Wilton Vacations from $424

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Your Wilton Vacation

When a city break is calling your name, answer it with a vacation package to Wilton. With all your travel needs in place before you leave, all you need to do here is focus on enjoying yourself. Fill your trip to Wilton with tours of its most popular attractions. First stop? Make a move for Pickety Place. Your ultimate Wilton vacation is clicks away. Search flights, hotels and more on Expedia for a trip that's tailored to suit your style.

The Latest Wilton vacation packages

Price found within the past 48 hours. Click for updated prices.
The Village of Loon Mountain Fixed Rooms

The Village of Loon Mountain Fixed Rooms

2 out of 5
Price was $606, price is now $424 per person
$424
per person
Aug 20 - Aug 23
found 19 hours ago
Roundtrip flight included
Orlando (MCO) to Manchester (MHT)
8.6/10 Excellent! (53 reviews)
Plenty of towels and bedding. The two pools and multiple hot tubs, and sauna provided great after skiing entertainment. The shuttle didn't run for NH vacation week but it's an easy drive across street to mountain. The staff stayed on top of plowing and shoveling. The electric heat is a little erratic in the unit with the loft sometimes feeling like summer. Front desk is well staffed and ready to assist.

Reviewed on Feb 26, 2026

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

3.5 out of 5
Price was $725, price is now $515 per person
$515
per person
Aug 20 - Aug 23
found 19 hours ago
Roundtrip flight included
Orlando (MCO) to Manchester (MHT)
9.2/10 Wonderful! (224 reviews)
Location is good, value is fair. Furniture old and start being cranky.

Reviewed on Jul 4, 2026

The Centennial

The Centennial

4 out of 5
Save 100% on your flight
Price was $1,217, price is now $872 per person
$872
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Manchester (MHT)
8.8/10 Excellent! (1,000 reviews)
Everything great. Excellent shower. Nice breakfast, coffee all day. Very clean and quiet. I would go back. Only thing:The curtains closed over the air conditioner so it was hard to use at night.

Reviewed on Jul 12, 2026

The Lake Estate on Winnisquam

The Lake Estate on Winnisquam

4.5 out of 5
Save 100% on your flight
Price was $1,703, price is now $1,245 per person
$1,245
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Manchester (MHT)
9.8/10 Exceptional! (41 reviews)
Beautiful property, very good food, amenities and staff and convenient for area attractions (easy 20 minute ride to Weirs Beach). Our new favorite.

Reviewed on Jul 8, 2026

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

2 out of 5
Price was $620, price is now $456 per person
$456
per person
Aug 20 - Aug 23
found 19 hours ago
Roundtrip flight included
Orlando (MCO) to Manchester (MHT)
8.8/10 Excellent! (207 reviews)
Check was incredibly simple. I did have to get used to the fact that there is no staff around, though, which felt very futuristic to me. And the piped-in 80s New Wave music certainly added to the sci fi ambience. But everything was clean and well maintained and my room was really comfortable. All in all, it was a very good experience.

Reviewed on Jul 12, 2026

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Stay near popular Wilton attractions

Wilton Town Hall Theatre

Operating since 1886, this historic cinema preserves classic movie-going magic with curtained screens. Sink into comfortable seats and enjoy fresh, real-butter popcorn while watching independent and classic films.
See properties

Wilton Hotel Deals

Cottage beside a waterfall

Cottage beside a waterfall

Wilton NH
$265 nightly
The price is $288 total per night from Jul 19 to Jul 20
$288 total
Jul 19 - Jul 20
Total with taxes and fees
9.8/10 Exceptional! (17 reviews)
"A unique stay in a somewhat funky artist's quarters beside a brook with a beautiful waterfall and calm pools. Great outdoor seating, especially the balcony that overlooks the stream, waterfall and grounds. A rural setting but close to Peterborough, a progressive town with fun shopping and restaurants.The ..."

Reviewed on Jul 9, 2026

Cottage beside a waterfall
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr Fitchburg MA
$146 nightly
The price is $163 total per night from Jul 22 to Jul 23
$163 total
Jul 22 - Jul 23
Total with taxes and fees
8.6/10 Excellent! (1,022 reviews)
"Really impressed by the young staff at this locations, a lot of the crew are high school kids and they carry themself very well during the work day, kids said it was the best day of there lives, will be coming back soon"

Reviewed on Jul 12, 2026

Great Wolf Lodge Boston / Fitchburg, MA
Comfort Inn Manchester Airport

Comfort Inn Manchester Airport

2.5 out of 5
298 Queen City Ave Manchester NH
Fully refundable
$110 nightly
The price is $119 total per night from Jul 23 to Jul 24
$119 total
Jul 23 - Jul 24
Total with taxes and fees
8.2/10 Very Good! (1,016 reviews)
"Staff was helpful and providing some fruit and yogurt before I left at 3 AM for the airport"

Reviewed on Jul 12, 2026

Comfort Inn Manchester Airport
See all 418 properties in Wilton
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 Wilton Vacation Packages

Wilton Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Manchester-Boston Regional Airport (MHT)
Population
1,150
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
LaBelle Winery, Silver Lake State Park and Peterborough Players

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Frequently asked questions

How much does a Wilton vacation package cost?
You'll find cheap prices from $424 on Expedia for your Wilton escape. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Wilton costs.
What are the cheapest months to go to Wilton?
You can usually find reduced prices and better availability in October, November and December. Browse our cheap Wilton vacation packages and you could get some excellent off-season deals.
How many days is enough for Wilton?
Usually, a handful of days is enough to check out the major sights during your Wilton vacation. However, if you'd like to have some time to relax or go on day trips, consider extending your trip.
How to find the best Wilton package deals?
Start your search for a Wilton package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Wilton package deal right away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Wilton getaway off to a flying start.
Is it cheaper to book a Wilton vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging stays and flights individually. Better still, you can personalize your Wilton getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Wilton?
Enjoy amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Wilton trip.
Does Expedia offer Book Now, Pay Later Wilton vacation packages?
Jet off on your perfect escape to Wilton with Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait for your next payday — we've partnered with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily budget for your trip and snap up cheap deals before they sell out.

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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.