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Accommodations in Hillsdale You’ll Love

Affordable, Top-Rated Places to Stay in Hillsdale – For Every Budget

Looking for accommodation in Hillsdale (Florida)? Discover a wide range of places to stay starting at just $50.00 per night – from hotels and bed & breakfasts to vacation rentals. Whether you're visiting for business or leisure, you'll find the perfect place that fits your budget and travel needs. Book your ideal Hillsdale accommodation today!

We found 12 Accommodations in Hillsdale and the surrounding area (within 40 miles)

Elm Tree Motel in Craryville, USA

Elm Tree Motel

Motel in Craryville near Hillsdale, Florida , 1384 New York 23
Located in Craryville, within 27 miles of Tanglewood Musical Center and 28 miles of Tanglewood, Elm Tree Motel has accommodations with a garden as wel...
  • Parking

Pleasant 55 Reviews 6.5

from $110.00 Show details »

Modern Lakehouse Retreat by CozySuites in Copake, USA

Modern Lakehouse Retreat by CozySuites

Holiday home in Copake near Hillsdale, Florida
Modern Lakehouse Retreat by CozySuites is located in Copake, just 25 miles from Norman Rockwell Museum and 29 miles from Cranwell Spa & Golf Club.
  • Parking

no reviews

from $55.00 Show details »

Charming, Quiet, Modern, River Front in Hillsdale, USA

Charming, Quiet, Modern, River Front

Holiday home in Hillsdale, Florida , 156 Stone Ledge Road
Charming, Quiet, Modern, River Front is located in Hillsdale, just 16 miles from Tanglewood Musical Center and 17 miles from Tanglewood.
  • Parking
  • Pets allowed
  • Family rooms
  • Kids' outdoor play equipment

Exceptional 1 Reviews 10.0

from $65.00 Show details »

Little Cat Lodge in Hillsdale, USA

Little Cat Lodge

Hotel in Hillsdale, Florida , 37 Catamount Road
Located in Hillsdale, 17 miles from Norman Rockwell Museum, Little Cat Lodge provides accommodations with a seasonal outdoor swimming pool, free priva...
  • Parking
  • Restaurant
  • Bar
  • Sauna
  • Family rooms

Good 14 Reviews 7.9

from $266.76 Show details »

The Brooks Motel in Hillsdale, USA

The Brooks Motel

Motel in Hillsdale, Florida , 2871 New York 23
Located in Hillsdale, 18 miles from Norman Rockwell Museum, The Brooks Motel provides accommodations with free WiFi and free private parking.
  • Parking
  • Pets allowed

Good 76 Reviews 7.3

from $116.64 Show details »

Tory Hill in Hillsdale, USA

Tory Hill

Holiday home in Hillsdale, Florida , 24 Tory Hill Road
Offering a garden, Tory Hill features accommodations in Hillsdale.
  • Parking
  • Pets allowed

Fabulous 8 Reviews 8.9

from $206.92 Show details »

Serene Suite by Taconic Ridge, Catamount, Tanglewood, Berkshires in Hillsdale, USA

Serene Suite by Taconic Ridge, Catamount...

Apartment in Hillsdale, Florida , 2627 New York 23
Serene Suite by Taconic Ridge, Catamount, Tanglewood, Berkshires offers accommodations in Hillsdale, 22 miles from Tanglewood Musical Center and 23 mi...
  • Parking

Exceptional 8 Reviews 9.8

from $56.00 Show details »

Colonial Classic in Copake, USA

Colonial Classic

Holiday home in Copake near Hillsdale, Florida
Colonial Classic offers accommodations in Copake, 23 miles from Norman Rockwell Museum and 27 miles from Tanglewood Musical Center.
  • Parking
  • Pets allowed

no reviews

from $391.33 Show details »

Hudson Valley and The Berkshires Getaway in Hillsdale, USA

Hudson Valley and The Berkshires Getaway

Holiday home in Hillsdale, Florida , 73 Stone Ledge Road
Hudson Valley and The Berkshires Getaway offers accommodations in Hillsdale, 16 miles from Tanglewood Musical Center and 16 miles from Tanglewood.
  • Parking

no reviews

from $361.42 Show details »

Hudson Valley and The Berkshires Cottage in Hillsdale, USA

Hudson Valley and The Berkshires Cottage

Holiday home in Hillsdale, Florida , 73 Stone Ledge Road Unit 2
Hudson Valley and The Berkshires Cottage offers accommodations in Hillsdale, 16 miles from Norman Rockwell Museum and 26 miles from Cranwell Spa & Gol...
  • Parking

Exceptional 1 Reviews 10.0

from $166.29 Show details »

Linden by AvantStay Countryside Berkshire Escape in North Egremont, USA

Linden by AvantStay Countryside Berkshir...

Holiday home in North Egremont near Hillsdale, Florida
Linden by AvantStay Countryside Berkshire Escape is located in North Egremont, just 11 miles from Norman Rockwell Museum and 16 miles from Tanglewood ...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $57.00 Show details »

Hillside Hideaway in Copake Falls, USA

Hillside Hideaway

Holiday home in Copake Falls near Hillsdale, Florida , 1315 Lakeview Rd
Hillside Hideaway is located in Copake Falls, just 27 miles from Norman Rockwell Museum and 31 miles from Tanglewood Musical Center.
  • Parking

no reviews

from $58.00 Show details »

Number of Accommodations in Hillsdale 12
Number of guest ratings 109
Average price per night $258.00
Lowest price per night $50,00
Highest price per night $4.626,94

Top 10 Most Popular Accommodations in Hillsdale

Explore the Most Popular Accommodations in Hillsdale – Ranked by Average Guest Ratings.

Top 10 Cheapest Accommodations in Hillsdale

Discover the Cheapest Accommodations in Hillsdale – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Accommodations in Hillsdale

Check out the Most Booked Accommodations in Hillsdale – Based on Guest Popularity.

Discover Hillsdale – Your Guide to the Best Places to Stay

Planning a trip to Hillsdale? Choosing the right place to stay is one of the most important parts of making your visit memorable. Whether you are looking for a luxury hotel, a cozy guesthouse, a modern apartment, or a family-friendly vacation rental, Hillsdale offers a wide range of lodging options to suit every travel style and budget.

When deciding where to stay in Hillsdale, consider key factors like location, amenities, reviews, and proximity to attractions or public transport. Do you prefer being in the heart of the city close to restaurants, shops, and nightlife? Or do you want a quiet neighborhood with a more local feel? With so many types of accommodations in Hillsdale, from boutique hotels to spacious homes, you are sure to find something that fits your needs.

Tips for Finding the Perfect Stay in Hillsdale

To find the perfect place to stay in Hillsdale, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

Accommodation data and pictures provided by Booking.com