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Ashland – 4 hotels and places to stay

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Winwood Condominiums by Windham Mountain Club

Windham (Near Ashland)

Located in Windham, 8.4 miles from Catskill State Park, Winwood Condominiums by Windham Mountain Club provides accommodations with a seasonal outdoor swimming pool, free private parking, a fitness...

D
Danielle
From
United States
Winwood is excellent, great location, and a great value. The staff is really friendly and helpful. The room was larger than I was expecting and it was easy to control the temperature in the room.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 22 reviews
Price from
$185.07
1 night, 2 adults
Check availability

Wylder Windham

Windham (Near Ashland)

Located in Windham, 7.8 miles from Catskill State Park, Wylder Windham provides accommodations with free bikes, free private parking, a seasonal outdoor swimming pool and a shared lounge.

D
Darcie
From
United States
Great facilities - heated pool, pickleball and saunas were awesome. Gorgeous riverside property and the rooms are very comfortable. We had coffee and croissants from the cafe, but didn’t try the restaurant/bar as we went elsewhere in town. Right next to the golf course. Highly recommend!!
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 103 reviews
Price from
$449.06
1 night, 2 adults
Check availability

Hotel Vienna

Windham (Near Ashland)

Located in Windham, 7.5 miles from Catskill State Park, Hotel Vienna has accommodations with a garden, free private parking, a terrace and a bar. This 4-star hotel offers free WiFi.

a
arbell
From
Israel
The staff were very nice and helpful especially Jacob. The hotel was clean fully renovated and well designed. Breakfast was light but good. Overall, I had a great experience. I recommend this place 10 out of 10.
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 516 reviews
Price from
$166.28
1 night, 2 adults
Check availability

Eastwind

Windham (Near Ashland)

Located in Windham, 8 miles from Catskill State Park, Eastwind provides accommodations with free bikes, free private parking, a garden and a restaurant.

N
Noah
From
Israel
Wonderful locaion, nice staff and great facilities
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 50 reviews
Price from
$235.18
1 night, 2 adults
Check availability

Antique Rose Inn Windham

Windham (Near Ashland)

Located 6.7 miles from Catskill State Park, Antique Rose Inn Windham offers 3-star accommodations in Windham and has a garden, a shared lounge and a terrace.

M
Mia
From
United States
Having a home-cooked breakfast was a great way to start a day of skiing at Hunter Mountain which was only a short drive away! Our host was also very friendly and talkative, offering nice suggestions on restaurants for dinner.
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 41 reviews
Price from
$135
1 night, 2 adults
Check availability

The Haüs Windham - Spacious Suites, Hot Tub, Mountain Views!

Windham (Near Ashland)

Located in Windham, 7.3 miles from Catskill State Park, The Haüs Windham - Spacious Suites, Hot Tub, Mountain Views!

J
James
From
United States
My stay at the Haus Windham was amazing! From the moment I walked in, I was impressed by how impeccably clean everything was. The hotel's attention to detail was evident in every corner, making it feel fresh and welcoming. The location was great, right next to the ski mountain and town. Everything we wanted to see and do was just a short walk or drive away. One of the highlights of my stay was the bedding – it was exceptional! The mattress was incredibly comfortable, and the linens were soft, crisp, and luxurious. I even called them to ask what linens they use after our stay ("parachute" if anyone is wondering). Overall, Haus Windham exceeded my expectations in every way. I can’t wait to return and highly recommend it to anyone visiting the area!
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 92 reviews
Price from
$230.95
1 night, 2 adults
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Catskill MNTN Escape 5 BR 3 bath Villa Hot Tub Fire Pit Best Group Stay

Prattsville (Near Ashland)

16 miles from Hunter Mountain in Prattsville, Catskill MNTN Escape 5 BR 3 bath Villa Hot Tub Fire Pit Best Group Stay features accommodations with access to a hot tub.

C
Christina
From
United States
Absolutely beautiful home we had everything we needed
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 16 reviews
Price from
$1,060.20
1 night, 2 adults
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Albergo Allegria Hotel

Windham (Near Ashland)

Albergo Allegria Hotel offers accommodations in Windham, 9.5 miles from Hunter Mountain.

E
Eva
From
United States
Very friendly family run hotel. Very clean and the hotel is very quiet. Nice boutique hotel with charming rooms.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 88 reviews
Price from
$156.38
1 night, 2 adults
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Cave Mountain Motel

Windham (Near Ashland)

Cave Mountain Motel, a motel, is a property set in Windham. Each accommodations at the motel has mountain views and free WiFi. Guests can make use of a garden.

A
Allison
From
Uzbekistan
Art and Jean are great was so glad to see them well
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 49 reviews
Price from
$139
1 night, 2 adults
Check availability

Jimmy OConnor's Windham Mtn Inn

Windham (Near Ashland)

Located in Windham, 8.4 miles from Catskill State Park, Jimmy OConnor's Windham Mtn Inn provides accommodations with a restaurant, free private parking and a bar. The property has an ATM and free...

D
Daniel
From
United States
It is a comfortable budget option close to the ski hill. Friendly bar/tavern on site for dinner. Clean and comfortable bed. Very friendly check in staff at bar.
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 92 reviews
Price from
$185
1 night, 2 adults
Check availability
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Hotels with parking in Ashland

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Hunter Lodge, a Bluebird by Lark

Hotel in Hunter
Free parking
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 339 reviews
From $159.54 per night

Phoenicia Lodge

Hotel in Phoenicia
Free parking
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 71 reviews
From $246.76 per night

Colonial Inn

Hotel in Pine Hill
Free parking
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 75 reviews
From $132 per night

Wylder Windham

Hotel in Windham
Free parking
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 103 reviews
From $426.19 per night

Eastwind

Hotel in Windham
Free parking
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 50 reviews
From $251.81 per night

Antique Rose Inn Windham

Hotel in Windham
Free parking
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 41 reviews
From $156.60 per night

Hotel Vienna

Hotel in Windham
Free parking
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 516 reviews
From $189 per night

Winwood Condominiums by Windham Mountain Club

Hotel in Windham
Free parking
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 22 reviews
From $214.92 per night

The Roxbury

Hotel in Roxbury
Free parking
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 144 reviews
From $199.90 per night

Most booked hotels in Ashland and surrounding area in the past month

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Popular with guests booking hotels in Windham

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 517 reviews

Popular with guests booking hotels in Windham

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 50 reviews

Popular with guests booking hotels in Windham

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 22 reviews

Popular with guests booking hotels in Windham

Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 103 reviews

Popular with guests booking hotels in Windham

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 92 reviews

Popular with guests booking hotels in Windham

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 41 reviews

Popular with guests booking hotels in Windham

Budget hotels in Ashland and nearby

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Featuring a garden, Holly Lodge - Ski Windham Hunter Catskills features accommodations in Prattsville. The air-conditioned accommodation is 14 miles from Catskill State Park.

14 miles from Catskill State Park in Prattsville, NEW HOT TUB Game Room Firepit Near Windham provides accommodations with access to a hot tub.

Deer Run Lodge by AvantStay is located in Prattsville, just 16 miles from Catskill State Park and 6.9 miles from Zadock Pratt Museum.

Catskill Park Farm by AvantStay is located in Prattsville, just 16 miles from Catskill State Park and 14 miles from Hunter Mountain.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

14 miles from Catskill State Park in Jewett, Private 7-Acre Retreat: On-Site Pond, Streams offers accommodations with access to a spa center.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 1 review

13 miles from Hunter Mountain in Windham, Grand Windham Retreat w/ Fire Pit & Game Room offers accommodations with access to a fitness room.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 8 reviews

Catskills Mountain Retreat - Luxury Meets Serenity is a recently renovated vacation home in Jewett where guests can make the most of the garden and tennis court.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

12 miles from Catskill State Park in Windham, Mountain Blue Vista - Hot tub, Firepit, 10 acres, perfect location! features accommodations with access to a hot tub.

Best hotels with breakfast in Ashland and nearby

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Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 49 reviews

Cave Mountain Motel, a motel, is a property set in Windham. Each accommodations at the motel has mountain views and free WiFi. Guests can make use of a garden.

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 54 reviews

Ideally located along in Lexington, Black Bear Lodge offers free WiFi access. An array of activities can be enjoyed on-site or in the surroundings, including skiing, cycling and fishing.

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 517 reviews

Located in Windham, 7.5 miles from Catskill State Park, Hotel Vienna has accommodations with a garden, free private parking, a terrace and a bar. This 4-star hotel offers free WiFi.

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 41 reviews

Located 6.7 miles from Catskill State Park, Antique Rose Inn Windham offers 3-star accommodations in Windham and has a garden, a shared lounge and a terrace. 28 miles from Hudson Athens Lighthouse and...

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 5 reviews

Fantastic 2 family vacation home with EV charger is located in Windham, just 10 miles from Catskill State Park and a 18-minute walk from Windham Mountain.

Ski, Hike & More: Year-Round Gem in Windham is located in Windham, just 9.4 miles from Catskill State Park and 30 miles from Hudson Athens Lighthouse.

30 miles from Hudson Athens Lighthouse in Windham, 'The Mountain House:' Windham Retreat w/ Hot Tub! provides accommodations with access to a hot tub and spa center.

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 9 reviews

Beautiful Windham Chalet 2 minutes to the Mountain offers accommodations in Windham, 10 miles from Catskill State Park and 30 miles from Hudson Athens Lighthouse.

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