Title: Middlebury B&B: Find the Best Bed and Breakfast from CA $332 | Expedia.ca [Hotels in Middlebury](https://expedia.ca/Middlebury-Hotels.d183065.Travel-Guide-Hotels)[Vacation Rentals in Middlebury](https://expedia.ca/Middlebury-Vacation-Rentals.d183065.Travel-Guide-VacationRentals)[Middlebury Car Rentals](https://expedia.ca/Car-Rentals-In-Middlebury.d183065.Car-Rental-Guide)[Middlebury Vacation Packages](https://expedia.ca/Middlebury.d183065.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/cda26adfd6cf208eeb474889dc27ce3a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Brandon Miller # Find a Bed and Breakfast in Middlebury from CA $332 ![](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 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=183065&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=183065&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=183065&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=183065&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Middlebury B&B ![Dining](https://images.trvl-media.com/lodging/2000000/1050000/1046900/1046891/b1d5aed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1050000/1046900/1046891/568f56b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/2000000/1050000/1046900/1046891/8eb8c834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, 1 King Bed, Jetted Tub](https://images.trvl-media.com/lodging/2000000/1050000/1046900/1046891/5cda1bfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homestead Inn New Milford 9.2/10 Wonderful (188) "Antonio was a wonderful host" CA $288 CA $332 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Danbury-Hotels-Homestead-Inn.h1046891.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101880000/101878900/101878830/056c3b04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101880000/101878900/101878830/5aa07695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101880000/101878900/101878830/e5e2d941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101880000/101878900/101878830/cb2d285a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space Hamden CA $882 CA $1,367 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hamden-Hotels-2500-SF-Loft-You-Own-Full-Floor-Luxury-Oasis-In-A-Commercial-Space.h101878830.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=2025-10-26&endDate=2025-10-27®ionId=183065&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%2FMiddlebury-Bed-And-Breakfast.d183065-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddlebury-Bed-And-Breakfast.d183065-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Middlebury Hotel Reviews ![Trumbull Marriott Shelton](//images.trvl-media.com/lodging/1000000/10000/1200/1166/b3c487eb_y.jpg) ### Trumbull Marriott Shelton 10/10 Excellent "Clean room, Staff was great - parking was simple" [](https://expedia.ca/New-Haven-Hotels-Trumbull-Marriott-Shelton.h1166.Hotel-Information) ![Hyatt Place Milford / New Haven](//images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577_y.jpg) ### Hyatt Place Milford / New Haven 10/10 Excellent "Overall good" [](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ![La Quinta Inn & Suites by Wyndham New Haven](//images.trvl-media.com/lodging/1000000/10000/1300/1241/92ca5e77_y.jpg) ### La Quinta Inn & Suites by Wyndham New Haven 10/10 Excellent "good" [](https://expedia.ca/New-Haven-Hotels-La-Quinta-Inn-Suites-By-Wyndham-New-Haven.h1241.Hotel-Information) ![New Haven Hotel](//images.trvl-media.com/lodging/1000000/40000/36800/36721/dd69cbb4_y.jpg) ### New Haven Hotel 10/10 Excellent "There is no breakfast possibility offered😟" [](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![Best Western Executive Hotel Of New Haven - West Haven](//images.trvl-media.com/lodging/1000000/30000/23300/23217/b63e42e2_y.jpg) ### Best Western Executive Hotel Of New Haven - West Haven 10/10 Excellent "Very neat and tidy, in and around the property. All basic necessities available. Good value for money. " [](https://expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information) ![Wyndham Southbury](//images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/412fe155_y.jpg) ### Wyndham Southbury 10/10 Excellent "The hotel was easily accessible from the main highways. Nice location. " [](https://expedia.ca/Danbury-Hotels-Wyndham-Southbury.h15651820.Hotel-Information) ![Hotel Marcel New Haven, Tapestry Collection By Hilton](//images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/1699c03c_y.jpg) ### Hotel Marcel New Haven, Tapestry Collection By Hilton 10/10 Excellent "Value " [](https://expedia.ca/New-Haven-Hotels-Hotel-Marcel-New-Haven.h71427300.Hotel-Information) ![Best Western Danbury/Bethel](//images.trvl-media.com/lodging/1000000/10000/4900/4841/b09513bc_y.jpg) ### Best Western Danbury/Bethel 10/10 Excellent "Excellent " [](https://expedia.ca/Danbury-Hotels-Best-Western-DanburyBethel.h4841.Hotel-Information) ![Extended Stay America Suites Hartford Farmington](//images.trvl-media.com/lodging/1000000/160000/151100/151013/02939ae3_y.jpg) ### Extended Stay America Suites Hartford Farmington 10/10 Excellent "I loved my spacious room, kitchen facilities, comfy bed, easy parking. The staff was friendly and helpful, but what I liked best was the feeling of being in my own space, not a hotel. " [](https://expedia.ca/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Farmington.h151013.Hotel-Information) ## Find out more about Middlebury ## Middlebury B&B information | Number of reviews | 188 | | --- | --- | | Accommodation | 4 B&B | | Lowest Price | CA $332 | | Highest Price | CA $1,367 | ## Frequently asked questions ### Searching for B&Bs in Middlebury? > If you're looking for something a little quirkier than the traditional hotel experience, a bed and breakfast might be the perfect option for your vacation. When you want to explore some attractions in town, Quassy Amusement Park and Lake Quassapaug are worth a stop. ### Why choose a B&B over a traditional hotel room? > With attentive service, opportunities to meet guests from other places, and breakfast served on site, B&Bs offer a unique environment. ### What are the top B&Bs in Middlebury? > Below are some well-liked B&Bs in the area: [Homestead Inn](https://www.expedia.ca/Danbury-Hotels-Homestead-Inn.h1046891.Hotel-Information): 16 rooms. 15.1 mi (24.3 km) from the heart of Middlebury.[Jay's Ranch](https://www.expedia.ca/Hamden-Hotels-Jays-Ranch.h93133074.Hotel-Information): 3 rooms. 14.7 mi (23.7 km) from the downtown core. [Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space](https://www.expedia.ca/Hamden-Hotels-2500-SF-Loft-You-Own-Full-Floor-Luxury-Oasis-In-A-Commercial-Space.h101878830.Hotel-Information): Situated 16.1 mi (25.9 km) from the heart of Middlebury. [Sunny Peace Homestay](https://www.expedia.ca/Harwinton-Hotels-Sunny-Peace.h109140360.Hotel-Information): 2 rooms. 16 mi (25.7 km) from the heart of downtown. ### When should I book my B&B in Middlebury? > When you're dreaming of a escape to Middlebury, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. Average annual precipitation for Middlebury is 56 inches. ### What is there to do in Middlebury? > When you want to check out some attractions in town, you might consider a visit to Quassy Amusement Park and Lake Quassapaug. Palace Theatre and Brass Mill Center are also some sites to visit if you want to see more of the area. ### How can I get to and around Middlebury? > Mapping out your trip in and around Middlebury is easy with these transportation options. Fly into Oxford, CT (OXC-Waterbury - Oxford), which is located 3.5 mi (5.6 km) from the heart of the city. You can also search for flights into Danbury, CT (DXR-Danbury Municipal), which is 21.4 mi (34.5 km) away. 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