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

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
Fully refundableReserve now, pay when you stay
The price is S$260 per night from 3 Sept to 4 Sept
S$260
3 Sept - 4 Sept
includes taxes & fees
7.2/10 Good! (515 reviews)
"When we arrived the front desk had 2 people working with numerous check ins as there was a convention checking in as well as other guests. They were understaffed in many departments. The elevator rug needed replacement as it was dirty and worn. The side entrances were full of large spider webs and ..."

Reviewed on 21 Aug, 2025

The Equinox Golf Resort & Spa
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$197 per night from 25 Aug to 26 Aug
S$197
25 Aug - 26 Aug
includes taxes & fees
6.6/10 (1,001 reviews)
"Staff was helpful. Quiet area"

Reviewed on 17 Aug, 2025

Colonial Motel And Spa
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St., Manchester, VT
Fully refundable
The price is S$300 per night from 1 Sept to 2 Sept
S$300
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (794 reviews)
"Very nice property with friendly staff; excellent food at the restaurant; was only there for 16 hours but definitely want to go back to stay longer."

Reviewed on 20 Aug, 2025

Kimpton Taconic Hotel by IHG
See all 2,523 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.