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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Winslow apartments

2 bedrooms, WiFi, bed sheets
The heart of the Belgrade Lakes

The heart of the Belgrade Lakes

The heart of the Belgrade Lakes
Oakland
9.0 out of 10, Wonderful, (9)
"Host was very accommodating "
United States
Maureen
The price is AED 296
AED 703 total
includes taxes & fees
22 Dec - 23 Dec
The heart of the Belgrade Lakes
Property grounds
Central Maine Apartment offering 4 Seasons of Fun.

Central Maine Apartment offering 4 Seasons of Fun.

Central Maine Apartment offering 4 Seasons of Fun.
Oakland
10.0 out of 10, Exceptional, (43)
"The place was clean, very spacious and comfortable. Having the laundry was helpful, so I didn’t have to worry about doing laundry when I got home late (also, I spilled coffee on the way there, so I’m glad the stain was gone)."
United States
Keeko
The price is AED 371
AED 885 total
includes taxes & fees
5 Jan - 6 January 2026
Central Maine Apartment offering 4 Seasons of Fun.
TV
Two bedroom Mid Century Modern apartment in Downtown Hallowell

Two bedroom Mid Century Modern apartment in Downtown Hallowell

Two bedroom Mid Century Modern apartment in Downtown Hallowell
Hallowell
10.0 out of 10, Exceptional, (80)
"Great location and excellent accommodations. Just what we needed for this quick stay. We would definitely stay here again!"
United States
J K.
The price is AED 459
AED 869 total
includes taxes & fees
17 Dec - 18 Dec
Two bedroom Mid Century Modern apartment in Downtown Hallowell
Outdoor dining
Minutes to Colby

Minutes to Colby

Minutes to Colby
Waterville
8.8 out of 10, Excellent, (22)
"Close to our event, great communication, clean, comfortable & cozy"
United States
Shelly B.
The price is AED 400
AED 697 total
includes taxes & fees
15 Dec - 16 Dec
Minutes to Colby
Outdoor spa tub
Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP

Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP

Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP
Whitefield
10.0 out of 10, Exceptional, (6)
"Great getaway! We loved all of the discoveries to be made both in the cabin and on the property. We stayed in Stella. It was adorable, functional, and very welcoming. We also enjoyed an outing to Kennebec Maine Cabin Masters only 20 min away! "
United States
Sandra L.
The price is AED 679
AED 1,085 total
includes taxes & fees
28 Dec - 29 Dec
Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP
Exterior detail
Downtown Loft Pittsfield | Furnished 1BR + Wi-Fi

Downtown Loft Pittsfield | Furnished 1BR + Wi-Fi

Downtown Loft Pittsfield | Furnished 1BR + Wi-Fi
Pittsfield
The price is AED 509
AED 1,193 total
includes taxes & fees
13 Dec - 14 Dec
Downtown Loft Pittsfield | Furnished 1BR + Wi-Fi
Interior
High End Apartment in Downtown Hallowell

High End Apartment in Downtown Hallowell

High End Apartment in Downtown Hallowell
Hallowell
10.0 out of 10, Exceptional, (96)
"Beautiful place to stay. Having coffee with all the fixings already there along with snacks was great! Would definitely stay here again!"
United States
John H.
The price is AED 411
AED 757 total
includes taxes & fees
2 Jan - 3 January 2026
High End Apartment in Downtown Hallowell
Property grounds
Minimal & Cozy Victorian Private Room in Downtown Skowhegan

Minimal & Cozy Victorian Private Room in Downtown Skowhegan

Minimal & Cozy Victorian Private Room in Downtown Skowhegan
Skowhegan
The price is AED 735
AED 1,473 total
includes taxes & fees
19 Dec - 20 Dec
Minimal & Cozy Victorian Private Room in Downtown Skowhegan
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 Winslow Hotel Reviews

Lockwood Hotel

Lockwood Hotel

10/10 Excellent
"Lockwood is always great and Front & Main is a great restaurant."
Roberta 1-night trip
Posted 3 days ago
Lockwood Hotel

Frequently asked questions

What's it like to stay at an apartment in Winslow?
You'll find plenty of places to stay with in Waterville, with 29 lodging choices including 15 apartments.
Why would you choose an apartment over a traditional hotel room?
An apartment is often more spacious than a traditional hotel room and comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for solo travelers who want to stay in at night and plan out their next day.
What's a favorite apartment for my stay in Winslow?
Here are some of the favorite apartments in the area: Central Maine Apartment offering 4 Seasons of Fun.: Located 7.1 mi/11.5 km away in Oakland. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. High End Apartment in Downtown Hallowell: Located in Hallowell, 19.9 mi/32.1 km away. Includes private patios, private yards, and fireplaces. Access to onsite laundry facilities is available on site. Two bedroom Mid Century Modern apartment in Downtown Hallowell: Located 19.9 mi/32.1 km away in Hallowell. Amenities include private patios. Access to onsite laundry facilities is available on site. Downtown, River Views, Dining, King & Queen beds!: Located in Hallowell, 19.9 mi/32 km from Winslow. Includes free WiFi, private patios, and fireplaces. Access to onsite laundry facilities is available on site.
What will the weather be like in Winslow?
Though weather is just one factor, it can really affect your travel plans, especially if you're planning an extended stay in Winslow. 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 should I see and do in Winslow?
Explore the area and family-friendly sights such as Maine State Museum, or get out into nature at a spot like Kennebec River. In the larger area, you'll find Fort Halifax and Waterville Opera House.
What's the best way to get to and around Winslow?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Waterville, ME (WVL-Robert Lafleur), which is located 3 mi (4.8 km) away from the heart of the city. 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.