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- Upfront pricingWe are not like the others - we include taxes and fees
Our top choices for Dexter bed & breakfast

1. Brewster Inn
Brewster InnDexter
9.2 out of 10, Wonderful, (61 reviews)
$179 nightly
The price is $195
Nov 12 - Nov 13
Total with taxes and fees

2. Guilford Bed and Breakfast
Guilford Bed and BreakfastGuilford
9.8 out of 10, Exceptional, (50 reviews)
$228 nightly
The price is $249
Nov 15 - Nov 16
Total with taxes and fees

3. The Isobel Room - Full Bed - The Guilford Bed & Breakfast
The Isobel Room - Full Bed - The Guilford Bed & BreakfastGuilford
$336 nightly
The price is $383
Nov 15 - Nov 16
Total with taxes and fees

4. Pine Tree Trail Lodge
Pine Tree Trail LodgePittsfield
$367 nightly
The price is $400
Dec 11 - Dec 12
Total with taxes and fees

5. The Hudson Room - Two Queen Beds - The Guilford Bed & Breakfast
The Hudson Room - Two Queen Beds - The Guilford Bed & BreakfastGuilford
$432 nightly
The price is $494
Nov 15 - Nov 16
Total with taxes and fees

6. The Cummings Room - Queen Bed - The Guilford Bed & Breakfast
The Cummings Room - Queen Bed - The Guilford Bed & BreakfastGuilford
$366 nightly
The price is $417
Nov 15 - Nov 16
Total with taxes and fees

7. The Rose Room - Queen Bed - The Guilford Bed & Breakfast
The Rose Room - Queen Bed - The Guilford Bed & BreakfastGuilford
$366 nightly
The price is $417
Nov 15 - Nov 16
Total with taxes and fees
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.
Learn more about Dexter
Lake Wassookeag offers peaceful kayaking and swimming at its public beach with picnic areas perfect for family outings. Explore the historic Abbott Mill, then grab homemade ice cream at the Dexter Café while chatting with friendly locals.






















