4 Stars Hotels in Windham, Maine from CA $101

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Check prices for these dates

Tonight
Nov 5 - Nov 6
Tomorrow
Nov 6 - Nov 7
This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Windham 4-star hotels

A spacious lounge with leather seating, round tables, and large windows offering a view of a body of water and buildings.

1. The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1,005 reviews)
"Centrally located, near restaurants and many things to do in town. The room and hotel were clean and maintained."
United States
Alyssa
The price is CA $141
CA $156 total
includes taxes & fees
Dec 6 - Dec 7
The Westin Portland Harborview
A fire pit surrounded by wicker chairs in a garden setting.

2. Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1,863 reviews)
"Great place"
United States
Eric
The price is CA $169
CA $240 total
includes taxes & fees
Dec 6 - Dec 7
Portland Harbor Hotel
An indoor swimming pool with a glass ceiling and blue lounge chairs around it.

3. DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
4.0 star property
South Portland
8.2 out of 10, Very good, (1,449 reviews)
"Great airport shuttle convenient location comfortable room"
United States
Lydia
The price is CA $102
CA $111 total
includes taxes & fees
Nov 19 - Nov 20
DoubleTree by Hilton Hotel Portland
A swimming pool with lounge chairs and tables, indoor lighting, and a ceiling with ventilation.

4. Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
4.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1,668 reviews)
"Great hotel and beautiful view!"
United States
Meredith
The price is CA $122
CA $135 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Portland-By the Bay by IHG
Restaurant

5. Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
4.0 star property
South Portland
8.4 out of 10, Very good, (1,000 reviews)
"I enjoyed my stay at this hotel. The property was clean, the grounds were beautiful, and my room was clean and comfortable. I would recommend staying here."
United States
Enedina
The price is CA $142
CA $154 total
includes taxes & fees
Nov 29 - Nov 30
Portland Sheraton at Sable Oaks
A modern interior with a bar area, seating, and shelves with plants and books.

6. The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,000 reviews)
"Very nice hotel. Rooms on the smaller side, especially considering the price."
United States
Mark
The price is CA $267
CA $357 total
includes taxes & fees
Nov 22 - Nov 23
The Press Hotel, Marriott Autograph Collection
An outdoor seating area with a fire feature, comfortable seating, and a view of a waterfront.

7. Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,003 reviews)
"Great stay & great location!"
United States
Cal
The price is CA $209
CA $231 total
includes taxes & fees
Dec 1 - Dec 2
Canopy by Hilton Portland Waterfront
A modern bar area with a counter and stools, surrounded by patterned chairs and a blue sofa.

8. Longfellow Hotel

Longfellow Hotel
4.0 star property
Parkside
9.4 out of 10, Exceptional, (199 reviews)
"This hotel is amazing. Friendly staff- really good food and the spa was great."
United States
thomas
The price is CA $314
CA $401 total
includes taxes & fees
Nov 8 - Nov 9
Longfellow Hotel
A backyard with a fire pit, wooden chairs, and a house with a porch.

9. Inn By The Sea

Inn By The Sea
4.0 star property
Cape Elizabeth
9.6 out of 10, Exceptional, (345 reviews)
"We had a wonderful stay at Inn By the Sea."
United States
Suzanne
The price is CA $290
CA $340 total
includes taxes & fees
Nov 10 - Nov 11
Inn By The Sea
A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

10. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (130 reviews)
"Really nice room and location"
United States
Victoria
The price is CA $251
CA $379 total
includes taxes & fees
Nov 11 - Nov 12
The Weldon Hotel
A wooden outdoor seating area with a bench and a table, surrounded by trees and plants.

11. Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (125 reviews)
"Breakfast was wonderful!"
United States
Julie
Brewster House Bed & Breakfast
An outdoor dining area with tables and chairs, overlooking a body of water and a sunset.

12. Chebeague Island Inn

Chebeague Island Inn
4.0 star property
Chebeague Island
8.8 out of 10, Excellent, (88 reviews)
"It’s a great place to get away from it all and enjoy beautiful views on the wrap around porch. The food is delicious. The place is laid back and quite lovely. I will be going back."
United States
Sarah
Chebeague Island Inn
Living room

13. 5 Seaview Ave

5 Seaview Ave
4.0 star property
Old Orchard Beach
5 Seaview Ave
A serene lake surrounded by tall trees, with a boat visible on the water.

14. Wolf Cove Inn

Wolf Cove Inn
4.0 star property
Poland
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful setting. Corner room with lake sunset views. Nice property for strolling and lounging in Adirondack chairs overlooking the water. Nice breakfast and restaurant with a well equipped bar."
United States
Thomas
Wolf Cove Inn
A white building with green shutters, a porch, and a sign indicating it is Pine Crest Bed & Breakfast.

15. PineCrest Inn

PineCrest Inn
4.0 star property
Gorham
9.8 out of 10, Exceptional, (104 reviews)
"Amazing property!"
United States
Christine
PineCrest Inn
A spacious living room with a grey sofa set, a grey ottoman, and a large sliding glass door leading to an outdoor patio.

16. Latitude Adjustment Walk to Beach & Dining!

Latitude Adjustment Walk to Beach & Dining!
4.0 star property
Grand Beach
10.0 out of 10, Exceptional, (1 review)
"The property is just like it’s described. Beautiful, clean, up to date, and close to all the things. Communication was very clear and friendly. Check-in and check-out were breeze. This is absolute recommend if you are wanting to stay in the area."
United States
Brandon
Latitude Adjustment Walk to Beach & Dining!
A modern kitchen with white cabinetry, a dining area with a round table and chairs, and a visible dishwasher.

17. The Coastal Nest Stay for 5!

The Coastal Nest Stay for 5!
4.0 star property
Blue Point
The Coastal Nest Stay for 5!
A living room with a gray sofa, a wooden side table with a lamp, and a ceiling fan.

18. Old Orchard Beach Apt - Walk to Beach & Pier!

Old Orchard Beach Apt - Walk to Beach & Pier!
4.0 star property
Old Orchard Beach
Old Orchard Beach Apt - Walk to Beach & Pier!
A dining area with a wooden table set for four, large windows with a view of trees and water, and a chandelier above.

19. Beachfront and Only 30 Steps To Beach!

Beachfront and Only 30 Steps To Beach!
4.0 star property
Bay View
Beachfront and Only 30 Steps To Beach!
A spacious kitchen with a large dining table, modern appliances, and a view of a lush garden.

20. Golf-front Personal Arcade Hot tub Outdoor Kitchen

Golf-front Personal Arcade Hot tub Outdoor Kitchen
4.5 star property
Old Orchard Beach
Golf-front Personal Arcade Hot tub Outdoor Kitchen

Top Windham Hotel Reviews

A fire pit surrounded by wicker chairs in a garden setting.
Portland Harbor Hotel

Portland Harbor Hotel

Portland Harbor Hotel
Downtown Portland

10/10 Excellent

We absolutely loved this hotel. The location was perfect for our ladies trip. The staff were beyond helpful!!! And the rooms were very well maintained. thank you very much…..
Canada
Barbara
Reviewed September 28, 2026
Portland Harbor Hotel

Find out more about Windham

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Windham are calling your name. Known for providing first-rate service in amazing locations, each of the Windham 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Windham. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Windham, Maine, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Windham hotels with 4 Stars provide everything you need to unwind in style.

Frequently Asked Questions

What are the best 4-star hotels in Windham?

Portland Sheraton at Sable Oaks is a 4-star hotel in Windham that ranks highly among Expedia customers. Concierge services and a firepit are a couple of its amenities. Travellers also love DoubleTree by Hilton Hotel Portland. From a swimming pool to concierge services, it comes with conveniences that cater to all aspects of your relaxation and entertainment.

How much does it cost to stay in a 4-star hotel in Windham?

Expedia can help you easily find the ideal 4-star hotel for your vacation in Windham. Use our filter tool to fine-tune your search by things like price, conveniences and star rating and get access to unbeatable deals in a couple of clicks.

  • Search for the lowest price from CA $101

What's the difference between 5-star and 4-star hotels in Windham?

If you choose to spend your vacation at a 4-star hotel in Windham, you'll typically find loads of conveniences to keep you relaxed, such as a pool, gym and restaurant. You can experience excellent service and upscale surroundings. Go for a 5-star hotel and you'll have access to a few extra bells and whistles — think around-the-clock concierge, on-site spas and nightly turndown services. You're likely to get more amenities and first-rate services at a 5-star stay, though both are fabulous options for luxury travellers.

Does Windham have any 4-star all-inclusive resorts?

Use our handy filters to find all-inclusive Windham retreats where your room, meals, daily activities and lots of other things are provided for in the one upfront fee. No available options? You can also kick back in upscale surroundings at other standard 4-star stays in the city. DoubleTree by Hilton Hotel Portland and Portland Sheraton at Sable Oaks are a couple of leading options.

Are there any 4-star casino hotels in Windham?

Shuffle between your room and the roulette wheel with ease by using our filter tool to find 4-star casino hotels in and around Windham. Celebrating with someone special? Refine your search further by choosing amenities with a wow-factor, like a view or pool.

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