Ashland Hotels from S$127

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12 Oct - 13 Oct
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17 Oct - 19 Oct
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Top 10 trending Ashland hotels

Catskill Motor Court Motel
Property grounds

Catskill Motor Court Motel

2.5 star property
5.8 out of 10, (120)
"We like the playground just in front of the room. The pool is closes. The motel is degraded and used. The owner is kind. We like our stay for the activities nearby in the Catskill region."
The price is S$148
includes taxes & fees
15 Oct - 16 Oct
Catskill Motor Court Motel
Wylder Hotel Windham
In-room safe, iron/ironing board, free cots/infant beds, rollaway beds

Wylder Hotel Windham

3.5 star property
8.8 out of 10, Excellent, (72)
"Absolutely friendly welcome in the Hotel, very good food, cozy and clean rooms, in a very nice area in the nature. Will get back to this place"
The price is S$289
includes taxes & fees
22 Oct - 23 Oct
Wylder Hotel Windham
Eastwind Windham
Pet-friendly

Eastwind Windham

2.0 star property
9.2 out of 10, Wonderful, (61)
"excellent place to stay with great surrounding areas to explore and helpful friendly staff. "
The price is S$291
includes taxes & fees
13 Oct - 14 Oct
Eastwind Windham
Hotel Vienna
Exterior

Hotel Vienna

2.5 star property
9.4 out of 10, Exceptional, (660)
"Very nice hotel. Excellent staff, comfortable room with nice continental breakfast. "
Hotel Vienna
The Haüs Windham
1 bedroom, premium bedding, down duvets, memory-foam beds

The Haüs Windham

2.0 star property
8.6 out of 10, Excellent, (14)
"Great place nice and clean"
The price is S$296
includes taxes & fees
14 Oct - 15 Oct
The Haüs Windham
The Perch Hotel
Premium bedding, desk, cots/infant beds, rollaway beds

The Perch Hotel

2.0 star property
9.4 out of 10, Exceptional, (19)
"Wonderful hotel i will recommend "
The price is S$375
includes taxes & fees
30 Oct - 31 Oct
The Perch Hotel
Albergo Allegria Hotel & Breakfast Restaurant
Premium bedding, down duvets, individually decorated

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (269)
"Nice people and great breakfast. "
The price is S$219
includes taxes & fees
13 Oct - 14 Oct
Albergo Allegria Hotel & Breakfast Restaurant
Urban Cowboy Lodge
Restaurant

Urban Cowboy Lodge

5.0 star property
9.2 out of 10, Wonderful, (168)
"Just the whole experience was amazing. We enjoyed it so much (my daughter and I) that we want to return for Mother's Day. "
The price is S$342
includes taxes & fees
15 Oct - 16 Oct
Urban Cowboy Lodge
The Graham & Co.
Seasonal outdoor pool

The Graham & Co.

3.0 star property
9.6 out of 10, Exceptional, (18)
"A beautiful and relaxing getaway in the Catskills. Highly recommended. The room and grounds are clean and well maintained. The staff is friendly and attentive without being intrusive."
The price is S$200
includes taxes & fees
10 Nov - 11 Nov
The Graham & Co.
Starlite Motel
Exterior

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (269)
"The property was beautiful! Definitely coming back!"
The price is S$182
includes taxes & fees
14 Oct - 15 Oct
Starlite Motel
Antique Rose Inn Windham
Front of property

Antique Rose Inn Windham

3.0 star property
9.0 out of 10, Wonderful, (124)
"We did not expect to share a bathroom. We should of done our homework on the place. Its a lovely place to stay. Owner is very friendly, breakfast was accommodating to our wishes."
The price is S$189
includes taxes & fees
16 Oct - 17 Oct
Antique Rose Inn Windham
Beds on Clouds
Porch

Beds on Clouds

3.0 star property
7.4 out of 10, Good, (67)
"Great spot for a weekend getaway"
The price is S$256
includes taxes & fees
13 Oct - 14 Oct
Beds on Clouds
Catskill Seasons Inn
Mountain view

Catskill Seasons Inn

2.5 star property
8.2 out of 10, Very good, (232)
"Bartender was awesome, Food was great "
The price is S$173
includes taxes & fees
26 Oct - 27 Oct
Catskill Seasons Inn
Mountain Treasure B&B
Exterior

Mountain Treasure B&B

3.0 star property
9.4 out of 10, Exceptional, (283)
"Great location, nice and peaceful"
The price is S$213
includes taxes & fees
14 Oct - 15 Oct
Mountain Treasure B&B
Eastwind Oliverea Valley
Terrace/patio

Eastwind Oliverea Valley

2.0 star property
9.4 out of 10, Exceptional, (33)
"Very cozy for a weekend gateway "
The price is S$778
includes taxes & fees
31 Oct - 1 Nov
Eastwind Oliverea Valley
The Queen of the Catskills B&B
Front of property

The Queen of the Catskills B&B

3.0 star property
9.2 out of 10, Wonderful, (74)
"Excellent stay! Would highly recommend. The hosts were very accommodating and very friendly. Everything about this B&B was a first class experience (room, hosts, breakfast). Would highly recommend! "
The price is S$275
includes taxes & fees
22 Oct - 23 Oct
The Queen of the Catskills B&B
Meadowood Inn
Front of property

Meadowood Inn

3.0 star property
9.6 out of 10, Exceptional, (261)
"Friendly, homey, and folksy"
The price is S$174
includes taxes & fees
14 Oct - 15 Oct
Meadowood Inn
Shadowcrest
Bathroom

Shadowcrest

3.5 star property
9.8 out of 10, Exceptional, (258)
"Loved everything about my stay! Room was wonderful and the bed was heavenly! House decorated & furnished beautifully! The porch was so comfortable & cozy! Sitting out there was so peaceful & serene!! Brenden was fantastic!! Would highly recommend staying at Shadowcrest!!"
The price is S$186
includes taxes & fees
14 Oct - 15 Oct
Shadowcrest
The Outpost by Windham Mountain Club
Lobby sitting area

The Outpost by Windham Mountain Club

2.5 star property
8.0 out of 10, Very good, (3)
"Cozy and warm. I think it would be better to visit during the winter season"
The price is S$279
includes taxes & fees
13 Oct - 14 Oct
The Outpost by Windham Mountain Club
Kaatskill Mountain Club at Hunter Mountain
Outdoor pool

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
9.2 out of 10, Wonderful, (292)
"Wonderful resort, clean , great facilities friendly staff "
The price is S$277
includes taxes & fees
14 Oct - 15 Oct
Kaatskill Mountain Club at Hunter Mountain
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.
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Stay near popular Ashland attractions

Ashland Town Hall

Ashland Town Hall is just one of the places to see in Ashland, so why not enjoy the other things to explore during your travels?
See properties

Top Ashland Hotel Reviews

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"This was a great place for my extended family to gather. There are two spacious common rooms. It’s in a beautiful location. I love the rooms with the two sets of queen bunkbeds. It feels like home away from home."
Alina 2-night trip
Posted 2 days ago
Hunter Lodge, a Bluebird by Lark

More cheap stays in Ashland

Hotel Vienna

Hotel Vienna

107 State Route 296, Windham, NY
Get rates
9.2/10 Wonderful! (657 reviews)

Frequently asked questions

What's the best place for a stay in Ashland?
Hotel Vienna, located 6.7 mi (10.8 km) from the heart of Ashland, is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Hunter Lodge, a Bluebird by Lark and Kaatskill Mountain Club at Hunter Mountain. See all available top hotels, or vacation rentals in Ashland.
If I need to cancel my hotel reservation in Ashland, will I receive a refund?
Yes, most hotel room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Ashland.
What are some accommodation options with pools in Ashland?
Hotel Vienna: Hotel located near Windham Mountain Resort. Features daily, an indoor pool and free self parking. Kaatskill Mountain Club at Hunter Mountain and Wylder Hotel Windham are two additional hotels with an on-site pool. View all hotels with pools in Ashland.
What is staying in Ashland like?
Visitors to Ashland will definitely find plenty to explore and enjoy. A top sight in the area is Hunter Mountain. In Ashland, there are 8 hotels and other accommodation options to choose from. Find out more about Ashland.
What should I do while I'm visiting Ashland?
A favourite place to visit is Ashland Town Hall. Additionally, you'll find Hunter Mountain in the area. Take a look at what more there is to see and do in Expedia's Ashland guide.
What's the weather like in Ashland?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Ashland are January, March, December and November, with each month seeing an average of 18 cm of snowfall.

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