Windham Holidays

Book a Hotel + Flight or Car together to unlock savings

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 2.563.451 ₫ per night from 25 Jun to 26 Jun
2.563.451 ₫
2.819.797 ₫ total
25 Jun - 26 Jun
includes taxes & fees
6.6/10 (1,001 reviews)
"The rugs and furniture need to be updated....dirty hallways"

Reviewed on 15 Jun 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 3.332.683 ₫ per night from 1 Jul to 2 Jul
3.332.683 ₫
5.077.328 ₫ total
1 Jul - 2 Jul
includes taxes & fees
7.2/10 Good! (484 reviews)
"Great spot!"

Reviewed on 16 Jun 2025

The Equinox Golf Resort & Spa
Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91
2.5 out of 5
1186 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is 3.484.308 ₫ per night from 3 Jul to 4 Jul
3.484.308 ₫
3.832.738 ₫ total
3 Jul - 4 Jul
includes taxes & fees
8.6/10 Excellent! (643 reviews)
"Buffer not always filled up Not always someone to the front desk 7: 10"

Reviewed on 20 Jun 2025

Comfort Inn & Suites Brattleboro I-91
See all 2,546 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.