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.
Windsor Hotel Deals
Hideaway Inn Mt.Sunapee
1403 New Hampshire Rte 103 Newbury NH
The price is CA $186 per night from Feb 10 to Feb 11
CA $186
CA $202 total
Feb 10 - Feb 11
includes taxes & fees
8.6/10 Excellent! (101 reviews)
Love the no contact, online check in/out. We got the room number and code texted to us, so we could go straight in. The room was spacious enough for our equipment (two snowboards + gear) and clean. The bed was comfortable. I also appreciated the little coffee bar set up in the common area. Plus the ...
Reviewed on Feb 2, 2026
Newport Motel
467 Sunapee St Newport NH
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Mar 9 to Mar 10
CA $141
CA $153 total
Mar 9 - Mar 10
includes taxes & fees
8.6/10 Excellent! (279 reviews)
Clean and felt new
Reviewed on Feb 2, 2026
Best Western Plus Keene Hotel
401 Winchester St Keene NH
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Feb 8 to Feb 9
CA $190
CA $206 total
Feb 8 - Feb 9
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
Spots on wall by garbage.
Reviewed on Jan 19, 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.
