Hillsdale Hotels from S$91

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
12 Jul - 13 Jul
Tomorrow
13 Jul - 14 Jul
Next weekend
18 Jul - 20 Jul
In two weeks
25 Jul - 27 Jul

Filter by

Guest rating
Guest rating
Property class

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, (82)
"Easy process. Clean room with comforable bed."
The price is S$183
includes taxes & fees
13 Jul - 14 Jul
The Brooks Motel
The Little Lion
Pet-friendly

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (510)
"Hotel was clean and facilities were maintained. Best part was that you are permitted to use amenities at The Red Lion Inn down the road. "
The price is S$229
includes taxes & fees
13 Jul - 14 Jul
The Little Lion
The Wick, Hudson, A Tribute Portfolio Hotel
Hiking

The Wick, Hudson, A Tribute Portfolio Hotel

4.0 star property
8.8 out of 10, Excellent, (531)
"Gorgeous hotel next to the adorable historic district "
The price is S$324
includes taxes & fees
23 Jul - 24 Jul
The Wick, Hudson, A Tribute Portfolio Hotel
voco James Newbury Hudson Valley by IHG
Restaurant

voco James Newbury Hudson Valley by IHG

3.5 star property
9.2 out of 10, Wonderful, (283)
"This was an absolute perfect stay, room was excellent, view was great, staff were extra accommodating and helpful. Breakfast food was great. All around amazing stay!"
The price is S$198
includes taxes & fees
16 Jul - 17 Jul
voco James Newbury Hudson Valley by IHG
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1002)
"I had excellent stay at the Red Lion Inn "
The price is S$318
includes taxes & fees
11 Aug - 12 Aug
The Red Lion Inn
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1011)
"Great service and a wonderful place to stay"
The price is S$181
includes taxes & fees
24 Jul - 25 Jul
The Yankee, Trademark Collection by Wyndham
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Exterior

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

2.5 star property
8.4 out of 10, Very good, (904)
"Nice size room, clean, and reasonably priced. "
The price is S$142
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Hudson Navigator
Terrace/patio

Hudson Navigator

2.0 star property
10.0 out of 10, Exceptional, (21)
"Beautiful rooms and great location. "
Hudson Navigator
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (513)
"Clean, comfortable and great staff. Highly recommend and will be staying there again in the future."
Berkshire Mountain Lodge
Hotel On North
Food and drink

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (743)
"Great boutique hotel"
The price is S$270
includes taxes & fees
21 Jul - 22 Jul
Hotel On North
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, (670)
"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$217
includes taxes & fees
16 Jul - 17 Jul
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Brook Farm Inn
1 bedroom, premium bedding, iron/ironing board, rollaway beds

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (154)
"This is a charming and very pleasant place to stay."
Brook Farm Inn
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, (1011)
"Very nice stay"
The price is S$181
includes taxes & fees
15 Jul - 16 Jul
Best Western Plus Berkshire Hills Inn & Suites
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
Chambery Inn
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1003)
"Good basic convenient accommodation in a heavily touristy area."
The price is S$145
includes taxes & fees
27 Jul - 28 Jul
Quality Inn
Diamond Mills Resort
Premium bedding, pillow-top beds, minibar, in-room safe

Diamond Mills Resort

3.5 star property
9.6 out of 10, Exceptional, (306)
"Beautiful view, very comfortable beds"
The price is S$417
includes taxes & fees
14 Jul - 15 Jul
Diamond Mills Resort
Hudson Mariner
Exterior

Hudson Mariner

3.0 star property
9.2 out of 10, Wonderful, (97)
"The Hudson was perfect. We loved our room; I didn’t want to leave! We highly recommend and would absolutely stay here again. "
Hudson Mariner
Courtyard by Marriott Lenox Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (563)
"The hotel is very clean, well-managed, and quiet, and it's conveniently located near Tanglewood and other attractions. The room is clean, and the staff are all extremely kind and attentive to our needs (special thanks to Tapan!) We will definitely be coming back!"
The price is S$303
includes taxes & fees
15 Jul - 16 Jul
Courtyard by Marriott Lenox Berkshires
Inn at Silver Maple Farm
Aerial view

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (88)
"What a wonderful one-night stay on the July 4th weekend. It’s a beautiful, comfortable inn with lovely hosts. Also in a great location, set back from a fairly busy country road with several good food options nearby, and charming villages and towns to tour. Highly recommend. "
The price is S$330
includes taxes & fees
17 Jul - 18 Jul
Inn at Silver Maple Farm
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$288
includes taxes & fees
14 Jul - 15 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Hillsdale

Quaint Hillsdale is calling! Discover its coffee, library, skiing 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 FairBridge Inn Express 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 Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG and Holiday Inn & Suites Pittsfield-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.