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A calm lake with a red canoe and two people paddling, surrounded by mountains and dense forests.

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Check prices for these dates, December 14 – 15, 2026

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Our top choices for New Portland cottages

1. Cozy Maine Couples Retreat w/ Wood Stove

A cabin with a stone foundation, wooden exterior, and a covered porch.

Location: North Anson
Price: $322 nightly, $350 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for New Portland cottages

2. Paddle, float, fish, or rope swing into the lake. Direct ATV trail access too!

A cabin with a deck, a covered outdoor seating area, and a small porch.

Location: Strong
Guest rating: 9.4/10 (Exceptional, 150 reviews)
Price: $127 nightly, $138 total, Nov 25 - Nov 26, Total with taxes and fees, for Our top choices for New Portland cottages
Review: The host and cabin are exactly what you're looking for when booking a Maine trip! Beautiful location on a quiet lake in the woods with everything you need at camp to make the most of your time. We took a canoe out to the island and was one of the highlights of our trip, by Amanda F.

3. Dog Friendly, Steps to Lake, Golf, & Theate

A two-story house with a gabled roof, a front porch, and a number '31' on the side.

Location: Madison
Guest rating: 10/10 (Exceptional, 1 review)
Price: $548 nightly, $597 total, Nov 29 - Nov 30, Total with taxes and fees, for Our top choices for New Portland cottages
Review: The house is really nice convenient local area. We would stay there again when we come into town., by Al Q.

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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Learn more about New Portland

Explore attractions like Flagstaff Lake and Kennebec River as you discover things to see and do in New Portland.

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A calm lake with a red canoe and two people paddling, surrounded by mountains and dense forests.

Photo by Cari Poulin

Top reviews in New Portland

Terrapin Hostel

A two-story house with a porch, surrounded by trees.

Location: Kingfield
Review: I don't usually leave reviews. I was attending an event at Sugarloaf and made a last minute decision to find a room. I was a little nervous that the listing said "shared bathroom" I was pleasantly surprised when I arrived. It is a beautiful home, very clean, staff is welcoming, great communication and it was easy to find. I would definitely stay again 😊, by Jennifer, July 25, 2023, rated 10/10 Excellent

The Spillover Motel

A two-story house with a visible staircase, a car parked in front, and a tree in the foreground.

Location: Stratton
Review: Super convenient and very clean, by Jason, November 8, 2026, rated 10/10 Excellent

Sugarloaf Mountain Hotel

Location: Kingfield
Review: A great place to spend a few days. We appreciated that the property is basically a tiny village with everything you need. We didn’t leave the property in three days, but with the dining, drinks, shops, and entertainment options, we never felt bored. We enjoyed finding the unique gems like the wine and cheese shop, Cork & Rind, owned and run by local farmers. Thankful for a wonderful trip., by Tanya, January 10, 2024, rated 10/10 Excellent

Comfort Inn & Suites Wilton

A hotel with a covered entrance, multiple floors, and a parking lot.

Location: Wilton
Review: This hotel far exceeded our expectations. The staff were welcoming and friendly and the room was immaculate. We would definitely stay here again. Thanks for the great experience!, by Anonymous traveler, July 3, 2025, rated 10/10 Excellent

Hostel Of Maine

A log cabin with a stone patio, outdoor seating, and a wooden deck.

Location: Kingfield
Review: The whole experience was easy, intuitive and set up to make one's stay easy and pleasant. I could not recommend more highly., by Anonymous traveler, February 14, 2019, rated 10/10 Excellent

Hillholm Estate

A large, two-story house with a prominent porch and multiple windows, illuminated at night.

Location: Kingfield
Review: The Inn is absolutely beautiful, with a lot of history. The staff is well versed in the history and will tell you all about it. John and Donna will make you feel right at home and Kristin, with her infectious laugh, will make you the perfect cocktail behind the bar! The best part about this Inn is the food! Five star quality food at a fraction of the price!, by Kristen, January 14, 2016, rated 10/10 Excellent

The Towne Motel

A white building with blue shutters, a porch, and a sign that says "OFFICE".

Location: Skowhegan
Review: very nice with nice and clean amenities, and would love to recommend to my friends, by Benny YP Siahaa, July 21, 2015, rated 10/10 Excellent

The Skowhegan By Kasa

A multi-story brick building with a central entrance labeled "The Skowhegan."

Location: Skowhegan
Review: It felt brand new and it had a cool vibe. I was surprised to find something so nice just an hour outside of Portland. It’s a great place to stay if you’re in the area. I will definitely go back! PS check in was a breeze!!, by Rebekah, May 18, 2025, rated 10/10 Excellent

Belmont Motel

Location: Skowhegan
Review: Excellent place!, by Craig, July 13, 2024, rated 10/10 Excellent

Sugarloaf Inn

A multi-story hotel with a central courtyard, surrounded by autumn foliage and mountains in the background.

Location: Kingfield
Review: Everything was great. The staff was helpful and it was a great stsy, by John, August 21, 2023, rated 10/10 Excellent

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