Hillsdale Hotels from S$89

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Check prices for these dates

Tonight
11 Mar - 12 Mar
Tomorrow
12 Mar - 13 Mar
This weekend
14 Mar - 16 Mar
Next weekend
21 Mar - 23 Mar

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Top 10 trending Hillsdale hotels

The Brooks Motel
Egyptian cotton sheets, premium bedding, memory-foam beds, desk

The Brooks Motel

2.0 star property
7.6 out of 10, Good, (68)
"Nice motel, very clean, comfortable beds, i enjoyed my stay "
The price is S$206
includes taxes & fees
18 Mar - 19 Mar
The Brooks Motel
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.6 out of 10, Exceptional, (99)
"So charming, friendly staff, perfectly comfortable. We had the best stay. "
The price is S$252
includes taxes & fees
19 Mar - 20 Mar
Blackberry River Inn
Gedney Farm
Front of property

Gedney Farm

3.5 star property
9.2 out of 10, Wonderful, (119)
"Beautiful and rustic, less than 15 minutes to Butternut and Great Barrington."
The price is S$407
includes taxes & fees
20 Mar - 21 Mar
Gedney Farm
The Old Inn On The Green
Premium bedding, individually decorated, individually furnished

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (83)
"Beautiful place to stay "
The price is S$426
includes taxes & fees
16 Mar - 17 Mar
The Old Inn On The Green
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (375)
"The host Heidi was friendly and fun to talk with at breakfast (I was travelling alone). She knows a lot about the area and history which was nice to hear. The house was quiet and clean and I'd stay here again."
The price is S$161
includes taxes & fees
20 Mar - 21 Mar
Locust Tree Bed and Breakfast LLC
Pilgrim Inn
Individually decorated, individually furnished, desk, laptop workspace

Pilgrim Inn

2.5 star property
5.8 out of 10, (304)
"Very comfortable and in a convenient location"
The price is S$104
includes taxes & fees
1 Apr - 2 Apr
Pilgrim Inn
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1000)
"Nice place. Made fresh waffle mix when I asked. No complaints"
The price is S$125
includes taxes & fees
6 Apr - 7 Apr
Quality Inn
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (379)
"I think some of the unfavorable reviews I have seen are unfair. Everything is relative and, yes, this is clearly an older property that appears to be privately owned. Notwithstanding its age and some of the dated decor and furnishing, my room was very clean (cleaner than some I have stayed in at upscale hotels). It was one of the coldest nights of the year and the heat worked well and the water was hot. The television and WiFi worked and for my purposes (a one night layover on my way to visit...
The price is S$122
includes taxes & fees
15 Mar - 16 Mar
Sunset Inn
FairBridge Inn Express
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

2.5 star property
5.4 out of 10, (707)
"Friendly staff and quick checkin "
The price is S$92
includes taxes & fees
24 Mar - 25 Mar
FairBridge Inn Express
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (363)
"Chamberry Inn was a nice, quiet, relaxing stay. Enjoyed every second of it. The staff were kind and helpful. Would definitely stay again if I was in the area."
The price is S$283
includes taxes & fees
12 Mar - 13 Mar
Chambery Inn
Econo Lodge Lee - Great Barrington
Desk, iron/ironing board, free cots/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (585)
"It was close to Butternut on a snowy day. Very good for the value and what it is."
The price is S$89
includes taxes & fees
18 Mar - 19 Mar
Econo Lodge Lee - Great Barrington
Devonfield Inn B&B
Front of property ā€“ evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (122)
"Beautiful property, great service "
The price is S$401
includes taxes & fees
17 Mar - 18 Mar
Devonfield Inn B&B
The Black Swan Lee - Lenox, Ascend Hotel Collection
Lobby

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Two adults and a baby to enjoy winter wonderland: it worked very well! Very close to everything! "
The price is S$145
includes taxes & fees
18 Mar - 19 Mar
The Black Swan Lee - Lenox, Ascend Hotel Collection
Holiday Inn Club Vacations Oak nā€™ Spruce Resort in the Berkshires by IHG
Property amenity

Holiday Inn Club Vacations Oak nā€™ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (608)
"2nd time staying i love this resort. I wish i can stay more days "
The price is S$196
includes taxes & fees
18 Mar - 19 Mar
Holiday Inn Club Vacations Oak nā€™ Spruce Resort in the Berkshires by IHG
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (629)
"Very clean and comfortable with great restaurant and bar downstairs"
The price is S$194
includes taxes & fees
23 Mar - 24 Mar
Hilton Garden Inn Lenox Pittsfield
Wagon Wheel Inn
Property grounds

Wagon Wheel Inn

2.0 star property
7.2 out of 10, Good, (600)
"Great location. Pleasant staff."
The price is S$103
includes taxes & fees
12 Mar - 13 Mar
Wagon Wheel Inn
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (715)
"No issues"
The price is S$117
includes taxes & fees
20 Mar - 21 Mar
Howard Johnson by Wyndham Lenox
Berkshire Mountain Lodge
Fridge, microwave, stovetop, coffee/tea maker

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (440)
"Great place, super friendly staff, pool is nice n big and warm- not an overly chlorine smell too lol - price is good especially for a kitchen/living room set up and a bedroom. Second time staying - we will be back šŸ˜€"
The price is S$174
includes taxes & fees
23 Mar - 24 Mar
Berkshire Mountain Lodge
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Stayed here for a short drive to Stockbridge. Hotel staff were extremely friendly and helpful. We found the property extremely clean and the breakfast in the morning was a great perk! "
The price is S$176
includes taxes & fees
24 Mar - 25 Mar
Hampton Inn & Suites Berkshires-Lenox
Hotel On North
Front of property ā€“ evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (691)
"Our room was lovely and spacious. I loved the aesthetic of the entire hotel."
The price is S$162
includes taxes & fees
16 Mar - 17 Mar
Hotel On North
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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Learn more about Hillsdale

Quaint Hillsdale is calling! Discover its coffee, library, horse riding and more.

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Frequently asked questions

Where is the best place to stay in Hillsdale?

Based on Expedia's traveller preferences, The Brooks Motel is a top place to stay in Hillsdale. Two other options for your trip to the area are Life House Berkshires and The Yankee, Trademark Collection by Wyndham. See all available top hotels, or vacation rentals in Hillsdale.

If I need to cancel my hotel reservation in Hillsdale, will I receive a refund?

Yes! Most hotel reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Hillsdale.

What's the best hotel for families in Hillsdale?

Holiday House Motel is a property with free parking and free WiFi, and it's a top choice on Expedia for families. Also, children of all ages will enjoy a visit to Catamount Aerial Adventure Park.

What's the best dog-friendly place to stay in Hillsdale?

The Brooks Motel is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Hillsdale.

What's the best hotel for a trip to the slopes in Hillsdale?

Little Cat Lodge is a top hotel for a winter getaway, and features ski storage and free WiFiThis hotel is adjacent to Catamount Ski Area. The Brooks Motel is another good choice for your winter getaway.

What are some accommodation options with pools in Hillsdale?

The Yankee, Trademark Collection by Wyndham: Features a seasonal outdoor pool, an indoor pool and buffet. Holiday Inn & Suites Pittsfield-Berkshires by IHG and Holiday Inn Club Vacations Oak nā€™ Spruce Resort in the Berkshires by IHG are a couple of other choices that feature an on-site pool. View all hotels with pools in Hillsdale.

What's it like staying in Hillsdale?

Visitors can enjoy all that Hillsdale has to offer, including the coffee shops and ski areas. This city also attracts tourists with its relaxing and quaint setting. In Hillsdale, there are 67 hotels and other accommodation options to choose from. Find out more about Hillsdale.

What should I see while I'm in Hillsdale?

The picturesque setting of Copake Lake and Mosquito Island exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Catamount Aerial Adventure Park and Catamount Ski Area. Take a look at what more there is to see and do in Expedia's Hillsdale guide.

What's the seasonal weather in Hillsdale?

The hottest months are usually July and August, with an average temperature of 20Ā°C, while the coldest months are January and February, with an average of -1Ā°C. The snowiest months in Hillsdale are January, March, February and November, with each month seeing an average of 18 cm of snowfall.