Wilton Vacations from $295

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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.
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

2 out of 5
Save 100% on your flight
Price was $416, price is now $295 per person
$295
per person
Jun 28 - Jul 1
found 6 hours ago
Roundtrip flight included
Baltimore (BWI) to Manchester (MHT)
8.8/10 Excellent! (150 reviews)
The rooms were clean but were starting to show signs of age. The bed would squeak and the mattress would sink in the middle. There was a fly in the room, which took forever to get it out. I thought the decor was nice. The concept is of Airbnb rooms but within a hotel. There’s no onsite front desk but there’s daily maintenance it seems. The living room lodge is cozy, the free cocoa/coffee was great, and the game room/pool was nice. Overall, it was a great value and would gladly return.

Reviewed on Mar 26, 2026

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

3.5 out of 5
Price was $558, price is now $422 per person
$422
per person
Jun 19 - Jun 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Manchester (MHT)
9.2/10 Wonderful! (203 reviews)
Very clean property, great price! Unit was great, plenty of space, well equipped. Great location, easy drive to multiple ski resorts.

Reviewed on Mar 30, 2026

Mountain View Grand Resort & Spa

Mountain View Grand Resort & Spa

4 out of 5
Save 100% on your flight
Price was $544, price is now $412 per person
$412
per person
Jun 28 - Jul 1
found 6 hours ago
Roundtrip flight included
Baltimore (BWI) to Manchester (MHT)
8.8/10 Excellent! (1,004 reviews)
Lots of mountains to hike in the area! Very interesting hotel due to the history!

Reviewed on Mar 16, 2026

Eagle Mountain House & Golf Club

Eagle Mountain House & Golf Club

3.5 out of 5
Price was $448, price is now $341 per person
$341
per person
Jun 28 - Jul 1
found 6 hours ago
Roundtrip flight included
Baltimore (BWI) to Manchester (MHT)
8.8/10 Excellent! (1,002 reviews)
A cute spot! Stayed on the first floor which was fine because it was winter but if it was summer might be a little loud because of people on the deck.

Reviewed on Mar 30, 2026

The Chandler Inn Bethlehem - Littleton, an Ascend Collection Hotel

The Chandler Inn Bethlehem - Littleton, an Ascend Collection Hotel

3 out of 5
Price was $404, price is now $313 per person
$313
per person
Jun 28 - Jul 1
found 6 hours ago
Roundtrip flight included
Baltimore (BWI) to Manchester (MHT)
8.4/10 Very Good! (779 reviews)
Large and clean accessible room. Perfect accommodations for accessing kitchenette and shower. Near good restaurants for evening meals and adequate breakfast choices though there could be more protein. Parking excellent. Heater a bit noisy. Lovely location

Reviewed on Mar 25, 2026

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Wilton Hotel Deals

Cottage beside a waterfall

Cottage beside a waterfall

Wilton NH
$263 nightly
The price is $285 total per night from Apr 14 to Apr 15
$285 total
Apr 14 - Apr 15
Total with taxes and fees
10/10 Exceptional! (13 reviews)
A beautiful property well maintained with a wonderful babbling brook right next to the cottage.The rush of the water provided a soothing white noise for a restful sleep.A treasure hidden away in beautiful Wilton New Hampshire!

Reviewed on Apr 12, 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
$179 nightly
The price is $200 total per night from May 3 to May 4
$200 total
May 3 - May 4
Total with taxes and fees
8.6/10 Excellent! (1,018 reviews)
Clean rooms, Foods are very expensive breakfast $24 and $13 for kids. $20 for parking/night. Also, My family felt the water park areas were too cold. However, we loved the activities for kids like meet the wolf, dance party and story time.

Reviewed on Apr 11, 2026

Great Wolf Lodge Boston / Fitchburg, MA
DoubleTree by Hilton Manchester Downtown

DoubleTree by Hilton Manchester Downtown

4 out of 5
700 Elm St. Manchester NH
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $133 total per night from Apr 19 to Apr 20
$133 total
Apr 19 - Apr 20
Total with taxes and fees
9.2/10 Wonderful! (1,164 reviews)
Restaurants food was good

Reviewed on Apr 8, 2026

DoubleTree by Hilton Manchester Downtown
See all 414 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 $295 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.