Windham Vacations

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Find the Best Windham Vacation Packages

Windham Hotel Deals

Hilltop Inn and Suites, near Foxwoods Casino

Hilltop Inn and Suites, near Foxwoods Casino

2.5 out of 5
373 Norwich Westerly Rd North Stonington CT
Fully refundableReserve now, pay when you stay
The price is AEDĀ 291 per night from Aug 23 to Aug 24
AEDĀ 291
AEDĀ 335 total
23 Aug - 24 Aug
includes taxes & fees
7.8/10 Good! (2,840 reviews)
"OK"

Reviewed on 6 August 2026

Hilltop Inn and Suites, near Foxwoods Casino
Two Trees Inn

Two Trees Inn

2.5 out of 5
240 Indiantown Rd Mashantucket CT
Fully refundableReserve now, pay when you stay
The price is AEDĀ 393 per night from Aug 9 to Aug 10
AEDĀ 393
AEDĀ 452 total
9 Aug - 10 Aug
includes taxes & fees
8.4/10 Very Good! (165 reviews)
"Some maintenance neglect, but a better than average breakfast."

Reviewed on 6 August 2026

Two Trees Inn
Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
2049 Norwich Montville CT
Fully refundableReserve now, pay when you stay
The price is AEDĀ 415 per night from Aug 24 to Aug 25
AEDĀ 415
AEDĀ 477 total
24 Aug - 25 Aug
includes taxes & fees
Hyatt Place Uncasville - Casino Area
See all 410 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.

Stay near popular Windham attractions

Allanach-Wolf Woodlands

This serene 102-acre nature preserve showcases diverse ecosystems around Lake Marie and through forested trails. Explore the well-marked paths to discover scenic viewpoints and the vibrant pollinator garden.
See properties

Frequently asked questions

How much does a Windham vacation package cost?
You'll find cheap prices on Expedia for your Windham getaway. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Windham costs.
What are the cheapest months to go to Windham?
January, February and March are great times to look for cheap Windham vacation packages. Choosing to travel in quieter months means you can typically find lower prices on hotels and flights.
How to find the best Windham package deals?
Bagging a cheap Windham package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly 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 great savings when compared to booking flights and hotels separately. Better still, you can tailor your Windham getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Windham?
If you're planning an impromptu Windham vacation, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Windham?

  1. Pick your dates: What you plan to do in Windham and your preferred season can help you decide when to get away.
  2. Set a budget: Factor in expenses such as flights, food and transportation when calculating how much to put aside for your trip to Windham. Then, select a hotel that suits your budget, whether that's an economical option or a lavish retreat.
  3. Determine how many days away: Start by making a list of all the attractions and activities you'd like to experience in Windham. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to find a Windham vacation package that brings all your bookings together.