Windham Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Windham

Mountaineer Inn
Mountaineer Inn
2 out of 5
270 Handle Rd, West Dover, VT
Fully refundableReserve now, pay when you stay
The price is S$199 per night from 4 Mar to 5 Mar
S$199
includes taxes & fees
4 Mar - 5 Mar
8.8/10 Excellent! (413 reviews)
"Food choice limited for continental breakfast. staff friendly. pool table had torn felt and 2 sets of balls."

Reviewed on 5 Feb,2025

Mountaineer Inn
Kimpton Taconic Hotel, an IHG Hotel
Kimpton Taconic Hotel, an IHG Hotel
4 out of 5
3835 Main St., Manchester, VT
Fully refundable
The price is S$281 per night from 2 Mar to 3 Mar
S$281
includes taxes & fees
2 Mar - 3 Mar
9.2/10 Wonderful! (746 reviews)
"We had a wonderful get-away! Lovely facilities."

Reviewed on 17 Feb,2025

Kimpton Taconic Hotel, an IHG Hotel
Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is S$160 per night from 24 Feb to 25 Feb
S$160
includes taxes & fees
24 Feb - 25 Feb
6.6/10 (1,006 reviews)
"All ok everything worked well just older decor"

Reviewed on 10 Feb,2025

Colonial Motel And Spa
See all 2,552 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 can pick up a holiday package to this destination on Expedia. However, how much your holiday to Windham costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Windham?
Travel in the shoulder or low season and you’re likely to get cheap Windham holiday packages. Remember that public holidays and major local events can have an impact on prices, so do some research before booking.
How many days is enough for Windham?
With a well-planned schedule, you can easily hit the main Windham attractions in a handful of days. But if you’d like to discover hidden spots or take day trips, consider booking your Windham holiday for longer.
How to find the best Windham package deals?
Finding a cheap Windham package deal is a breeze with Expedia. After you’ve entered your destination and travel dates under our “Packages” tab, set your budget, add a couple of filters and browse what’s available. You can personalise your search by “Popular locations,” “Property type,” “Guest rating” and more. Sort the results by “Price: low to high” to view the most economical Windham package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Windham holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging hotels and flights separately. Better still, you can personalise your Windham getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to Windham?
If you’re considering a spontaneous Windham trip, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Windham?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Windham.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and dining out to activities and airfares. Your accommodation will probably be the largest expense during your trip to Windham.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you want to get to in Windham. Then, estimate how long you’ll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customised Windham holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.