Windsor Vacation Packages
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Your Windsor Vacation
Our vacation packages to Windsor provide endless opportunities to delve into new sights, sounds and smells. And with all of the travel arrangements taken care of, you can kick back and enjoy your city escape to the fullest. Eager to do a little sightseeing? Spend your days enjoying popular attractions such as Franklin Pierce Homestead during your trip to Windsor. No matter your travel plans or budget, putting together a tailored Windsor vacation is easy with Expedia.
Top Windsor Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Fairfield Inn & Suites by Marriott Portsmouth Exeter
Price was CA $864, price is now CA $830 per person
CA $830
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Manchester (MHT)
8.6/10 Excellent! (630 reviews)
Coffee was pretty good, with real cream! Better than average hotel breakfreast
Reviewed on Apr 20, 2026
The Centennial
Price was CA $1,295, price is now CA $1,160 per person
CA $1,160
per person
Jul 18 - Jul 20
found 21 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Manchester (MHT)
8.8/10 Excellent! (1,001 reviews)
Lovely and very helpful staff - Late night and early morning! Bed was very comfortable and breakfast was out early and very nice.
Reviewed on Apr 6, 2026
Hampton Inn by Hilton Concord/Bow
Price was CA $1,204, price is now CA $1,138 per person
CA $1,138
per person
Jul 18 - Jul 20
found 21 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Manchester (MHT)
8.8/10 Excellent! (1,001 reviews)
Breakfast selection on Weekend was better . and parking was adequate. staff was wonderful and helpful !!!
Reviewed on May 3, 2026
The Grand at Bedford Village Inn
Price was CA $1,489, price is now CA $1,408 per person
CA $1,408
per person
Jul 18 - Jul 20
found 21 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Manchester (MHT)
9.6/10 Exceptional! (364 reviews)
Very nice place, grounds are very well kept. Staff is very friendly & restaurants are excellent
Reviewed on May 4, 2026
Windsor Hotel Deals
Best Western Plus Keene Hotel
401 Winchester St Keene NH
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from May 10 to May 11
CA $210
CA $228 total
May 10 - May 11
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
The room was a bit dusty and a lamp didn't work. Also, when I opened the door to enter the room the stand for the suitcase was right there in the walkway, which was difficult to maneuver with full hands. Overall, the hotel needed a refresh as everything seems old and a bit unloved. Breakfast was ...
Reviewed on May 7, 2026
Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd Keene NH
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from May 26 to May 27
CA $191
CA $208 total
May 26 - May 27
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
Really nothing wrong with the hotel or its staff. The problem was homeless people living in the parking lot after hours. Cars running outside in the lot all night. A new security policy needs to be implemented.
Reviewed on May 2, 2026
Hideaway Inn Mt.Sunapee
1403 New Hampshire Rte 103 Newbury NH
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from May 19 to May 20
CA $179
CA $195 total
May 19 - May 20
includes taxes & fees
8.8/10 Excellent! (175 reviews)
Very clean room, no staff present as we checked in pretty late at night, and overall the hotel is a minimal-staff location. Lots of self-serve areas. Overall loved it!
Reviewed on May 4, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
