Title: Pittsfield B&B: Find the Best Bed and Breakfast from CA $249 | Expedia.ca

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![Photo of a sunset through the trees at Mill Pond, Pittsfield, Maine, the USA](https://images.trvl-media.com/place/6053891/e124ee8c-ae83-4b84-a855-aa1b84989f74.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6053891/e124ee8c-ae83-4b84-a855-aa1b84989f74.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

Next weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Pittsfield bed & breakfast

![Exterior](https://images.trvl-media.com/lodging/3000000/2470000/2461100/2461044/6c7dd749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/3000000/2470000/2461100/2461044/a9cf635c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/3000000/2470000/2461100/2461044/7a9a726e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Honeymoon Suite](https://images.trvl-media.com/lodging/3000000/2470000/2461100/2461044/00d7a479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brewster Inn

[](https://www.expedia.ca/Dexter-Hotels-Brewster-Inn.h2461044.Hotel-Information)

Dexter

9.2/10

Wonderful

(61 reviews)

"We enjoyed our stay, highly recommend!"

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

Michael

CA $229

CA $249 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Dexter-Hotels-Brewster-Inn.h2461044.Hotel-Information)

![Lake](https://images.trvl-media.com/lodging/114000000/113340000/113335600/113335514/1f35f408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Studio Suite, Lake View](https://images.trvl-media.com/lodging/114000000/113340000/113335600/113335514/782fc86a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Loft, Lake View](https://images.trvl-media.com/lodging/114000000/113340000/113335600/113335514/8d8a04c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Studio Suite, Lake View | In-room dining](https://images.trvl-media.com/lodging/114000000/113340000/113335600/113335514/523ad449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pressey House Lakeside Bed & Breakfast

[](https://www.expedia.ca/Oakland-Hotels-Pressey-House-Lakeside-Bed-Breakfast.h113335514.Hotel-Information)

Oakland

CA $394

CA $430 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Oakland-Hotels-Pressey-House-Lakeside-Bed-Breakfast.h113335514.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.

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## Top Pittsfield Hotel Reviews

## Find out more about Pittsfield

## Pittsfield B&B information

| Number of reviews | 61      |
| ----------------- | ------- |
| Accommodation     | 3 B&B   |
| Lowest Price      | CA $249 |
| Highest Price     | CA $430 |

## Frequently asked questions

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