Deals on vacations and trips to Londonderry

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Londonderry flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Harvest Barn Inn

Harvest Barn Inn

3 out of 5
Price was $467, price is now $423 per person
$423
per person
Oct 2 - Oct 4
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Rutland (RUT)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace is also provided.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $1,130, price is now $996 per person
$996
per person
Oct 10 - Oct 14
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Rutland (RUT)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the free ski shuttle and onsite ski storage. Enjoy the gym and free perks like continental breakfast and free self parking.
Golden Stage Inn B&B

Golden Stage Inn B&B

3.5 out of 5
Price was $563, price is now $502 per person
$502
per person
Oct 2 - Oct 4
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Rutland (RUT)
A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden and a picnic area are also provided.
The Landgrove

The Landgrove

3.5 out of 5
Price was $611, price is now $550 per person
$550
per person
Oct 2 - Oct 4
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Rutland (RUT)
This inn features a restaurant, a seasonal outdoor pool, and a bar/lounge. Families will appreciate the playground and onsite laundry facilities. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking.
Castle Hill Resort And Spa

Castle Hill Resort And Spa

3.5 out of 5
Price was $1,325, price is now $1,220 per person
$1,220
per person
Oct 10 - Oct 14
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Rutland (RUT)
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Enjoy the indoor pool and perks like free self parking and free WiFi. You'll appreciate the gym, bar/lounge, and concierge services.

Top Londonderry hotels deals

The Landgrove

The Landgrove

3.5 out of 5
132 Landgrove Rd Londonderry VT
Free Cancellation
Reserve now, pay when you stay
$208 nightly
The price is $227 total per night
$227 total
Sep 3 - Sep 4
Total with taxes and fees
This inn features a restaurant, a seasonal outdoor pool, and a bar/lounge. Families will appreciate the playground and onsite laundry facilities. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking.
Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain

2.5 out of 5
289 Magic Mountain Access Londonderry VT
$149 nightly
The price is $164 total per night
$164 total
Aug 11 - Aug 12
Total with taxes and fees
A full-service spa and a restaurant are featured at this smoke-free bed & breakfast. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking. Free WiFi in public areas, a terrace, and a garden are also on offer.
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Free Cancellation
$250 nightly
The price is $275 total per night
$275 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.
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
$198 nightly
The price is $217 total per night
$217 total
Aug 24 - Aug 25
Total with taxes and fees
This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3 out of 5
5383 Main St Manchester Center VT
Free Cancellation
$133 nightly
The price is $146 total per night
$146 total
Aug 30 - Aug 31
Total with taxes and fees
This smoke-free hotel features a golf course, 2 outdoor tennis courts, and a restaurant. Enjoy the indoor pool and free perks like continental breakfast and free self parking. You'll appreciate the seasonal outdoor pool, bar/lounge, and free newspapers.
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Free Cancellation
$163 nightly
The price is $179 total per night
$179 total
Sep 9 - Sep 10
Total with taxes and fees
This smoke-free resort features ski-in/ski-out access, a full-service spa, and a restaurant. Enjoy the gym and perks like free WiFi and a free area shuttle. You'll appreciate the sauna, bar/lounge, and laundry facilities.
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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.

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.
See properties

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 $423. 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 110 mi 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 60 mi from downtown and is the starting point for many fun adventures. Alternatively, Lebanon Municipal Airport (LEB) is 35 mi away from central Londonderry and Rutland Southern Vermont Regional Airport (RUT) is 20 mi 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

A snow-covered landscape with a bench and trees.
Icicles hanging from a roof, a snow-covered landscape, and a small cabin.
A sign for the Green Mountain National Forest Observation Site in Texas Falls.
A wooden barn on a snowy hill with dense evergreen forest in the background.
A red wooden shed in a forest with autumn-colored trees.