Londonderry Vacations from $495

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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.
The Vermont Inn

The Vermont Inn

3 out of 5
Price was $612, price is now $495 per person
$495
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Rutland (RUT)
9.2/10 Wonderful! (412 reviews)
Great experiment. Very accommodating stuff and environment.

Reviewed on Nov 29, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was $1,138, price is now $902 per person
$902
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Rutland (RUT)
7.4/10 Good! (1,003 reviews)
Wonderful experience definitely would stay again.

Reviewed on Dec 16, 2025

North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $817, price is now $669 per person
$669
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Rutland (RUT)
8.6/10 Excellent! (1,001 reviews)
Recommend it nice and clean

Reviewed on Dec 21, 2025

The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm

3 out of 5
Price was $793, price is now $682 per person
$682
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Rutland (RUT)
9/10 Wonderful! (1,000 reviews)
Beautiful Inn. Pretty, clean and well maintained. Close to Woodstock. Vt and shops. Highly recommend

Reviewed on Sep 30, 2025

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
Price was $867, price is now $749 per person
$749
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Rutland (RUT)
6.4/10 (1,000 reviews)
Checkin guy efficient but really was not into customer service. Body hair all over the bathroom floor. Tub needs some chlorine or replace caulking.

Reviewed on Dec 17, 2025

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Discover the most popular places to visit in Londonderry

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 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
$107 nightly
The price is $118 total per night from Jan 19 to Jan 20
$118 total
Jan 19 - Jan 20, 2026
Total with taxes and fees
8.2/10 Very Good! (688 reviews)
This place was a dream, everybody was so nice! We felt at home and safe.

Reviewed on Dec 12, 2025

The Upper Pass Lodge at Magic Mountain
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
$502 nightly
The price is $567 total per night from Dec 22 to Dec 23
$567 total
Dec 22 - Dec 23
Total with taxes and fees
8.6/10 Excellent! (9 reviews)
Photos of the property are slightly misleading when it comes to seclusion, but if you go into it knowing that, it is everything you wanted and more! Other reviews have stated this as well so we had an idea when we got there. Beautiful property with a pond right out your back porch. So cozy and comfortable. ...

Reviewed on Dec 2, 2025

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
$137 nightly
The price is $149 total per night from Jan 6 to Jan 7
$149 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
8.6/10 Excellent! (928 reviews)
Good service

Reviewed on Dec 18, 2025

Pointe at Castle Hill Resort
See all 2,684 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 $495 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.