Explore top 2026 4 Star Hotels in Windham

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Top Windham 4 Star hotels

Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
10 Waterfall Way Woodstock NY
$295 nightly
The price is $326 total per night from Jun 8 to Jun 9
$326 total
Jun 8 - Jun 9
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! (278 reviews)
"Nice spot! Comfortable and easy walk up the drive into town. Very convenient."

Reviewed on Jun 1, 2026

Opens in a new windowWoodstock Way Hotel
Scribner's Catskill Lodge, A Member Of Design Hotels

Scribner's Catskill Lodge, A Member Of Design Hotels

4 out of 5
13 Scribner Hollow Road Hunter NY
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. ...
Opens in a new windowScribner's Catskill Lodge, A Member Of Design Hotels
Shandaken Inn

Shandaken Inn

4 out of 5
1 Golf Course Road Shandaken NY
$229 nightly
The price is $256 total per night from Jun 7 to Jun 8
$256 total
Jun 7 - Jun 8
Total with taxes and fees
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! (285 reviews)
"Best stay ever- you’ve got to stay at the Shandaken Inn to experience the perfect vacation. Wonderful staff, inn, gardens, amenities and outstanding cuisine and bar. It doesn’t get any better!"

Reviewed on Jun 1, 2026

Opens in a new windowShandaken Inn
Hotel Mountain Brook

Hotel Mountain Brook

4 out of 5
57 Route 23c Tannersville NY
$229 nightly
The price is $247 total per night from Jun 9 to Jun 10
$247 total
Jun 9 - Jun 10
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! (566 reviews)
"Fantastic place to stay in the Catskills. Walking distance from Tannersville, with charming rooms, friendly service and a great breakfast."

Reviewed on May 30, 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
$176 nightly
The price is $194 total per night from Jun 21 to Jun 22
$194 total
Jun 21 - Jun 22
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! (60 reviews)
"The room was huge - one bedrm with a king bed, lots of drawers, a closet, a desk and a tv. A livingroom with a couch, two comfy armchairs and tv. Yet, it is described as a 'solo' room meaning it is for one person - We had to pay an extra $50 for my partner which I thought was odd! There were two ..."

Reviewed on May 25, 2026

Opens in a new windowThe Hidden Inn
The Herwood Inn

The Herwood Inn

4.5 out of 5
148 Tinker St Woodstock NY
$242 nightly
The price is $271 total per night from Jun 11 to Jun 12
$271 total
Jun 11 - Jun 12
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 ...
9.6/10 Exceptional! (119 reviews)
"A really nice, clean room. Staff interactions were great and the hot tub was a nice way to relax. Town is an easy walk away so it made it nice to go out day or night and stroll back to the room. Would definitely stay here again when in Hudson."

Reviewed on Jun 3, 2026

Opens in a new windowThe Herwood 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! (16 reviews)
"Quite by design and they were telling the truth! If you’re looking for a retreat (especially couples) and you enjoy peace and quiet then this is the place for you. We loved every moment of it from easy check-in via code to the modern design of the king suite and comfort to all the amenities in the ..."

Reviewed on May 25, 2026

Opens in a new windowColdbrook Bed and Breakfast
1/2 Mi to Windham Mtn: Main Street Condo

1/2 Mi to Windham Mtn: Main Street Condo

4 out of 5
Windham NY
Free WiFi in public areas is available at this apartment. Take advantage of the free self parking.
6/10 (1 review)
"Struttura molto bella e comoda purtroppo molto complessa la metodologia per poterci entrare non essendoci nessuno presso la struttura.perse un paio d’ore per cercare la chiave nella cassetta esterna su una staccionata coperta da una pianta una volta trovata chiamare per poter farci aprire la porta ..."

Reviewed on Aug 25, 2023

Opens in a new window1/2 Mi to Windham Mtn: Main Street Condo
Hunter Mountain Ski Retreat - Steps to Lift!

Hunter Mountain Ski Retreat - Steps to Lift!

4 out of 5
Hunter NY
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Concierge services are provided for your convenience.
10/10 Exceptional! (1 review)
"Location is great. Unit is very clean and comfortable. Owner is very friendly and helpful."

Reviewed on Dec 27, 2024

Opens in a new windowHunter Mountain Ski Retreat - Steps to Lift!
Windham Retreat w/ Private Deck & Mtn Views!

Windham Retreat w/ Private Deck & Mtn Views!

4 out of 5
Hensonville NY
Free WiFi in public areas is available at this apartment. Take advantage of the free self parking.
10/10 Exceptional! (1 review)
"We had everything we needed. Great location, thoughtful accommodations - cozy, and comfortable evenings."

Reviewed on Dec 31, 2025

Opens in a new windowWindham Retreat w/ Private Deck & Mtn Views!
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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