Windham Trips (flight + hotel)

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Top hotels in Windham

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 P5,527 per night from Jul 7 to Jul 8
P5,527
P6,079 total
Jul 7 - Jul 8
includes taxes & fees
6.6/10 (1,005 reviews)
We love it but could use some fixing
"My kids and I come to this motel several times a year and stay usually between 2-5 nights. We love to stay on the grassy area side because in the morning the kids go outside and ride their scooters around or play on the lawn. The pool, that is free for guests to use, is an added benefit for us all. ..."

Reviewed on Jun 28, 2025

Colonial Motel And Spa
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 P8,797 per night from Jul 15 to Jul 16
P8,797
P12,793 total
Jul 15 - Jul 16
includes taxes & fees
7.2/10 Good! (487 reviews)
"I had a wonderful time and did Rhumba for the first time in the pool! Lovely walk to the pond also!"

Reviewed on Jun 23, 2025

The Equinox Golf Resort & 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 P10,760 per night from Jul 27 to Jul 28
P10,760
P13,808 total
Jul 27 - Jul 28
includes taxes & fees
9.2/10 Wonderful! (776 reviews)
"Our favorite place to stay in the area"

Reviewed on Jun 20, 2025

Kimpton Taconic Hotel by IHG
See all 2,550 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 vacation package cost?
You can pick up a vacation package to this destination on Expedia. However, how much your vacation 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 vacation 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 vacation 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 personalize 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 vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights separately. Better still, you can personalize 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 vacation 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, favorite 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 accommodations 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 customized Windham vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.