Hillsdale Hotels from S$91

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Check prices for these dates

Tonight
7 Jul - 8 Jul
Tomorrow
8 Jul - 9 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

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Top 10 trending Hillsdale hotels

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

The Brooks Motel

2.0 star property
7.8 out of 10, Good, (81)
"Easy process. Clean room with comforable bed."
The price is S$182
includes taxes & fees
8 Jul - 9 Jul
The Brooks Motel
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1001)
"I had excellent stay at the Red Lion Inn "
The price is S$350
includes taxes & fees
4 Aug - 5 Aug
The Red Lion Inn
Hudson Navigator
Terrace/patio

Hudson Navigator

2.0 star property
10.0 out of 10, Exceptional, (21)
"Beautiful rooms and great location. "
Hudson Navigator
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (390)
"A positively delightful B&B in a beautiful town. "
The price is S$154
includes taxes & fees
8 Jul - 9 Jul
Locust Tree Bed and Breakfast LLC
Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (106)
"We had an excellent stay, and would certainly book this place again!"
The price is S$179
includes taxes & fees
13 Jul - 14 Jul
Micosta Leisure Inn
Four Seasons Motel
Porch

Four Seasons Motel

2.0 star property
8.2 out of 10, Very good, (190)
"Check in was fast. Room was clean The shower was magnificent Bed was a little too hard for my preference however, others may prefer that "
The price is S$138
includes taxes & fees
8 Jul - 9 Jul
Four Seasons Motel
Holiday Inn Express Hotel & Suites Great Barrington by IHG
1 bedroom, premium bedding, pillow-top beds, in-room safe

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (634)
"Extremely clean , breakfast was very good"
The price is S$236
includes taxes & fees
10 Jul - 11 Jul
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (666)
"We love this place. It's a wonderful location in the Berkshires, easy to get to all of the surrounding towns and attractions. The amenities are awesome, the units are spotless, and the service is friendly and prompt. Have stayed twice and cannot wait to return again!"
The price is S$237
includes taxes & fees
9 Jul - 10 Jul
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Inn at Silver Maple Farm
Aerial view

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (86)
"The Inn was welcoming and comfortable with homemade cookies waiting for us at check in! The decor was especially inviting, we loved it! The staff that took our breakfast order, was equally warm, inviting, and accommodating. "
The price is S$329
includes taxes & fees
8 Jul - 9 Jul
Inn at Silver Maple Farm
Howard Hotel
Lobby

Howard Hotel

2.0 star property
10.0 out of 10, Exceptional, (49)
"Great clean and quiet stay, staff are super friendly and the town is great. "
The price is S$197
includes taxes & fees
14 Jul - 15 Jul
Howard Hotel
Nautical Nest
1 bedroom, premium bedding, memory-foam beds, individually decorated

Nautical Nest

2.5 star property
9.6 out of 10, Exceptional, (110)
"Beautifully designed rooms in a small building just next to all restaurants but on a quiet side street. "
The price is S$177
includes taxes & fees
8 Jul - 9 Jul
Nautical Nest
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1006)
"Great place to stay "
The price is S$168
includes taxes & fees
13 Jul - 14 Jul
Best Western Plus Berkshire Hills Inn & Suites
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (636)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is S$320
includes taxes & fees
13 Jul - 14 Jul
Hilton Garden Inn Lenox Pittsfield
Hotel On North
Front of property – evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (743)
"Great boutique hotel"
The price is S$269
includes taxes & fees
21 Jul - 22 Jul
Hotel On North
Monument Mountain Motel
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (727)
"Helpful, friendly staff. Clean, convenient, quiet."
Monument Mountain Motel
Granville House
Interior detail

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Phenomenal hospitality, eclectic decor, luxurious sleep - we have been raving about our stay and will definitely be back!"
The price is S$354
includes taxes & fees
8 Jul - 9 Jul
Granville House
Brook Farm Inn
Front of property

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (153)
"This is a charming and very pleasant place to stay."
Brook Farm Inn
Quality Inn
Premium bedding, pillow-top beds, desk, laptop workspace

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1004)
The price is S$168
includes taxes & fees
20 Jul - 21 Jul
Quality Inn
The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (314)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is S$282
includes taxes & fees
15 Jul - 16 Jul
The Dewey
Wm. Farmer & Sons
Balcony view

Wm. Farmer & Sons

2.5 star property
9.2 out of 10, Wonderful, (58)
"Very clean room in beautiful property."
The price is S$287
includes taxes & fees
17 Jul - 18 Jul
Wm. Farmer & Sons
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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Family-friendly hotels in Hillsdale you'll enjoy

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, (605)
The price is S$91
includes taxes & fees
3 Aug - 4 Aug
Econo Lodge Lee - Great Barrington

Check out apart-hotels in Hillsdale

Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (106)
The price is S$179
includes taxes & fees
13 Jul - 14 Jul
Micosta Leisure Inn
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.

Learn more about Hillsdale

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

See all hotels in Hillsdale

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 Quality Inn and Howard Johnson by Wyndham Lenox. 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?

Howard Johnson by Wyndham Lenox: Provides free self parking, an outdoor pool and complimentary wireless Internet access. Holiday Inn & Suites Pittsfield-Berkshires by IHG and Holiday Inn Club Vacations Oak n’ 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 73 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 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.