Title: 5 Stars Hotels in Hillsdale, New York  - Find Cheap Hillsdale Hotels With 5 Stars | Expedia.ca

[Hillsdale Travel Guide](https://expedia.ca/Hillsdale.dx183683)[Hotels in Hillsdale](https://expedia.ca/Hillsdale-Hotels.d183683.Travel-Guide-Hotels)[Vacation Rentals in Hillsdale](https://expedia.ca/Hillsdale-Vacation-Rentals.d183683.Travel-Guide-VacationRentals)[Flights to Hillsdale](https://expedia.ca/Cheap-Flights-To-Hillsdale.d183683.Travel-Guide-Flights)[Hillsdale Car Rentals](https://expedia.ca/Car-Rentals-In-Hillsdale.d183683.Car-Rental-Guide)[Hillsdale Vacation Packages](https://expedia.ca/Hillsdale.d183683.Destination-Travel-Guides)

![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# 5 Stars Hotels in Hillsdale, New York 

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Sign in to save 10% or more on thousands of hotels  
[Sign in](https://www.expedia.ca/login)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check availability on Hillsdale 5 Star Hotels

Tonight

[Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=183683&startDate=2025-12-18&endDate=2025-12-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=183683&startDate=2025-12-19&endDate=2025-12-20&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=183683&startDate=2025-12-19&endDate=2025-12-21&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=183683&startDate=2025-12-26&endDate=2025-12-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Hillsdale-Hotels.s50-0-d183683.Travel-Guide-Filter-Hotels)[

Sign up, it's free

](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Hillsdale-Hotels.s50-0-d183683.Travel-Guide-Filter-Hotels)

## Learn more about Hillsdale

Tucked in the Hudson Valley, this rural hamlet offers scenic hikes through Taconic State Park and charming farm-to-table dining. Explore nearby art galleries in Copake or visit Catamount Mountain Resort for outdoor adventures in all seasons.

[See all hotels in Hillsdale](https://www.expedia.ca/Hotel-Search?startDate=2026-01-01&endDate=2026-01-02&adults=2&regionId=183683)

![Red and Green Norway Maple Trees and Wood Fence](https://images.trvl-media.com/place/183683/4f99f7be-1e9f-40aa-ab8f-094fc6d499c2.jpg?impolicy=fcrop&w=900&h=601&p=1&q=high)

## Top Hillsdale Hotel Reviews

## Find out more about Hillsdale

## Five Star Hotels in Hillsdale

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Hillsdale so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Hillsdale and get ready to be pampered like never before.

#### Get a Great Deal on 5-Star Hotels in Hillsdale

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. 

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

#### Make Your Escape to Hillsdale

The results are in, and Hillsdale 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Hillsdale! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Hillsdale today and settle down in the lap of luxury tomorrow.

## Frequently asked questions

### How much does it cost to stay in a 5-star hotel in Hillsdale?

> - Search for the lowest price per night

### What makes a hotel 5 stars in Hillsdale?

### Are there any 5-star all-inclusive resorts in Hillsdale?

## Explore a world of travel with Expedia

- Lodging
- Flights
- Packages
- Cars
- More ways to book

- [2 Star Hotels in Middleburgh ](https://www.expedia.ca/2Star-Middleburgh-Hotels.s20-0-d6344005.Travel-Guide-Filter-Hotels)
- [2 Star Hotels in Walden ](https://www.expedia.ca/2Star-Walden-Hotels.s20-0-d6361117.Travel-Guide-Filter-Hotels)
- [3 Star Hotels in Climax ](https://www.expedia.ca/3Star-Climax-Hotels.s30-0-d3000448224.Travel-Guide-Filter-Hotels)
- [3 Star Hotels in Highland ](https://www.expedia.ca/3Star-Highland-Hotels.s30-0-d115050.Travel-Guide-Filter-Hotels)
- [3 Star Hotels in Rhinebeck ](https://www.expedia.ca/3Star-Rhinebeck-Hotels.s30-0-d55927.Travel-Guide-Filter-Hotels)
- [3 Star Hotels in Shady ](https://www.expedia.ca/3Star-Shady-Woodstock-Hotels.s30-n553248635976471788-0.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Albany ](https://www.expedia.ca/4Star-Albany-Hotels.s40-0-d603260.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Denver ](https://www.expedia.ca/4Star-Denver-Hotels.s40-0-d553248635077667304.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in East Windham ](https://www.expedia.ca/4Star-East-Windham-Hotels.s40-0-d183666.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Fishkill ](https://www.expedia.ca/4Star-Fishkill-Hotels.s40-0-d55704.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Hensonville ](https://www.expedia.ca/4Star-Hensonville-Hotels.s40-0-d6023521.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Mahopac ](https://www.expedia.ca/4Star-Mahopac-Hotels.s40-0-d6138727.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Rhinebeck ](https://www.expedia.ca/4Star-Rhinebeck-Hotels.s40-0-d55927.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Round Top ](https://www.expedia.ca/4Star-Round-Top-Hotels.s40-0-d153475.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in West Shokan ](https://www.expedia.ca/4Star-West-Shokan-Hotels.s40-0-d3000450105.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Catskill Heights ](https://www.expedia.ca/5Star-Catskill-Heights-Catskill-Hotels.s50-n553248635976472840-0.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Gardiner ](https://www.expedia.ca/5Star-Gardiner-Hotels.s50-0-d6046703.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Haines Falls ](https://www.expedia.ca/5Star-Haines-Falls-Hotels.s50-0-d183680.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Hudson ](https://www.expedia.ca/5Star-Hudson-Hotels.s50-0-d55762.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Hudson Valley ](https://www.expedia.ca/5Star-Hudson-Valley-Hotels.s50-0-d6056301.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Hunter ](https://www.expedia.ca/5Star-Hunter-Hotels.s50-0-d117507.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Lower Hudson Valley ](https://www.expedia.ca/5Star-Lower-Hudson-Valley-Hotels.s50-0-d553248635976475264.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Millbrook ](https://www.expedia.ca/5Star-Millbrook-Hotels.s50-0-d6051715.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Poughkeepsie ](https://www.expedia.ca/5Star-Poughkeepsie-Hotels.s50-0-d6056317.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Rhinebeck ](https://www.expedia.ca/5Star-Rhinebeck-Hotels.s50-0-d55927.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Saugerties ](https://www.expedia.ca/5Star-Saugerties-Hotels.s50-0-d6691.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Tannersville ](https://www.expedia.ca/5Star-Tannersville-Hotels.s50-0-d183725.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in The Catskills ](https://www.expedia.ca/5Star-The-Catskills-Hotels.s50-0-d3000655690.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in West Kill ](https://www.expedia.ca/5Star-West-Kill-Hotels.s50-0-d3000450082.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Woodstock ](https://www.expedia.ca/5Star-Woodstock-Hotels.s50-0-d176573.Travel-Guide-Filter-Hotels)
- [Aparthotels in Ancram ](https://www.expedia.ca/Ancram-Apart-Hotels.d3000421975-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Ancram ](https://www.expedia.ca/Ancram-Bed-And-Breakfast.d3000421975-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Chalets in Ancram ](https://www.expedia.ca/Ancram-Chalets.d3000421975-aaChalets.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Ancram ](https://www.expedia.ca/Ancram-Holiday-Parks.d3000421975-aaHolidayParks.Travel-Guide-Accommodation)
- [Cheap Hotels in Ancram ](https://www.expedia.ca/Ancram-Hotels-Cheap-Hotels.0-0-d3000421975-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Ancram ](https://www.expedia.ca/Ancram-Hotels-Luxury-Hotel.0-0-d3000421975-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Ancram Hotels ](https://www.expedia.ca/Ancram-Hotels.d3000421975.Travel-Guide-Hotels)
- [Inns in Ancram ](https://www.expedia.ca/Ancram-Inns.d3000421975-aaInns.Travel-Guide-Accommodation)
- [Lodges in Ancram ](https://www.expedia.ca/Ancram-Lodges.d3000421975-aaLodges.Travel-Guide-Accommodation)
- [Ancramdale Hotels ](https://www.expedia.ca/Ancramdale-Hotels.d3000421986.Travel-Guide-Hotels)
- [Townhomes in Ancramdale ](https://www.expedia.ca/Ancramdale-Townhomes.d3000421986-aaTownhomes.Travel-Guide-Accommodation)
- [B&B in Austerlitz ](https://www.expedia.ca/Austerlitz-Bed-And-Breakfast.d500771-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Castles in Austerlitz ](https://www.expedia.ca/Austerlitz-Castles.d500771-aaCastles.Travel-Guide-Accommodation)
- [Cheap Hotels in Austerlitz ](https://www.expedia.ca/Austerlitz-Hotels-Cheap-Hotels.0-0-d500771-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Austerlitz ](https://www.expedia.ca/Austerlitz-Hotels-Luxury-Hotel.0-0-d500771-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Austerlitz Hotels ](https://www.expedia.ca/Austerlitz-Hotels.d500771.Travel-Guide-Hotels)
- [Hotels near Catamount Aerial Adventure Park ](https://www.expedia.ca/Catamount-Aerial-Adventure-Park-Hotels.0-l553248621532664791-0.Travel-Guide-Filter-Hotels)
- [Claverack Hotels ](https://www.expedia.ca/Claverack-Hotels.d181398.Travel-Guide-Hotels)
- [Claverack-Red Mills Hotels ](https://www.expedia.ca/Claverack-Red-Mills-Hotels.d553248634999244101.Travel-Guide-Hotels)
- [Farmstay in Copake ](https://www.expedia.ca/Copake-Agritourism.d553248635975870705-aaAgritourism.Travel-Guide-Accommodation)
- [Aparthotels in Copake ](https://www.expedia.ca/Copake-Apart-Hotels.d553248635975870705-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Copake ](https://www.expedia.ca/Copake-Bed-And-Breakfast.d553248635975870705-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Copake Falls ](https://www.expedia.ca/Copake-Falls-Holiday-Parks.d6339859-aaHolidayParks.Travel-Guide-Accommodation)
- [Copake Falls Hotels ](https://www.expedia.ca/Copake-Falls-Hotels.d6339859.Travel-Guide-Hotels)
- [Lodges in Copake Falls ](https://www.expedia.ca/Copake-Falls-Lodges.d6339859-aaLodges.Travel-Guide-Accommodation)
- [Guest Houses in Copake ](https://www.expedia.ca/Copake-Guest-Houses.d553248635975870705-aaGuestHouses.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Copake ](https://www.expedia.ca/Copake-Holiday-Parks.d553248635975870705-aaHolidayParks.Travel-Guide-Accommodation)
- [Cheap Hotels in Copake ](https://www.expedia.ca/Copake-Hotels-Cheap-Hotels.0-0-d553248635975870705-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Copake ](https://www.expedia.ca/Copake-Hotels-Luxury-Hotel.0-0-d553248635975870705-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Copake Hotels ](https://www.expedia.ca/Copake-Hotels.d553248635975870705.Travel-Guide-Hotels)
- [Copake Lake Hotels ](https://www.expedia.ca/Copake-Lake-Hotels.d553248634999103363.Travel-Guide-Hotels)
- [Inns in Copake Lake ](https://www.expedia.ca/Copake-Lake-Inns.d553248634999103363-aaInns.Travel-Guide-Accommodation)
- [Motels in Copake ](https://www.expedia.ca/Copake-Motels.d553248635975870705-aaMotels.Travel-Guide-Accommodation)
- [Resorts in Copake ](https://www.expedia.ca/Copake-Resort-Hotels.d553248635975870705-aaResortHotels.Travel-Guide-Accommodation)
- [Townhomes in Copake ](https://www.expedia.ca/Copake-Townhomes.d553248635975870705-aaTownhomes.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Craryville ](https://www.expedia.ca/Craryville-Holiday-Parks.d6354169-aaHolidayParks.Travel-Guide-Accommodation)
- [Luxury Hotels in Craryville ](https://www.expedia.ca/Craryville-Hotels-Luxury-Hotel.0-0-d6354169-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Craryville Hotels ](https://www.expedia.ca/Craryville-Hotels.d6354169.Travel-Guide-Hotels)
- [Lodges in Craryville ](https://www.expedia.ca/Craryville-Lodges.d6354169-aaLodges.Travel-Guide-Accommodation)
- [Farmstay in Ghent ](https://www.expedia.ca/Ghent-Agritourism.d3000448661-aaAgritourism.Travel-Guide-Accommodation)
- [Aparthotels in Ghent ](https://www.expedia.ca/Ghent-Apart-Hotels.d3000448661-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Ghent ](https://www.expedia.ca/Ghent-Bed-And-Breakfast.d3000448661-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Ghent ](https://www.expedia.ca/Ghent-Guest-Houses.d3000448661-aaGuestHouses.Travel-Guide-Accommodation)
- [Ghent Hotels ](https://www.expedia.ca/Ghent-Hotels.d3000448661.Travel-Guide-Hotels)
- [Townhomes in Ghent ](https://www.expedia.ca/Ghent-Townhomes.d3000448661-aaTownhomes.Travel-Guide-Accommodation)
- [Hotels near Lake Taghkanic State Park ](https://www.expedia.ca/Lake-Taghkanic-State-Park-Hotels.0-l553248634328801676-0.Travel-Guide-Filter-Hotels)
- [Mellenville Hotels ](https://www.expedia.ca/Mellenville-Hotels.d3000351046.Travel-Guide-Hotels)
- [New York Hotels ](https://www.expedia.ca/New-York-Hotels.d178293.Travel-Guide-Hotels)
- [Cheap Hotels in Philmont ](https://www.expedia.ca/Philmont-Hotels-Cheap-Hotels.0-0-d3000351149-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Philmont Hotels ](https://www.expedia.ca/Philmont-Hotels.d3000351149.Travel-Guide-Hotels)
- [Motels in Philmont ](https://www.expedia.ca/Philmont-Motels.d3000351149-aaMotels.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Spencertown ](https://www.expedia.ca/Spencertown-Holiday-Parks.d3000449614-aaHolidayParks.Travel-Guide-Accommodation)
- [Spencertown Hotels ](https://www.expedia.ca/Spencertown-Hotels.d3000449614.Travel-Guide-Hotels)
- [Inns in Spencertown ](https://www.expedia.ca/Spencertown-Inns.d3000449614-aaInns.Travel-Guide-Accommodation)
- [Hotels near Taconic State Park ](https://www.expedia.ca/Taconic-State-Park-Hotels.0-l553248621532664790-0.Travel-Guide-Filter-Hotels)
- [B&B in Taghkanic ](https://www.expedia.ca/Taghkanic-Bed-And-Breakfast.d553248633948368748-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Chalets in Taghkanic ](https://www.expedia.ca/Taghkanic-Chalets.d553248633948368748-aaChalets.Travel-Guide-Accommodation)
- [Cheap Hotels in Taghkanic ](https://www.expedia.ca/Taghkanic-Hotels-Cheap-Hotels.0-0-d553248633948368748-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Taghkanic Hotels ](https://www.expedia.ca/Taghkanic-Hotels.d553248633948368748.Travel-Guide-Hotels)
- [West Copake Hotels ](https://www.expedia.ca/West-Copake-Hotels.d553248635975871453.Travel-Guide-Hotels)

- [Flights from Claverack ](https://www.expedia.ca/lp/flights/181398/flights-from-claverack)
- [Flights from Ancramdale ](https://www.expedia.ca/lp/flights/3000421986/flights-from-ancramdale)
- [Flights from Milwaukee (MKE) to Hudson (HCC) ](https://www.expedia.ca/lp/flights/mke/hcc/milwaukee-to-hudson)
- [Flights from Toronto (YYZ) to New York (NYC) ](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)

- [Hornets Nest Paintball ](https://www.expedia.ca/Hornets-Nest-Paintball-Ancramdale.d553248621532664789.Vacation-Attraction)
- [Visit Town of Copake ](https://www.expedia.ca/Town-Of-Copake.dx553248635976002415)

- [Hawk Rental Cars in Ancram ](https://www.expedia.ca/Hawk-Car-Rentals-In-Ancram.d3000421975-c1076.Car-Rental-Guide-Suppliers)
- [Hertz Rental Cars in Claverack ](https://www.expedia.ca/Hertz-Car-Rentals-In-Claverack.d181398-c40.Car-Rental-Guide-Suppliers)
- [Rent A Wreck Rental Cars in Ancram ](https://www.expedia.ca/Rent-A-Wreck-Car-Rentals-In-Ancram.d3000421975-c33.Car-Rental-Guide-Suppliers)
- [U-Save Rental Cars in Ancram ](https://www.expedia.ca/U-Save-Car-Rentals-In-Ancram.d3000421975-c34.Car-Rental-Guide-Suppliers)

- [Book 5 Star Hotels in Hillsdale on Expedia.com ](https://www.expedia.com/5Star-Hillsdale-Hotels.s50-0-d183683.Travel-Guide-Filter-Hotels)