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Check availability on Windham 4 Star Hotels

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 Jun

Our top choices for Windham 4-star hotels

Restaurant

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,763 reviews)
"Very friendly staff."
United States
Samuel
The price is 6.377.105 ₫
8.060.156 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Portland Harbor Hotel
Breakfast, lunch, dinner and brunch served

The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1,007 reviews)
"Loved everything about the hotel. We Would definitely stay again."
United States
Amy L
The price is 7.083.039 ₫
7.836.674 ₫ total
includes taxes & fees
1 Jul - 2 Jul
The Westin Portland Harborview
Exterior

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, (1,581 reviews)
"Great stay"
United States
Michael
The price is 5.242.257 ₫
5.800.033 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Holiday Inn Portland-By the Bay by IHG
Bar (on property)

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,005 reviews)
"Front desk staff was friendly and helpful. Room was clean and comfortable. Great rooftop bar."
United States
JOSEPH
The price is 7.816.094 ₫
8.647.726 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Canopy by Hilton Portland Waterfront
Outdoor pool

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
4.0 star property
South Portland
8.0 out of 10, Very good, (1,401 reviews)
"Nice staff, clean rooms."
United States
Gregory
The price is 3.532.596 ₫
3.850.556 ₫ total
includes taxes & fees
7 Jun - 8 Jun
DoubleTree by Hilton Hotel Portland
Breakfast and dinner served

Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
4.0 star property
South Portland
8.4 out of 10, Very good, (1,001 reviews)
"Clean room- helpful staff Quiet night"
United States
Lynne
The price is 4.241.924 ₫
4.623.697 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Portland Sheraton at Sable Oaks
Breakfast, lunch, dinner and brunch served

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)
"Great bar. Fantastic pillows in the room. Good central location for walking."
United States
Dillon
The price is 9.489.692 ₫
10.499.395 ₫ total
includes taxes & fees
28 Jun - 29 Jun
The Press Hotel, Marriott Autograph Collection
Reception

Longfellow Hotel

Longfellow Hotel
4.0 star property
Parkside
9.6 out of 10, Exceptional, (168 reviews)
"Clean, comfortable rooms. Hotel does have a few food options near by but car service was wonderful as it’s not near most of the restaurants & shops. Overall great hotel!"
United States
leah
The price is 9.455.462 ₫
11.480.053 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Longfellow Hotel
Children’s activities

Inn By The Sea

Inn By The Sea
4.0 star property
Cape Elizabeth
9.6 out of 10, Exceptional, (317 reviews)
"Very nice place, very cclean and friendly."
United States
Victor W
The price is 12.221.448 ₫
14.337.755 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Inn By The Sea
Deluxe Suite, 1 King Bed | Private kitchen | Full-sized fridge, microwave, oven, stovetop

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (101 reviews)
"Lovely suite! Comfy king bed, everything spotless, Great location. Would stay here again"
United States
Roberta
The price is 9.953.860 ₫
12.825.433 ₫ total
includes taxes & fees
1 Jul - 2 Jul
The Weldon Hotel
View from property

Chebeague Island Inn

Chebeague Island Inn
4.0 star property
Chebeague Island
8.8 out of 10, Excellent, (77 reviews)
"Great place to go and relax for a few days."
United States
Rob
The price is 6.872.349 ₫
8.239.946 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Chebeague Island Inn
Sauna

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (118 reviews)
"The food was wonderful and the hospitality was great!"
United States
Olivia
The price is 4.523.620 ₫
4.930.619 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Brewster House Bed & Breakfast
Sauna

Wolf Cove Inn

Wolf Cove Inn
4.0 star property
Poland
10.0 out of 10, Exceptional, (1 review)
Wolf Cove Inn
Family House | Living area | 52-inch Smart TV with digital channels, Netflix, Hulu

5 Seaview Ave

5 Seaview Ave
4.0 star property
Old Orchard Beach
5 Seaview Ave
Apartment (2 Bedrooms) | Interior

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

Walk to Pier & Ocean: Apt in Old Orchard Beach!
4.0 star property
Old Orchard Beach
6.0 out of 10, (1 review)
"This is an old house, and certain features could be deemed charming. The beds were comfortable, and we appreciated some of the amenities. However, it seemed worn and bare-bones in some aspects. For example, the AC in one of the bedrooms was a stand-alone unit that was jerry-rigged to vent out the window, and the other bedroom had no AC. The screen door was broken. There were hardly any utensils and no bowls. The hairdryer “high” setting was broken and could only be used on “low”. For only a...
United States
Lawrence
Walk to Pier & Ocean: Apt in Old Orchard Beach!
Street view

PineCrest Inn

PineCrest Inn
4.0 star property
Gorham
9.8 out of 10, Exceptional, (103 reviews)
"Kathy, the owner, was very professional and runs a very nice Inn (B & B)."
United States
David
PineCrest Inn
Apartment, Multiple Beds, Kitchen, Garden View (The Coastal Nest) | Private kitchen | Fridge, microwave, oven, stovetop

The Coastal Nest Stay for 5!

The Coastal Nest Stay for 5!
4.0 star property
Blue Point
The Coastal Nest Stay for 5!
Apartment (2 Bedrooms) | Interior

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!
Beach nearby

Bayview Beach Cottage For 4!

Bayview Beach Cottage For 4!
4.0 star property
Bay View
Bayview Beach Cottage For 4!
Townhome, Multiple Beds, Patio (Latitude Adjustment) | Living area | 42-inch flat-screen TV with digital channels

Latitude Adjustment Walk to Beach & Dining!

Latitude Adjustment Walk to Beach & Dining!
4.0 star property
Grand Beach
Latitude Adjustment Walk to Beach & Dining!
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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

Top Windham Hotel Reviews

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Overall, it was excellent. The staff was very professional and friendly. Was so thankful there was a shuttle bus available. Just wish restaurant/bar was opened until midnight. We went to an event at Merrill Auditorium and got back around 9:30 pm and was informed that the bar closed at 10 pm."
Kay 1-night trip
Posted 6 hours ago
Holiday Inn Portland-By the Bay by IHG

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 favourite among Expedia travellers. A firepit and premium bedding are a couple of its amenities. Travellers also recommend DoubleTree by Hilton Hotel Portland. From a swimming pool to concierge services, it features 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 find the perfect 4-star hotel for your holiday in Windham. Use our filter tool to fine-tune your search by things like price, amenities and property star rating and get access to fantastic deals in a couple of clicks.

  • Search for the lowest price from 3.850.556 ₫

What's the difference between 5-star and 4-star hotels in Windham?
If you choose to stay at a 4-star hotel in Windham, you'll typically find lots of amenities to make sure you're comfortable, such as a pool, restaurant and gym. You can enjoy top-quality service and deluxe accommodation. Choose a 5-star hotel and you'll get a few more bells and whistles — think on-site spas, around-the-clock concierge and nightly turndown services. You'll most likely get extra amenities and exclusive services at a 5-star retreat, though both are great options for luxury guests.