.
Hot tub
Kitchen
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
The price is CA $189 per night
CA $189
CA $216 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Book a stay at this spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.
Pool
Hot tub
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A Manchester VT
Free cancellation
Reserve now, pay when you stay
The price is CA $353 per night
CA $353
CA $470 total
Dec 22 - Dec 23
includes taxes & fees
Book a stay at this luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
Pool
Hot tub
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
The price is CA $222 per night
CA $222
CA $298 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Book a stay at this golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
Pool
Pet-friendly
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St Manchester Center VT
The price is CA $193 per night
CA $193
CA $212 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Manchester Designer Outlets and American Museum of Fly Fishing are located nearby.
Pool
Hot tub
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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.

Popular places to visit

Magic Mountain Ski Resort

Hit the slopes in Londonderry with a visit to Magic Mountain Ski Resort. Discover the mountain views in this quaint area.

Magic Mountain Ski Resort

Viking Nordic Center

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

Viking Nordic Center

Lowell Lake State Park

Enjoy a trip to Lowell Lake State Park and popular activities like skiing in Londonderry. Discover the mountain views in this quaint area.

Lowell Lake State Park

Londonderry Vacations

If you're traveling to Londonderry and you don't know a great deal about it, don't fret — we'll let you in on the basics!

Londonderry is located 110 miles (177 kilometers) northwest of Boston, a notable city.

Places to visit in Londonderry

If you've ever longed to be a farmer for a day, plan an excursion to Taylor Farm. Learn about the feeding, care and housing of the animals and perhaps get your hands dirty by helping out with a few chores. After more ideas? Whether you're a genius on the snow or a first-timer, it's time to dust off your snowboard and barrel down the slopes. Wild Wings Ski Touring Center offers a world of fun for all skill levels!

Where do you fly into for Londonderry?

Touching down at Rutland Southern Vermont Regional Airport (RUT)? After you've jumped off the plane and collected your bags, the middle of Londonderry will be just 19 miles (31 kilometers) to the south from here.

Frequently asked questions

How much are vacation packages to Londonderry?
Treat yourself to a memorable travel experience in Londonderry with a vacation package starting at just CA $1,658. Reserving flights, tours and hotels with Travelocity is easy. On top of that, our deals will leave you with more money in your pocket for fun, fun, fun!
How long should my Londonderry vacation be?
On average, visitors stay 3 nights in Londonderry. However, that might not be nearly enough time for you. If your aim is to discover some of the area's off-the-beaten-path treasures, why not add a few more nights to your travel schedule?
Where can I get the best vacation package deals for Londonderry?
No matter how you like to travel, Travelocity can help you get the best Londonderry package deal. All you need to do is mix and match from our 400 air carriers and 1,000,000 properties around the world.
Why should I book my Londonderry vacation bundle via Travelocity?
Because you'll never roam on your own if you book your trip with us, and we offer round-the-clock support and superb service to boot. Add to that our Price Match Guarantee and tons of experiences to choose from. It's our job to make your daydreams a reality.
Will I save money on my Londonderry car rental if I book it with a hotel or flight?
With a Londonderry vacation package, you can combine your hotel, flight and car bookings and save a ton. If you're in the mood to discover the best of this wonderful location, why not start with Fenway Park? This top attraction is 177 kilometers from Londonderry. With your own set of wheels, you'll be there in a jiffy.
Which airport is best for Londonderry?
Albany Intl. Airport (ALB) is 97 kilometers from downtown and is the starting point for many fun adventures. Alternatively, Lebanon Municipal Airport (LEB) is 56 kilometers away from central Londonderry and Rutland Southern Vermont Regional Airport (RUT) is 32 kilometers away from central Londonderry.
What is there to do in Londonderry?
You'll feel a certain magic as you wander through the streets of Londonderry. Magic Mountain Ski Resort and West River Farmers Market are just a couple of renowned sights that make this city so special, so put them on your itinerary.
Where should I stay when visiting Londonderry?
If you're looking for someplace comfortable to lay your head, check out the Blue Gentian Lodge At Magic Mountain. It's the top pick for many visitors.

Photos of local treasures

Browse Londonderry vacation photos for more inspiration

Photo by Lisa Morales
Photo by Lisa Morales
Photo by Lisa Morales
Photo by Lisa Morales