A white church with a steeple and red accents, surrounded by autumn trees.

Find 4 Star Hotels in Windham, ME from $151

Check availability on Windham 4 Star Hotels

Tonight
Sep 8 - Sep 9
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Sep 9 - Sep 10
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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.
A modern hotel lobby with a large chandelier, reception desk, and a staircase leading to other areas.
The exterior of the Westin hotel with a prominent entrance and two bicycles parked in front.
A banquet hall with round tables, white tablecloths, and wooden chairs.

1. The Westin Portland Harborview

The Westin Portland Harborview
Downtown Portland
United States
Lyudmila
$254 nightly
$281 total
Sep 20 - Sep 21
Total with taxes and fees
The Westin Portland Harborview
A fire pit surrounded by wicker chairs in a garden setting.
A hotel room with a large bed, two bedside tables, a chair, a window with curtains, and a view of the city.
A dining area with round tables and chairs, a view of the garden through large windows, and a cozy atmosphere.
A spacious living area with large windows, a staircase, and modern furniture.

2. Portland Harbor Hotel

Portland Harbor Hotel
Downtown Portland
United States
Brandon
$401 nightly
$444 total
Sep 14 - Sep 15
Total with taxes and fees
Portland Harbor Hotel
A modern bar area with a long counter, multiple seating options, and a built-in fire feature.
A swimming pool with lounge chairs and tables, surrounded by a well-lit indoor area with a view of the outside.
A conference room with a large screen displaying 'AFloat' and 'Holiday Inn by the bay'.
A Holiday Inn hotel with a modern design, featuring a large entrance canopy and multiple floors.

3. Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
Downtown Portland
United States
Zoe
$248 nightly
$274 total
Sep 20 - Sep 21
Total with taxes and fees
Holiday Inn Portland-By the Bay by IHG
An outdoor patio area with tables and chairs, umbrellas, and a view of the surrounding greenery.
A modern bar area with a long counter, multiple bar stools, and a variety of bottles and glasses.
An indoor swimming pool with a wooden ceiling, lounge chairs, and large windows offering a view of the outdoors.

4. Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
South Portland
Canada
Peter
$178 nightly
$194 total
Sep 20 - Sep 21
Total with taxes and fees
Portland Sheraton at Sable Oaks
An indoor swimming pool with a glass ceiling and blue lounge chairs around it.
A spacious restaurant with multiple dining areas, a bar, and a television screen displaying a tennis match.
A stone sign with "DOUBLETREE BY HILTON" in front of a building with large windows and a landscaped garden.
A bar area with multiple screens displaying sports events, a selection of alcoholic beverages, and a pretzel with a drink on the counter.

5. DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
South Portland
United States
Sandra
$139 nightly
$151 total
Sep 13 - Sep 14
Total with taxes and fees
DoubleTree by Hilton Hotel Portland
An outdoor seating area with a fire feature, comfortable seating, and a view of the cityscape.
A modern interior with a fireplace, seating area, and large windows.
A modern bar with a long counter, multiple bar stools, and a large window offering a view of the cityscape.
A modern interior with wooden panel ceilings, a central seating area with sofas and tables, and a variety of decorative mirrors.

6. Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
Downtown Portland
United States
john
$506 nightly
$560 total
Sep 9 - Sep 10
Total with taxes and fees
Canopy by Hilton Portland Waterfront
A modern interior with a bar area, seating, and shelves with plants and books.
A modern restaurant with a bar area, wooden tables, and leather booths.
A cozy living room with a fireplace, two green armchairs, a coffee table, and a yellow ottoman.
A modern living room with a large sectional sofa, a dining area with a kitchen in the background, and large windows offering a city view.

7. The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
Downtown Portland
United States
Elizabeth
$463 nightly
$512 total
Sep 20 - Sep 21
Total with taxes and fees
The Press Hotel, Marriott Autograph Collection
A modern bar area with a counter and stools, surrounded by patterned chairs and a blue sofa.
A wellness spa interior with a reception desk, potted plants, and wellness-related posters.
A multi-story brick building with a flat roof, large windows, and outdoor seating areas.

8. Longfellow Hotel

Longfellow Hotel
Parkside
United States
Alexis
$464 nightly
$513 total
Sep 27 - Sep 28
Total with taxes and fees
Longfellow Hotel
A backyard with a fire pit, wooden chairs, and a house with a porch.
A large, multi-story resort with a central building and several wings, situated near a beach and a lake.
A wooden pathway surrounded by lush greenery and flowers, leading to a row of houses with a staircase.
A balcony with a view of the sea, a pool, and a grassy area.

9. Inn By The Sea

Inn By The Sea
Cape Elizabeth
United States
Victor W
$577 nightly
$629 total
Sep 22 - Sep 23
Total with taxes and fees
Inn By The Sea
A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.
A modern bedroom with a large bed, two bedside tables with lamps, a large abstract painting, a brick wall, and a window with a view of trees.
A room with a round wooden table, two chairs, a potted plant, a large window, and a round mirror on the wall.

10. The Weldon Hotel

The Weldon Hotel
Downtown Portland
United States
Victoria
$450 nightly
$484 total
Sep 22 - Sep 23
Total with taxes and fees
The Weldon Hotel
An outdoor dining area with tables and chairs, overlooking a body of water and a sunset.
A cozy room with wooden ceilings, floral-patterned armchairs, a leather sofa, and a small table.
A bar with wooden floors and hanging lights, bar stools, and a variety of bottles on shelves.
A boat docked near a building with a lawn and trees in the background.

11. Chebeague Island Inn

Chebeague Island Inn
Chebeague Island
United States
Sarah
$253 nightly
$276 total
Sep 29 - Sep 30
Total with taxes and fees
Chebeague Island Inn
A wooden outdoor seating area with a bench and a table, surrounded by trees and plants.
A sauna with wooden benches and a glass door.
A garden with various flowers and a house in the background.
A two-story house with a porch, a sign indicating it is a bed and breakfast, and a vacant sign.

12. Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
Freeport
United States
Julie
Brewster House Bed & Breakfast
A two-story house with a covered porch, a green door, and a number '5' on the front wall.
A dining room with a wooden table and chairs, a window with curtains, and a painting on the wall.

13. 5 Seaview Ave

5 Seaview Ave
Old Orchard Beach
5 Seaview Ave
A wooden cabin with a circular entrance, a bench, and a small table.
A cozy room with a large window, a fireplace, a television, and a dining area with a table set for two.
A cabin surrounded by a forest with a pathway leading to it.
A dining area with a table set for two, overlooking a lake.

14. Wolf Cove Inn

Wolf Cove Inn
Poland
Wolf Cove Inn
A two-story house with a covered patio area featuring a table and chairs, a blue umbrella, and a 'Tenant Parking' sign.
A living room with a sofa, armchair, coffee table, and a ceiling fan.
A compact kitchen with a wooden chair, a dining table, and a refrigerator.

15. Walk to Pier & Ocean: Apt in Old Orchard Beach!

Walk to Pier & Ocean: Apt in Old Orchard Beach!
Old Orchard Beach
United States
Lawrence
$298 nightly
$324 total
Sep 13 - Sep 14
Total with taxes and fees
Walk to Pier & Ocean: Apt in Old Orchard Beach!
A spacious living room with a grey sofa set, a grey ottoman, and a large sliding glass door leading to an outdoor patio.
A coastal pier with multiple wooden structures, likely accommodations, extending into the sea.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.
A modern living room with grey sofas, a coffee table, and a view of the outside.

16. Latitude Adjustment Walk to Beach & Dining!

Latitude Adjustment Walk to Beach & Dining!
Grand Beach
United States
Brandon
Latitude Adjustment Walk to Beach & Dining!
A beach path leading to the sea with tall grass on either side.
A dining area with a wooden table and chairs, large windows with curtains, and a view of trees and a building outside.
A cozy living room with wooden walls, a dining area, and a kitchen.
A cozy room with wooden walls, a sofa, a chair, a table, and a window with curtains.

17. Bayview Beach Cottage For 4!

Bayview Beach Cottage For 4!
Bay View
Bayview Beach Cottage For 4!
A modern kitchen with white cabinetry, a dining area with a round table and chairs, and a visible dishwasher.
A bedroom with a bed, two windows, a painting, and a ceiling light.
A living room with a beige sofa, a round coffee table, and a dining area in the background.
A two-story white house with a garage, a front door, and a small front yard with a pathway.

18. The Coastal Nest Stay for 5!

The Coastal Nest Stay for 5!
Blue Point
The Coastal Nest Stay for 5!
A white building with green shutters, a porch, and a sign indicating it is Pine Crest Bed & Breakfast.
A fireplace mantel with a vase of flowers, a mirror, and a framed picture on the wall.
A bedroom with a bed, a desk, a chair, a fireplace, and a window with curtains.
A restaurant with tables set for dining, a large window with a view, and a wall-mounted sign.

19. PineCrest Inn

PineCrest Inn
Gorham
United States
Christine
PineCrest Inn
A living room with a gray sofa, a wooden side table with a lamp, and a ceiling fan.
A two-story building with a front porch and a small staircase leading to the entrance.
A kitchen with wooden cabinets, a white stove, a black microwave, a white refrigerator, and a window with a blue curtain.
A white deck with a round table and two chairs, overlooking a residential area.

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

Old Orchard Beach Apt - Walk to Beach & Pier!
Old Orchard Beach
Old Orchard Beach Apt - Walk to Beach & Pier!
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Learn more about Windham

Outdoor enthusiasts flock to Dundee Park's sandy beach for swimming and picnicking on Pleasant River's shores. Windham's historic district reveals 19th-century charm, while nearby Sebago Lake State Park offers prime fishing and boating.

See all hotels in Windham
A white church with a steeple and red accents, surrounded by autumn trees.

Top Windham Hotel Reviews

The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Great lication, clean, nice hotel."
David 1-night trip
Posted 3 hours ago
The Westin Portland Harborview
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Staff was very friendly and helpful. The room was spacious and comfortable. The location is very good. It's not right in the heart of the tourist district, but very close by. Portland is a walking city anyway. Word to the wise: we had a spectacular view of the ocean. Pay the extra few dollars to get this view - it is worth it."
Steven 1-night trip
Posted 5 hours ago
Holiday Inn Portland-By the Bay by IHG
Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Great room and loved the live music at night."
Josh 2-night trip
Posted 2 days ago
Portland Harbor Hotel

Find out more about Windham

Windham Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Windham, Maine are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Windham 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Windham. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Windham, Maine, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Windham hotels offer everything your heart desires.

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's a favorite among Expedia customers. A firepit and premium bedding are a couple of its amenities. Travelers also love staying at DoubleTree by Hilton Hotel Portland. From concierge services to a swimming pool, it comes with conveniences that cater to every aspect of your relaxation and entertainment.
How much does it cost to stay in a 4-star hotel in Windham?
Expedia can help you easily track down the ideal 4-star hotel for your trip to Windham. Use our filter tool to tailor your search by things like budget, conveniences and hotel star rating and get access to awesome deals in a couple of clicks.
  • Search for the lowest price from $151
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 comfortable, such as a gym, restaurant and pool. You can look forward to excellent service and deluxe accommodations. Go for a 5-star hotel and you'll get a few extra perks — think on-site spas, 24-hour front desk and indulgent turndown services. You'll most likely get extra amenities and premium services at a 5-star retreat, though both are terrific options for luxury guests.

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