A rural landscape with snow-covered fields, a winding road, and scattered trees.

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Check prices for these dates

Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct
In one month
23 Oct - 25 Oct
In two months
20 Nov - 22 Nov

Our top choices for Hillsdale motels

A modern bedroom with a large bed, two bedside tables, and a textured wall behind the bed.

1. The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (156 reviews)
"Great value. Excellent location. Responsive staff."
United States
Nelson
The price is 3.787.009 ₫
4.241.449 ₫ total
includes taxes & fees
27 Sept - 28 Sept
The Brooks Motel
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

2. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (915 reviews)
"Great place. Staff, property , parking, location"
United States
Victor
The price is 1.776.622 ₫
1.984.414 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Monument Mountain Motel
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

3. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (616 reviews)
"Front desk was very pleasant. Room was awful!"
United States
Kevin
The price is 1.948.050 ₫
2.175.972 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Travelodge by Wyndham Great Barrington Berkshires
A large house with a balcony and a grassy yard.

4. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (614 reviews)
"This little gem was clean and very conveniently located between Great Barrington and Stockbridge. Ample parking right in front of the room. Did not meet any staff nor use any amenities ( none at hotel but apparently able to use amenities at the Red Lion). Clearly an older property but clean and comfortable"
United States
Mary
The price is 2.688.309 ₫
3.002.842 ₫ total
includes taxes & fees
18 Oct - 19 Oct
The Little Lion
A group of people performing yoga in an outdoor setting with grass and trees.

5. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"The best aspect of this motel is the price. It is very close to the Tanglewood concert space and in West Stockbridge, a quaint town with galleries, a good bookstore, the excellent Turnpark Outdoor Sculpture Garden and "Amici" a nice Italian restaurant, etc."
United States
James
The price is 1.599.998 ₫
1.755.198 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Pleasant Valley Motel West Stockbridge

6. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (512 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
The price is 1.752.985 ₫
1.963.374 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Berkshire Travel Lodge
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

7. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (55 reviews)
"great place!"
United States
ERIK
The price is 3.713.503 ₫
4.147.983 ₫ total
includes taxes & fees
12 Oct - 13 Oct
East Rock Inn
A wooden deck with white railings and hanging flower baskets.

8. Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (244 reviews)
"Great price great rooms big refrigerators and microwaves in the room very convenient"
United States
Andrew
The price is 2.905.192 ₫
3.253.503 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Chatham Travel Lodge
A round wooden table with two wine glasses and a green bottle, set against a window with a view of a blue railing and trees.

9. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (700 reviews)
"Have stayed here several times and it is a basic, decent place. It is in a great location, relatively clean and comfortable. Would return again."
United States
Anna
The price is 1.810.388 ₫
2.022.203 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Econo Lodge Lee - Great Barrington
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

10. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (917 reviews)
"We were in town for a concert and skeptical at first but when we arrived at our room it was very clean, the front desk was quick and pleasant, would definitely recommend as a nice place to stay!"
United States
COLLEEN
The price is 2.051.946 ₫
2.292.024 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Howard Johnson by Wyndham Lenox
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

11. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (446 reviews)
"Super friendly staff, the room was very clean, even if dated. Very quiet and great for a one night stay while visiting Tanglewood."
United States
Lauren
The price is 2.185.712 ₫
2.441.440 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Sunset Inn
A calm lake at dusk with a wooden dock and two chairs facing the water.

12. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (19 reviews)
"excellent lakeside view"
United States
mike
The price is 3.692.334 ₫
4.124.337 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Berkshire Lake Lodge
A residential area with a driveway leading to a house with a porch.

13. Peloke's Motel

Peloke's Motel
2.0 star property
Catskill
6.4 out of 10, (179 reviews)
"Staff was very kind and courteous! "
United States
Julian
The price is 3.350.646 ₫
3.752.724 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Peloke's Motel
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

14. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (929 reviews)
"Very well maintained and clean for an older looking property. I stayed here twice now."
United States
Kristina
The price is 2.233.504 ₫
2.494.824 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Berkshire Inn
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

15. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (910 reviews)
"great value"
United States
Horace
The price is 1.612.985 ₫
1.801.704 ₫ total
includes taxes & fees
27 Sept - 28 Sept
FairBridge Inn Express
A living room with a leather sofa, a wooden coffee table, a TV on a wooden stand, and a window with curtains.

16. Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.4 out of 10, Good, (534 reviews)
"Staff was very friendly and welcoming"
United States
Dhan
The price is 3.338.178 ₫
3.605.191 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Red Ranch Motel
A forested area with tall trees and a grassy field.

17. Catskill Motor Court Motel

Catskill Motor Court Motel
2.5 star property
Catskill
6.0 out of 10, (135 reviews)
"The owner is so lovely and was very helpful towards us! The place is great for a cheap and comfortable get-away. Unfortunately the pool wasn’t in use when we were there, but otherwise the facilities were exactly as advertised."
United States
Ella
The price is 2.436.750 ₫
2.631.690 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Catskill Motor Court Motel
A wooden deck with a flower pot and a view of a playground area with picnic tables and a small shed.

18. Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.4 out of 10, Very good, (220 reviews)
"Great spot! Friendly and attentive staff, clean rooms, and reasonably priced!"
United States
Jabari
The price is 2.597.400 ₫
2.805.192 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Four Seasons Motel
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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Top Hillsdale Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"A clean, well maintained, close to everything, motel. Would highly recommend and will stay again next time we are in the area."
Joan 1-night trip
Posted 2 hours ago
Quality Inn Great Barrington

Find out more about Hillsdale

Hillsdale Motels information

Number of reviews
6,989
Accommodation
29 Motels
Lowest Price
1.755.198 ₫
Highest Price
4.241.449 ₫

Frequently asked questions

What can I expect from a motel trip to Hillsdale?
If you're having difficulty finding a motel in Hillsdale, consider some of the motels we suggest around the area or let Expedia help you find something similar from more than 56 hotels and other lodging options. Just use our search tools to filter by price per night or cost-saving amenities such as free breakfast and free airport transport.
What are motels like?
At many motels, you'll often find a free parking spot and an outdoor pool. When you stay at a motel property, you'll usually access your room directly from the car park. In the US, motels boomed at the end of the 1940s with the popularity of car travel and road trips, peaking in the mid-1960s with more than 60,000 properties.
What can I do in Hillsdale?
Enjoy nature with a stop at Copake Lake and Mosquito Island. You'll find these family-friendly sights in the area: Harney and Sons Tea Tasting Room, Berkshire Scenic Railway Museum and Hoffman's Pottery. During your trip, here are some other places to visit: Catamount Aerial Adventure Park, Catamount Ski Area and Hillsdale Town Hall.
What's the weather like in Hillsdale?
Weather can make or break a road trip, so here's some data about year-round temperatures in Hillsdale to help you plan yours: The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Hillsdale are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What are my options for getting around Hillsdale while staying in a motel?
We've gathered some information about local transportation options in Hillsdale to help you navigate your stay: Fly into Hudson, NY (HCC-Columbia County), which is located 12.5 mi (20.1 km) away. You can also search for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 20.8 mi (33.4 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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