Windham Holidays

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Top hotels in Windham

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$380 per night from 11 Aug to 12 Aug
S$380
11 Aug - 12 Aug
includes taxes & fees
9.4/10 Exceptional! (854 reviews)
"The hotel was beautiful very tranquil. Lots to see and do. The staff were friendly and attentive to the guests. The food in the restaurant was amazing. The staff there were also friendly. It was so peaceful in the mountains and the hotel grounds were beautiful."

Reviewed on 29 Jun, 2026

Kimpton Taconic Hotel by IHG
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Fully refundable
The price is S$237 per night from 15 Jul to 16 Jul
S$237
15 Jul - 16 Jul
includes taxes & fees
8.6/10 Excellent! (290 reviews)
"We were very disappointed upon arrival to hear that the pool was closed for the summer. It was 4th of July weekend and we were traveling with grandkids. We would not have booked there if we had known."

Reviewed on 10 Jul, 2026

Grand Summit Resort, A Vail Resorts Property
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3 out of 5
5383 Main St Manchester Center VT
Fully refundable
The price is S$209 per night from 19 Jul to 20 Jul
S$209
19 Jul - 20 Jul
includes taxes & fees
8.2/10 Very good! (964 reviews)
"They noticed i had a 13 year old daughter and 9 year old son in toe. The upgrade to a suíte was complimentary and close to the pool. Definitely suggest this place. Breakfast was good and everything is close. We really enjoyed our stay."

Reviewed on 8 Jul, 2026

The Palmer House Resort, an Ascend Collection Hotel
See all 2,642 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.

Explore a world of travel with Expedia

* 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.