Windham Holidays from NZ$3,222

Book a Hotel + Flight or Car together to unlock savings

Photo by Andres Loango

  • Plan, book, travel with confidence

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    Better together

    Save up to NZ$616 when you book a flight and hotel together*
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The Latest Windham Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
per person
29 Oct - 1 Nov
found 1 day ago
Return direct flight included
Auckland (AKL) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on 17 Jul. 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
29 Oct - 1 Nov
found 1 day ago
Return direct flight included
Auckland (AKL) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
Amazing staff and great food

Reviewed on 10 Aug. 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
per person
29 Oct - 1 Nov
found 1 day ago
Return direct flight included
Auckland (AKL) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
Very convenient boutique hotel

Reviewed on 5 Aug. 2025

The Hotel Salem

The Hotel Salem

3 out of 5
per person
29 Oct - 1 Nov
found 1 day ago
Return direct flight included
Auckland (AKL) to Boston (BOS)
9.2/10 Wonderful! (1,013 reviews)
Check in was friendly and quick, staff.was helpful with transportation options and suggestions for activities, dining and shopping. The hotel is literally next to shopping, dining and short walking distance to popular attractions.

Reviewed on 7 Aug. 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
per person
29 Oct - 1 Nov
found 1 day ago
Return direct flight included
Auckland (AKL) to Boston (BOS)
9.6/10 Exceptional! (433 reviews)
Had an amazing time at the Whitney. Front desk service was impeccable, friendly and was ‘just’ the added touch I would expect of a property of this caliber. I really do look forward to my next time in Boston and hope to stay at the Whitney.

Reviewed on 25 Jul. 2025

Windham Holiday

Our pick of the best Windham Hotel Deals

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
The price is NZ$207 per night from 24 Aug to 25 Aug
NZ$207
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
"It was nice, but they did not have coffee in the morning, and the shower was moldy. Those would be what makes me call it good instead of excellent."

Reviewed on 8 Aug. 2025

DoubleTree by Hilton Manchester Downtown
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
The price is NZ$199 per night from 21 Aug to 22 Aug
NZ$199
21 Aug - 22 Aug
includes taxes & fees
8.8/10 Excellent! (857 reviews)
"Very nice and new and clean! Great pool!"

Reviewed on 5 Aug. 2025

Even Hotels Manchester Airport by IHG
La Quinta Inn & Suites by Wyndham Boston-Andover

La Quinta Inn & Suites by Wyndham Boston-Andover

3 out of 5
131 River Rd, Andover, MA
Fully refundableReserve now, pay when you stay
The price is NZ$238 per night from 1 Sept to 2 Sept
NZ$238
1 Sept - 2 Sept
includes taxes & fees
8/10 Very Good! (1,822 reviews)
"The water was cloudy is my only problem. Of the rest, perfect."

Reviewed on 8 Aug. 2025

La Quinta Inn & Suites by Wyndham Boston-Andover
See all 407 properties in Windham
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.

Discover the most popular places to visit in Windham

Windham Country Club

Enjoy a round of golf in Windham at Windham Country Club. You can attend a sporting event while in the area.

Windham Country Club

Frequently asked questions

How much does a Windham holiday package cost?
You'll find cheap prices from NZ$3,222 on Expedia for your Windham escape. However, a range of factors like the length of stay, hotel choice and season will influence how much your holiday to Windham costs.
What are the cheapest months to go to Windham?
Plan your trip for the shoulder or low season and you're likely to get cheap Windham holiday packages. Remember that school holiday periods and major festivals and events can have an impact on prices, so do a little research before booking.
How many days is enough for Windham?
Typically, a handful of days is enough to check out the top attractions during your Windham holiday. However, if you prefer to have time to unwind or take day trips, consider extending your trip.
Is it worth booking a holiday package to Windham?
Known for its fishing, cycling and plenty of other highlights, you can be assured Windham is a good holiday destination. Some of the top attractions to put on your to-do list? Don't miss Windham Country Club and Windham Town Beach during your Windham holiday.
How to find the best Windham package deals?
Start your search for a Windham package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to fine-tune 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 perfect Windham package deal straight away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Windham escape off to a flying start.
Is it cheaper to book a Windham holiday as a package?
You can enjoy significant savings on your next Windham break by booking a customised holiday package. Click on the "Package" heading, then enter your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Windham?
If you've got your Windham travel dates confirmed, book as early as you can to score some unbeatable deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Windham?

  1. Choose your dates: The things you want to do in Windham and your favourite season will help you decide when to get away.
  2. Set your budget: Consider expenses such as food, flights and transportation when working out how much to save for your trip to Windham. Then, select a property that matches your budget, whether that's an economical stay or a more luxurious retreat.
  3. Decide how long to go for: Now that you're more familiar with Windham, you can work out the perfect length of your holiday. Pull together a draft plan and give yourself enough time for all the things you want to do.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Windham holiday 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.