Explore top 2026 4 Star Hotels in Windham

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Next weekend
In two weeks

Top Windham 4 Star hotels

Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
10 Waterfall Way Woodstock NY
$276 nightly
The price is $305 total per night from Mar 2 to Mar 3
$305 total
Mar 2 - Mar 3
Total with taxes and fees
A bar/lounge and a coffee shop are featured at this hotel, along with free self parking. WiFi in public areas is free. A terrace, a garden, and a snack bar/deli ...
9.6/10 Exceptional! (237 reviews)
Room was clean and staff was friendly

Reviewed on Feb 26, 2026

Opens in a new windowWoodstock Way Hotel
Hotel Mountain Brook

Hotel Mountain Brook

4 out of 5
57 Route 23c Tannersville NY
$159 nightly
The price is $172 total per night from Apr 1 to Apr 2
$172 total
Apr 1 - Apr 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A bar/lounge and a library are also ...
9.8/10 Exceptional! (545 reviews)
The room was very clean, and the staff was very helpful and professional.

Reviewed on Feb 27, 2026

Opens in a new windowHotel Mountain Brook
The Hidden Inn

The Hidden Inn

4 out of 5
10860 Co Rd 18 South Kortright NY
$173 nightly
The price is $190 total per night from Mar 19 to Mar 20
$190 total
Mar 19 - Mar 20
Total with taxes and fees
A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self ...
9/10 Wonderful! (56 reviews)
Perfect accommodations when visiting relatives in the area.

Reviewed on Nov 30, 2025

Opens in a new windowThe Hidden Inn
The Herwood Inn

The Herwood Inn

4.5 out of 5
148 Tinker St Woodstock NY
$160 nightly
The price is $180 total per night from Mar 23 to Mar 24
$180 total
Mar 23 - Mar 24
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers ...
9.8/10 Exceptional! (102 reviews)
Loved the layout of the Inn. Great vibe…peace, love and music. Self-serve concept was very convenient. Clean room and beautifully decorated and fully stocked with all the amenities of home. Located close to downtown and only 5 mins from the Bearsville Theater. We will definitely be back!

Reviewed on Feb 15, 2026

Opens in a new windowThe Herwood Inn
Shandaken Inn

Shandaken Inn

4 out of 5
1 Golf Course Road Shandaken NY
This bed & breakfast features a 24-hour gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free ...
10/10 Exceptional! (275 reviews)
Beautiful property. The breakfast can use some work.

Reviewed on Oct 19, 2025

Opens in a new windowShandaken Inn
Coldbrook Bed and Breakfast

Coldbrook Bed and Breakfast

4 out of 5
429 Cold Brook Road Bearsville NY
This bed & breakfast features free WiFi in public areas, a virtual front desk, and free self parking. Enjoy the free self-serve breakfast each morning. A terrace, ...
9.8/10 Exceptional! (14 reviews)
An amazing place! Very relaxing, nice rooms. The breakfast options went above and beyond as well. Will definitely be back.

Reviewed on Feb 16, 2026

Opens in a new windowColdbrook Bed and Breakfast
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

4 out of 5
Durham NY
$452 nightly
The price is $488 total per night from Apr 1 to Apr 2
$488 total
Apr 1 - Apr 2
Total with taxes and fees
A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
10/10 Exceptional! (2 reviews)
Was close to where we were attending a wedding and big enough to house us all!

Reviewed on Sep 5, 2025

Opens in a new windowMountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
Charming 3 bedroom, 2 bathroom Catskills cottage

Charming 3 bedroom, 2 bathroom Catskills cottage

4 out of 5
Saugerties NY
This vacation home features a garden, laundry facilities, and barbecue grills.
7/10 Good! (6 reviews)
I always appreciate dog friendly rentals and I give some leeway in what I expect since there are fewer dog friendly places. This house didn’t quite fit what we expected though. The living room was just as lovely as pictured, but the kitchen and bathrooms badly need renovation. The upstairs bedrooms ...

Reviewed on Aug 28, 2025

Opens in a new windowCharming 3 bedroom, 2 bathroom Catskills cottage
Don't see what you're looking for?
See all available properties in Windham
View all properties
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.

4 Star Hotels Windham

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Windham 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Windham will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Windham, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Recent Windham hotel reviews by fellow wanderers