Title: The 10 Best Hotels Near Overlook Mountain Trailhead, Woodstock from CA $170 | Expedia.ca

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# Find hotels near Overlook Mountain Trailhead, Woodstock from CA $170

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## Check prices for these dates

Tonight

[Dec 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=553248621532664652&startDate=2025-12-08&endDate=2025-12-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=553248621532664652&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248621532664652&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248621532664652&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Top Hotels Close to Overlook Mountain Trailhead

![Books, music library, stereo](https://images.trvl-media.com/lodging/43000000/42300000/42299700/42299613/e4f22671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/43000000/42300000/42299700/42299613/822164f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/43000000/42300000/42299700/42299613/7d6fb541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Quadruple Room, 1 King Bed with Sofa bed, Garden View (Room 12)](https://images.trvl-media.com/lodging/43000000/42300000/42299700/42299613/616058a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Twin Gables of Woodstock

3.4 km from Overlook Mountain Trailhead

9.8/10

Exceptional

(192)

"Amazing stay!!! Super hippie vibe and lived every minute of it. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Heather

CA $178

CA $200 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Kingston-Hotels-Twin-Gables-Of-Woodstock.h42299613.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/23afa1a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/c9aaffda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/4d80c157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/fd19b93a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Herwood Inn

3.4 km from Overlook Mountain Trailhead

9.6/10

Exceptional

(90)

"Just lovely all around! I loved the attention to detail inside and on the grounds."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

karen

CA $202

CA $226 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Woodstock-Hotels-The-Herwood-Inn.h78268801.Hotel-Information)

![Superior Room, Fireplace, River View](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/4b59784b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Private kitchen](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/d778d70c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/6b02a55c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Woodstock Way Hotel

3.4 km from Overlook Mountain Trailhead

9.6/10

Exceptional

(213)

"Very pleasant staff...nice rooms"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Abdallah

CA $279

CA $366 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information)

![Room, Ensuite (Superior Main Lodge Room)  - This unit is not pet friendly](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/3d49d8bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, Ensuite (Superior Main Lodge Room)  - This unit is not pet friendly](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/79fc5af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/55331c29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/0f8034b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Mountain Brook

14 km from Overlook Mountain Trailhead

9.8/10

Exceptional

(515)

"everything was excellent amazing place and great location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Grigoriy

CA $206

CA $222 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/93000000/92820000/92813300/92813218/24acd8f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/93000000/92820000/92813300/92813218/233563d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/93000000/92820000/92813300/92813218/000cbb2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Double Room](https://images.trvl-media.com/lodging/93000000/92820000/92813300/92813218/ec62b43c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Dylan

7.6 km from Overlook Mountain Trailhead

9.4/10

Exceptional

(40)

"Close to restaurants and shopping. Nice vibe."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

sara

CA $210

CA $236 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Woodstock-Hotels-Hotel-Dylan.h92813218.Hotel-Information)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/815da7c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/694f10e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/1d3c6fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/13ab8661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Kingston-Ulster by IHG

14.5 km from Overlook Mountain Trailhead

9.4/10

Exceptional

(1005)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Siju

CA $155

CA $173 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Kingston-Ulster.h16102650.Hotel-Information)

![Deluxe Room, 1 King Bed, Balcony](https://images.trvl-media.com/lodging/5000000/4680000/4672800/4672738/64adc8c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch, dinner, brunch served; American cuisine ](https://images.trvl-media.com/lodging/5000000/4680000/4672800/4672738/4c471df7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/5000000/4680000/4672800/4672738/1923ad8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/5000000/4680000/4672800/4672738/73438520.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Diamond Mills Resort

14.2 km from Overlook Mountain Trailhead

9.4/10

Exceptional

(344)

"Amazing view from the room. We had a great stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Adam

CA $339

CA $415 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Kingston-Hotels-Diamond-Mills-Hotel-Tavern.h4672738.Hotel-Information)

![Premium bedding, down comforters, Tempur-Pedic beds, in-room safe](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/24c057a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/75a25972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/f1b3797c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/80ece474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### AutoCamp Catskills

8.9 km from Overlook Mountain Trailhead

9.0/10

Wonderful

(439)

"Great location. Amazing views. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarig

CA $200

CA $278 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/14a7fd46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/af0a88d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/fbbd36bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sauna, hot tub, steam room, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/c60350a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Emerson Resort & Spa

13.9 km from Overlook Mountain Trailhead

9.2/10

Wonderful

(46)

"Very clean and cozy "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

CA $330

CA $407 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Kingston-Hotels-Emerson-Resort-Spa.h38028935.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/c80f19a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/1ee74f16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Chalet | Private kitchen](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/59b3ee8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/e3c9ac24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hunter Lodge, a Bluebird by Lark

15.8 km from Overlook Mountain Trailhead

9.2/10

Wonderful

(818)

"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Russel

CA $213

CA $260 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/d9928411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/1bbce27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Paper towels](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/c74e4dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/02023cd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kaatskill Mountain Club at Hunter Mountain

16.8 km from Overlook Mountain Trailhead

9.2/10

Wonderful

(318)

"Beautiful resort. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kelly

CA $273

CA $325 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/21cb7965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/2644dba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/fcda508b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/a45db9ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Kingston

15.7 km from Overlook Mountain Trailhead

9.0/10

Wonderful

(1002)

"Courteous staff, clean room, pleasant atmosphere, convenient location, and good free breakfast."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karen

CA $154

CA $172 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/111000000/110990000/110983000/110982919/4b34c21e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite - This unit is not pet friendly | Living area](https://images.trvl-media.com/lodging/111000000/110990000/110983000/110982919/ec97040d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110990000/110983000/110982919/6e4fd94e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Suite - This unit is not pet friendly](https://images.trvl-media.com/lodging/111000000/110990000/110983000/110982919/25d56808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Phoenicia Lodge

17 km from Overlook Mountain Trailhead

9.2/10

Wonderful

(32)

"Had a great stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lace

CA $208

CA $233 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Phoenicia-Hotels-Phoenicia-Lodge.h110982919.Hotel-Information)

![Studio, Private Bathroom, Garden View (Dove  house on Tannery br) | View from property](https://images.trvl-media.com/lodging/13000000/12380000/12372300/12372278/e82b7d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, Private Bathroom, Garden View (white room)](https://images.trvl-media.com/lodging/13000000/12380000/12372300/12372278/7fb1dce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/13000000/12380000/12372300/12372278/9f468cb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/13000000/12380000/12372300/12372278/ff946ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Morning Glory B n B Woodstock NY

3.4 km from Overlook Mountain Trailhead

8.4/10

Very good

(155)

"Beautiful historic home. We had a nice stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $261

CA $292 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Kingston-Hotels-Morning-Glory-B-N-B-Woodstock-NY.h12372278.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/3f674783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/7e35994a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/8885aa53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/ee573108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Inn by Marriott Kingston

16.1 km from Overlook Mountain Trailhead

8.8/10

Excellent

(789)

"Very nice stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

LOIS

CA $158

CA $176 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/9b72516c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/7ac88c2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/dbefa388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/3b9540aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

12.4 km from Overlook Mountain Trailhead

8.8/10

Excellent

(689)

"Clean rooms, very friendly and accommodating staff. Breakfast was very nice. Just overall wonderful hotel"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gideon

CA $173

CA $193 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/a5bfb382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/dccc054e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/929cce76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/f976cd43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Kingston

15.9 km from Overlook Mountain Trailhead

8.8/10

Excellent

(1005)

"Great stay!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anita

CA $152

CA $170 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/34000000/33550000/33543100/33543005/367b2752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Building design](https://images.trvl-media.com/lodging/34000000/33550000/33543100/33543005/0c2214a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/34000000/33550000/33543100/33543005/f5481020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, Frette Italian sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/34000000/33550000/33543100/33543005/69c42c71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Kinsley

17.4 km from Overlook Mountain Trailhead

9.0/10

Wonderful

(330)

"Room was great and staff very friendly"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Byron

CA $304

CA $396 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Kingston-Hotels-HOTEL-KINSLEY.h33543005.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/119000000/118060000/118056600/118056521/88412f44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, soap, shampoo](https://images.trvl-media.com/lodging/119000000/118060000/118056600/118056521/7d440c57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118060000/118056600/118056521/b8a18d0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118060000/118056600/118056521/516df8e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Overlook Hotel

13 km from Overlook Mountain Trailhead

8.4/10

Very good

(22)

"Owners were super friendly and location was great! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elliott

CA $281

CA $315 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Saugerties-Hotels-Overlook-Hotel.h118056521.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/91000000/90840000/90839600/90839527/8340a337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/91000000/90840000/90839600/90839527/429c1bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Double Beds](https://images.trvl-media.com/lodging/91000000/90840000/90839600/90839527/1be504b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Double Beds](https://images.trvl-media.com/lodging/91000000/90840000/90839600/90839527/badc3253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hudson Valley 9w Motel

14.7 km from Overlook Mountain Trailhead

8.2/10

Very good

(68)

"trains wake us up at 5 and 5:30 AM. affordable and convenient otherwise."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joe

CA $131

CA $216 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Lake-Katrine-Hotels-Hudson-Valley-9w-Motel.h90839527.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-22&endDate=2025-12-23&regionId=553248621532664652&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Top Overlook Mountain Trailhead Hotel Reviews

![Woodstock Way Hotel](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e_y.jpg)

### Woodstock Way Hotel

10/10 Excellent

"Lovely place. Very comfortable beds. The only draw back was that our room was right by the drive way. Felt as if we were in a fish bowl. Maybe get some sheer drapes. Also, no coffee making facilities in our room, and no food offered at the foyer space, only coffee."

[](https://expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information)

![Private Home ~ All Yours ~ In town ~ fenced in yard ~ Pets welcome!](https://images.trvl-media.com/lodging/20000000/19520000/19512800/19512715/5d4a2464_y.jpg)

### Private Home \~ All Yours \~ In town \~ fenced in yard \~ Pets welcome!

10/10 Excellent

"Wonderful Thanksgiving break! The house is right in town but tucked on a side street so it is quiet. The house was clean and cozy and just right for our family and our dog. The yard was safely fenced and had enough room for the pup for stretch his legs in the morning. The house is within walking distance of whimsical shoppes, amazing eateries and waterfall laden hiking trails. The host was responsive yet unobtrusive. All in all a magical getaway!"

[](https://expedia.ca/Woodstock-Hotels-Private-Home-All-Yours-Hot-Tub-In-Woodstock-Walk-Everywhere.h19512715.Hotel-Information)

![Twin Gables of Woodstock](https://images.trvl-media.com/lodging/43000000/42300000/42299700/42299613/e4f22671_y.jpg)

### Twin Gables of Woodstock

10/10 Excellent

"All good , had an excellent time. Leanne was the perfect hostess. Would visit again"

[](https://expedia.ca/Kingston-Hotels-Twin-Gables-Of-Woodstock.h42299613.Hotel-Information)

![The Herwood Inn](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/23afa1a7_y.jpg)

### The Herwood Inn

10/10 Excellent

"Warm, cozy and everything you could need. Would recommend and stay again "

[](https://expedia.ca/Woodstock-Hotels-The-Herwood-Inn.h78268801.Hotel-Information)

![Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!](https://images.trvl-media.com/lodging/119000000/118740000/118730500/118730496/4177a027_y.jpg)

### Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!

10/10 Excellent

"Great location !"

[](https://expedia.ca/Woodstock-Hotels-Groovy-1-Bedroom-Apartment-In-Woodstock-AC-WiFi.h118730496.Hotel-Information)

![Junebug Cottage: peace, love and privacy a short walk to Woodstock village green](https://images.trvl-media.com/lodging/85000000/84080000/84071900/84071879/1219ead3_y.jpg)

### Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

10/10 Excellent

"We had a great stay at the Junebug Cottage. It was a great location, and our hosts were amazing."

[](https://expedia.ca/Woodstock-Hotels-Junebug-Cottage-Peace.h84071879.Hotel-Information)

![Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi](https://images.trvl-media.com/lodging/116000000/115700000/115695700/115695675/36a8fd29_y.jpg)

### Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi

10/10 Excellent

"This rental was the absolute perfect location for walking to all the wonderful restaurants and fun shops in Woodstock. It was clean and bright, and the balcony was an added bonus. As an FYI, the rental is on the second floor in an old building. We could hear the people above us walking (both foot steps and creaky floor boards). While it was slightly annoying, the perfect location more than made up for it and we would absolutely stay here again. "

[](https://expedia.ca/Woodstock-Hotels-Colorful-Modern-Hideaway-In-Downtown-Woodstock-AC-WiFi.h115695675.Hotel-Information)

![JUST LISTED! Romance +history +luxury +privacy in heart of village = Maple House](https://images.trvl-media.com/lodging/43000000/42130000/42121900/42121830/949245b4_y.jpg)

### JUST LISTED! Romance +history +luxury +privacy in heart of village = Maple House

10/10 Excellent

"-- Easy central heating.-- Many electric outlets, including bedsides.-- Great layout. Upstairs: both bedrooms and one of the toilets/ shower/ bathtub. Downstairs: the other toilet / shower, living, kitchen, laundry).-- Exceptional cleanliness - everything looked new, fresh, and thoughtfully arranged. It was nothing short of marvelous.-- Even flashlights were everywhere you might need them, and some extra supplies, including condiments. My only small concern was that my family might wake up from squeaky floors upstairs or from knocking sounds that the heating system makes when it turns on. But they didn't seem to be bothered. We used the shower downstairs as it was completely enclosed by glass, so we didn't have to worry about creating a flood that I think we would have had upstairs were the glass was limited and there was no curtain. Since those things didn't affect our family, we thoroughly enjoyed this cheerful and peaceful house. We didn't have the time to try the wine, but spent some time with the neighbors' cats who played on the shared parking lot and flea market across the street - they were gorgeous and such a bonus!"

[](https://expedia.ca/Woodstock-Hotels-JUST-LISTED-Romance-History-Luxury-Privacy-In-Heart-Of-Village-Maple-House.h42121830.Hotel-Information)

![Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly](https://images.trvl-media.com/lodging/89000000/88660000/88654200/88654159/bdb2e7e9_y.jpg)

### Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly

10/10 Excellent

"Very nice and spacious house. It would’ve been nice to have a bathroom upstairs because the spiral staircase was a little awkward in the middle of the night for us older gals. Everything was neat and clean except the bathroom tile in both bathrooms needs a good scrub. It was a short walk to town and the town is adorable. "

[](https://expedia.ca/Woodstock-Hotels-Iconic-Woodstock-Home-Private.h88654159.Hotel-Information)

## Hotels near other Overlook Mountain Trailhead attractions

### Woodstock Music Shop

4.5/5 (6 reviews)

You can search for that perfect souvenir at Woodstock Music Shop during your trip to Woodstock. Discover the mountain views while you're in the area. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532664650)

### Karma Triyana Dharmachakra Monastery

5.0/5 (4 reviews)

Learn about the local history of Woodstock with a stop at Karma Triyana Dharmachakra Monastery. Discover the mountain views while you're in the area. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532664651)

### Byrdcliffe Barn

Byrdcliffe Barn is just one of the places to see in Woodstock, so why not enjoy the other things to explore during your travels? Amble around this relaxing area's forest or experience its art scene. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=875874528342085632)

### Colony

You can get tickets for a performance at Colony during your stay in Woodstock. Amble around this relaxing area's forest or experience its art scene. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=949215965288275968)

### Woodstock Public Library

4.5/5 (21 reviews)

Woodstock Public Library is just one of the places to see in Woodstock, so why not enjoy the other things to explore during your travels? Discover the mountain views while you're in the area. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532664646)

### Woodstock Artists Association and Museum

You can spend time browsing the exhibits at Woodstock Artists Association and Museum in Woodstock. Amble around this relaxing area's forest or experience its art scene. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=950929774776233984)

### SweetHeart Gallery

You can spend an afternoon exploring the galleries in SweetHeart Gallery in Woodstock. Discover the mountain views while you're in the area. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532664649)

### The Comeau Property

Explore the great outdoors at The Comeau Property, a lovely green space in Woodstock. Amble around this relaxing area's forest or experience its art scene. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=949215139509391360)

## Frequently asked questions

### What are the top-rated hotels near Overlook Mountain Trailhead?

> [Brigadoon--3 BR Magical Farmhouse for a Romantic or Family Vacation](https://expedia.ca/Woodstock-hotels-Brigadoon--3-BR-Magical-Farmhouse-for-a-Romantic-or-Family-Vacation.h27131139.Hotel-information)
> 
>   
> Brigadoon is a charming farmhouse just 6.8 km from Overlook Mountain Trailhead, with an impressive review rating of 10\. This picturesque retreat features a cozy fireplace and a beautiful garden, perfect for unwinding after a day of exploration. Guests will appreciate the well-equipped kitchen and the hot tub for relaxing evenings. Outdoor enthusiasts can enjoy nearby hiking and biking trails, bringing the natural beauty of Woodstock right to their doorstep.
> 
>   
> [The Herwood Inn](https://www.expedia.ca/Woodstock-Hotels-The-Herwood-Inn.h78268801.Hotel-Information)
> 
>   
> The Herwood Inn is a luxurious 4.5-star hotel located just 5.0 km from Overlook Mountain Trailhead, with a stellar review rating of 9.8\. This romantic getaway features designer toiletries and premium bedding, ensuring a restful stay. Guests can indulge in the hot tub or enjoy a quiet moment on the furnished balcony overlooking the mountains. With a kitchenette and complimentary parking, The Herwood Inn is a fantastic choice for travellers seeking both comfort and convenience.
> 
>   
> [Twin Gables of Woodstock](https://www.expedia.ca/Kingston-Hotels-Twin-Gables-Of-Woodstock.h42299613.Hotel-Information)
> 
>   
> Twin Gables of Woodstock is a delightful 3-star hotel located only 4.5 km from Overlook Mountain Trailhead, enjoying a review rating of 9.8\. This Victorian hotel offers a tranquil atmosphere with a beautiful terrace and garden. Guests can start their day with a complimentary continental breakfast and take advantage of the daily housekeeping. The stunning mountain views and nearby hiking and biking trails make it an excellent base for outdoor adventures.

### How much is a hotel near Overlook Mountain Trailhead?

### What are the most popular family-friendly hotels near Overlook Mountain Trailhead?

> [Brigadoon--3 BR Magical Farmhouse for a Romantic or Family Vacation](https://expedia.ca/Woodstock-hotels-Brigadoon--3-BR-Magical-Farmhouse-for-a-Romantic-or-Family-Vacation.h27131139.Hotel-information)
> 
>   
> Located 6.8 km from Overlook Mountain Trailhead, Brigadoon is a charming farmhouse rated 10 by travellers. Perfect for families, it offers a kitchen, outdoor patio, and games for children, ensuring a memorable stay. Guests can also take advantage of onsite golf, a hot tub, and nearby hiking trails, making it ideal for both relaxation and adventure.
> 
>   
> [The Herwood Inn](https://www.expedia.ca/Woodstock-Hotels-The-Herwood-Inn.h78268801.Hotel-Information)
> 
>   
> The Herwood Inn, a 4.5-star hotel only 5.0 km from Overlook Mountain Trailhead, enjoys a stellar review rating of 9.8\. This family-friendly inn offers secured yard space for children, free cribs, and a lovely garden. Additional amenities include an espresso maker, hot tub, and easy access to nearby skiing, making it a perfect retreat for families seeking both comfort and activities.
> 
>   
> [Woodstock Way Hotel](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information)
> 
>   
> Woodstock Way Hotel is a 4-star gem just 4.3 km from Overlook Mountain Trailhead, an impressive 9.6 travellers' rating. This family-friendly hotel features a fully equipped kitchen, free cribs, and a delightful garden area for kids to explore. Guests can also enjoy amenities like a spa, terrace, and self-parking, making it a fantastic choice for families looking to unwind after a day of adventure.

### Which hotels near Overlook Mountain Trailhead offer the best views?

> [Brigadoon--3 BR Magical Farmhouse for a Romantic or Family Vacation](https://expedia.ca/Woodstock-hotels-Brigadoon--3-BR-Magical-Farmhouse-for-a-Romantic-or-Family-Vacation.h27131139.Hotel-information)
> 
>   
> Located just 6.8 km from Overlook Mountain Trailhead, this enchanting farmhouse boasts a perfect blend of rustic charm and modern comfort. Rated 10 by travellers, it features breathtaking mountain views that can be enjoyed from the patio or garden. Guests will appreciate the hot tub for relaxation after a day of hiking, along with amenities like a fully equipped kitchen and onsite golf privileges, making it an ideal choice for both romance and adventure.
> 
>   
> [Twin Gables of Woodstock](https://www.expedia.ca/Kingston-Hotels-Twin-Gables-Of-Woodstock.h42299613.Hotel-Information)
> 
>   
> Just 4.5 km from Overlook Mountain Trailhead, Twin Gables of Woodstock is rated 9.8 by travellers and offers a quaint Victorian design complemented by picturesque mountain views. This charming 3-star hotel provides free continental breakfast and a lovely terrace for travellers to enjoy the surrounding natural beauty. With daily housekeeping and access to hiking and biking trails, it's an excellent choice for those seeking comfort and convenience.
> 
>   
> [Woodstock Way Hotel](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information)
> 
>   
> With a stellar review rating of 9.6 and located only 4.3 km from Overlook Mountain Trailhead, the Woodstock Way Hotel offers contemporary elegance with stunning mountain views. This 4-star hotel features a relaxing spa, complete with various massage options, and a terrace that provides a perfect spot to unwind. Guests can also enjoy the onsite shopping and fitness facilities, ensuring a luxurious stay in the heart of Woodstock.

### What are the best affordable hotels near Overlook Mountain Trailhead?

> [Brigadoon--3 BR Magical Farmhouse for a Romantic or Family Vacation](https://expedia.ca/Woodstock-hotels-Brigadoon--3-BR-Magical-Farmhouse-for-a-Romantic-or-Family-Vacation.h27131139.Hotel-information)
> 
>   
> Located just 6.8 km from Overlook Mountain Trailhead, Brigadoon offers a magical farmhouse experience perfect for families or couples. Rated 10 by travellers, this hotel features a fully equipped kitchen, a cozy fireplace, and a relaxing hot tub. Guests can enjoy the outdoor patio and nearby hiking trails, making it an ideal base for exploring the beautiful surroundings.
> 
>   
> [Twin Gables of Woodstock](https://www.expedia.ca/Kingston-Hotels-Twin-Gables-Of-Woodstock.h42299613.Hotel-Information)
> 
>   
> Twin Gables of Woodstock is a charming 3-star hotel located only 4.5 km from Overlook Mountain Trailhead. With a review rating of 9.8, this hotel offers a free continental breakfast and WiFi to ensure a delightful stay. Its Victorian design and beautiful mountain views create a serene atmosphere, while the nearby hiking and biking opportunities cater to outdoor lovers of all ages.
> 
>   
> [The Woodstock Inn on the Millstream](https://www.expedia.ca/Kingston-Hotels-The-Woodstock-Inn-On-The-Millstream.h30528868.Hotel-Information)
> 
>   
> Just 4.7 km from Overlook Mountain Trailhead, The Woodstock Inn on the Millstream boasts an impressive 8.8 review rating. This 3-star inn features free continental breakfast and WiFi, ensuring travellers start their day right. With spacious rooms that include kitchen amenities, a fireplace, and easy access to local hiking spots, this inn perfectly balances comfort with convenience for travellers seeking adventure.

### What are the best pet-friendly hotels near Overlook Mountain Trailhead?

> [Brigadoon--3 BR Magical Farmhouse for a Romantic or Family Vacation](https://expedia.ca/Woodstock-hotels-Brigadoon--3-BR-Magical-Farmhouse-for-a-Romantic-or-Family-Vacation.h27131139.Hotel-information)
> 
>   
> Brigadoon is a unique, pet-friendly farmhouse located 6.8 km from Overlook Mountain Trailhead, with a perfect review rating of 10\. This enchanting retreat permits dogs and offers a spacious environment for families or romantic getaways. Guests can enjoy amenities like a hot tub, a well-equipped kitchen, and beautiful mountain views, ensuring a memorable stay in the heart of nature.
> 
>   
> [The Herwood Inn](https://www.expedia.ca/Woodstock-Hotels-The-Herwood-Inn.h78268801.Hotel-Information)
> 
>   
> The Herwood Inn, a 4.5-star hotel located just 5.0 km from Overlook Mountain Trailhead, boasts an impressive review rating of 9.8\. This pet-friendly haven welcomes dogs and provides essential amenities like food and water bowls, ensuring a comfortable stay for your furry companion. Guests can also enjoy a hot tub, a terrace, and free self-parking, making it an ideal spot for relaxation after a day of outdoor adventures.
> 
>   
> [Woodstock Way Hotel](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information)
> 
>   
> Woodstock Way Hotel is a charming 4-star accommodation situated only 4.3 km from Overlook Mountain Trailhead, featuring a great traveler rating score of 9.6\. This hotel is pet-friendly, allowing dogs and providing a welcoming atmosphere for pet owners. Guests will appreciate amenities such as an onsite spa, fitness facilities, and daily housekeeping, making it a fantastic choice for a comfortable and enjoyable stay.

### Can I book a fully refundable hotel close to Overlook Mountain Trailhead?

### Can I find Expedia discounts for hotels near Overlook Mountain Trailhead?

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- [Adults Only Resorts & in Shady ](https://www.expedia.ca/Shady-Woodstock-Hotels-Adults-Only-Resorts.0-n553248635976471788-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
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- [West Saugerties Hotels ](https://www.expedia.ca/West-Saugerties-Hotels.d553248635975847446.Travel-Guide-Hotels)
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- [Farmstay in Woodstock ](https://www.expedia.ca/Woodstock-Agritourism.d176573-aaAgritourism.Travel-Guide-Accommodation)
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- [Hotels with an Indoor Pool in Woodstock ](https://www.expedia.ca/Woodstock-Hotels-Hotels-With-Indoor-Pool.0-0-d176573-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
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- [Aparthotels in Zena ](https://www.expedia.ca/Zena-Apart-Hotels.d553248634999062266-aaApartHotels.Travel-Guide-Accommodation)
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- [Flights to Woodstock ](https://www.expedia.ca/Cheap-Flights-To-Woodstock.d176573.Travel-Guide-Flights)
- [Flights from West Hurley ](https://www.expedia.ca/lp/flights/553248634999053244/flights-from-west-hurley)
- [Flights from Toronto (YYZ) to New York (NYC) ](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)

- [Karma Triyana Dharmachakra Monastery ](https://www.expedia.ca/Karma-Triyana-Dharmachakra-Monastery-Woodstock.d553248621532664651.Vacation-Attraction)
- [Visit West Saugerties ](https://www.expedia.ca/West-Saugerties.dx553248635975847446)
- [Woodstock Public Library ](https://www.expedia.ca/Woodstock-Public-Library-Woodstock.d553248621532664646.Vacation-Attraction)
- [Woodstock Vacations ](https://www.expedia.ca/Woodstock.d176573.Destination-Travel-Guides)

- [Autoclick Rental Cars in Lake Hill ](https://www.expedia.ca/AutoClick-Car-Rentals-In-Lake-Hill.d553248635974530561-c1095.Car-Rental-Guide-Suppliers)
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- [Woodstock Vacation Rentals ](https://www.expedia.ca/Woodstock-Vacation-Rentals.d176573.Travel-Guide-VacationRentals)

- [Things to do in Woodstock ](https://www.expedia.ca/Things-To-Do-In-Woodstock.d176573.Travel-Guide-Activities)