Windham County Holidays
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- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 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
Top destinations in Windham County
Brooklyn
Our pick of the best Windham County Hotel Deals
Best Western Mystic Hotel
48 Whitehall Ave Mystic CT
Fully refundableReserve now, pay when you stay
NZ$264
30 Aug - 31 Aug
includes taxes & fees
8.6/10 Excellent! (715 reviews)
"The room was clean, but the pool was dirty and had a huge clump of hair on the bottom."
Reviewed on 24 Aug 2026
Two Trees Inn
240 Indiantown Rd Mashantucket CT
Fully refundableReserve now, pay when you stay
NZ$183
13 Sept - 14 Sept
includes taxes & fees
Hilltop Inn and Suites, near Foxwoods Casino
373 Norwich Westerly Rd North Stonington CT
Fully refundableReserve now, pay when you stay
NZ$152
10 Sept - 11 Sept
includes taxes & fees
7.8/10 Good! (2,877 reviews)
"Passing through down 95 and needed a place to lay our heads. Room is very basic but very clean with all one could need."
Reviewed on 24 Aug 2026
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 County holiday package cost?
Discover the best of Windham County from as low as . We offer a great selection of flights, hotels and rental cars to suit your travel style. You can pick up even more discounts when you add a couple of tours or experiences to your package.
How do I get a cheap travel package to Windham County?
It's as simple as bundling. Hotels, rental cars and flights — combine whatever you need into a Windham County holiday package and save. Score even more bargains when you add extras such as day tours to your booking. But that's not the only impressive part. You have the flexibility to customize your trip your way. We offer over 550 air carriers and 1 000 000 properties in all corners of the globe, so that everyone has a chance to travel and fulfil those holiday dreams.
What are the top hotels in Windham County?
For properties in Ashford with friendly service and comfy beds, check out Quiet Corner Inn and La Quinta Inn & Suites by Wyndham Norwich-Plainfield-Casino. If you're stopping by Woodstock as well, you can look forward to a wonderful night's sleep at Motel 6 Putnam, CT or Comfort Inn & Suites.
How far in advance should I book my Windham County holiday?
Get rewarded with the widest variety at the cheapest prices by booking your Windham County adventure early. Air carriers usually publish flight tickets anywhere up to 12 months before departure, so secure your spot as soon as possible. Having said that, Expedia is dedicated to giving you the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Windham County travel package include?
With Expedia, you can choose a combination of car rentals, hotels and flights to build your perfect Windham County travel package. Once you've made your booking, you can add on the fun stuff like tours and activities. Remember — the more you bundle, the more cash you'll save!
What should I know before booking a Windham County travel package?
So many places to explore, so many things to see and do. With a package, you can cross more of them off your list. Bundle your flights, hotels and rental cars and see how much you save.
Can I choose my airline with a Windham County Expedia holiday package?
Yes, and with more than 550 airlines to pick from across the globe, it's all about choice. Browse the available options and see which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Windham County holiday package?
You can. We realise even the best-laid plans can fail, so we're happy to help if you have to make changes to your Windham County holiday package. You may be able to amend or cancel your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Look up our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.
Stay near popular Windham County attractions
Thompson International Speedway
8.8/10 (15 reviews)
Catch an event at Thompson International Speedway during your trip to Thompson. Attend a sporting event while you're in the area or simply enjoy its restaurants.
Skydive Danielson
Catch an event at Skydive Danielson during your trip to Killingly. Take some time to visit the casinos in this family-friendly area.
Killingly Shopping Center
8.2/10 (13 reviews)
You can do some window-shopping at Killingly Shopping Center during your stay in Killingly. Take some time to visit the casinos in this family-friendly area.
Quaddick Reservoir
Commune with nature and explore the great outdoors at Quaddick Reservoir during your travels in Thompson.
Roseland Cottage
You can study the exhibits at Roseland Cottage, a museum with a storied past, during your holiday in Woodstock. Visit the top-notch restaurants or lively bars in this family-friendly area.
Bradley Playhouse
6.8/10 (3 reviews)
Enjoy a show at Bradley Playhouse, a popular theatre in Putnam. While in this family-friendly area, you can enjoy the restaurants.
Moosup Pond Beach
8.0/10 (2 reviews)
Why not spend a lazy afternoon at Moosup Pond Beach during your trip to Moosup? While you're in the area, wander around the parks.
Brooklyn Recreation Park
8.0/10 (1 review)
Explore the great outdoors at Brooklyn Recreation Park, a lovely green space in Brooklyn. Take some time to visit the casinos in this family-friendly area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
