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.
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

2.5 out of 5
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
8.4/10 Very Good! (644 reviews)
Very friendly staff. Enjoyed my stay.

Reviewed on Jun. 25, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
7.2/10 Good! (1,001 reviews)
The hotel is in the midst of upgrading. I was disappointed that there was no swimming pool as I believed there was one. All of the attractions in the area were closed which disappointed my grandchildren and myself. The room was above and beyond excellent.

Reviewed on Jul. 9, 2025

The Vermont Inn

The Vermont Inn

3 out of 5
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.2/10 Wonderful! (403 reviews)
Excellent. Jeanine was so kind and helpful. Really cute sitting room. Sauna was awesome. Quiet and clean!

Reviewed on May 25, 2025

Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.4/10 Exceptional! (788 reviews)
We had a very nice stay at the lodge. The property is beautiful, well maintained, clean and peaceful. The beds were comfortable and the air conditioning worked well. We loved the large, warm, outdoor pool with plenty of seating, the beautiful planters and hanging flower baskets, as well as the seating outside our room and near the beautiful lake. Although we didn't take advantage of the outdoor amenities such as the kayaks, paddle boards, pickle ball...it was nice they were available. We take advantage of and enjoyed going to the tap room/pub and listening to the live music at night while having some appetizers. The only suggestions for improvement would be more lighting in our room, an additional towel bar and shelf for toiletries in the bathroom, a safety bar in the shower, a broom and dustpan, and a handrail on the outdoor stairs.

Reviewed on Jul. 9, 2025

Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.2/10 Wonderful! (34 reviews)
The customer service was excellent!

Reviewed on Jul. 14, 2025

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
2.5 out of 5
420 Magic Mountain Access Road, Londonderry, VT
The price is CA $88 per night from Jul 29 to Jul 30
CA $88
CA $97 total
Jul 29 - Jul 30
includes taxes & fees
8.2/10 Very Good! (649 reviews)
"The staff is an absolute pleasure!"

Reviewed on Jul. 7, 2025

The Upper Pass Lodge at Magic Mountain
Blue Gentian Lodge at Magic Mountain
Blue Gentian Lodge at Magic Mountain
2.5 out of 5
289 Magic Mountain Access, Londonderry, VT
The price is CA $177 per night from Jul 16 to Jul 17
CA $177
CA $194 total
Jul 16 - Jul 17
includes taxes & fees
9/10 Wonderful! (102 reviews)
"Lovely pleasant stay."

Reviewed on Jul. 7, 2025

Blue Gentian 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
The price is CA $500 per night from Jul 22 to Jul 23
CA $500
CA $840 total
Jul 22 - Jul 23
includes taxes & fees
10/10 Exceptional! (4 reviews)
Beautiful property
"Had a wonderful time - brought my 5 year old daughter for a weekend and we absolutely enjoyed it."

Reviewed on Jun. 3, 2025

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
See all 2,621 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Londonderry vacation package cost?
Offering great value package deals from CA $986 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.