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Ashland – 5 hotels and places to stay

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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 terrace.

S
Simone
From
United States
Our stay was so wonderful! It’s so welcoming and cozy, just what we wanted for our ski trip. The staff was the highlight for us, Jamie and Katie were so warm, helpful and generous. We’ll definitely be back!
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 32 reviews
Price from
$229
1 night, 2 adults
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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 8.5
Very Good - What previous guests thought, 111 reviews
Price from
$350.46
1 night, 2 adults
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Hotel Vienna

Windham (Near Ashland)

Located in Windham, 7.4 miles from Catskill State Park, Hotel Vienna has accommodations with a garden, free private parking, a terrace and a bar.

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, 548 reviews
Price from
$159
1 night, 2 adults
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The Haüs Windham - Spacious Suites, Hot Tub, Mountain Views!

Windham (Near Ashland)

Located in Windham, within 7.3 miles of Catskill State Park and 29 miles of Hudson Athens Lighthouse, The Haüs Windham - Spacious Suites, Hot Tub, Mountain Views!

g
gilad
From
Israel
Beutiful property, staff were nice, the view is amazing! Good value for money.
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 75 reviews
Price from
$175.23
1 night, 2 adults
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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...

N
Natalie
From
United States
The room was perfect. It had everything I needed. Kitchen and bathroom were well stocked. Front desk was helpful and pleasant. We were close to the game room so that was a bonus.
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 14 reviews
Price from
$199
1 night, 2 adults
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Beautiful Windham Chalet 2 minutes to the Mountain

Windham (Near Ashland)

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.

T
Tovah
From
United States
Great house for our family, we enjoyed making a fire and sitting around the fireplace. Two living rooms and large dining room table for our supper!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 8 reviews
Price from
$360
1 night, 2 adults
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Beautiful Chalet, mins to Hunter/Windham slopes

Jewett (Near Ashland)

Beautiful Chalet, mins to Hunter/Windham slopes offers accommodations in Jewett, 11 miles from Catskill State Park and 7.3 miles from Hunter Mountain.

B
Bilodeau
From
United States
The house was beautiful and comfortable. The fire pit and the jacuzzi were awesome. The kitchen was well stocked. The owner was very responsive.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 11 reviews
Price from
$534.75
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.

J
John
From
United States
The Pratvilla had a wonderful design awsthetic and all the amenities… and so much more. it looked even better than the pictures and there was something for everyone old and young. some many thoughtful details from the welcome gift to the great handbook and the tea and coffee bar. (Pack a few extra nespresso pods is you are a heavy coffee drinker!) The twinky lights sureounding the fire pit and sparkling hot tub were incredible after a long day of skiing and Windham was minutes away. I can’t say enough good thing. The owner was very responsive when I called for help with the keypad entry. The little round reading window was a delightful bonus.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 16 reviews
Price from
$579.15
1 night, 2 adults
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Albergo Allegria Hotel & Breakfast Restaurant

Windham (Near Ashland)

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

S
S and R
From
Panama
This is the perfect hotel for a vacation in the Catskills. The rooms are extremely quiet and comfortable. The hotel is perfectly located, near golf courses and trout streams. My wife and I caught 14” brook trout in the morning right behind the hotel, then played a round of golf in the afternoon. After dinner at one of the many restaurants in town, we enjoyed chatting with other guests while sitting at the hotel’s bonfire. The owners are incredibly kind and helpful, and went out of their way to provide extras, including a French press of decaf coffee for me each morning. We booked for 3 nights and stayed for 6. We highly recommend this hotel and look forward to our next visit.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 85 reviews
Price from
$156.38
1 night, 2 adults
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The Roxbury

Roxbury (Near Ashland)

The Roxbury is nestled in the Catskill Mountain Region of New York State approximately 3 hours from New York City.

C
Cris Fred
From
United States
Beautifully kept, the decor is superb while the staff went above and beyond to accommodate every need we had. The common areas were kept spotless and our room was clean, comfortable, while every detail was accounted for.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 145 reviews
Price from
$119
1 night, 2 adults
Check availability
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Hotels with parking in Ashland

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

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Best hotels with breakfast in Ashland and nearby

  • Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 56 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.

    From $150.12 per night
  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 548 reviews

    Located in Windham, 7.4 miles from Catskill State Park, Hotel Vienna has accommodations with a garden, free private parking, a terrace and a bar.

    From $139.32 per night
  • Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 40 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...

    From $145.80 per night

  • 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 Hunter Mountain in Prattsville, Relaxation Retreat Home with Hot Tub Gym & Sauna offers accommodations with access to a fitness center.

  • Catskill Park Farm by AvantStay Huge Yard Fire Pit Near Windham Ski Resort is located in Prattsville, just 15 miles from Catskill State Park and 14 miles from Hunter Mountain.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    10 miles from Hunter Mountain in Jewett, Private 7-Acre Retreat On-Site Pond, Streams offers accommodations with access to a spa center. The vacation home is 29 miles from Delaware Ulster Railroad.

  • Featuring a garden, Grand Windham Retreat with Fire Pit and Game Room offers accommodations in Windham. The air-conditioned accommodation is 13 miles from Hunter Mountain.

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