Title: Book the Best Windsor LUXURY Hotels - Upscale Hotels in Windsor, NH | Expedia.ca

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## Check availability on Windsor Luxury Hotels

Tonight

[Mar 18 - Mar 19](https://www.expedia.ca/Hotel-Search?regionId=553248634998834412&startDate=2026-03-18&endDate=2026-03-19&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Tomorrow

[Mar 19 - Mar 20](https://www.expedia.ca/Hotel-Search?regionId=553248634998834412&startDate=2026-03-19&endDate=2026-03-20&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

This weekend

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248634998834412&startDate=2026-03-20&endDate=2026-03-22&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Next weekend

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248634998834412&startDate=2026-03-27&endDate=2026-03-29&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

## Our top choices for Windsor luxury hotels

![Exterior](https://images.trvl-media.com/lodging/84000000/83540000/83534300/83534288/419075c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/84000000/83540000/83534300/83534288/5c96b0ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83540000/83534300/83534288/a171f8df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Concierge desk](https://images.trvl-media.com/lodging/84000000/83540000/83534300/83534288/b86a8372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Bear Inn

[](https://www.expedia.ca/Francestown-Hotels-Blue-Bear-Inn.h83534288.Hotel-Information)

Francestown

10/10

Exceptional

(21 reviews)

"Quintessential New England Inn. Cozy rooms, delicious tavern on site, solid people around. Very nice breakfast options included. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gina

CA $211

CA $229 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Francestown-Hotels-Blue-Bear-Inn.h83534288.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-01&endDate=2026-04-02&regionId=553248634998834412&adults=2&sort=LUXURY&star=40,50&openPlayBack=true)

## Top Windsor Hotel Reviews

![Days Inn by Wyndham Keene NH](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/f71e05d0_y.jpg)

### Days Inn by Wyndham Keene NH

4/10 Poor

"Place has an off smell. People are loud and children are loud all night. Felt like there was some kind of party going on all night from different locations. Calling the front desk was met with attitude. Very dated. I got what I paid for as it was cheap. Location was great though."

[](https://expedia.ca/Keene-Hotels-Days-Inn-By-Wyndham-Keene-NH.h50340.Hotel-Information)

![Best Western Plus Keene Hotel](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-4a5edcca_y.jpg)

### Best Western Plus Keene Hotel

2/10 Terrible

"TVs didn’t work. Shower was broken. Heater was very loud and falling out of the wall. Computers were down my entire stay and they disable my door cards by accident. It may be cheap but you def get what you pay for. "

[](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information)

## Frequently asked questions

### Which area of Windsor is best to stay in for luxury hotels?

> This area offers a refined experience with hotels often featuring river views and easy access to Windsor's main attractions. You'll find yourself close to the Cornish-Windsor Covered Bridge, the longest two-span covered bridge in the United States, and within a short stroll of local art galleries and upscale eateries. The streets here are well-maintained and provide a pleasant environment for walking.
> 
>   
> Couples looking for a sophisticated getaway will find this area particularly appealing. Many luxury hotels here cater to adult guests, offering amenities like fine dining restaurants, spas with a range of treatments, and often rooms with balconies overlooking the river. It's an ideal setting for romantic dinners and enjoying the scenic beauty of the New England landscape.
> 
>   
> For travellers seeking a tranquil and comfortable base with premium services, the area around the historic district also presents excellent options. These hotels often occupy beautifully restored buildings, blending historical charm with modern comforts like high-end fitness equipment and personalised concierge services.

### How much does a luxury hotel in Windsor cost?

### What luxury activities and experiences are there in Windsor?

> The area directly surrounding Windsor Castle is ideal for those who want to be at the heart of the action. You'll find many high-end hotels, boutiques, and restaurants along streets like Peascod Street and High Street. It's very convenient for exploring the castle and its grounds on foot.
> 
>   
> Couples often appreciate staying close to the castle for its romantic appeal and easy access to attractions. You can enjoy a leisurely stroll through the historic streets, visit Eton College just across the bridge, or take a boat trip on the River Thames.
> 
>   
> For those seeking a more tranquil and exclusive experience, areas slightly outside the immediate town centre, such as those bordering the Great Park, offer luxury hotels with extensive grounds.

### How can I save on a luxury hotel in Windsor with Expedia?

### Is it cheaper to book a luxury Windsor hotel and flights as a package?

### Can I cancel my luxury hotel reservation on Expedia?

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