Windham Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Windham Vacation
When you book a vacation package to Windham, you can relax and enjoy your getaway knowing that all your travel arrangements are under control. Uncover the many gems of this amazing city from your base in a neighborhood like Columbia, which is good for nature. Wondering what to do or see first during your trip to Windham? Head for major attractions such as Eastern Connecticut State University. Stop daydreaming and start traveling. Check out the wide range of options on Expedia today and finally put your Windham vacation plans in motion!
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.
Cloutier Memorial Forest
This serene 105-acre nature reserve honors George Cloutier, WWII veteran and forester. Explore woodland trails, observe local wildlife, and find tranquility at two small ponds nestled within the Connecticut landscape.
Windham Free Library
Connecticut's smallest freestanding library houses the Windham Bacchus, a wooden figure carved by British prisoners in 1776. Browse historical artifacts in this intimate Greek Revival building.
Gauthier Field
This quiet Connecticut park offers green spaces near historical sites connected to Rochambeau's Army. Bring a picnic and comfortable shoes to enjoy this peaceful local retreat with historical significance.
Edward Waldo House Museum
Step back in time at this 1715 colonial house where the Waldo family lived for 250 years. Explore three floors of original features and period furnishings during monthly summer open houses.
Windham Hotel Deals
Two Trees Inn
240 Indiantown Rd Mashantucket CT
Fully refundableReserve now, pay when you stay
$99 nightly
$114 total
Sep 14 - Sep 15
Total with taxes and fees
8.6/10 Excellent! (343 reviews)
"It’s really a wonderful place to stay. The staff was helpful to me. I forgot a couple of toiletries they were available right away. My room was spotless. It was super comfortable. Breakfast was so good and it was right near where I was attending a conference. It was minutes away. The pool is clean. ..."
Reviewed on Aug 28, 2026
Hilltop Inn and Suites, near Foxwoods Casino
373 Norwich Westerly Rd North Stonington CT
Fully refundableReserve now, pay when you stay
$81 nightly
$93 total
Sep 17 - Sep 18
Total with taxes and fees
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
411A & 411B Norwich Westerly Road North Stonington CT
Fully refundableReserve now, pay when you stay
$102 nightly
$118 total
Sep 21 - Sep 22
Total with taxes and fees
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.
Find the Best Windham Vacation Packages
Windham Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 23,100 |
Top Sights | Jorgensen Center for the Performing Arts, Lebanon Historical Society Museum and Visitors Center and Mansfield Hollow State Park |
More vacations you might like
Frequently asked questions
How much does a Windham vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation to Windham costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Windham?
You're likely to find reduced prices and better availability in December, January and February. Take a look at our cheap Windham vacation packages and you could score some great off-season deals.
How many days is enough for Windham?
Generally, a handful of days is enough to go to the main sights during your Windham vacation. However, if you'd like to have more time to rest or go on day trips, consider extending your itinerary.
How to find the best Windham package deals?
Finding a cheap Windham package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover 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 generally lower.
Is it cheaper to book a Windham vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and hotels individually. Better still, you can personalize your Windham getaway to match your exact style. 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 planning an impromptu Windham vacation, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Windham vacation packages?
If you're like us, you love jet-setting around the world but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Windham break over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
Explore a world of travel with Expedia
- Manchester Hotels
- Hartford Hotels
- Cabin Rentals in Windham
- Hotels near Foxwoods Resort Casino
- Lebanon Hotels
- Brooklyn Hotels
- New Haven Hotels
- Cabin Rentals in North Windham
- South Windham Hotels
- Hotels near Eastern Connecticut State University
- New London Hotels
- Hotels near University of Connecticut
- Resorts in South Windham
- Uncasville Hotels
- B&B in Windham
- Mystic Hotels
- Windham Hotels
- Hotels near Mohegan Sun Casino
- Storrs Hotels
- Norwich Hotels
- Best Western Hotels in Windham
- Willimantic Hotels
- Hotels near Bradley Intl.
- Mansfield Center Hotels
- Flights to Connecticut
- Flights from Phoenix (PHX) to Hartford (BDL)
- Flights from Chicago (ORD) to Hartford (BDL)
- Flights to Windham
- Flights from Charlotte (CLT) to Hartford (BDL)
- Flights from San Francisco (SFO) to Hartford (BDL)
- Flights from Groton - New London
- Flights to Bradley Intl.
- Flights from Hartford
- Flights from Fort Lauderdale (FLL) to Hartford (BDL)
- Flights from Detroit (DTW) to Hartford (BDL)
- Flights from Atlanta (ATL) to Hartford (BDL)
- Flights to Willimantic
- Flights from Orlando (MCO) to Hartford (BDL)
- Flights to Storrs
- Flights from San Juan (SJU) to Hartford (BDL)
- Flights from Miami (MIA) to Hartford (BDL)
- Flights from Denver (DEN) to Hartford (BDL)
- Flights from Seattle (SEA) to Hartford (BDL)
- Flights from Tweed - New Haven Regional
- Flights from Windham
- Flights from Los Angeles (LAX) to Hartford (BDL)
- Flights to Hartford
- Flights from Dallas (DFW) to Hartford (BDL)
- Flights from Houston (IAH) to Hartford (BDL)
- Flights from Washington (DCA) to Hartford (BDL)
- Flights from Raleigh (RDU) to Hartford (BDL)
- Flights from Fort Myers (RSW) to Hartford (BDL)
- Flights from Tampa (TPA) to Hartford (BDL)
- Flights from Bradley Intl.
- Flights from Las Vegas (LAS) to Hartford (BDL)
- Flights from New York (JFK) to Hartford (BDL)
- University of Connecticut
- Storrs Vacations
- Prudence Crandall Museum
- Harry A. Gampel Pavilion
- Canterbury Vacations
- Nathan Hale Homestead
- Coventry Vacations
- Leffingwell House Historic Museum
- Mohegan Sun Casino
- Mohegan Sun Golf Club
- Visit New London
- Upper Falls Heritage Park
- Preston Ridge Vineyard
- Norwich Vacations
- Salem Vacations
- Griswold Vacations
- Ocean Beach Park
- Brooklyn Vacations
- Visit Hartford
- Jorgensen Center for the Performing Arts
- Hopeville Pond State Park
- Lebanon Vacations
- Olde Mistick Village
- Mohegan Sun Arena
- Senator Thomas J Dodd Memorial Stadium
- Hopemead State Park
- J. M. Sarnik & Sons' The Old General Store
- Baltic Vacations
- Mohegan Park and Memorial Rose Garden
- Foxwoods Resort Casino
- Willington Vacations
- Chaplin Museum
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
