Hotels in Ashland
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Sep 16 - Sep 17Tomorrow
Sep 17 - Sep 18This weekend
Sep 18 - Sep 20Next weekend
Sep 25 - Sep 27Where to stay in Ashland?
1. Moore's Motel
Moore's MotelPrattsville
$120
$130 total
includes taxes & fees
Sep 17 - Sep 18
2. Cave Mountain Motel
Cave Mountain MotelWindham
$139
$150 total
includes taxes & fees
Oct 1 - Oct 2
4. Jimmy OConnors Windham Mountain Inn
Jimmy OConnors Windham Mountain InnWindham
$134
$144 total
includes taxes & fees
Oct 6 - Oct 7
5. The Colonial Motel
The Colonial MotelGrand Gorge
$99
$109 total
includes taxes & fees
Sep 17 - Sep 18
6. Black Bear Lodge
Black Bear LodgePrattsville
$149
$161 total
includes taxes & fees
Sep 17 - Sep 18
7. Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by LarkHunter
$135
$168 total
includes taxes & fees
Sep 29 - Sep 30
8. Antique Rose Inn Windham
Antique Rose Inn WindhamWindham
$135
$146 total
includes taxes & fees
Sep 17 - Sep 18
9. The Winwood Condominiums
The Winwood CondominiumsWindham
$169
$183 total
includes taxes & fees
Sep 17 - Sep 18
10. Albergo Allegria Hotel
Albergo Allegria HotelWindham
$174
$188 total
includes taxes & fees
Sep 20 - Sep 21
11. Mountain Treasure B&B
Mountain Treasure B&BMaplecrest
$169
$183 total
includes taxes & fees
Sep 20 - Sep 21
12. The Perch Hotel
The Perch HotelEast Windham
$208
$225 total
includes taxes & fees
Sep 17 - Sep 18
13. Eastwind Windham
Eastwind WindhamWindham
$289
$344 total
includes taxes & fees
Sep 17 - Sep 18
14. SunView Motel
SunView MotelTannersville
$118
$128 total
includes taxes & fees
Oct 1 - Oct 2
15. Starlite Motel
Starlite MotelBig Indian
$125
$140 total
includes taxes & fees
Sep 17 - Sep 18
16. Kaatskill Mountain Club & Condos by Vail Resorts
Kaatskill Mountain Club & Condos by Vail ResortsHunter
$198
$235 total
includes taxes & fees
Sep 28 - Sep 29
17. The Wheelhouse Inn
The Wheelhouse InnPine Hill
$90
$101 total
includes taxes & fees
Oct 16 - Oct 17
18. Windham NY Escape
Windham NY EscapeHensonville
$429
$542 total
includes taxes & fees
Sep 17 - Sep 18
19. Wylder Hotel Windham
Wylder Hotel WindhamWindham
$303
$377 total
includes taxes & fees
Sep 27 - Sep 28
20. Hotel Mountain Brook
Hotel Mountain BrookTannersville
$204
$220 total
includes taxes & fees
Sep 30 - Oct 1
Go beyond your typical stay in Ashland
Pet friendly
Apartment
Family friendly
Cottage
Top landmarks in Ashland
Ashland Town Hall
Ashland Town Hall is worth a visit, located 1.5 mi (2.4 km) from central Ashland.
Check out reviews of Ashland hotels guests love
Hunter Lodge, a Bluebird by Lark
10/10 Excellent
"Beautiful Mountain View’s in the Catskills. Just a mile or so to the quaint village of Tannersville. With restaurants and artisan gift shops. Driving through Kaaterskill Falls trail is worth the trip."
Hotel Vienna
10/10 Excellent
"Nice view of the mountains"
Hotel Mountain Brook
10/10 Excellent
"Easy parking. I left too early to sample the breakfast. But it’s a wonderful, rustic, laid-back place. Great place to chill. Super clean. Friendly staff."
Emerson Resort & Spa
10/10 Excellent
"Perfect off the grid getaway. Lovely cabin style accommodations with bikes and pickle ball to use included and nightly fire pits that set the scene for a fun fall trip. Hot tub spa delightful. Only wishes were for a fire poker at the fire pit given self loaded after they initially light it (although amazing amount of unlimited dry cut firewood to use) and toilet on first floor of the two story cabin (as you had to walk upstairs and through the bedroom) given sofa bed on first floor"
Phoenicia Lodge
10/10 Excellent
"Truly enjoyed our stay and hope to plan another trip. We loved our cabin. Great location. Close to dining and activities. WiFi spotty, but allowed us to be more present with one another. Kids watched DVDs, played board games and did puzzles. Basic but nice breakfast option, and the kids loved having the s'mores kits."
The Colonial Motel
10/10 Excellent
"Friendly staff. Easy to park. Room & bathroom very clean. Location was convenient. The outdoor swimming pool is also great for an easy day. I would stay here again!"
Kaatskill Mountain Club & Condos by Vail Resorts
10/10 Excellent
"A"
Shandaken Inn
10/10 Excellent
"Amazing stay! Will definitely be back and bonus: restaurant on site is also incredible!"
Urban Cowboy Lodge
8/10 Good
"The property and stay was great. The reason for four stars vs. five were the expectations. The descriptions and their Instagram oversells the place so you go expecting more. A little more transparency and marketing the property for its true self - it's a fantastic spot."