Windham Holidays

Photo by Andres Loango

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Top Flight + Hotel Deals in Windham

Price found within the past 48 hours. Click for updated prices.
Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
per person
18 Sept - 22 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
8/10 Very Good! (566 reviews)
Nice 2-bedroom, 2-bathroom apt. Perfect for family stay. Safe building. Beds weren’t the most comfortable.

Reviewed on 31 Jul 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
18 Sept - 22 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
Our favorite hotel in Boston with amazing gym, pool, spa and food. We come here monthly and have tried other hotels but they just can’t compete.

Reviewed on 31 Jul 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
18 Sept - 22 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on 14 Jul 2025

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
18 Sept - 22 Sept
found 7 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (3,076 reviews)
My second time here n we love it!!!

Reviewed on 31 Jul 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
18 Sept - 22 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (413 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

Top hotels in Windham

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 €101 per night from 3 Aug to 4 Aug
€101
3 Aug - 4 Aug
includes taxes & fees
8.8/10 Excellent! (1,039 reviews)
"Our room was very clean, the bed and linens were very comfortable and every staff member we interacted with was absolutely lovely. Would stay here again in a heartbeat!"

Reviewed on 28 Jul 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 €100 per night from 1 Sept to 2 Sept
€100
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (838 reviews)
"Hotel was very clean, front desk staff very helpful, busy area around hotel would definitely stay again"

Reviewed on 28 Jul 2025

Even Hotels Manchester Airport by IHG
Seabrook Inn

Seabrook Inn

2.5 out of 5
9 Stard Rd, Seabrook, NH
Fully refundableReserve now, pay when you stay
The price is €94 per night from 1 Sept to 2 Sept
€94
1 Sept - 2 Sept
includes taxes & fees
6.4/10 (1,003 reviews)
clean room
"One night stay, clean room, ez check in and out"

Reviewed on 28 Jul 2025

Seabrook Inn
See all 422 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.

Frequently asked questions

How much does a Windham holiday package cost?
You'll find cheap prices from €953 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.