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.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
per person
21 Sept - 26 Sept
found 6 hours ago
Return flight included
London (LON) to Boston (BOS)
9/10 Wonderful! (2,101 reviews)
The bed is comfortable, bathrooms are always clean. The front desk was very kind.

Reviewed on 16 Aug 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
21 Sept - 26 Sept
found 6 hours ago
Return flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
Awesome hotel. Staff is great. Best hotel in Boston! And I've stayed at alot of em.

Reviewed on 11 Aug 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
26 Oct - 30 Oct
found 1 hour ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (433 reviews)
Beautiful building, friendly staff, great atmosphere

Reviewed on 16 Aug 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
per person
21 Sept - 26 Sept
found 6 hours ago
Return flight included
London (LON) to Boston (BOS)
9.2/10 Wonderful! (1,102 reviews)
Good location but expensive.

Reviewed on 16 Aug 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
26 Oct - 30 Oct
found 1 hour ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
The beds are the main thing that keep me coming black, so comfortable, especially after a long day of walking around Boston. I will say we were disappointed that the inside of our coffee machine was very dirty.. something i think shouldn't be missed when cleaning since we love a good morning coffee in the room , but had to settle for going to a coffee shop. We tried ordering room service , but after waiting over 1hr we ended up calling to cancel it. For the amount of money we paid , i think they could step their game up when it comes to service and details.

Reviewed on 16 Aug 2025

Top hotels in Windham

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 €103 per night from 24 Aug to 25 Aug
€103
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (877 reviews)
"The staff while i checked in and out were very kind and understanding. The room was clean, and the bed was so comfortable! The pool it self was clean, but around the pool area had so much hair!"

Reviewed on 15 Aug 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
The price is €116 per night from 24 Aug to 25 Aug
€116
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
1 night stay prefect
"Nice hotel, clean , nice room, you will be pleased with this hotel. Only 1 night for business but will use again."

Reviewed on 15 Aug 2025

DoubleTree by Hilton Manchester Downtown
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 €114 per night from 27 Aug to 28 Aug
€114
27 Aug - 28 Aug
includes taxes & fees
8/10 Very Good! (1,827 reviews)
"Good"

Reviewed on 16 Aug 2025

La Quinta Inn & Suites by Wyndham Boston-Andover
See all 408 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 €970 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.