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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Pittsfield bed & breakfast

Interior entrance
The Vine Bed & Breakfast LLC

The Vine Bed & Breakfast LLC

The Vine Bed & Breakfast LLC
2.0 star property
Dundee
10.0 out of 10, Exceptional, (24)
"I loved this place! The room was spotless, the bed was comfy, the atmosphere was quiet and relaxing, the food was fabulous, and the hosts were awesome. I will go back if I’m ever back that way. "
United States
Pauline
The price is AED 441
AED 467 total
includes taxes & fees
16 Dec - 17 Dec
The Vine Bed & Breakfast LLC
Dock
The Sanctuary On Huron River

The Sanctuary On Huron River

The Sanctuary On Huron River
3.0 star property
Flat Rock
10.0 out of 10, Exceptional, (15)
"We enjoyed the owners and the property. The location was excellent for birding nearby. The breakfast was delicious. "
United States
Edith
The price is AED 804
AED 860 total
includes taxes & fees
5 Jan - 6 January 2026
The Sanctuary On Huron River
Front of property
Stone Chalet B&B Inn and Event Center

Stone Chalet B&B Inn and Event Center

Stone Chalet B&B Inn and Event Center
3.5 star property
Baden-Ann Arbor Hills
8.8 out of 10, Excellent, (239)
"Room was lovely, staff kind, and considerate, breakfast terrific. "
United States
Scott
The price is AED 731
AED 811 total
includes taxes & fees
27 Dec - 28 Dec
Stone Chalet B&B Inn and Event Center
Executive House | Private kitchen
420 Oasis

420 Oasis

420 Oasis
2.0 star property
Belleville
The price is AED 1,061
AED 1,595 total
includes taxes & fees
20 Dec - 21 Dec
420 Oasis
Interior
Cozy bed & breakfast in charming Ypsilanti with AC, WiFi

Cozy bed & breakfast in charming Ypsilanti with AC, WiFi

Cozy bed & breakfast in charming Ypsilanti with AC, WiFi
Ypsilanti
9.0 out of 10, Wonderful, (2)
"Very well kept with a beautiful backyard. The fire pit was a great surprise!"
United States
Shauna V.
The price is AED 679
AED 996 total
includes taxes & fees
12 Dec - 13 Dec
Cozy bed & breakfast in charming Ypsilanti with AC, WiFi
Exterior
Charming 2-bedroom bed & breakfast in wonderful Ypsilanti with WiFi, AC

Charming 2-bedroom bed & breakfast in wonderful Ypsilanti with WiFi, AC

Charming 2-bedroom bed & breakfast in wonderful Ypsilanti with WiFi, AC
Ypsilanti
The price is AED 1,341
AED 1,915 total
includes taxes & fees
12 Dec - 13 Dec
Charming 2-bedroom bed & breakfast in wonderful Ypsilanti with WiFi, AC
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

Ann Arbor Regent Hotel & Suites

Ann Arbor Regent Hotel & Suites

10/10 Excellent
"Quick overnight stay for business. Staff was very friendly. Room was clean. Hotel is a little dated, but in a comfortable home-feeling type of way. The breakfast was super busy with a huge group of ice-skaters, glad we got there JUST before they did!! A little heads up from staff would have prevented any surprises though. Did stop to see the pool, a very neat area, would be fun to hang with the kiddos there!! Would certainly stay again :)"
Amie 1-night trip
Posted 1 day ago
Ann Arbor Regent Hotel & Suites

Frequently asked questions

Searching for B&Bs in Pittsfield?
If you're looking for something a little more offbeat than your standard hotel, a bed and breakfast could be a great option for your trip. If you're interested in playing some golf on your trip, Stonebridge Golf Club is a good spot to tee off.
Why choose a B&B versus a traditional hotel?
B&Bs all have a unique charm. Whether it's a cozy reading space or a beautiful breakfast room, the quaint details are what make bed and breakfasts the perfect escape.
What are the best B&Bs in Pittsfield?
Here are some well-liked B&Bs in the surrounding area: Stone Chalet B&B Inn and Event Center: 10 rooms. 4 mi (6.5 km) from the heart of Pittsfield. Enjoy the free cooked breakfast and unique décor. Charming 2-bedroom bed & breakfast in wonderful Ypsilanti with WiFi, AC: 6.9 mi (11.2 km) from the downtown core. 420 Oasis: 3 rooms. Situated 9.9 mi (16 km) from the heart of Pittsfield. The Vine Bed & Breakfast LLC: 3 rooms. 18.6 mi (29.9 km) from the heart of downtown. Enjoy the free full breakfast and outdoor pool.
What's the best time of year to book my B&B in Pittsfield?
When you're dreaming of a escape to Pittsfield, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Pittsfield are January, March, November, and February, with each month seeing an average of 9 inches of snowfall.
What is there to do in Pittsfield?
When you want to explore some things to do in town, Stonebridge Golf Club and Cinemark Ann Arbor 20 and IMAX are some notable sights to visit. You might check out Miles of Golf if you have time to see more of the area.
How can I get to and around Pittsfield?
You can plan your excursions in and around Pittsfield ahead of time with these transportation options. Fly into Ann Arbor, MI (ARB-Ann Arbor Municipal), which is located 1.5 mi (2.5 km) from the city center. Otherwise, look for flights into Detroit Metropolitan Wayne County Airport (DTW), which is 19.2 mi (30.9 km) away. If you'd like to explore around the area, you may want a rental car for your journey.