Save up to CA $4,200 when you book a flight and hotel together*
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Make organizing your next big adventure simple with a Windham County vacation package. Whether it's the food scene, history or something else entirely that lures you here, our packages will help you experience the best of it. Want to know where to go during your trip to Windham County? Plainfield is a top city that shouldn't be missed. From the instant you book your Windham County vacation to the second you come back home, Expedia will take care of you each step of the way.
Price found within the past 48 hours. Click for updated prices.
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Jan 1 - Jan 4
Windsor Locks
3 nights
6.8/10 - (1,914 reviews)
Roundtrip • Halifax (YHZ) - Hartford (BDL)
YHZ - LGA • 1 stop LGA - YHZ • 1 stop
CA $884
per traveller
found 19 hours ago
Dec 16 - Dec 18
West Hartford
2 nights
9.8/10 - Exceptional (1,001 reviews)
Roundtrip • Toronto (YTO) - Hartford (BDL)
YYZ - BDL • 1 stop BDL - YYZ • 1 stop
CA $1,365
per traveller
found 1 day ago
Jan 1 - Jan 4
New London
3 nights
8.4/10 - Very good (1,003 reviews)
"A"
Reviewed November 14, 2026
Roundtrip • Halifax (YHZ) - Providence (PVD)
YHZ - LGA • 1 stop LGA - YHZ • 1 stop
CA $1,090
per traveller
found 19 hours ago
Jan 1 - Jan 4
Windsor Locks
3 nights
7.0/10 - Good (1,000 reviews)
"Checked out early cause I kept seeing roaches it was even one in the bed crawling on me when I laid down. Rooms were clean, amenities were working fine as well, the roaches were my only downside so I had to check out early. Hopefully I get my deposit back. Nice staff and nice motel, just need to exterminate lol"
Reviewed November 12, 2026
Roundtrip • Halifax (YHZ) - Hartford (BDL)
YHZ - LGA • 1 stop LGA - YHZ • 1 stop
CA $916
per traveller
found 19 hours ago
Jan 1 - Jan 4
Meriden
3 nights
7.2/10 - Good (1,002 reviews)
Roundtrip • Halifax (YHZ) - Hartford (BDL)
YHZ - LGA • 1 stop LGA - YHZ • 1 stop
CA $929
per traveller
found 19 hours ago
Rating: 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.
Rating: 8.2/10 (13 reviews)
You can find the perfect gifts to bring home at Killingly Shopping Center during your stay in Killingly. Take some time to visit the casinos in this family-friendly area.
After visiting Canterbury Green, make a plan to see the other sights and activities in Canterbury. While in this family-friendly area, find time to visit its casinos.
Catch an event at Skydive Danielson during your trip to Killingly. Take some time to visit the casinos in this family-friendly area.
You can study the exhibits at Roseland Cottage, a museum with a storied past, during your travels to Woodstock. Check out the lively bars or top-notch restaurants in this quaint area.
Rating: 6.8/10 (3 reviews)
Enjoy a show at Bradley Playhouse, a storied theater in Putnam. While in this family-friendly area, you can enjoy the restaurants.
Rating: 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.
Rating: 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.
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.
See all properties in Windham County
Discover the best of Windham County from as low as CA $884. 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.
It's as simple as bundling. Hotels, rental cars and flights — combine whatever you need into a Windham County vacation 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 fulfill those vacation dreams.
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.
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 vacation!
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!
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.
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.
You can. We realize even the best-laid plans can fail, so we're happy to help if you have to make changes to your Windham County vacation 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.