Londonderry Vacations from $680

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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.

The Latest Londonderry vacation packages

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

Pointe at Castle Hill Resort

$680
per person
Dec 10 - Dec 13
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
8.8/10 Excellent! (1,001 reviews)
Very nice stay and nice rooms.

Reviewed on Sep 22, 2026

North Star Lodge and Resort

North Star Lodge and Resort

$724
per person
Dec 10 - Dec 13
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
8.8/10 Excellent! (1,006 reviews)
Old and run down. Won’t be returning

Reviewed on Sep 16, 2026

Castle Hill Resort And Spa

Castle Hill Resort And Spa

$923
per person
Dec 10 - Dec 13
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
9/10 Wonderful! (124 reviews)
Th

Reviewed on Sep 19, 2026

The Vermont Inn

The Vermont Inn

$687
per person
Dec 10 - Dec 13
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
9.2/10 Wonderful! (431 reviews)
We arrived to find the place in total disarray. The lobby was full of old furniture that was to be sold the next day in an estate sale. This was not communicated to us in the reservation. The rooms were clean, yet bare of any furniture to sit on besides the bed. My room smells of terrible cologne and I had to wash everything when I got home. The entire place was rundown and a bit scary. We were given a $50 refund, but deserve more! These kinds of things need to be communicated about so we have a choice. They made a quick buck off of us.

Reviewed on Sep 19, 2026

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

$867
per person
Oct 25 - Oct 31
found 6 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Rutland (RUT)
6.8/10 (1,002 reviews)
You can tell that the manager, Pavan, takes pride in this property. He was everywhere checking that things were comfortable and clean for the guests. We will definitely stay there again when we are in Vermont visiting family.

Reviewed on Sep 21, 2026

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Stay near popular Londonderry attractions

Magic Mountain Ski Resort

8.6/10 (74 reviews)
Magic Mountain delivers an authentic Vermont skiing experience with challenging terrain and a community vibe. Enjoy steep slopes and extensive glades, then unwind at the cozy Black Line Tavern après-ski scene.
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Viking Nordic Center

Glide through 35 kilometers of groomed trails at one of North America's oldest cross-country ski centers. Explore Vermont's forests before warming up with homemade soup at the welcoming café.
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Lowell Lake State Park

9.4/10 (3 reviews)
Encircling a tranquil 102-acre lake, this park's 3.5-mile loop trail showcases scenic wetlands and a Revolutionary War cemetery. Paddle your kayak across glassy waters or cast a line in this peaceful woodland retreat.
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West River Farmers Market

8.0/10 (1 review)
This vibrant seasonal market showcases local vendors selling Vermont's finest produce, crafts, and artisanal foods. Arrive early Saturdays to enjoy live music while sampling regional specialties.
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Taylor Farm

8.6/10 (11 reviews)
Taylor Farm crafts award-winning Gouda cheese from their dairy cows in Vermont's countryside. Visitors can watch cheese-making, interact with farm animals, and purchase artisanal products at the farm store.
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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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Londonderry Hotel Deals

The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

420 Magic Mountain Access Road Londonderry VT
$111 nightly
$122 total
Sep 23 - Sep 24
Total with taxes and fees
8.2/10 Very Good! (706 reviews)
"The check in process was very frustrating. I booked through Expedia and wasn’t able to access my reservations through their online booking portal. A lodge TV at gas rooms dates in the 70s should probably have staff to check in if they can’t keep up with the technology"

Reviewed on Sep 8, 2026

The Upper Pass Lodge at Magic Mountain
The Landgrove

The Landgrove

132 Landgrove Rd Londonderry VT
Fully refundableReserve now, pay when you stay
$219 nightly
$238 total
Sep 27 - Sep 28
Total with taxes and fees
8.6/10 Excellent! (7 reviews)
"Beautiful room especially with our dog. Outside entrance was a plus! Comfortable bed and chairs. Excellent staff. Every detail was well thought out . We will come again!"

Reviewed on Sep 20, 2026

The Landgrove
Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain

289 Magic Mountain Access Londonderry VT
$159 nightly
$175 total
Sep 23 - Sep 24
Total with taxes and fees
9.2/10 Wonderful! (124 reviews)
"We felt welcomed just like family. Blue Gentian is a comfortable, cozy, and romantic small lodge with a charming alpine ambiance."

Reviewed on Sep 19, 2026

Blue Gentian Lodge at Magic Mountain
See all 2,730 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.

Find the Best Londonderry Vacation Packages

Londonderry Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rutland Southern Vermont Regional Airport (RUT)
Population
1,750
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Magic Mountain Ski Resort, Viking Nordic Center and Lowell Lake State Park

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Frequently asked questions

How much does a Londonderry vacation package cost?
Offering excellent value package deals from $680 on Expedia, you'll be surprised at how little a vacation to Londonderry costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Londonderry?
If you'd like to score a cheap Londonderry vacation package, consider traveling in February, April and May. You'll generally find better rates on hotels and flights during these months — ideal for a budget-friendly break.
How many days is enough for Londonderry?
Generally, a handful of days is enough to see the major attractions during your Londonderry vacation. However, if you prefer to have some time to chill out or take day trips, consider 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 traveling with the family or planning a trip with friends, a Londonderry vacation promises a good time for everyone.
How to find the best Londonderry package deals?
Use Expedia's filters to find some terrific Londonderry package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Londonderry package deals in the off-peak 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 well in advance.
Is it cheaper to book a Londonderry vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging hotels and flights separately. Better still, you can personalize your Londonderry trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Londonderry?
If you're considering a spontaneous Londonderry adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Londonderry vacation packages?
Your Londonderry trip is meant to be an escape from your daily routine, not a source of money worries. So to give you more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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