Hotels logo

Hotels in Roxbury

October 2026
5
November 2026

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Where to stay in Roxbury?

A covered porch with outdoor seating, a staircase, and potted plants.
A cozy room with a white sofa, a wooden table with a lamp, and a chair with a patterned cushion. There's a reception desk with a computer and a sign that says "Welcome".
A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.
A sign for The Colonial Motel with a green and white color scheme, surrounded by lush greenery and flowering trees.

1. The Colonial Motel

The Colonial Motel
Grand Gorge
$89
$98 total
includes taxes & fees
Oct 6 - Oct 7
The Colonial Motel
A swimming pool with lounge chairs and potted plants.
A two-story motel with a central staircase, balconies, and a grassy front yard.
A two-story building with a large front porch, a chimney, and a balcony.
A hotel room with two beds, a desk, a chair, and a TV on a stand.

2. Moore's Motel

Moore's Motel
Prattsville
$120
$130 total
includes taxes & fees
Oct 6 - Oct 7
Moore's Motel
A large white building with a central porch, a staircase, and a sign indicating it is 'The Hidden Inn'.
A room with a brown leather sofa with patterned cushions, a tall floor lamp, and a white air conditioning unit mounted on the wall.
A room with two beige armchairs, a wooden table, and a lamp.
A window with a framed picture of a bathroom, a potted plant, and a view of a green landscape.

3. The Hidden Inn

The Hidden Inn
South Kortright
$173
$190 total
includes taxes & fees
Oct 6 - Oct 7
The Hidden Inn
A large, white, two-story building with a symmetrical facade, central entrance, and columns.
A bedroom with a large bed, a chandelier, a mirror, and a door.
A grand hallway with ornate stained glass windows, a central column, and a chandelier.
A fireplace with a mantel displaying framed photos, a clock, and a tiled backsplash.

4. The Queen of the Catskills B&B

The Queen of the Catskills B&B
Stamford
$214
$235 total
includes taxes & fees
Oct 18 - Oct 19
The Queen of the Catskills B&B
A large two-story house with a snow-covered roof and a front porch.
A neatly made bed with patterned pillows, a painting above it, and two bedside lamps.
A neatly made bed with a headboard, two bedside tables with lamps, and a window with sheer curtains.
A two-story house with a gabled roof, a front porch with a railing, and a small front yard with yellow flowers.

5. Meadowood Inn

Meadowood Inn
Arkville
$122
$159 total
includes taxes & fees
Oct 6 - Oct 7
Meadowood Inn
A bedroom with a bed, a sliding door, a TV, a shelf, and a clock.
A building with a gray door marked with the number 3, wooden window frames, and a porch with potted plants.
A cozy living room with a sofa, coffee table, and a foosball table. There are framed pictures on the wall and a window with blinds.
A room with a wooden ceiling, a black TV on the wall, a black bookshelf, and a window with blinds.

6. The Vine on main

The Vine on main
Stamford
$192
$211 total
includes taxes & fees
Oct 13 - Oct 14
The Vine on main
Property grounds
Interior
Room
Front of property - evening/night

7. The Wheelhouse Inn

The Wheelhouse Inn
Pine Hill
$90
$101 total
includes taxes & fees
Oct 30 - Oct 31
The Wheelhouse Inn
A large, multi-story house with a snow-covered roof and a prominent tower.
An indoor venue with wooden beams and a high ceiling, decorated with string lights and a chandelier. Tables are set for a formal event, with guests seated and some standing.
A room with a chessboard, a sofa, a bookshelf, and a patterned carpet.
A well-maintained lawn with a few trees and a large building in the background.

8. Margaretville Mtn Inn B&B and Village Suites

Margaretville Mtn Inn B&B and Village Suites
Margaretville
$145
$170 total
includes taxes & fees
Nov 1 - Nov 2
Margaretville Mtn Inn B&B and Village Suites
A river flowing through a forested area with rocks and autumn-colored trees.
A dining area with a wooden table and a single green chair.
A wooden sign for Black Bear Lodge with a phone number.
Two white Adirondack chairs in a forest with fallen leaves.

9. Black Bear Lodge

Black Bear Lodge
Prattsville
$149
$161 total
includes taxes & fees
Oct 6 - Oct 7
Black Bear Lodge
A large, white, two-story house with a turret and a wrap-around porch, surrounded by lush greenery.
A modern bathroom with a glass sink, wooden vanity, and a large mirror.
A hotel room with a bed, white curtains, and wall-mounted light fixtures.
A bathroom with a blue-tiled shower enclosure, a shelf with toiletries, and a handheld showerhead.

10. Shadowcrest

Shadowcrest
Fleischmanns
$149
$163 total
includes taxes & fees
Nov 3 - Nov 4
Shadowcrest
A living room with a fireplace, a television, a sofa, and a coffee table.
A wooden desk with a brochure, a lamp, and a mirror reflecting a bed and a ceiling fan.
An aerial view of a motel with a long, single-story building, a parking lot, and a road in the foreground.
A cozy living room with a fireplace, two sofas, a coffee table, and a dining area with chairs and a table.

11. Margaretville Motel

Margaretville Motel
Margaretville
$85
$110 total
includes taxes & fees
Oct 6 - Oct 7
Margaretville Motel
A large building with a prominent entrance, a parking area with several vehicles, and a landscaped area with trees and shrubs.
A spacious lobby with a high ceiling, wooden beams, a reception desk, and leather seating.
A gazebo in a grassy field with mountains in the background.
A dining area with wooden tables and chairs, a fireplace, and a television on the wall.

12. Hanah mountain resort and country club

Hanah mountain resort and country club
Margaretville
$155
$193 total
includes taxes & fees
Nov 4 - Nov 5
Hanah mountain resort and country club
A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.
A reception desk with a mirror, potted plants, a welcome sign, and a bench with patterned cushions.
A covered outdoor seating area with picnic tables and umbrellas, surrounded by a forest.
A modern kitchen with dark cabinets, a brick backsplash, and a central island.

13. Starlite Motel

Starlite Motel
Big Indian
$125
$140 total
includes taxes & fees
Oct 6 - Oct 7
Starlite Motel
Living area
Room
Living area
Reception

14. Suites on Main

Suites on Main
Margaretville
$109
$158 total
includes taxes & fees
Oct 13 - Oct 14
Suites on Main
A house with a porch and a sign that reads "Kroer Kun bed & breakfast".
A bedroom with a large bed, two bedside tables, a nightstand, a door, and a window with curtains.
A living room with a fireplace, red walls, and a patterned rug.
A two-story house with a red and beige exterior, a covered porch, and a snow-covered roof.

15. River Run Bed and Breakfast

River Run Bed and Breakfast
Fleischmanns
$159
$175 total
includes taxes & fees
Oct 8 - Oct 9
River Run Bed and Breakfast
A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.
A stone fireplace with a fire, two patterned armchairs, a shelf with books and a decorative owl.
A bar area with wooden paneling, a central arch, and multiple liquor bottles.
A stone building with a chimney, a pool, and a sign for Shandaken Inn.

16. Shandaken Inn

Shandaken Inn
Shandaken
$158
$177 total
includes taxes & fees
Oct 27 - Oct 28
Shandaken Inn
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.
A bedroom with a large window offering a view of a forested mountain.
A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.
A circular fire pit with chairs around it, set on a grassy area with a wooden fence and trees in the background.

17. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
Hunter
$135
$168 total
includes taxes & fees
Nov 1 - Nov 2
Hunter Lodge, a Bluebird by Lark
A log cabin with a deck, outdoor seating, and a view of a forest.
A cozy cabin interior with a stone fireplace, wooden walls, a dining area with a red and black checkered tablecloth, and a television mounted above the fireplace.
A wooden covered bridge in a forested area with a paved path leading to it.
A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.

18. Hotel Vienna

Hotel Vienna
Windham
$135
$163 total
includes taxes & fees
Oct 6 - Oct 7
Hotel Vienna
A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.
A glass of beer with a logo on it, placed on a straw surface.
A bar with wooden chairs, a bar counter, and various bottles and glasses.
A pool table with balls and a cue stick.

19. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
$134
$144 total
includes taxes & fees
Oct 6 - Oct 7
Jimmy OConnors Windham Mountain Inn
A dining area with a stone fireplace, wooden beams, and large windows.
A row of red buildings with a gravel driveway and a bench outside.
A hammock between trees, a red cabin, and a blue chair in a wooded area.
Exterior

20. Phoenicia Lodge

Phoenicia Lodge
Phoenicia
$192
$215 total
includes taxes & fees
Oct 28 - Oct 29
Phoenicia Lodge
View all properties

Go beyond your typical stay in Roxbury

pet friendly image
Pet friendly
Pet friendly
hot tub image
Hot tub
Hot tub
Pool image
Pool
Pool
spa image
Spa
Spa
cabin image
Cabin
Cabin
Family friendly image
Family friendly
Family friendly
Apartment image
Apart­ment
Apart­ment
apart-hotel image
Apart hotel
Apart hotel
Cottage image
Cottage
Cottage
Our prices for hotels in Roxbury are cheapest in April

Price trends for hotels in Roxbury

Pricing is based on two traveler single night rates
View properties in October

October

High 13°C / low 4°C. Cloudy most days.
13°
4°
6°
-2°
1°
-6°
-2°
-10°
0°
-9°
4°
-6°
11°
0°
18°
7°
22°
11°
25°
14°
24°
13°
20°
10°
Monthly weather averages (˚C)

Top landmarks in Roxbury

Plattekill Mountain

8.8/10 (73 reviews)
Ski the fall line at Plattekill Mountain located 4.5 mi (7.2 km) from central Roxbury.
See properties

Learn more about Roxbury

Roxbury is well-known for its attractions such as Roxbury Town Hall and Plattekill Mountain.

See all hotels in Roxbury
A snowy ski slope with skiers, a wooden fence, and a small cabin.

Check out reviews of Roxbury hotels guests love

A covered porch with outdoor seating, a staircase, and potted plants.
A cozy room with a white sofa, a wooden table with a lamp, and a chair with a patterned cushion. There's a reception desk with a computer and a sign that says "Welcome".
A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.
A sign for The Colonial Motel with a green and white color scheme, surrounded by lush greenery and flowering trees.

The Colonial Motel

The Colonial Motel
Grand Gorge

10/10 Exceptional

United States
Paula
The Colonial Motel
A log cabin with a deck, outdoor seating, and a view of a forest.
A cozy cabin interior with a stone fireplace, wooden walls, a dining area with a red and black checkered tablecloth, and a television mounted above the fireplace.
A wooden covered bridge in a forested area with a paved path leading to it.
A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.

Hotel Vienna

Hotel Vienna
Windham

10/10 Exceptional

United States
michael
Hotel Vienna
A large, two-story house with multiple porches and string lights.
A grassy field with a wooden structure overhead, possibly a gazebo or pavilion.
A room with a wooden wardrobe, a bed, a nightstand, a lamp, and a fireplace.
A room with a wooden floor, a chair, a lamp, and a view through a window with a decorative frame.

Albergo Allegria Hotel

Albergo Allegria Hotel
Windham

10/10 Exceptional

United States
NH couple
Albergo Allegria Hotel
A swimming pool with lounge chairs and potted plants.
A two-story motel with a central staircase, balconies, and a grassy front yard.
A two-story building with a large front porch, a chimney, and a balcony.
A hotel room with two beds, a desk, a chair, and a TV on a stand.

Moore's Motel

Moore's Motel
Prattsville

10/10 Exceptional

United States
Michael
Moore's Motel
A rustic interior with a stone fireplace, wooden beams, and a chandelier.
A table set for two with a view of a lush green landscape and hills in the background.
A rustic interior with wooden beams, a chandelier, and a seating area with tables and chairs.
A rustic cabin interior with a large bed, a clawfoot bathtub, a leather sofa, and a wooden coffee table.

Urban Cowboy Lodge

Urban Cowboy Lodge
Big Indian

10/10 Exceptional

United States
Carolena
Urban Cowboy Lodge
A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.
A glass of beer with a logo on it, placed on a straw surface.
A bar with wooden chairs, a bar counter, and various bottles and glasses.
A pool table with balls and a cue stick.

Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham

10/10 Exceptional

United States
Christopher
Jimmy OConnors Windham Mountain Inn
A cozy dining area with wooden walls, large windows, and a central wood-burning stove. Tables are set with glasses and cutlery.
A pool area with a wooden deck, benches, and a lifebuoy.
A wooden deck with two lounge chairs and a small table, overlooking a forested area.
A bar area with wooden bar stools, a counter with bottles, and a wall with framed pictures.

Eastwind Oliverea Valley

Eastwind Oliverea Valley
Big Indian

10/10 Exceptional

United States
Claire
Eastwind Oliverea Valley
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.
A room with two blue armchairs, a small round table, a lamp, and a large window with curtains.
A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.

Wylder Hotel Windham

Wylder Hotel Windham
Windham

10/10 Exceptional

United States
Charles
Wylder Hotel Windham
Property grounds
Interior
Room
Front of property - evening/night

The Wheelhouse Inn

The Wheelhouse Inn
Pine Hill

10/10 Exceptional

United States
Anonymous traveler
The Wheelhouse Inn
A large, multi-story house with a prominent tower, surrounded by a well-maintained lawn and trees.
A richly decorated living room with a sofa, a coffee table, and a colorful stained glass lamp.
A pathway lined with trees and illuminated string lights, leading to a building with a visible entrance.
A dining area with wooden furniture, a stained glass window, and a cabinet with glass doors.

Fairlawn Inn

Fairlawn Inn
Hunter

10/10 Exceptional

United States
Douglas
Fairlawn Inn
A large, multi-story house with a snow-covered roof and a prominent tower.
An indoor venue with wooden beams and a high ceiling, decorated with string lights and a chandelier. Tables are set for a formal event, with guests seated and some standing.
A room with a chessboard, a sofa, a bookshelf, and a patterned carpet.
A well-maintained lawn with a few trees and a large building in the background.

Margaretville Mtn Inn B&B and Village Suites

Margaretville Mtn Inn B&B and Village Suites
Margaretville

10/10 Exceptional

United States
Rob
Margaretville Mtn Inn B&B and Village Suites
A bedroom with a bed, a sliding door, a TV, a shelf, and a clock.
A building with a gray door marked with the number 3, wooden window frames, and a porch with potted plants.
A cozy living room with a sofa, coffee table, and a foosball table. There are framed pictures on the wall and a window with blinds.
A room with a wooden ceiling, a black TV on the wall, a black bookshelf, and a window with blinds.

The Vine on main

The Vine on main
Stamford

10/10 Exceptional

United States
Beth
The Vine on main
A bedroom with a large window, a bed, and a view of a forest.
A large, multi-story wooden house with a snow-covered roof and several lit windows, surrounded by bare trees and snow.
A wooden cabin with a door, surrounded by greenery and a stone pathway.
A spacious living room with a stone fireplace, wooden staircase, and modern furniture.

The Haüs Windham

The Haüs Windham
Windham

10/10 Exceptional

United States
Alpha Vortex
The Haüs Windham
A restaurant with a stone counter, green chairs, and a view of a red building through large windows.
A hotel room with two beds, a wooden floor, a window with curtains, and a desk with a chair.
A parking area with a white pickup truck, red chairs, and a covered walkway.
A motel with a large parking lot and a central landscaped area with potted plants.

BUENA VISTA INN

BUENA VISTA INN
Delhi

10/10 Exceptional

United States
Anita
BUENA VISTA INN
Front of property
Terrace/patio
Terrace/patio
Private kitchen

Windham NY Escape

Windham NY Escape
Hensonville

10/10 Exceptional

United States
Miguel
Windham NY Escape
A large white building with a central porch, a staircase, and a sign indicating it is 'The Hidden Inn'.
A room with a brown leather sofa with patterned cushions, a tall floor lamp, and a white air conditioning unit mounted on the wall.
A room with two beige armchairs, a wooden table, and a lamp.
A window with a framed picture of a bathroom, a potted plant, and a view of a green landscape.

The Hidden Inn

The Hidden Inn
South Kortright

10/10 Exceptional

United States
Michael
The Hidden Inn
A large, white, two-story house with a turret and a wrap-around porch, surrounded by lush greenery.
A modern bathroom with a glass sink, wooden vanity, and a large mirror.
A hotel room with a bed, white curtains, and wall-mounted light fixtures.
A bathroom with a blue-tiled shower enclosure, a shelf with toiletries, and a handheld showerhead.

Shadowcrest

Shadowcrest
Fleischmanns

10/10 Exceptional

United States
Elena
Shadowcrest
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.
A bedroom with a large window offering a view of a forested mountain.
A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.
A circular fire pit with chairs around it, set on a grassy area with a wooden fence and trees in the background.

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
Hunter

10/10 Exceptional

United States
Craig
Hunter Lodge, a Bluebird by Lark
A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.
A stone fireplace with a fire, two patterned armchairs, a shelf with books and a decorative owl.
A bar area with wooden paneling, a central arch, and multiple liquor bottles.
A stone building with a chimney, a pool, and a sign for Shandaken Inn.

Shandaken Inn

Shandaken Inn
Shandaken

10/10 Exceptional

United States
Anonymous traveler
Shandaken Inn
A large two-story house with a snow-covered roof and a front porch.
A neatly made bed with patterned pillows, a painting above it, and two bedside lamps.
A neatly made bed with a headboard, two bedside tables with lamps, and a window with sheer curtains.
A two-story house with a gabled roof, a front porch with a railing, and a small front yard with yellow flowers.

Meadowood Inn

Meadowood Inn
Arkville

10/10 Exceptional

United States
John
Meadowood Inn

Frequently Asked Questions

What hotels do travelers like in Roxbury?

Guests like The Roxbury and The Colonial Motel.

Can I book refundable hotels in Roxbury?

If you need the flexibility to change your travel plans to Roxbury, most hotels provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

Where should I stay in Roxbury if I want a reasonably priced accommodation?

An inexpensive option worth considering is The Roxbury at Stratton Falls.

Where can I stay in Roxbury if I want a vacation home instead of a traditional hotel?

If you want to find a good alternative to a hotel, browse our selection of 18 vacation homes. You can also book one of the 5 cabins for your stay.

What will the weather in Roxbury be like during my vacation?

July and August are typically the warmest months in Roxbury when the average temp is 63°F. January and February are the coldest months when the average temperature is 26°F. June and August are the months with the most rain.

Why should I book my Roxbury accommodation with Hotels.com?

There are lots of reasons to book your Roxbury trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.