Compare Cheap Hotels in Hillsdale
Secret Bargains - Save an extra 10% or more on select hotels
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Cheap Hillsdale Hotels

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$108 nightly
The price is $120 total per night
$120 total
May 25 - May 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
20.91 mi from city center
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace.
Pool
Hot Tub

Berkshires Untold
194 Pittsfield Rd Lenox MA
$92 nightly
The price is $103 total per night
$103 total
May 4 - May 5
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
19.22 mi from city center
Located in Lenox, Berkshires Untold is within a 10-minute drive of Shakespeare and Company and The Mount.
Pet friendly
Parking included

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
282 Cairo Junction Rd Catskill NY
$184 nightly
The price is $199 total per night
$199 total
May 26 - May 27
Total with taxes and fees
22.18 mi from city center
Located in Catskill, Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy is in a regional park, within a 10-minute drive of Catskill Golf Club and Thomas Cole National Historic Site.
Kitchen
Pet friendly

The Red Lion Inn
30 Main Street Stockbridge MA
$192 nightly
The price is $214 total per night
$214 total
Apr 30 - May 1
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.01 mi from city center
When you stay at The Red Lion Inn in Stockbridge, you'll be next to a golf course, within a 15-minute drive of National Shrine of the Divine Mercy and Tanglewood Music Center.
Pool
Spa

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
$130 nightly
The price is $145 total per night
$145 total
Apr 30 - May 1
Total with taxes and fees
Free Cancellation
14.43 mi from city center
When you stay at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG in South Lee, you'll be near ski lifts, within a 15-minute drive of National Shrine of the Divine Mercy and Tanglewood Music Center.
Pool
Air conditioning

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd Lenox MA
$118 nightly
The price is $132 total per night
$132 total
May 17 - May 18
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
20.21 mi from city center
Located in Lenox, Hampton Inn & Suites Berkshires-Lenox is in a rural location, within a 5-minute drive of Guido's Marketplace and Kennedy Park.
Pool
Breakfast included

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
$114 nightly
The price is $127 total per night
$127 total
May 18 - May 19
Total with taxes and fees
Free Cancellation
16.73 mi from city center
When you stay at The Black Swan Lee - Lenox, an Ascend Collection Hotel in Lee, you'll be on the waterfront, within a 15-minute drive of Tanglewood Music Center and National Shrine of the Divine Mercy.
Breakfast included
Pet friendly

Quality Inn Great Barrington
372 Main Street Great Barrington MA
$75 nightly
The price is $84 total per night
$84 total
Apr 28 - Apr 29
Total with taxes and fees
Free Cancellation
8.25 mi from city center
With a stay at Quality Inn Great Barrington in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 8 minutes by foot from Housatonic River.
Breakfast included
Parking included

Howard Johnson by Wyndham Saugerties
2764 Route 32 Saugerties NY
$120 nightly
The price is $134 total per night
$134 total
May 10 - May 11
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
23.85 mi from city center
With a stay at Howard Johnson by Wyndham Saugerties in Saugerties, you'll be within a 5-minute drive of Saugerties Town Hall and Kiersted House.
Pool
Parking included

Hotel On North
297 North Street Pittsfield MA
$149 nightly
The price is $166 total per night
$166 total
Apr 27 - Apr 28
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
23.44 mi from city center
Located in Pittsfield, Hotel On North is a 1-minute drive from Barrington Stage Company and 7 minutes from Bousquet Ski Area.
Pet friendly
Parking included

Pocketbook Hotel and Bath
549 Washington Street Hudson NY
$250 nightly
The price is $282 total per night
$282 total
May 19 - May 20
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.02 mi from city center
With a stay at Pocketbook Hotel and Bath in Hudson, you'll be a 3-minute walk from Oakdale Beach and 6 minutes by foot from Stoddard Corner.
Free WiFi
Restaurant

Quality Inn Lee - Lenox South
170 Housatonic Street Lee MA
$103 nightly
The price is $115 total per night
$115 total
May 19 - May 20
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
16.68 mi from city center
Located in Lee, Quality Inn Lee - Lenox South is within a 15-minute drive of National Shrine of the Divine Mercy and Tanglewood Music Center.
Breakfast included
Free WiFi
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.
Hillsdale hotels essential information
Accommodation | 1,860 hotels |
|---|---|
Lowest Price | $84 |
Highest Price | $282 |
Popular hotels | Berkshire Mountain Lodge, Berkshires Untold, Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy, The Red Lion Inn, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Hampton Inn & Suites Berkshires-Lenox, The Black Swan Lee - Lenox, an Ascend Collection Hotel, Quality Inn Great Barrington, Howard Johnson by Wyndham Saugerties, Hotel On North, Pocketbook Hotel and Bath, Quality Inn Lee - Lenox South |
Most Recent Hillsdale Hotel Reviews

Berkshires Untold
5 out of 5
Posted 11 hours ago
CheapTickets Verified Review
"Great hotel!"
A verified traveler stayed at Berkshires Untold






