Wilton Vacations from $493

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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.
Anchor at Tideline

Anchor at Tideline

3 out of 5
Price was $606, price is now $493 per person
$493
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Manchester (MHT)
No reviews
Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

3.5 out of 5
Save 100% on your flight
Price was $770, price is now $508 per person
$508
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Manchester (MHT)
9/10 Wonderful! (138 reviews)
2 night stay there was comfortable and convenient. Enjoyed the 2 days there. We didn't get to use the pool and gym room but we were given all the information about them. Would stay again .

Reviewed on Aug 25, 2025

Moultonborough Inn

Moultonborough Inn

3 out of 5
Price was $683, price is now $511 per person
$511
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Manchester (MHT)
9/10 Wonderful! (173 reviews)
Beds were great, everything is new. Kitchenette is convenient. Convenience store right next door. I messaged that stairs are a problem and they called and emailed that we would be on the first floor. Not much room in the bathroom, only sink is part of kitchenette, but there is counter space for toiletries there.

Reviewed on Aug 11, 2025

The Centennial

The Centennial

4 out of 5
Price was $589, price is now $498 per person
$498
per person
Oct 11 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Manchester (MHT)
8.8/10 Excellent! (989 reviews)
Absolutely beautiful. Clean. Great staff. Classy! Definitely go back for sure.

Reviewed on Aug 22, 2025

Hotel Coolidge

Hotel Coolidge

3 out of 5
Price was $581, price is now $510 per person
$510
per person
Oct 13 - Oct 16
found 8 hours ago
Roundtrip flight included
Tampa (TPA) to Manchester (MHT)
8.2/10 Very Good! (1,004 reviews)
Loved finding this historic hotel! Close to our relatives in WRJ and the staff was super friendly. Although we didn’t spend much time in the room I appreciated the quaintness and local reminiscence of another time. Will stay there again.

Reviewed on Aug 24, 2025

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Wilton Hotel Deals

Nature, NH at its best.

Nature, NH at its best.

Wilton
$315 nightly
The price is $342 total per night from Aug 27 to Aug 28
$342 total
Aug 27 - Aug 28
Total with taxes and fees
Nature, NH at its best.
EVEN Hotels Manchester Airport by IHG

EVEN Hotels Manchester Airport by IHG

3.5 out of 5
55 John E. Devine Drive, Manchester, NH
Fully refundable
$105 nightly
The price is $114 total per night from Aug 31 to Sep 1
$114 total
Aug 31 - Sep 1
Total with taxes and fees
8.8/10 Excellent! (892 reviews)
"Hotel is beautiful. Front desk staff not helpful and seemed put out to answer questions."

Reviewed on Aug 20, 2025

EVEN Hotels Manchester Airport by IHG
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
$131 nightly
The price is $142 total per night from Aug 31 to Sep 1
$142 total
Aug 31 - Sep 1
Total with taxes and fees
9/10 Wonderful! (1,017 reviews)
"I liked that there was parking on site."

Reviewed on Aug 26, 2025

DoubleTree by Hilton Manchester Downtown
See all 383 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.

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Frequently asked questions

How much does a Wilton vacation package cost?
You'll find cheap prices from $493 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.