Book Exclusive Windham County Vacation Packages

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Search vacation packages deals in Windham County's top destinations

A lush green landscape with a prominent church featuring a tall steeple.

Thompson

Vacations
Thompson

Windham County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Dye House

Dye House

2 out of 5
Olneyville
Price was CA $1,013, price is now CA $800 per person
CA $800
per person
Aug 31 - Sep 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Providence (PVD)
Stay at this hotel in Providence. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Amica Mutual Pavilion and Providence Place Mall are located nearby.
The Preserve Sporting Club & Resort

The Preserve Sporting Club & Resort

4 out of 5
Price was CA $3,337, price is now CA $2,520 per person
CA $2,520
per person
Sep 20 - Sep 23
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
Book a stay at this luxury hotel in Richmond. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Meadowbrook Golf Course and Joseph Langworthy Memorial Park are located nearby.
The Underwood-Hale House

The Underwood-Hale House

4 out of 5
College Hill
Price was CA $1,160, price is now CA $917 per person
CA $917
per person
Sep 25 - Sep 27
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Providence (PVD)
Stay at this aparthotel in Providence. Enjoy free WiFi, free parking, and a garden. Popular attractions Providence Place Mall and Amica Mutual Pavilion are located nearby.
Fox Point Landing Residences

Fox Point Landing Residences

4 out of 5
Fox Point
Price was CA $1,543, price is now CA $1,226 per person
CA $1,226
per person
Aug 31 - Sep 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Providence (PVD)
Stay at this apartment in Providence. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Amica Mutual Pavilion and Providence Place Mall are located nearby.
Wayfinder Newport

Wayfinder Newport

4 out of 5
Price was CA $1,284, price is now CA $1,065 per person
CA $1,065
per person
Aug 31 - Sep 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Providence (PVD)
Stay at this hotel in Newport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bowen's Wharf and Newport Harbour are located nearby.

Top Windham County hotels deals

Best Western Mystic Hotel

Best Western Mystic Hotel

2.5 out of 5
48 Whitehall Ave Mystic CT
Free cancellation
Reserve now, pay when you stay
The price is CA $169 per night
CA $169
CA $194 total
Aug 9 - Aug 10
includes taxes & fees
Book a stay at this business-friendly hotel in Mystic. Enjoy free parking, an outdoor pool, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Olde Mistick Village and Mystic Aquarium and Institute for Exploration are located nearby.
Pool
Pet-friendly
Two Trees Inn

Two Trees Inn

2.5 out of 5
240 Indiantown Rd Mashantucket CT
Free cancellation
Reserve now, pay when you stay
The price is CA $188 per night
CA $188
CA $216 total
Jul 27 - Jul 28
includes taxes & fees
Book a stay at this business-friendly hotel in Mashantucket. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Foxwoods Resort Casino and Grand Theater at Foxwoods Resort Casino are located nearby.
Pool
Hot tub
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
Free cancellation
Reserve now, pay when you stay
The price is CA $125 per night
CA $125
CA $143 total
Aug 9 - Aug 10
includes taxes & fees
Stay at this hotel in North Stonington. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Foxwoods Resort Casino and Grand Theater at Foxwoods Resort Casino are located nearby.
Breakfast included
Parking included
The Fox Tower at Foxwoods

The Fox Tower at Foxwoods

3.5 out of 5
350 Trolley Line Blvd Mashantucket CT
Free cancellation
Reserve now, pay when you stay
The price is CA $226 per night
CA $226
CA $301 total
Jul 27 - Jul 28
includes taxes & fees
Book a stay at this spa hotel in Mashantucket. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Foxwoods Resort Casino and Grand Theater at Foxwoods Resort Casino are located nearby.
Pool
Spa
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

3.5 out of 5
411A & 411B Norwich Westerly Road North Stonington CT
Free cancellation
Reserve now, pay when you stay
The price is CA $144 per night
CA $144
CA $208 total
Aug 2 - Aug 3
includes taxes & fees
Stay at this hotel in North Stonington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Foxwoods Resort Casino and Grand Theater at Foxwoods Resort Casino are located nearby.
Pool
Parking included
Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

2.5 out of 5
277 Main Street (RT 131) Sturbridge MA
Free cancellation
Reserve now, pay when you stay
The price is CA $113 per night
CA $113
CA $127 total
Jul 26 - Jul 27
includes taxes & fees
Book a stay at this spa resort in Sturbridge. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Town Common and Sturbridge Common Historic District are located nearby.
Pool
Spa
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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 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.
See properties

Photos of local treasures

Browse Windham County vacation photos for more inspiration

A town with a prominent church, a river, and autumn foliage.
A road sign for Brooklyn, Connecticut.
A calm lake at sunset with a silhouette of a boat and a forested hill in the background.
A stone wall, a road, and a grassy field with trees.

Frequently asked questions

How much are vacation packages to Windham County?
With vacation packages available from just CA $800, there's no need to wipe out your bank balance for your getaway to Windham County. Travelocity is here to help. Bundle flights, hotels and experiences into a convenient package and receive some exciting discounts. The more you book, the bigger the savings.
Where can I get the best vacation package deals for Windham County?
You'll discover a terrific selection of Windham County package deals on Travelocity. With 400 airlines and 1,000,000 properties worldwide, organizing a dream escape won't take long.
Why should I book my Windham County vacation bundle via Travelocity?
Savings, support and a stress-free booking are just the tip of the iceberg. Enjoy a fulfilling travel experience knowing you can rely on round-the-clock support. With the Travelocity Price Match Guarantee, you can rest easy knowing you're getting the best deal available.
Can I save money on my Windham County car rental if I bundle it with my hotel or flight?
Combining your bookings into a Windham County vacation package will certainly save you money. Combine a car and flight; a flight, hotel and car; or a car and hotel. You won't find a better way to discover the greater Windham County area than from behind the wheel of your own rental car. You can also add experiences and activities to your Travelocity package.
Which airport is best for Windham County?
Logan Intl. Airport (BOS), Bradley Intl. Airport (BDL) and T.F. Green Airport (PVD) are the most common airports for people jetting to and from Windham County.
What is there to do in Windham County?
Windham County is overflowing with fabulous photo-ops, however Moosup Pond Beach and Nickerson Park are among the best of them.