Windham County Vacation Packages

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Your Windham County Vacation

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.

Top Windham County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Wayfinder Newport

Wayfinder Newport

4 out of 5
per person
Oct 2 - Oct 5
found 24 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Providence (PVD)
7.8/10 Good! (917 reviews)
Room was very clean and nice to stay in!

Reviewed on Aug. 7, 2025

Hotel Callista

Hotel Callista

2 out of 5
per person
Sep 20 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Providence (PVD)
8.2/10 Very Good! (148 reviews)
I had a wonderful stay at Hotel Calista. The room was nice and clean. The bed was extremely comfortable as well. I would recommend this hotel to anyone looking to stay in the area especially if you are going to go to Mohegan Sun.

Reviewed on Aug. 5, 2025

Neptune House Block Island Resort

Neptune House Block Island Resort

2.5 out of 5
per person
Sep 16 - Sep 19
found 12 hours ago
Roundtrip flight included
Montreal (YUL) to Providence (PVD)
10/10 Exceptional! (1 review)
This property is fully stocked with everything we need. It feels like home. Kudos to property manager Sam, superwoman who handled all the communication and cleanup after we checked out!

Reviewed on May 21, 2025

Holiday Inn Express Mystic by IHG

Holiday Inn Express Mystic by IHG

2.5 out of 5
per person
Sep 20 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Providence (PVD)
8.6/10 Excellent! (1,011 reviews)
This hotel is in a convenient area close to shopping and restaurants and aquarium.

Reviewed on Aug. 8, 2025

Spark by Hilton Mystic Groton

Spark by Hilton Mystic Groton

3 out of 5
per person
Sep 20 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Providence (PVD)
8.4/10 Very Good! (1,107 reviews)
Very convenient to highway and all tourist attractions. Free breakfast and on-site parking. Very family friendly.

Reviewed on Aug. 8, 2025

Windham County Hotel Deals

La Quinta Inn & Suites by Wyndham Norwich-Plainfield-Casino

La Quinta Inn & Suites by Wyndham Norwich-Plainfield-Casino

3 out of 5
18 Pratt Road, Plainfield, CT
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Aug 18 to Aug 19
CA $121
CA $139 total
Aug 18 - Aug 19
includes taxes & fees
7.8/10 Good! (1,004 reviews)
"Food was nearby"

Reviewed on Jul. 28, 2025

La Quinta Inn & Suites by Wyndham Norwich-Plainfield-Casino
Best Western Mystic Hotel

Best Western Mystic Hotel

2.5 out of 5
48 Whitehall Ave, Mystic, CT
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Aug 17 to Aug 18
CA $176
CA $202 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (312 reviews)
"Clean, good value. The pool area looked a little rough"

Reviewed on Aug. 6, 2025

Best Western Mystic Hotel
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 CA $98 per night from Sep 8 to Sep 9
CA $98
CA $113 total
Sep 8 - Sep 9
includes taxes & fees
8/10 Very Good! (2,309 reviews)
Girls stay
"Clean room nice continental breakfast and nice staff"

Reviewed on Aug. 5, 2025

Hilltop Inn and Suites, near Foxwoods Casino
See all 1,089 properties in Windham County
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.
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Frequently asked questions

How much does a Windham County vacation package cost?
Discover the best of Windham County from as low as CA $1,157. 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 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.
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 vacation?
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!
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 vacation 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 vacation package?
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.