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Hotels from €60
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Most frequently booked hotels in Hillsdale
The Brooks Motel
2871 New York 23 Hillsdale NY
1.64 km from city centre
During your stay at The Brooks Motel, you'll be within walking distance of Catamount Aerial Adventure Park. Free WiFi in public areas and free self-parking are available.
Lemmikkiystävällinen
Pysäköinti sisältyy hintaan
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
33.68 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Berkshire Mountain Lodge. During your stay, you're just a quick walk from Guido's Marketplace. Free WiFi in public areas, free self-parking and an indoor pool are available.
Uima-allas
Poreallas
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
37.23 km from city centre
The price is €89 per night
€89
9 Dec - 10 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Holiday Inn & Suites Pittsfield-Berkshires by IHG. During your stay, you're just a quick walk from Berkshire Museum. Features include free WiFi in public areas and free self-parking, plus an indoor pool.
Uima-allas
Lemmikkiystävällinen
Berkshires Untold
194 Pittsfield Rd Lenox MA
30.95 km from city centre
The price is €105 per night
€105
14 Dec - 15 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Berkshires Untold. During your stay, you'll be within walking distance of Kennedy Park. Free WiFi in public areas, free self-parking and a restaurant are available.
Lemmikkiystävällinen
Pysäköinti sisältyy hintaan
The Red Lion Inn
30 Main Street Stockbridge MA
20.96 km from city centre
The price is €195 per night
€195
16 Dec - 17 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at The Red Lion Inn. During your stay, you're just a quick walk from Housatonic River. Enjoy features like free WiFi in public areas, plus 3 restaurants and an outdoor pool.
Uima-allas
Kylpylä
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
23.24 km from city centre
The price is €119 per night
€119
14 Dec - 15 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG. During your stay, you're just a quick walk from Housatonic River. Enjoy features like 2 indoor pools, a poolside bar and a coffee shop/cafe.
Uima-allas
Ilmastointi
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
26.95 km from city centre
The price is €94 per night
€94
23 Dec - 24 Dec
includes taxes & fees
The free breakfast at The Black Swan Lee - Lenox, an Ascend Collection Hotel gets good marks from our customers. During your stay, you'll be within walking distance of Berkshire Mountain Country Store. Free WiFi in public areas, free self-parking and a restaurant are available.
Aamiainen sisältyy hintaan
Lemmikkiystävällinen
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
32.71 km from city centre
The price is €60 per night
€60
14 Dec - 15 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the free breakfast at The Yankee, Trademark Collection by Wyndham. During your stay, you're just a quick walk from Guido's Marketplace. Features include free WiFi in public areas and free self-parking, plus an indoor pool.
Uima-allas
Poreallas
Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd Lenox MA
32.54 km from city centre
The price is €107 per night
€107
14 Dec - 15 Dec
includes taxes & fees
The free breakfast at Hampton Inn & Suites Berkshires-Lenox gets high marks from our customers. During your stay, you'll be within walking distance of Guido's Marketplace. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool. Some of the pet-friendly amenities that this property offers include food and water bowls, an off-lead area and litter trays.
Uima-allas
Aamiainen sisältyy hintaan
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St Pittsfield MA
33.33 km from city centre
The price is €90 per night
€90
7 Dec - 8 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Best Western Plus Berkshire Hills Inn & Suites. During your stay, you'll be close to Hancock Shaker Village. Enjoy features like free breakfast, free WiFi in public areas and free self-parking. This property offers pet-friendly amenities, such as an off-lead area.
Aamiainen sisältyy hintaan
Lemmikkiystävällinen
Hotel On North
297 North Street Pittsfield MA
37.75 km from city centre
The price is €128 per night
€128
22 Dec - 23 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Hotel On North. During your stay, you're just a quick walk from Barrington Stage Company. You'll find features such as free WiFi in public areas and free self-parking, plus a bar. This property offers pet-friendly amenities, such as food and water bowls.
Lemmikkiystävällinen
Pysäköinti sisältyy hintaan
Pocketbook Hotel and Bath
549 Washington Street Hudson NY
22.71 km from city centre
The price is €267 per night
€267
28 Dec - 29 Dec
includes taxes & fees
During your stay at Pocketbook Hotel and Bath, you're just a quick walk from Hudson Area Library. Features include free WiFi in public areas, plus a full-service spa and a restaurant.
Kylpylä
Ilmainen Wi-Fi
Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
15.28 km from city centre
The price is €103 per night
€103
10 Dec - 11 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Holiday Inn Express Hotel & Suites Great Barrington by IHG. During your stay, you're just a quick walk from Housatonic River. Free breakfast, free WiFi in public areas and free self-parking are available.
Uima-allas
Aamiainen sisältyy hintaan
St. Charles Hotel
16 Park Place Hudson NY
22.52 km from city centre
The price is €107 per night
€107
1 Jan - 2 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at St. Charles Hotel. During your stay, you're just a quick walk from Stoddard Corner. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.
Aamiainen sisältyy hintaan
Lemmikkiystävällinen
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
2777 ROUTE 32 Saugerties NY
38.4 km from city centre
The price is €100 per night
€100
28 Dec - 29 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG. During your stay, you'll be close to Kiwanis Ice Arena. Features include free breakfast, free WiFi in public areas and free self-parking.
Uima-allas
Aamiainen sisältyy hintaan
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.
Finding Hillsdale Hotels
So, you're considering going to Hillsdale? If you want to find accommodation that's within a stone's throw of the sights, you can enter your holiday dates and then use the filters beside your hotel search results to find a hotel near the area's attractions. You can choose among 67 Hillsdale hotels and accommodation options to find a place to stay.
Exploring Hillsdale
The city of Hillsdale has some interesting things to see and do. Popular attractions in and around Hillsdale include:
- Catamount Aerial Adventure Park
- Catamount Ski Area
- Copake Lake
- Hillsdale Town Hall
- Community Library
- Mosquito Island
- Bash Bish Falls State Park
When arranging your Hillsdale getaway, you can also use ebookers to find a convenient flight into Hudson, NY (HCC-Columbia County) Airport. You can narrow down your search by number of stops, airline or time of departure to find the one that'll work best for you.
When is the Best Time to Explore Hillsdale?
If you're wondering when is the best time of year to explore Hillsdale, you may find this information about seasonal weather helpful when you are organising your getaway. The warmest months in Hillsdale are typically July and August, whereas the coldest months are usually January and February. The months with the most rain are October and August, whereas January and November have the least.
Here's an overview on how much rain you can expect and what the temperatures are going to be like:
- From January to March, the average daytime temperature is 6°C and at night it is -8°C. Seasonal average rainfall is 238 mm.
- If you visit between April and June, you can expect an average temp of 25°C during the day and 3°C at night. Average rainfall during this season is 282 mm.
- The daytime average temp from July to September is 28°C and the night-time average is 12°C. Average precipitation for this season is 309 mm.
- Between October and December, the average temp during the day is 16°C and -4°C at night. Seasonal average rain is 296 mm.
- Average annual rainfall in Hillsdale is 1125 mm.
Hillsdale hotels essential information
Accommodation | 1,821 hotels |
|---|---|
Lowest Price | €60 |
Highest Price | €267 |
Popular hotels | The Brooks Motel, Berkshire Mountain Lodge, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Berkshires Untold, The Red Lion Inn, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, The Black Swan Lee - Lenox, an Ascend Collection Hotel, The Yankee, Trademark Collection by Wyndham, Hampton Inn & Suites Berkshires-Lenox, Best Western Plus Berkshire Hills Inn & Suites, Hotel On North, Pocketbook Hotel and Bath, Holiday Inn Express Hotel & Suites Great Barrington by IHG, St. Charles Hotel, Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG |
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