Maidstone Vacations from $460

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Your Maidstone Vacation

Cuisine, art, entertainment and more … There's a whole lot to discover with a Maidstone vacation package. And with the ability to customize your city adventure, it's guaranteed to be one that's hard to forget. Searching for some sightseeing ideas for your trip to Maidstone? Maidstone State Park and Maidstone State Park are two leading attractions here. Stop dreaming and start doing. Check out the broad range of options on Expedia today and put your Maidstone vacation plans in motion!

The Latest Maidstone vacation packages

Price found within the past 48 hours. Click for updated prices.
Carroll Motel & Cottages

Carroll Motel & Cottages

3.5 out of 5
Price was $470, price is now $460 per person
$460
per person
Oct 15 - Oct 18
found 21 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Whitefield (HIE)
8.2/10 Very Good! (292 reviews)
Cabins need updating . Clean but peeling wallpaper, dark bathroom, new paint and neee mirrors would be good.

Reviewed on Aug 10, 2025

Island Pond Country Inn (Formerly the Lakefront Inn & Motel)

Island Pond Country Inn (Formerly the Lakefront Inn & Motel)

2 out of 5
Save 100% on your flight
Price was $649, price is now $476 per person
$476
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Whitefield (HIE)
8.2/10 Very Good! (137 reviews)
We loved being on the lake!

Reviewed on Aug 9, 2025

Moose Lodge and Cabins by Bretton Woods Vacations

Moose Lodge and Cabins by Bretton Woods Vacations

3 out of 5
Price was $1,545, price is now $1,457 per person
$1,457
per person
Oct 15 - Oct 18
found 21 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Whitefield (HIE)
9.6/10 Exceptional! (7 reviews)
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Maidstone Hotel Deals

Maidstone VT<br><br>Great location Majestic Maidstone Lake VT<br> 5 Bedroom retreat

Maidstone VT<br><br>Great location Majestic Maidstone Lake VT<br> 5 Bedroom retreat

Maidstone
9.8/10 Exceptional! (17 reviews)
"will be coming back again, this place was perfect for us. great location on the water, plenty of parking, plenty of cozy and clean beds and places to sleep and a big open concept living and kitchen area for families to hang out and spend time together. 10/10"

Reviewed on Aug 18, 2025

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Maidstone VT<br><br>Great location Majestic Maidstone Lake VT<br> 5 Bedroom retreat
Rustic log cabin on beautiful Maidstone Lake

Rustic log cabin on beautiful Maidstone Lake

Maidstone
10/10 Exceptional! (14 reviews)
"Nice home on Maidstone!"

Reviewed on Aug 21, 2025

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Rustic log cabin on beautiful Maidstone Lake
Cabot Inn & Suites

Cabot Inn & Suites

2 out of 5
200 Portland Street, Lancaster, NH
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $126 total per night from Sep 3 to Sep 4
$126 total
Sep 3 - Sep 4
Total with taxes and fees
7.6/10 Good! (1,003 reviews)
"Perfect for the night, comfortable clean easy parking and a great free breakfast!"

Reviewed on Aug 22, 2025

Cabot Inn & Suites
See all 351 properties in Maidstone
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.

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Frequently asked questions

How much does a Maidstone vacation package cost?
You'll find cheap prices from $460 on Expedia for your Maidstone break. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Maidstone costs.
What are the cheapest months to go to Maidstone?
If you'd like to book a cheap Maidstone vacation package, consider planning a trip in April, May and October. You'll generally find better prices on flights and hotels during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Maidstone?
With a well-organized travel plan, you can easily hit the main Maidstone attractions in a few days. But if you want to venture off the beaten track or go on day tours, consider booking your Maidstone vacation for longer.
How to find the best Maidstone package deals?
Start your search for a Maidstone package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Maidstone package deal straight away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Maidstone getaway off to a flying start.
Is it cheaper to book a Maidstone vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still get the freedom to create a customized Maidstone vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Maidstone?
Enjoy amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Maidstone trip.
Does Expedia offer Book Now, Pay Later Maidstone vacation packages?
Your Maidstone getaway should be an escape from your daily routine, not a source of money worries. So to allow you a little more flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.