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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 3 B&B in Winslow with updated reviews, rates, and availability.

Maple Hill Farm Inn
Outdoor banquet area

Maple Hill Farm Inn

3.0 star property
9.8 out of 10, Exceptional, (126)
"From the time we checked in until we left, it was a great experience. Room was beautiful and clean with a great view. The owner was a very nice gentleman that gave us a tour Of the lower half and the art gallery"
The price is AED 613
AED 668 total
includes taxes & fees
2 Apr - 3 Apr
Maple Hill Farm Inn
Pressey House Lakeside Bed & Breakfast
Exterior

Pressey House Lakeside Bed & Breakfast

3.0 star property
The price is AED 890
AED 970 total
includes taxes & fees
29 Apr - 30 Apr
Pressey House Lakeside Bed & Breakfast
Blueberry Fields B&B
Front of property

Blueberry Fields B&B

3.0 star property
10.0 out of 10, Exceptional, (91)
"Cyd and Deb have thought of everything to make your stay comfortable, beautiful, and delicious. I would stay there in a minute. Thank you both, Karen and Chris"
The price is AED 731
AED 797 total
includes taxes & fees
1 Apr - 2 Apr
Blueberry Fields B&B
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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Other property types in Winslow

The Cabin Skowhegan
Terrace/patio

The Cabin Skowhegan

9.8 out of 10, Exceptional, (38)
"In an age of "Live Laugh Love" vacation rentals -- every property a generic flip, done up in neutral tones and mass-manufactured message art -- it was so refreshing to enter the Cabin Skowhegan, where everything seemed like a real live person had put it there. The photos of local sites, sometimes captioned. The worn-in but sturdy and inviting furniture, arranged for comfort. The quirky mug collection, clearly someone's pride and joy, hanging around the dining area. Supplies and provisions...
The price is AED 367
AED 681 total
includes taxes & fees
31 Mar - 1 Apr
The Cabin Skowhegan
Summer Getaway on North Pond - Hidden Harlow Lane Retreat
On the beach, sun loungers

Summer Getaway on North Pond - Hidden Harlow Lane Retreat

9.6 out of 10, Exceptional, (25)
"The view of the lake is beautiful and the loon was perfect, but we did not have drinkable water and for the price of cleaning and using only the Loon it was overpriced for the stay. "
Summer Getaway on North Pond - Hidden Harlow Lane Retreat
April Special, Lake Great Pond, Dog Friendly
Outdoor dining

April Special, Lake Great Pond, Dog Friendly

10.0 out of 10, Exceptional, (35)
"Very clean and comfortable."
The price is AED 427
AED 969 total
includes taxes & fees
8 Apr - 9 Apr
April Special, Lake Great Pond, Dog Friendly
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.

Frequently asked questions

Searching for B&Bs in Winslow?
If you’re looking for something a little quirkier than your standard hotel experience, a bed and breakfast might be the perfect option for your trip. When you want to explore some attractions in town, Kennebec River and Fort Halifax are worth a stop.
Are you thinking about a B&B for your stay?
With attentive service, opportunities to mingle with other guests, and hearty breakfasts, B&Bs provide a truly one-of-a-kind environment.
What are the best bed and breakfasts in Winslow?
Here is a B&B that guests like in the surrounding area: Pressey House Lakeside Bed & Breakfast: 5 rooms. Situated 5 mi (8.1 km) from the heart of Winslow. Enjoy the deli and bar/lounge.
What's the best time of year to book my B&B in Winslow?
When you’re planning your stay in Winslow, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Winslow are January, March, December, and February, with each month seeing an average of 9 inches of snowfall.
What is there to do in Winslow?
When you want to check out some attractions in town, you might consider a visit to Kennebec River and Fort Halifax. Waterville Opera House and Belgrade Lakes Chain are also some sites to visit if you want to see more of the area.
How can I get to and around Winslow?
Mapping out your trip in and around Winslow is easy with these transportation options. Fly into Waterville, ME (WVL-Robert Lafleur), which is located 3 mi (4.8 km) away from the city center. You can also search for flights into Augusta, ME (AUG-Augusta State), which is 17.9 mi (28.8 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.