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

Find 5 Star Hotels in Windham, ME from $210

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Windham 5 Star Hotels

Tonight
Aug 24 - Aug 25
Tomorrow
Aug 25 - Aug 26
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Windham.
The Westin Portland Harborview

The Westin Portland Harborview

157 High St Portland ME
$254 nightly
$281 total
Sep 20 - Sep 21
Total with taxes and fees
9/10 Wonderful! (1,006 reviews)
The Westin Portland Harborview
Portland Harbor Hotel

Portland Harbor Hotel

468 Fore Street Portland ME
$323 nightly
$357 total
Aug 30 - Aug 31
Total with taxes and fees
9.2/10 Wonderful! (1,827 reviews)
Portland Harbor Hotel
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

88 Spring St Portland ME
$190 nightly
$210 total
Sep 7 - Sep 8
Total with taxes and fees
Holiday Inn Portland-By the Bay by IHG
Still don't see what you're looking for?
See all properties in Windham.
You can also use these popular filters to refine your search.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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

Find out more about Windham

You enjoy the finer things in life, both at home and on vacation. Add further enjoyment on your next trip to Windham by treating yourself to the best of the best when it comes to accommodation. It's an ideal fusion. There's no reason to delay a getaway to Windham any longer. You'll join the multitudes of vacationers who have made Windham so fashionable in the last few seasons. Besides that, you'll find that these hotels are kept in excellent condition and provide a fine place to lay your head at night. What are you waiting for? Our 5-star hotels in Windham are the perfect places to relax in when you really need to escape.

Get a Great Deal on 5-Star Hotels in Windham

Don't be afraid to request the best service from your hotel, along with the best conditions. Highly-rated eateries, concierges, and pillow-fluffing are all at the ready. You're sure to find exactly the accommodation you need. Not only that, the hotels in this area receive high marks for guest services, so you know you'll be well cared for during your getaway. How do you want to relax? A reflexology treatment that will leave you feeling great? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A deep-tissue massage to help your cares fall away? Want to see for yourself? Plenty of visitors recommend this location.

You won't sleep and order room service the entire time, though. We hear you. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what you end up doing, the 5-star hotels in Windham are the perfect place to rest up after a busy day.

Make Your Escape

The results are in, and Windham 5-star hotels are the place to be when you book your next vacation. These beautiful hotels are highly rated by the guests who stay in them, and you're about to join their ranks. Expedia can help you land a great deal on accommodation. It's time to indulge yourself. Opt for one of Expedia's Windham 5-star hotels today and decompress in luxe surroundings tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Windham?
There are several pricing options for 5-star hotels in Windham on Expedia. The amount you pay will depend on your travel dates, trip length and other factors. Compare all of the available properties for your desired dates and use our pricing and other filters to discover the ideal upscale stay.
  • Search for the lowest price per night from $210
What makes a hotel 5 stars in Windham?
From gourmet dining venues and 24/7 fitness centers to pools and the finest bedding, the 5-star experience in Windham is all about comfort and luxury. But it requires more than just top-notch conveniences to receive a 5-star rating. Stays also have to provide superior guest-centric services like beauty treatments, laundry and dry cleaning and room service any time night or day.
Are there any 5-star all-inclusive resorts in Windham?
Find a luxury stay that includes your room, meals, activities and entertainment in Windham with the help of our filters. Search for resorts rated 5 stars and select the "All inclusive" filter. Make sure you check what's included in the purchase price. That way, you'll be ready to maximize the many perks on offer from the moment you step into the lobby.

Explore a world of travel with Expedia