Cheap flights from Windsor

Many airlines offer flexible change policies

Earn BONUS+ rewards on top of your airline points

Enjoy exclusive promotions on the ebookers app!

Windsor Flight Information
Origin airport IATA code
ALB

Your cheap flight from Windsor is available right now.

Visit us now at Ebookers to choose from lots of cheap flights leaving Windsor or our last minute air tickets from Windsor at unbeatable prices, specially chosen for those who want the best deal possible. Ebookers continuously compares and updates the choice of air tickets available from Windsor, offered by more than 400 airlines worldwide. Ebookers works 24/7 to find the best deals so that our clients don’t have to waste their valuable time. Wherever you are going, you will find your perfect combination for a fantastic holiday at a budget price right here with our extensive flights database and helpful information; star ratings, reviews, maps and more… Many discount flights with a departure from Windsor and last minute flights from Windsor are available at Ebookers to help you organise your flights the way you want them at a price you can afford. Come and prepare your perfect holiday now at Ebookers.

Fancy a break from Windsor? Book your flight in advance from Windsor!

Thinking about getting away for a while and leaving from Windsor? Visit Ebookers and discover our selection of inexpensive Windsor flights and air tickets from Windsor at unbelievable prices with a great choice of airlines - over 400 in fact. We give excellent service at an affordable price. For a great weekend away from Windsor, visit to Ebookers where we have many available flights departing Windsor on special offer. Check out our deals and find a flight leaving Windsor at a price you never imagined. These special Ebookers offers aren’t just about cheap flights. We have over 95,000 hotels worldwide in our database, so why not stay in a Windsor hotel and start or end your break in style? Combine your choice of flight, hotel and car rental from our vast, reliable database to create your perfect holiday or dream weekend at a discounted price with Ebookers. Don’t wait or you may be too late!

Featured Hotels near Windsor

The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
The price is €125 per night from 6 Jul to 7 Jul
€125
6 Jul - 7 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the free breakfast at The Yankee Inn. During your stay, you'll be within walking distance of Guido's Marketplace. Features include free WiFi in public areas and free self-parking, plus an indoor pool.
9.2/10 Wonderful! (1,001 reviews)
"The hot tub was welcomed after a long day of hiking the Berkshires!"

Reviewed on 26 Jun 2026

Opens in a new windowThe Yankee Inn
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
The price is €157 per night from 26 Jul to 27 Jul
€157
26 Jul - 27 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Berkshire Mountain Lodge. During your stay, you're just a quick walk from Guido's Marketplace. Free WiFi in public areas, free self-parking and an indoor pool are available.
9/10 Wonderful! (1,002 reviews)
"The room in lobby were great. The big front porch was actually a nice thing to have, because the fire pit was closed (and the guy worked the front desk at night said he didn’t have a key to start it.) The bar was closed. The boutique was closed and there really wasn’t anywhere else you could go. ..."

Reviewed on 26 Jun 2026

Opens in a new windowBerkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
The price is €141 per night from 29 Jun to 30 Jun
€141
29 Jun - 30 Jun
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Berkshires Untold. During your stay, you'll be within walking distance of Kennedy Park. Free WiFi in public areas, free self-parking and a restaurant are available.
9/10 Wonderful! (991 reviews)
"I usually stay here and yes staff are nice and rooms are decent but I’ve seen a decline in amenities. Maybe the expense of things - bathrobe in room, water and snacks were what I was used to seeing .in the room."

Reviewed on 25 Jun 2026

Opens in a new windowBerkshires Untold
Save an average of 15% on thousands of hotels when you're signed in
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
The price is €151 per night from 30 Jun to 1 Jul
€151
30 Jun - 1 Jul
includes taxes & fees
Hotel Downstreet, an Ascend Collection Hotel's great location gets high marks from our customers. During your stay, you're just a quick walk from MCLA Gallery 51. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.
8.8/10 Excellent! (1,000 reviews)
"No real breakfast"

Reviewed on 21 Jun 2026

Opens in a new windowHotel Downstreet, an Ascend Collection Hotel
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
The price is €124 per night from 6 Jul to 7 Jul
€124
6 Jul - 7 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Vacation Village in the Berkshires. During your stay, you'll be within walking distance of Jiminy Peak Mountain Resort. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool. This comfortable condo has 360 condos over 2 floors. A fireplace and a patio are available in each condo.
8.8/10 Excellent! (2,409 reviews)
"The room was great. Had everything I needed and was very comfortable."

Reviewed on 24 Jun 2026

Opens in a new windowVacation Village in the Berkshires
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is €188 per night from 1 Jul to 2 Jul
€188
1 Jul - 2 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at The Red Lion Inn. During your stay, you're just a quick walk from Housatonic River. Free WiFi in public areas, free self-parking and 3 restaurants are available. This property offers pet-friendly amenities, such as food and water bowls.
8.8/10 Excellent! (1,003 reviews)
"Staff"

Reviewed on 27 Jun 2026

Opens in a new windowThe Red Lion Inn
Don't see what you're looking for?
See all available properties in Windsor
View all properties
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.