Title: Windsor B&B: Find the Best Bed and Breakfast from CA $209 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d553248634998834412.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d553248634998834412.Travel-Guide-VacationRentals)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d553248634998834412.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d553248634998834412.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find a Bed and Breakfast in Windsor from CA $209 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248634998834412&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248634998834412&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248634998834412&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248634998834412&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Windsor B&B ![Charlie Chaplin Suite](https://images.trvl-media.com/lodging/16000000/15070000/15069500/15069463/e22592fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/16000000/15070000/15069500/15069463/0a88e48c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15070000/15069500/15069463/63c7c794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/16000000/15070000/15069500/15069463/28ab462a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosewood Country Inn Bradford 9.8/10 Exceptional (88) "Comfortable clean rooms and an exceptional breakfast ." CA $260 CA $282 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Bradford-Hotels-Rosewood-Country-Inn.h15069463.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/7000000/6110000/6108800/6108771/45584e7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/7000000/6110000/6108800/6108771/b60672b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/7000000/6110000/6108800/6108771/a20405d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6110000/6108800/6108771/3ca1008b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Follansbee Inn North Sutton 9.6/10 Exceptional (90) "Had a very peaceful stay. " CA $263 CA $286 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Sutton-Hotels-Follansbee-Inn.h6108771.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/df603ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/ca21030b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Blue Room](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/a33464ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/d8604c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carriage Barn Inn Keene 9.6/10 Exceptional (158) "Great BB. Very charming and cozy! Will definitely stay again! " CA $261 CA $284 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Keene-Hotels-The-Elm-City-Carriage-Barn.h38505466.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1960000/1952400/1952388/de4bc344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1960000/1952400/1952388/a2863eac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1960000/1952400/1952388/0de4f49e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, Ensuite (Duncan Room-206)](https://images.trvl-media.com/lodging/2000000/1960000/1952400/1952388/3951af0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monadnock Inn Jaffrey 7.6/10 Good (271) "It is a Beautiful Old Charm Inn. Everything was great. I would definitely come back and stay there again. " CA $192 CA $209 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Jaffrey-Hotels-Monadnock-Inn.h1952388.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88130000/88121300/88121232/f4a3f361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/89000000/88130000/88121300/88121232/ae012b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/89000000/88130000/88121300/88121232/ccf48bed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom](https://images.trvl-media.com/lodging/89000000/88130000/88121300/88121232/e43a0478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint New England Inn at Crotched Mountain! Francestown 10/10 Exceptional (1) "Great food, bar, and pool" CA $385 CA $471 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Francestown-Hotels-Room-05-King-Room.h88121232.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=2025-10-30&endDate=2025-10-31®ionId=553248634998834412&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Bed-And-Breakfast.d553248634998834412-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Bed-And-Breakfast.d553248634998834412-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![Newport Motel](//images.trvl-media.com/lodging/24000000/23980000/23973200/23973185/aa0d3f32_y.jpg) ### Newport Motel 10/10 Excellent "Excellent " [](https://expedia.ca/Newport-Hotels-Newport-Motel.h23973185.Hotel-Information) ![Keene Elm City Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261_y.jpg) ### Keene Elm City Hotel, an Ascend Collection Hotel 10/10 Excellent "Staff was very cordial. Our 2 day stay was perfect!" [](https://expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) ![Hideaway Inn Mt.Sunapee](//images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/6abd8fbc_y.jpg) ### Hideaway Inn Mt.Sunapee 10/10 Excellent "I loved the quick and easy check in and check out. Nice room and comfortable bed. Would definitely recommend!" [](https://expedia.ca/Newbury-Hotels-Hideaway-Inn-Mt-Snow.h120341253.Hotel-Information) ![Follansbee Inn](//images.trvl-media.com/lodging/7000000/6110000/6108800/6108771/45584e7d_y.jpg) ### Follansbee Inn 10/10 Excellent "The Follininbee Inn is unique. Other places say it, but this place really is.Keyser lake is crystal, beautiful, and they provide canes, kayaks, and boats- NC. The Innkeepers pay attention to every detail.There are no TVs, but internet is good.Guests interact after dinner and they eat breakfast family stlye. Breakfast is in an amazing dining room and the table is beautifully set. Breakfast is great! The place is peaceful and casual. If you are looking for action, North Sutton, NH is not a good choice, but the f Follansbee Inn is an authentic old New E gland property. JB" [](https://expedia.ca/Sutton-Hotels-Follansbee-Inn.h6108771.Hotel-Information) ![Best Western Plus Keene Hotel](//images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8_y.jpg) ### Best Western Plus Keene Hotel 10/10 Excellent "Was" [](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![Mountain Edge Suites at Sunapee, an Ascend Collection Hotel](//images.trvl-media.com/lodging/2000000/1390000/1385500/1385445/544b1c1b_y.jpg) ### Mountain Edge Suites at Sunapee, an Ascend Collection Hotel 10/10 Excellent "All was great 👍 " [](https://expedia.ca/Newbury-Hotels-Mountain-Edge-Resort-Spa-At-Sunapee.h1385445.Hotel-Information) ![Colby Hill Inn](//images.trvl-media.com/lodging/22000000/21960000/21950200/21950172/e8f3fb96_y.jpg) ### Colby Hill Inn 10/10 Excellent "Guest services director did a great job. " [](https://expedia.ca/Henniker-Hotels-Colby-Hill-Inn.h21950172.Hotel-Information) ![The New London Inn](//images.trvl-media.com/lodging/2000000/1210000/1203200/1203156/6dc5be3a_y.jpg) ### The New London Inn 10/10 Excellent "Beautiful historic inn with a fantastic restaurant. Highly recommend." [](https://expedia.ca/New-London-Hotels-The-New-London-Inn.h1203156.Hotel-Information) ![Riverhouse by Weekender (Formerly Jack Daniels Inn)](//images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/5d62062a_y.jpg) ### Riverhouse by Weekender (Formerly Jack Daniels Inn) 10/10 Excellent ".." [](https://expedia.ca/Keene-Hotels-Jack-Daniels-Motor-Inn.h3878809.Hotel-Information) ## Find out more about Windsor ## Windsor B&B information | Number of reviews | 545 | | --- | --- | | Accommodation | 8 B&B | | Lowest Price | CA $209 | | Highest Price | CA $471 | ## Frequently asked questions ### Searching for B&Bs in Windsor? > Whether you're on a family vacation and want a small, cozy place to stay, or you're a solo traveler hoping to get some local recommendations, a B&B can be a good choice for many different types of travelers. When you want to explore some attractions in town, Windsor Town Hall and Black Pond are worth a stop. ### Are you thinking about B&Bs over traditional hotel rooms? > Every B&B has its own unique feel. Whether it's a garden for guests to admire or a beautiful dining room, the tiny details are what make bed and breakfasts the perfect escape. ### What are the best bed and breakfasts in Windsor? > Below are some B&Bs in the surrounding area: [Follansbee Inn](https://www.expedia.ca/Sutton-Hotels-Follansbee-Inn.h6108771.Hotel-Information): 18 rooms. 15.9 mi (25.6 km) from the heart of Windsor. Enjoy the free full breakfast and unique décor. [Rosewood Country Inn](https://www.expedia.ca/Bradford-Hotels-Rosewood-Country-Inn.h15069463.Hotel-Information): 11 rooms. 8.6 mi (13.8 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. [Dexter's Inn](https://www.expedia.ca/Sunapee-Hotels-Dexters-Inn.h2042604.Hotel-Information): 19 rooms. Located 15.9 mi (25.7 km) from the core of Windsor. Enjoy the private yard and outdoor tennis. ### When is the best time to book my B&B in Windsor? > When you're planning your escape to Windsor, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Windsor are January, March, February, and November, with each month seeing an average of 7 inches of snowfall. ### What is there to do in Windsor? > When you want to check out some attractions in town, you might consider a visit to Windsor Town Hall and Black Pond. Franklin Pierce Homestead and Highland Lake are also some sites to visit if you want to see more of the area. ### How can I get to and around Windsor? > You can map out your trip in and around Windsor ahead of time with these transportation options. Fly into Concord, NH (CON-Concord Municipal), which is located 26.4 mi (42.5 km) away from the city center. You can also search for flights into Springfield, VT (VSF-Hartness State), which is 28.6 mi (46 km) away. 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