Find 4 Star Hotels in Windham, ME from $81

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Our top choices for Windham 4-star hotels

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The Westin Portland Harborview

The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1001)
"Helpful and friendly staff"
United States
Wei Chien
$98 nightly
The price is $108
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Westin Portland Harborview
Premium bedding, desk, blackout drapes, iron/ironing board
Portland Harbor Hotel

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1711)
"Beautiful room, friendly staff, and perfect location."
United States
Lisa
$145 nightly
The price is $160
Dec 16 - Dec 17
Total with taxes and fees
Portland Harbor Hotel
Outdoor pool
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
4.0 star property
South Portland
8.0 out of 10, Very Good, (1307)
"Staff were very attentive, breakfast had good choices. Great stay."
United States
Liliana
$74 nightly
The price is $81
Dec 21 - Dec 22
Total with taxes and fees
DoubleTree by Hilton Hotel Portland
Exterior
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1428)
"Every thing was perfect, service, accomodations, and friendly staff!!!"
United States
Michael
$78 nightly
The price is $86
Dec 16 - Dec 17
Total with taxes and fees
Holiday Inn Portland-By the Bay by IHG
Bar (on property)
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1004)
"Staff was lovely. Room was excellent and the hotel decor is very appealing. "
United States
Harris
$122 nightly
The price is $135
Dec 21 - Dec 22
Total with taxes and fees
Canopy by Hilton Portland Waterfront
Royal Suite, 1 Bedroom | Frette Italian sheets, hypo-allergenic bedding, pillowtop beds
The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1000)
"Beautiful hotel, good & convenient restaurant and very short walk to Merrill Auditorium"
United States
PETER
$156 nightly
The price is $173
Dec 21 - Dec 22
Total with taxes and fees
The Press Hotel, Marriott Autograph Collection
Reception
Longfellow Hotel

Longfellow Hotel

Longfellow Hotel
4.0 star property
Parkside
9.6 out of 10, Exceptional, (138)
"Very stylish, clean, and comfortable hotel. We typically stay in the Oldport section of Portland but it was really nice to explore other areas. Lots of restaurants, bars, and coffee shops in the area. The hotel bar and coffee shop are great and very convenient. Look for those week day deals. Very affordable "
United States
Rachel
$154 nightly
The price is $170
Dec 14 - Dec 15
Total with taxes and fees
Longfellow Hotel
Breakfast and dinner served, American cuisine
Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
4.0 star property
South Portland
8.4 out of 10, Very Good, (1001)
"Perfection! "
United States
Courtney
$119 nightly
The price is $130
Jan 4 - Jan 5, 2026
Total with taxes and fees
Portland Sheraton at Sable Oaks
On the beach, fishing
Inn By The Sea

Inn By The Sea

Inn By The Sea
4.0 star property
Cape Elizabeth
9.4 out of 10, Exceptional, (293)
"Room was ready early friendly staff and room is better than expected "
United States
Jeff
$230 nightly
The price is $251
Jan 12 - Jan 13, 2026
Total with taxes and fees
Inn By The Sea
Deluxe Suite, 1 King Bed | Living area | LCD TV, Netflix, streaming services, music library
The Weldon Hotel

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (89)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
$297 nightly
The price is $317
Jan 11 - Jan 12, 2026
Total with taxes and fees
The Weldon Hotel
Garden
Brewster House Bed & Breakfast

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (114)
"The food was wonderful and the hospitality was great!"
United States
Olivia
$179 nightly
The price is $195
Jan 4 - Jan 5, 2026
Total with taxes and fees
Brewster House Bed & Breakfast
Family House | Private kitchen | Full-size fridge, microwave, oven, stovetop
5 Seaview Ave

5 Seaview Ave

5 Seaview Ave
4.0 star property
Old Orchard Beach
5 Seaview Ave
Sun loungers, beach umbrellas, beach towels
Chebeague Island Inn

Chebeague Island Inn

Chebeague Island Inn
4.0 star property
Chebeague Island
8.8 out of 10, Excellent, (77)
"Great place to go and relax for a few days."
United States
Rob
Chebeague Island Inn
Street view
PineCrest Inn

PineCrest Inn

PineCrest Inn
4.0 star property
Gorham
9.8 out of 10, Exceptional, (103)
"Kathy, the owner, was very professional and runs a very nice Inn (B & B)."
United States
David
PineCrest Inn
Beach nearby
Bayview Beach Cottage For 4!

Bayview Beach Cottage For 4!

Bayview Beach Cottage For 4!
4.0 star property
Saco
Bayview Beach Cottage For 4!
Sauna
Wolf Cove Inn

Wolf Cove Inn

Wolf Cove Inn
4.0 star property
Poland
10.0 out of 10, Exceptional, (1)
Wolf Cove Inn
Dining
The Coastal Nest Stay for 5!

The Coastal Nest Stay for 5!

The Coastal Nest Stay for 5!
4.0 star property
Blue Point
The Coastal Nest Stay for 5!
Interior
Lakefront Retreat Near Portland – Modern Comfort with Classic Charm.

Lakefront Retreat Near Portland – Modern Comfort with Classic Charm.

Lakefront Retreat Near Portland – Modern Comfort with Classic Charm.
4.0 star property
Falmouth
10.0 out of 10, Exceptional, (3)
"Had a wonderful 1 week stay - this Vrbo had all the amenities we could ask for, and then some. Host was very welcoming and responsive to messages, and checked in with us in person on the first day to make sure we had everything we needed. Kitchen and bathrooms have all been renovated, along with a downstairs suite we didn’t need to use. Kitchen fully equipped and well stocked. Fresh herb garden on site as well! Beautiful lake views and easy water access - and close to Portland. We didn’t...
United States
Kathleen C.
Lakefront Retreat Near Portland – Modern Comfort with Classic Charm.
Beach nearby
Latitude Adjustment Walk to Beach & Dining!

Latitude Adjustment Walk to Beach & Dining!

Latitude Adjustment Walk to Beach & Dining!
4.0 star property
Grand Beach
Latitude Adjustment Walk to Beach & Dining!
Deluxe Condo | Private kitchen | Coffee/tea maker
The Beach Bunker

The Beach Bunker

The Beach Bunker
4.0 star property
Old Orchard Beach
10.0 out of 10, Exceptional, (2)
"This was my first long vacation I have done. First off, the host was amazing! Very good communication and very helpful. My family doesn’t like to leave a place dirty and we went to the beach a lot. I asked if it was possible to get a bigger broom & mop and she ordered them for us to use while we were there. This is also in a quiet spot on the strip. Overall was a fantastic spot to stay with a great host. If I could tweak a few minor things: water pressure is good but not strong. One other tweak...
United States
Robert
The Beach Bunker
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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
Windham

Top Windham Hotel Reviews

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Easy parking"
Elizabeth 1-night trip
Posted 2 days ago
Holiday Inn Portland-By the Bay by IHG

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 $81

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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