---
title: "Bennington B&B: Find the Best Bed and Breakfast from CA $104 | Expedia.ca"
description: "Find your ideal Bed and Breakfast in Bennington - only with Expedia. Read reviews, search by map and book one of many B&B in Bennington with Expedia.ca."
canonical: "https://www.expedia.ca/Bennington-Bed-And-Breakfast.d6057349-aaBedAndBreakfast.Travel-Guide-Accommodation"
language: en-CA
market: CA
currency: CAD
prices_as_of: 2026-11-14T10:44:24Z
---

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# Find a Bed and Breakfast in Bennington from CA $104
![A mountainous landscape with autumn foliage, a prominent church spire, and a winding road.](https://images.trvl-media.com/place/6057349/a2224802-5794-4054-a335-be6f6214e2b8.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

[Check prices for these dates, December 14–15, 2026](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2026-12-14&endDate=2026-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&lodging=BED%5FAND%5FBREAKFAST)

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## Our top choices for Bennington bed & breakfast

### [1\. South Shire](https://www.expedia.ca/Bennington-Hotels-South-Shire.h76163190.Hotel-Information)

![A room with wooden paneling, a piano, a chair, and a door leading to another room.](https://images.trvl-media.com/lodging/77000000/76170000/76163200/76163190/2785b1e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: Bennington
- Guest rating: 9/10 (Wonderful, 141 reviews)
- Price: CA $214, CA $249 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Bennington bed & breakfast
- Review: Lovely place. Great room. Nice breakfast. Convenient to nearby restaurants., by Jeffrey

### [2\. The Four Chimneys Inn](https://www.expedia.ca/Bennington-Hotels-The-Four-Chimneys-Inn.h2394036.Hotel-Information)

![A large, two-story house with a covered porch and multiple chimneys.](https://images.trvl-media.com/lodging/3000000/2400000/2394100/2394036/e72452e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Bennington
- Guest rating: 9.6/10 (Exceptional, 291 reviews)
- Price: CA $320, CA $348 total, includes taxes & fees, Nov 23 - Nov 24, for Our top choices for Bennington bed & breakfast
- Review: We enjoyed our stay., by Robert

### [3\. Bromley View Inn](https://www.expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information)

![A deck with white railings overlooking a forested area and a mountain in the distance.](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/c28fd1d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Bondville
- Guest rating: 9/10 (Wonderful, 504 reviews)
- Price: CA $105, CA $115 total, includes taxes & fees, Nov 22 - Nov 23, for Our top choices for Bennington bed & breakfast
- Review: Great amenities, fantastic views, very clean, excellent breakfast!, by BARBARA

### [4\. The Inn at Manchester](https://www.expedia.ca/Bennington-Hotels-The-Inn-At-Manchester.h1505817.Hotel-Information)

![A large, snow-covered house with multiple windows and a well-lit porch.](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/5d6f68a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Manchester Village Historic District
- Guest rating: 10/10 (Exceptional, 404 reviews)
- Price: CA $199, CA $252 total, includes taxes & fees, Nov 17 - Nov 18, for Our top choices for Bennington bed & breakfast
- Review: Great place. Great host!, by Zhihao

### [5\. North Shire Lodge](https://www.expedia.ca/Bennington-Hotels-North-Shire-Lodge-Mountain-View-Pub.h6393104.Hotel-Information)

![A red barn and a wooden shed in a rural setting with a road and green fields.](https://images.trvl-media.com/lodging/7000000/6400000/6393200/6393104/66bbe778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Manchester Center
- Guest rating: 9.4/10 (Exceptional, 165 reviews)
- Price: CA $310, CA $341 total, includes taxes & fees, Nov 26 - Nov 27, for Our top choices for Bennington bed & breakfast
- Review: Fantastic stay, wonderful staff., by Jesse

### [6\. The Inn at Ormsby Hill](https://www.expedia.ca/Bennington-Hotels-The-Inn-At-Ormsby-Hill.h6025401.Hotel-Information)

![A large, white two-story house with a stone wall and yellow flowers in the foreground.](https://images.trvl-media.com/lodging/7000000/6030000/6025500/6025401/dda7c041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Manchester Center
- Guest rating: 9.8/10 (Exceptional, 172 reviews)
- Price: CA $327, CA $359 total, includes taxes & fees, Nov 22 - Nov 23, for Our top choices for Bennington bed & breakfast
- Review: It is a wonderful property inside and out. Great rooms, breakfasts and and very friendly people., by Victoria

### [7\. Hill Farm Inn](https://www.expedia.ca/Bennington-Hotels-Hill-Farm-Inn.h1502179.Hotel-Information)

![A two-story house with a porch and outdoor seating area.](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502179/03b1c67f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Arlington
- Guest rating: 9.8/10 (Exceptional, 182 reviews)
- Price: CA $355, CA $708 total, includes taxes & fees, Dec 15 - Dec 16, for Our top choices for Bennington bed & breakfast
- Review: Our favorite place to stay!!, by Jennifer

### [8\. Alpine 5, cozy Vermont retreat](https://www.expedia.ca/Manchester-Center-Hotels-Alpine-5.h113576466.Hotel-Information)

![A bedroom with a bed, a bedside table with a lamp and a plant, a window with curtains, and a wall-mounted picture.](https://images.trvl-media.com/lodging/114000000/113580000/113576500/113576466/7ece1916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Manchester
- Guest rating: 7.6/10 (Good, 4 reviews)
- Price: CA $121, CA $208 total, includes taxes & fees, Nov 18 - Nov 19, for Our top choices for Bennington bed & breakfast
- Review: Good Service and good place to stay in Vermont!, by Jean frandel

### [9\. Room 7 - family room sleeps 4](https://www.expedia.ca/Manchester-Center-Hotels-Room-7-Family-Room-Sleeps-4.h113576447.Hotel-Information)

![A grassy outdoor area with red Adirondack chairs and a fire pit.](https://images.trvl-media.com/lodging/114000000/113580000/113576500/113576447/b375d11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Manchester
- Guest rating: 10/10 (Exceptional, 1 review)
- Price: CA $123, CA $210 total, includes taxes & fees, Nov 17 - Nov 18, for Our top choices for Bennington bed & breakfast
- Review: Nice spot, good location. Towels could be better, but overall a great spot. , by Kuan-Chung

### [10\. Room 1, peaceful retreat in Manchester - King bed](https://www.expedia.ca/Manchester-Center-Hotels-Room-1.h127240951.Hotel-Information)

![A two-story house with a covered patio area, a small outdoor seating area, and a gravel driveway.](https://images.trvl-media.com/lodging/128000000/127250000/127241000/127240951/3357575a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Manchester
- Guest rating: 10/10 (Exceptional, 2 reviews)
- Price: CA $121, CA $208 total, includes taxes & fees, Nov 18 - Nov 19, for Our top choices for Bennington bed & breakfast
- Review: Cute little motel. Place was clean and the host was very helpful with any questions I had. The fire area was nice to go relax at the end of the day. Highly recommended a visit if your in the at area., by Ivy B.

### [11\. Zen 10, relax and retreat in the heart of Vermont](https://www.expedia.ca/Manchester-Center-Hotels-Zen-10.h113576459.Hotel-Information)

![A grassy area with a large tree, red chairs, and a building in the background.](https://images.trvl-media.com/lodging/114000000/113580000/113576500/113576459/ad9431b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Manchester
- Guest rating: 9.2/10 (Wonderful, 5 reviews)
- Price: CA $121, CA $208 total, includes taxes & fees, Nov 18 - Nov 19, for Our top choices for Bennington bed & breakfast
- Review: Very nice and relaxing location, by Jennifer C.

### [12\. Room 4 - Prickly Pear double room](https://www.expedia.ca/Manchester-Center-Hotels-4-Prickly-Pear-Double-Room.h113576445.Hotel-Information)

![A grassy area with trees, a building, and red chairs.](https://images.trvl-media.com/lodging/114000000/113580000/113576500/113576445/9e0757b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Manchester
- Guest rating: 10/10 (Exceptional, 1 review)
- Price: CA $125, CA $211 total, includes taxes & fees, Nov 18 - Nov 19, for Our top choices for Bennington bed & breakfast
- Review: Awesome place to stay - loved it!, by Kristin J.

### [13\. Room 2, double room - sleeps 4](https://www.expedia.ca/Manchester-Center-Hotels-Room-2.h127241048.Hotel-Information)

![A two-story house with a covered patio area, a small outdoor seating area, and a gravel driveway.](https://images.trvl-media.com/lodging/128000000/127250000/127241100/127241048/46d72276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Manchester
- Guest rating: 9/10 (Wonderful, 2 reviews)
- Price: CA $121, CA $208 total, includes taxes & fees, Nov 18 - Nov 19, for Our top choices for Bennington bed & breakfast
- Review: Great spot, by Bowen S.

### [14\. Oceans 8 minutes to Manchester Vermont](https://www.expedia.ca/Manchester-Center-Hotels-Oceans-8-Minutes-To-Manchester-Vermont.h113576462.Hotel-Information)

![A grassy area with a large tree, a building, and red chairs.](https://images.trvl-media.com/lodging/114000000/113580000/113576500/113576462/979d69df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Manchester
- Guest rating: 8/10 (Very good, 2 reviews)
- Price: CA $125, CA $211 total, includes taxes & fees, Nov 18 - Nov 19, for Our top choices for Bennington bed & breakfast
- Review: Our dogs and I had a great stay, by Bill W.

### [15\. 3, cozy pet friendly Vermont retreat - two doubles](https://www.expedia.ca/Manchester-Center-Hotels-3.h127241027.Hotel-Information)

![A two-story house with a covered patio, outdoor seating, and a well-maintained garden.](https://images.trvl-media.com/lodging/128000000/127250000/127241100/127241027/e1533b34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Manchester
- Guest rating: 8/10 (Very good, 2 reviews)
- Price: CA $121, CA $208 total, includes taxes & fees, Nov 18 - Nov 19, for Our top choices for Bennington bed & breakfast
- Review: Great place! Loved the shared full kitchen! Loved all the seating outdoors to enjoy the mountains!!! Was centrally located to enjoy surrounding areas. Host was very responsive to questions., by Cheryl C.

### [16\. 6 Bam Boo Cozy escape in the heart of Vermont](https://www.expedia.ca/Manchester-Center-Hotels-6-Bam-Boo-Cozy-Escape-In-The-Heart-Of-Vermont.h113576468.Hotel-Information)

![A grassy area with a large tree, red chairs, and a building in the background.](https://images.trvl-media.com/lodging/114000000/113580000/113576500/113576468/76c3b798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Manchester
- Price: CA $121, CA $208 total, includes taxes & fees, Nov 18 - Nov 19, for Our top choices for Bennington bed & breakfast

### [17\. Cloud 9 family double sleeps 4](https://www.expedia.ca/Manchester-Center-Hotels-Cloud-9-Family-Double-Sleeps-4.h113576455.Hotel-Information)

![A grassy outdoor area with red Adirondack chairs and a fire pit.](https://images.trvl-media.com/lodging/114000000/113580000/113576500/113576455/346cb296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Manchester
- Price: CA $121, CA $208 total, includes taxes & fees, Nov 18 - Nov 19, for Our top choices for Bennington bed & breakfast

### [18\. 11, Peaceful retreat in Vermont](https://www.expedia.ca/Manchester-Center-Hotels-11.h127241014.Hotel-Information)

![A two-story house with a covered patio area, a small outdoor seating area, and a gravel driveway.](https://images.trvl-media.com/lodging/128000000/127250000/127241100/127241014/937e5977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Manchester
- Price: CA $121, CA $208 total, includes taxes & fees, Nov 18 - Nov 19, for Our top choices for Bennington bed & breakfast

### [19\. Doveberry Inn](https://www.expedia.ca/West-Dover-Hotels-Doveberry-Inn.h134401883.Hotel-Information)

![A two-story house with a red roof and grey siding, a front porch, and a stack of firewood.](https://images.trvl-media.com/lodging/135000000/134410000/134401900/134401883/6fd3cd73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: West Dover
- Guest rating: 10/10 (Exceptional, 2 reviews)
- Price: CA $173, CA $191 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Bennington bed & breakfast
- Review: Great location… very clean, by Veronica

### [20\. Bentley House Bed and Breakfast](https://www.expedia.ca/Poultney-Hotels-Bentley-House-Bed-And-Breakfast.h128728787.Hotel-Information)

![A two-story house with a porch, a fountain, and a flag.](https://images.trvl-media.com/lodging/129000000/128730000/128728800/128728787/f2f0d0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Poultney
- Guest rating: 10/10 (Exceptional, 45 reviews)
- Price: CA $198, CA $216 total, includes taxes & fees, Nov 27 - Nov 28, for Our top choices for Bennington bed & breakfast
- Review: Great Unique home, very kind couple that owns the place!, by Juliet

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://www.expedia.ca/Hotel-Search?startDate=2026-11-28&endDate=2026-11-29&regionId=6057349&adults=2&lodging=BED%5FAND%5FBREAKFAST&sort=RECOMMENDED&openPlayBack=true)

## Bennington and related destinations

- [Bennington](#)
- [Mahwah - Nanuet](#)
- [Janesville](#)
- [St. Joseph](#)
- [Fort Smith](#)

Stroll through the charming downtown, where the Bennington Museum showcases local art and the famous 'Bennington Flag.' Hike up to the Bennington Battle Monument for panoramic views, then explore the covered bridges and Robert Frost's grave in nearby North Bennington.

[See all hotels in Bennington](https://www.expedia.ca/Hotel-Search?startDate=2026-11-28&endDate=2026-11-29&adults=2&regionId=6057349)

![A mountainous landscape with autumn foliage, a prominent church spire, and a winding road.](https://images.trvl-media.com/place/6057349/a2224802-5794-4054-a335-be6f6214e2b8.jpg?impolicy=fcrop&w=900&h=505&p=1&q=high)

## Top reviews in Bennington

### [Bentley House Bed and Breakfast](https://www.expedia.ca/Poultney-Hotels-Bentley-House-Bed-And-Breakfast.h128728787.Hotel-Information)

![A two-story house with a porch, a fountain, and a flag.](https://images.trvl-media.com/lodging/129000000/128730000/128728800/128728787/f2f0d0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 399 Bentley Ave, Poultney, VT, 05764, US
- Location: Poultney
- Star rating: 2/5
- Guest rating: 10/10 (45 reviews)
- Review: Beautiful old building, well-maintained, filled with vintage furniture and collectable items. Like staying in a museum. Owners are very friendly and helpful. Breakfast was great., by Lloyd, July 26, 2026, rated 10/10 Excellent

### [The Inn at Manchester](https://www.expedia.ca/Bennington-Hotels-The-Inn-At-Manchester.h1505817.Hotel-Information)

![A large, snow-covered house with multiple windows and a well-lit porch.](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/5d6f68a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 3967 Route 7A, Manchester, VT, 05254, US
- Location: Manchester Village Historic District
- Star rating: 3.5/5
- Guest rating: 10/10 (404 reviews)
- Review: Wish we could have stayed longer. Our expectations for an overnight stay were well surpassed. Many thanks, by Joe, August 1, 2026, rated 10/10 Excellent

### [The Wilmington Inn](https://www.expedia.ca/Wilmington-Hotels-The-Wilmington-Inn.h3532068.Hotel-Information)

![A clear glass vase with flowers on a wooden table in front of a stone fireplace with a visible fire.](https://images.trvl-media.com/lodging/4000000/3540000/3532100/3532068/a6e8b7af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wilmington
- Review: The host was fantastic, by Richard, June 29, 2024, rated 10/10 Excellent

### [Four Columns Inn](https://www.expedia.ca/Newfane-Hotels-Four-Columns-Inn.h83257793.Hotel-Information)

![A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/w1023h453x0y0-571ad601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Newfane
- Review: Great place to stay. People were Friendly and the service was great. The pizza was great and the service was outstanding., by Marie-Christine, September 29, 2025, rated 10/10 Excellent

### [Colonel Williams Inn](https://www.expedia.ca/Brattleboro-Hotels-Colonel-Williams-Inn.h16817080.Hotel-Information)

![A large white building with a stone wall and a lawn covered in fallen leaves.](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/0d3a6bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Brattleboro
- Review: Very charming place. Breakfast was really good, made fresh, very accommodating with food intolerances. Very much enjoyed my stay., by Carolyn, October 24, 2025, rated 10/10 Excellent

### [The Inn at Ormsby Hill](https://www.expedia.ca/Bennington-Hotels-The-Inn-At-Ormsby-Hill.h6025401.Hotel-Information)

![A large, white two-story house with a stone wall and yellow flowers in the foreground.](https://images.trvl-media.com/lodging/7000000/6030000/6025500/6025401/dda7c041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 1842 Main Street, Manchester Center, VT, 05255, US
- Location: Manchester Center
- Star rating: 3.5/5
- Guest rating: 9.8/10 (172 reviews)
- Review: Beautiful historic inn located just south of Manchester Center, Vt. Different breakfast selections each day to definitely look forward to. Diane and Yoshio, the innkeepers, are wonderful. After your first visit you will want to return., by Paul, July 29, 2016, rated 10/10 Excellent

### [Hill Farm Inn](https://www.expedia.ca/Bennington-Hotels-Hill-Farm-Inn.h1502179.Hotel-Information)

![A two-story house with a porch and outdoor seating area.](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502179/03b1c67f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 458 Hill Farm Rd, Sunderland, Arlington, VT, 05250, US
- Location: Arlington
- Star rating: 4/5
- Guest rating: 9.8/10 (182 reviews)
- Review: Un petit écrin dans une vallée entourée de montagnes. Très paisible.un endroit pour se déposer et vraiment relaxer, by Jacquie, August 9, 2026, rated 10/10 Excellent

### [The Four Chimneys Inn](https://www.expedia.ca/Bennington-Hotels-The-Four-Chimneys-Inn.h2394036.Hotel-Information)

![A large, two-story house with a covered porch and multiple chimneys.](https://images.trvl-media.com/lodging/3000000/2400000/2394100/2394036/e72452e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 21 West Road, Bennington, VT, 05201, US
- Location: Bennington
- Star rating: 4/5
- Guest rating: 9.6/10 (291 reviews)
- Review: Excellent place to relax after a busy day or if you are just in the area to stop for a night. Staff is always helpful and always try to accommodate your needs., by Anonymous traveller, April 13, 2016, rated 10/10 Excellent

### [Deerfield Valley Inn](https://www.expedia.ca/West-Dover-Hotels-120-Vermont-Rte-100.h99792254.Hotel-Information)

![A stone fire pit surrounded by rocks, with a tree in the background and a building with a red roof to the left.](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/8cc0d819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: West Dover
- Review: Staff was great and the location is very close to the ski area. Cozy atmosphere at hotel., by Shane, December 29, 2025, rated 10/10 Excellent

### [The Nutmeg](https://www.expedia.ca/Wilmington-Hotels-The-Nutmeg.h1482719.Hotel-Information)

![A stone fire pit surrounded by a grassy area with a tree and outdoor seating.](https://images.trvl-media.com/lodging/2000000/1490000/1482800/1482719/b82005ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wilmington
- Review: The b&b was amazing and the owner and staff were even more amazing. Old world charm with modern amenities such as AC, WiFi and work stations. The breakfast was delicious. And it wasn’t a buffet…it was a sit-down breakfast with a menu and a server. The food was amazing. The accommodations were amazing. All around amazing and highly recommend., by Richard, May 24, 2022, rated 10/10 Excellent

### [North Shire Lodge](https://www.expedia.ca/Bennington-Hotels-North-Shire-Lodge-Mountain-View-Pub.h6393104.Hotel-Information)

![A red barn and a wooden shed in a rural setting with a road and green fields.](https://images.trvl-media.com/lodging/7000000/6400000/6393200/6393104/66bbe778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 97 Main Street, Manchester Center, VT, 05254, US
- Location: Manchester Center
- Star rating: 3/5
- Guest rating: 9.4/10 (165 reviews)
- Review: Very unique spot. Great views. Great pub (although it wasn't open). Owners very nice., by NeilB, August 11, 2019, rated 10/10 Excellent

### [The Trail in Adams - Berkshires’ Art Hotel](https://www.expedia.ca/Adams-Hotels-Topia-Inn-An-Organic-Oasis.h12259511.Hotel-Information)

![A covered balcony with a table and two white wire chairs, a bowl of fruit, and a glass of juice.](https://images.trvl-media.com/lodging/13000000/12260000/12259600/12259511/48c1cff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Adams
- Review: Incredible staff, free parking and cute rooms!, by Priscilla, May 18, 2026, rated 10/10 Excellent

### [Stone Hearth Inn and Eatery](https://www.expedia.ca/Chester-Hotels-Stone-Hearth-Inn-And-Eatery.h87486236.Hotel-Information)

![A red barn with a white door and shutters, surrounded by a garden with various plants and flowers.](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/52ce2be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Chester
- Review: a very nice place we will return. a very kind, welcoming and devoted hostess!!! We had a great time with our child! an excellent breakfast, by Sylvain, July 30, 2023, rated 10/10 Excellent

### [South Shire](https://www.expedia.ca/Bennington-Hotels-South-Shire.h76163190.Hotel-Information)

![A room with wooden paneling, a piano, a chair, and a door leading to another room.](https://images.trvl-media.com/lodging/77000000/76170000/76163200/76163190/2785b1e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 124 Elm St, Bennington, VT, 05201, US
- Location: Bennington
- Star rating: 4/5
- Guest rating: 9/10 (141 reviews)
- Review: A+ service, room we stayed in was perfect size with king bed. had an issue with heater first night but Inn Keeper was great to deal with and provided alternative heat source on first evening plus they have working fireplace (bonus++). We stayed 3 nights and just enjoyed ourselves during our visit. would definitely stay here again., by TROY, January 5, 2026, rated 10/10 Excellent

### [Bromley View Inn](https://www.expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information)

![A deck with white railings overlooking a forested area and a mountain in the distance.](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/c28fd1d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 522 VT Route 30, Bondville, VT, 05340, US
- Location: Bondville
- Star rating: 3.5/5
- Guest rating: 9/10 (504 reviews)
- Review: Pleasant stay - excellent breakfast!, by William, August 16, 2026, rated 10/10 Excellent

## Frequently Asked Questions

### What are the most popular Bennington Bed and Breakfasts?

The [Victorian mansion's Jim-Dandy Suite](https://www.expedia.ca/Bennington-Hotels-Victorian-Mansions-Jim-Dandy-Suite-W-Breakfast.h76554202.Hotel-Information) is an exceptional choice for travellers seeking a truly memorable experience in Bennington, boasting a superb 10.0 rating. This charming suite features a lovely porch and deck, providing an ideal spot to unwind amidst the scenic mountain views. With a fully equipped kitchen, including cookware and a coffee maker, it’s superb for those who appreciate the convenience of preparing meals during their stay.

For those interested in rich history and elegant surroundings, [The Four Chimneys Inn](https://www.expedia.ca/Bennington-Hotels-The-Four-Chimneys-Inn.h2394036.Hotel-Information) is a fantastic pick, receiving an impressive 9.6 rating. Nestled in the historical district, this Georgian property offers a delightful atmosphere, and guests rave about the delicious breakfast and the attentive staff. It’s an ideal setting for couples looking for a romantic getaway or anyone wanting to soak in the charming local culture.

If you’re planning a family adventure or a trip with friends, the Victorian Mansion's Coach Room with Breakfast is an excellent option, also featuring stunning mountain views and access to nearby hiking and biking trails. With amenities like a hot tub and jetted bathtub, it provides a superb blend of relaxation and adventure, making it a wonderful place to create lasting memories together.

### What is the nightly rate for a Bed & Breakfast in Bennington?

Prices for B&Bs in Bennington often vary, but you can find a great deal from CA $104 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Bennington B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.

### Are there any family-friendly B&Bs in Bennington?

The [Victorian mansions Coach Room with Breakfast](https://www.expedia.ca/Bennington-Hotels-Victorian-Mansions-Coach-Room-With-Breakfast.h91375948.Hotel-Information) is a delightful choice for families visiting Bennington, Vermont. This charming B&B combines the elegance of historic architecture with modern amenities, ensuring a comfortable experience for all ages. Families will enjoy the spacious rooms that allow for relaxation after a day of exploration, as well as the inviting garden where kids can play while parents unwind.

### Are there any romantic B&Bs in Bennington for couples?

For couples seeking a romantic escape, the [Victorian mansions Coach Room with Breakfast](https://www.expedia.ca/Bennington-Hotels-Victorian-Mansions-Coach-Room-With-Breakfast.h91375948.Hotel-Information) offers a delightful blend of charm and comfort. Nestled in the picturesque landscape of Bennington, Vermont, this bed and breakfast is surrounded by stunning mountain views, making it an ideal retreat for those looking to reconnect in a serene environment.

### What is the difference between a Bennington Bed & Breakfast and a hotel?

Every Bennington B&B has its own unique feel. Whether it’s a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Bennington B&Bs.

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