Best-rated hotels in Windham for your unforgettable stay

Detailed descriptions, travelers’ reviews, and handpicked hotel collections will help you book your perfect accommodation.

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We offer thousands of Windham hotels and accommodations from world's renowned hotel chains to unique gems of the region you won’t find anywhere else.

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Hotels by class
Unrated 4
Accommodation type
Holiday homes 2
Apartment 1
Villa 1
Thematic Hotels
Extended Stay 4
Vacation Rentals 4
Pet-friendly hotels 3
Family Friendly hotels 1
Luxury accommodations 1
Cheap and budget hotels 1
All Windham hotels

Hotels by location

Nearby
Saint Joseph's College of Maine 2
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Maine >
Windham

Welcome to Windham

Nestled in the picturesque Catskill Mountains, Windham beckons with its charming small-town atmosphere, breathtaking natural beauty, and an array of outdoor adventures. From skiing and mountain biking to hiking and exploring local art galleries, there's something for everyone. Plan your visit to Windham today and experience the best of upstate New York!

What our users say about Windham hotels

Holiday Inn Bar Harbor Regency Hotel By Ihg
9.8

Exceptional

us Daniel 18 September 2022
The breakfast options here are decent. I would definitely consider staying here again because it had everything we were looking for. 🌟
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Portland Harbor Hotel
9.8

Exceptional

us Clarence 02 March 2023
Hospitable hotel in a fantastic location close to the harbor and many great restaurants and bars. the hotel is in a magnificent position to everything in the old port. - Nearby the Royale Lunch Bar is a great place to chill out.
Had a good stay with no complaints.
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Anchorage Motel
9.6

Good

us Phil 13 March 2021
The hotel is very clean. It was next door to Bar Harbor city center...
None.
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Lodge At Kennebunk
9.4

Excellent

us John 10 February 2023
The room was kept very clean and had a table for eating or writing. Very comfortable beds. - There was a microwave oven and a fridge. - the setting was unbeatable, close to Kennebunk and Kennebunkport, beaches, and restaurants.
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Elmwood Resort Hotel
9.2

Excellent

us Dan 06 October 2022
I had a great stay here and I definitely plan to come back. The weather was fantastic and made my winter getaway even more enjoyable. The hotel is super close to Kennebunkport, which was really convenient for exploring the area.
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Aspinquid Resort
9.8

Exceptional

us Don 14 January 2023
I got guest room for 1 night, appreciated it. Really enjoyed a walk-in shower in my private bathroom. The location was easy for walking around Abacus Art Gallery. Besides, it was so close to the beach as well as restaurants.
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The Seaside Inn
7.2

Good

us Jerry 07 November 2020
This place is perfect for a wedding, with a tasty breakfast and great value for money, plus the beautiful beach is just a short distance away, and we absolutely enjoyed our stay here and would love to return.
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Ac Hotel Portland Downtown-Waterfront, Me
7.6

Good

us George 15 May 2021
It's convenient base for sightseeing and exploring Portland.
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Bluenose Inn - Bar Harbor Collection
9.8

Exceptional

us John 06 September 2020
Hotel is an ideal place for a weekend in Bar Harbor. We truly enjoyed comfortable beds in our room.
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Yankee Clipper Motel
7.0

Good

us Thomas 19 August 2020
We think it's a fine base for staying in Belfast. We greatly enjoyed a heating system, a writing desk and an ironing set.
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