Hotels and Motels near Hillsdale, NY
Quality Inn Great Barrington 372 Main Street, Great Barrington, MA 01230
8 miles 8 miles from Hillsdale
From $76
Check In 15 00 Check Out 11 00
Rated Average
Midscale, smoke-free motel
Near Bard College at Simon's Rock
2 floors, 62 rooms - no elevator
No swimming pool
Exercise room
Microwave and refrigerator in every room
Free continental breakfast
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 800 reviews Read Recent Reviews
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"My room was on the back side of the motel, which was frankly creepy. It was pretty clean but smelled like smoke. A train came by right next to the building. Don't stay here.2021-09-27 "
"Good motel. My stay was perfect.2019-10-25 "
"The service at this motel was good.2019-10-09 "
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Fairfield Inn & Suites by Marriott Great Barrington 249 Stockbridge Road, Great Barrington, MA 01230
9 miles 9 miles from Hillsdale
From $127
Check In 1500 Check Out 1100
Rated High
Upper-midscale, smoke-free hotel Near Bard College at Simon's Rock 3 floors, 89 rooms and suites - elevator Heated indoor swimming pool - exercise room Microwave and refrigerator in every room Free hot breakfast buffet Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 847 reviews Read Recent Reviews
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"Nice hotel overall. No liners in the trash cans in the room. Only 1 tea bag provided for a double room. No complimentary water. Don't expect anything special.2022-08-23 "
"I had a wonderful stay. The hotel was exceptionally clean and comfortable, and the employees were friendly and efficient. Good breakfast, too.2019-11-23 "
"The hotel room was nice and quiet, and the employees were welcoming and helpful. Breakfast was delicious.2019-04-22 "
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Travelodge Great Barrington 400 Stockbridge Road, Great Barrington, MA 01230
9 miles 9 miles from Hillsdale
From $144
Check In 1400 Check Out 1100
Rated Average
Cheap, smoke-free motel Near Bard College at Simon's Rock 2 floors, 29 rooms and suites - no elevator Outdoor swimming pool open in summer Microwave and refrigerator in every room Free continental breakfast Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 337 reviews Read Recent Reviews
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"Nice room for the price. The motel staff was friendly. I'll stay here again.2018-11-19 "
"We loved this motel. The room was quiet and had everything we needed, including a microwave and fridge, and the bed was so comfortable. Friendly, helpful personnel and good breakfast with make-your-own waffles. We appreciated the smoke-free, pet-free policy. Try Four Brothers restaurant down the street.2017-08-17 "
"The rates were competitive, but the room was smaller than I expected. The motel staff was pleasant. Breakfast was OK, but the only hot selections were toast and waffles.2017-06-01 "
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Holiday Inn Express & Suites Great Barrington 415 Stockbridge Road, Great Barrington, MA 01230
9 miles 9 miles from Hillsdale
From $132
Check In 15 00 Check Out 11 00
Rated High
Upper-midscale, smoke-free hotel Near Bard College at Simon's Rock 2 floors, 58 rooms and suites - elevator Heated indoor swimming pool - exercise room Microwave and refrigerator in every room Free hot breakfast buffet Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 225 reviews Read Recent Reviews
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"Close to restaurants. The room was excellent, and the hotel clerks were friendly. Take advantage of the breakfast; it had a good variety of food, and the dining room was nice.2017-10-07 "
"The hotel clerks were cheerful and helpful, and the breakfast attendant was pleasant and helpful.2016-09-26 "
"The room was clean and comfortable, and the hotel staff was courteous. Breakfast was simple but good. I definitely recommend staying here.2016-07-09 "
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Red Lion Inn Stockbridge 30 Main Street, Box 954, Stockbridge, MA 01262
13 miles 13 miles from Hillsdale
From $160
Check In 15 00 Check Out 12 00
Rated High
Midscale, smoke-free, full-service inn
Near Norman Rockwell Museum
Main inn - 4 floors, 81 rooms and suites
7 houses
1 cottage
Heated outdoor swimming pool - exercise room
3 restaurants - lounge - room service
Free WiFi
Free parking Pet friendly inn
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- allows pets in designated pet rooms only - $40 per night fee for each pet. - Feb 2020
TripAdvisor Traveler Rating: Based on 1489 reviews Read Recent Reviews
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"We stayed at this hotel for 2 nights and it was great. The food was excellent. Plan on enjoying a stay here.2015-05-24 "
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Pleasant Valley Motel West Stockbridge 42 Stockbridge Road, West Stockbridge, MA 01266
13 miles 13 miles from Hillsdale
From $63
Check In 1300 Check Out 1000
Rated Average
Cheap motel near Norman Rockwell Museum
Also near Berkshire Mountains
Single-story, 16 rooms
Outdoor swimming pool
Free continental breakfast
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 137 reviews Read Recent Reviews
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"The bedsheets in my motel room were stained. This was unacceptable despite the low rates.2018-07-16 "
"My motel room had plenty of space around the bed. Had a table with 2 chairs, a small refrigerator, and a microwave. I slept well. The renovated bathroom was nice, but the showerhead was a bit low. The owners were nice.2015-06-18 "
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Holiday Inn Club Vacations Oak N' Spruce Resort South Lee 190 Meadow Street, South Lee, MA 01260
14 miles 14 miles from Hillsdale
From $128
Check In 16 00 Check Out 10 00
Rated Average
Upper-midscale, smoke-free resort Near Lee Premium Outlets 3 floors, 334 2-bedroom and 3-bedroom villas Indoor swimming pool - outdoor pool - 24-hour exercise room 2 restaurants Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 1020 reviews Read Recent Reviews
Econo Lodge Lee 980 Pleasant Street, Route 102, Lee, MA 01238
15 miles 15 miles from Hillsdale
From $50
Check In 15 00 Check Out 11 00
Rated Average
Cheap motel near October Mountain State Park 2 floors, 23 rooms - no elevator Some smoking rooms No swimming pool Microwave and refrigerator in every room Free continental breakfast Free WiFi Free parking Pet friendly motel
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- allows pets up to 50 pounds - $20 per night fee for each pet. - Oct 2015
TripAdvisor Traveler Rating: Based on 156 reviews Read Recent Reviews
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"You get what you pay for. The motel room was spacious, and the mattress was comfortable. But the showerhead was too low, the bathroom fan screeched, the hair dryer didn't work, and the towels were worn.2019-04-17 "
"Nice motel for a reasonable price. The room was freshly painted and had a new headboard for the bed and larger TV. One light didn't work. The bathroom was dated, and the toilet seat needed to be replaced. The shower walls were cracked and had mold. The front desk clerk was terrific and provided excellent service. I was impressed.2019-03-27 "
"Average motel for the price. The room was clean, and the staff was attentive and always available. The towels were terribly ragged and the place was worn and tattered. The blankets were stained. Good enough for a night or two.2018-11-17 "
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Wick Hotel Hudson 41 Cross Street, Hudson, NY 12534
15 miles 15 miles from Hillsdale
From $1393
Check In 1500 Check Out 1200
Rated High
Upscale, smoke-free, full-service, downtown hotel
55 rooms, 7 suites
Free shuttle to attractions within 5-mile radius
No swimming pool
24-hour exercise room
Restaurant - lounge - 24-hour room service
Free WiFi
Free parking Pet friendly hotel
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- $50 per stay fee for each pet. - Apr 2018
TripAdvisor Traveler Rating: Based on 238 reviews Read Recent Reviews
Wheatleigh Hotel Lenox 11 Hawthorne Road, Lenox, MA 01240
16 miles 16 miles from Hillsdale
From $995
Check In 16 00 Check Out 12 00
Rated Very High
Luxury, smoke-free, full-service hotel
In a 22-acre park - short walk to Tanglewood
Member of Leading Hotels of the World
Outdoor swimming pool - exercise room
2 restaurants - lounge - room service
Free WiFi
Free parking Pet friendly hotel
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- allows pets in 2 pet rooms - $200 per stay fee for each pet. - Mar 2017
TripAdvisor Traveler Rating: Based on 162 reviews Read Recent Reviews
Black Swan Inn Lee 435 Laurel Street, Lee, MA 01238
16 miles 16 miles from Hillsdale
From $94
Check In 15 00 Check Out 11 00
Rated Very High
Upscale, smoke-free lakefront motel An Ascend Hotel Collection Member 2 floors, 54 rooms - no elevator No swimming pool Exercise room Restaurant Restaurant open for lunch and dinner only Free continental breakfast Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 850 reviews Read Recent Reviews
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"The motel was clean and conveniently located. I loved the lake. The staff was wonderful. Have fun and relax.2022-04-26 "
"The motel room was nice, and so were the surroundings and lake. Don't hesitate to stay here.2021-09-23 "
"Good motel stay. Book it.2018-04-11 "
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Canyon Ranch Lenox 165 Kemble Street, Lenox, MA 01240
17 miles 17 miles from Hillsdale
From $1800
Check In 15 00 Check Out 12 00
Rated Very High
Luxury, smoke-free, full-service hotel near downtown
2 floors, 126 rooms and suites - elevator
Free shuttle to Albany Airport and Bradley Airport, CT
Heated indoor swimming pool - outdoor pool - exercise room
Restaurant - cafe
Free WiFi
Free parking Pet friendly hotel
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- $250 per stay fee for each pet. - Jan 2018
TripAdvisor Traveler Rating: Based on 665 reviews Read Recent Reviews
Constance Inn Lenox 11 Old Stockbridge Road, Lenox, MA 01240
17 miles 17 miles from Hillsdale
From $81
Check In 15 00 Check Out 11 00
Rated High
Upscale, smoke-free bed and breakfast inn
Near Kennedy Park
5 miles from Bousquet Mountain
3 floors, 20 rooms and suites - no elevator
No swimming pool
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 236 reviews Read Recent Reviews
Miraval Berkshires Resort & Spa Lenox 55 Lee Road, Lenox, MA 01240
17 miles 17 miles from Hillsdale
From $1367
Check In 15 30 Check Out 11 00
Rated High
Luxury, smoke-free, full-service, adult-only, spa resort
6 miles from Bousquet Mountain
A Hyatt property
7 cottages - 2 floors, 100 rooms and suites
Note: Some buildings have elevator access
Free shuttle to Bradley Airport
Heated indoor swimming pool - outdoor pool
Fitness center
Yoga and wellness classes available
Restaurant - lounge - poolside bar - room service
Full-service spa
Golf course - tennis court Not pet friendly
Note: Miraval is a digital device-free resort.Note: This resort charges an amenity fee of 23% per night - includes parking and WiFi.
TripAdvisor Traveler Rating: Based on 395 reviews Read Recent Reviews
Whitlock Inn Lenox 16 Church Street, Lenox, MA 01240
17 miles 17 miles from Hillsdale
From $270
Check In 15 00 Check Out 11 00
Rated High
Upscale, smoke-free, historic bed and breakfast inn
Near Kennedy Park
3 floors, 31 rooms and suites - no elevator
No swimming pool
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 72 reviews Read Recent Reviews
Dewey Inn Lenox 7 Hubbard Street, Lenox, MA 01240
17 miles 17 miles from Hillsdale
From $189
Check In 15 00 Check Out 11 00
Rated Very High
Upscale, smoke-free bed and breakfast inn
Near Kennedy Park
2 miles from Tanglewood
3 floors, 11 rooms and suites - no elevator
No swimming pool
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 370 reviews Read Recent Reviews
Courtyard by Marriott Hotel Lenox 70 Pittsfield Road, Lenox, MA 01240
18 miles 18 miles from Hillsdale
From $127
Check In 1500 Check Out 1100
Rated High
Upscale, smoke-free hotel near Kennedy Park 4 floors; 89 rooms, 3 suites Indoor swimming pool - exercise room Restaurant - lounge Restaurant open for breakfast and dinner only Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 196 reviews Read Recent Reviews
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"The hotel was clean and beautifully appointed, and the staff was courteous. No on-site dining.2021-12-13 "
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Life House Hotel Berkshires Lenox 194 Pittsfield Road, Lenox, MA 01240
19 miles 19 miles from Hillsdale
From $54
Check In 15 00 Check Out 11 00
Rated Average
Upscale, smoke-free, full-service hotel
Near Kennedy Park
2 floors, 59 rooms - no elevator
No swimming pool
Restaurant - lounge
Free WiFi
Free parking Pet friendly hotel
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- allows 1 pet per room - $85 per stay pet fee. - Sep 2022
TripAdvisor Traveler Rating: Based on 14 reviews Read Recent Reviews
Howard Johnson Express Inn Lenox 462 Pittsfield Road, Lenox, MA 01240
19 miles 19 miles from Hillsdale
From $62
Check In 1500 Check Out 1100
Rated Average
Cheap motel near Tanglewood 2 floors; 44 rooms, 1 suite - no elevator Some smoking rooms Outdoor swimming pool open in summer Free continental breakfast Free WiFi Free parking - truck parking Not pet friendly
TripAdvisor Traveler Rating: Based on 475 reviews Read Recent Reviews
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"Easy access to tourist attractions. Good value. Not a high-end place, but it was clean and perfect for our needs. The motel room was nice, big, and comfortable. I loved having a microwave and fridge. Plenty of towels provided.2016-07-04 "
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Yankee Hotel Lenox 461 Pittsfield Road, Lenox, MA 01240
19 miles 19 miles from Hillsdale
From $89
Check In 15 00 Check Out 11 00
Rated High
Upper-midscale, smoke-free hotel near Tanglewood
Convenient to Bousquet Mountain
A Trademark Collection by Wyndham hotel
3 floors, 96 rooms and suites - elevator
Heated indoor swimming pool - outdoor pool
Exercise room
Restaurant - lounge
Restaurant open for dinner only
Microwave and refrigerator in every room
Free hot breakfast buffet
Free WiFi
Free parking - truck parking Not pet friendly
TripAdvisor Traveler Rating: Based on 769 reviews Read Recent Reviews
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"An excellent experience. The hotel was super clean and comfortable. I highly recommend it.2022-07-06 "
"A pleasant, comfortable hotel. The staff was friendly and helpful.2016-06-22 "
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Hampton Inn & Suites Lenox 445 Pittsfield Road, Lenox, MA 01240
20 miles 20 miles from Hillsdale
From $120
Check In 15 00 Check Out 11 00
Rated Very High
Upper-midscale, smoke-free hotel near Arrowhead Museum 3 floors, 79 rooms and suites - elevator Heated indoor swimming pool - exercise room Free hot breakfast buffet Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 1151 reviews Read Recent Reviews
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"I had an uneventful hotel stay. The entire staff was friendly. I recommend staying here.2015-06-23 "
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Hilton Garden Inn Pittsfield 1032 South Street, Pittsfield, MA 46683
20 miles 20 miles from Hillsdale
From $144
Check In 15 00 Check Out 12 00
Rated Very High
Upscale, smoke-free hotel 3.5 miles south of downtown Pittsfield 4 floors, 95 rooms Indoor swimming pool - exercise room Restaurant - lounge Restaurant open for breakfast and dinner only Microwave and refrigerator in every room Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 670 reviews Read Recent Reviews
Best Western Berkshire Hills Inn & Suites Pittsfield 1350 West Housatonic Street, Pittsfield, MA 01201
20 miles 20 miles from Hillsdale
From $90
Check In 1500 Check Out 1100
Rated High
Midscale, smoke-free hotel
4 miles west of Pittsfield
Near Pittsfield State Forest
3 floors, 59 rooms and suites - elevator
No swimming pool
Exercise room
Microwave and refrigerator in every room
Free hot breakfast buffet
Free WiFi
Free parking - truck parking Not pet friendly
TripAdvisor Traveler Rating: Based on 630 reviews Read Recent Reviews
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"The hotel was quiet, nice, and clean.2020-07-19 "
"An average hotel with poor soundproofing; I could hear the man in the next room snoring.2017-05-29 "
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Best Western New Baltimore Inn West Coxsackie - I-87, Exit 21B 12600 NY 9W, I-87, Exit 21B, West Coxsackie, NY 12192
21 miles 21 miles from Hillsdale
From $97
Check In 1400 Check Out 1100
Rated Average
Midscale, smoke-free hotel near I-87
Heated indoor swimming pool - exercise room
Free hot breakfast buffet
Free WiFi
Free parking - truck parking Not pet friendly
TripAdvisor Traveler Rating: Based on 355 reviews Read Recent Reviews
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"The hotel room was clean. I didn't have any problems. This was a good choice.2022-10-05 "
"A lot of things weren't in working order, and the hotel wasn't clean enough. The room carpet was filthy. The exercise room wasn't up to par, and there was hair floating in the pool. Nice breakfast and staff. I wouldn't stay here again.2021-07-31 "
"The hotel room was clean, and the employees were polite and welcoming. There was a variety of food at the continental breakfast. Unfortunately, the pool wasn't clean, and the whirlpool was disgusting.2019-08-21 "
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Berkshire Inn Pittsfield 150 West Housatonic Street, Pittsfield, MA 01201
22 miles 22 miles from Hillsdale
From $95
Check In 15 00 Check Out 11 00
Rated Average
Midscale, smoke-free, downtown motel
12 miles northwest of October Mountain State Park
2 floors, 38 rooms - no elevator
Outdoor swimming pool open in summer
Free continental breakfast
Free WiFi
Free parking - truck parking Not pet friendly
TripAdvisor Traveler Rating: Based on 170 reviews Read Recent Reviews
Holiday Inn & Suites Berkshires Pittsfield One West Street, Pittsfield, MA 01201
23 miles 23 miles from Hillsdale
From $111
Check In 15 00 Check Out 12 00
Rated Average
Upper-midscale, smoke-free, full-service, downtown hotel 12 miles Northwest of October Mountain State Park Heated indoor swimming pool - exercise room Restaurant - lounge - room service Full-service spa Free WiFi Free parking Pet friendly hotel
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- allows up to 2 pets per room - $75 per stay fee for 1st pet - $25 per stay fee for additional pet. - May 2019
TripAdvisor Traveler Rating: Based on 50 reviews Read Recent Reviews
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"The carpet in my hotel room was dirty. The restaurant was a disappointment and had a limited menu.2017-07-25 "
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Troutbeck Hotel Amenia 515 Leedsville Road, Amenia, NY 12545
23 miles 23 miles from Hillsdale
From $639
Check In 16 00 Check Out 11 00
Rated Very High
Upscale, smoke-free, full-service hotel
3 miles from downtown
3 buildings - 2 floors, 33 rooms and suites - no elevator
Outdoor swimming pool
Restaurant - lounge - room service
Free WiFi
Free parking Pet friendly hotel
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- dogs allowed in limited dog-friendly rooms - $100 per stay pet fee. - Dec 2023
TripAdvisor Traveler Rating: Based on 107 reviews Read Recent Reviews
Hotel on North Pittsfield 297 North Street, Pittsfield, MA 01201
23 miles 23 miles from Hillsdale
From $195
Check In 1600 Check Out 1100
Rated Very High
Upscale, smoke-free, downtown hotel
3 floors, 45 rooms and suites - elevator
No swimming pool
Restaurant - lounge
Restaurant open for lunch and dinner only
Free WiFi
Free parking Pet friendly hotel
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- pets allowed in 2nd floor rooms only - pets must remain in carrier when left alone in room - $45 per night fee for each pet. - Jan 2023
TripAdvisor Traveler Rating: Based on 849 reviews Read Recent Reviews
Comfort Inn Saugerties - I-87, Exit 20 2790 NY 32, I-87, Exit 20, Saugerties, NY 12477
24 miles 24 miles from Hillsdale
From $113
Check In 14 00 Check Out 11 00
Rated Average
Midscale, smoke-free hotel near I-87 Convenient to Hunter Mountain Ski Resort Heated indoor swimming pool - exercise room Free hot breakfast buffet Free WiFi Free parking - truck parking Pet friendly hotel
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- allows pets up to 60 pounds, 2 pets per room - $25 per night fee for each pet. - Nov 2015
TripAdvisor Traveler Rating: Based on 202 reviews Read Recent Reviews
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"A clean, simple hotel. Breakfast was just cheap cereal.2019-01-03 "
"The room was clean but could've used some air freshener. The hotel clerks were excellent. A decent place to stay.2018-07-16 "
"A comfortable hotel with great service. Enjoy a stay here.2015-08-05 "
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Howard Johnson Inn Saugerties - I-87, Exit 20 2764 NY 32, I-87, Exit 20, Saugerties, NY 12477
24 miles 24 miles from Hillsdale
From $69
Check In 15 00 Check Out 11 00
Rated Average
Cheap, smoke-free, full-service hotel near I-87 Convenient to Catskills 2 floors, 84 rooms - no elevator Heated indoor swimming pool Restaurant - lounge Microwave and refrigerator in every room Free WiFi Free parking - truck parking Not pet friendly
TripAdvisor Traveler Rating: Based on 661 reviews Read Recent Reviews
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"The hotel was old, tried, and had poor lighting. No restaurant or breakfast. The staff was personable and tried to be helpful, but I recommend finding another place to stay.2019-10-21 "
"Good rates. The room was clean and comfortable, and the staff was professional. The check-in clerk told us about all the amenities. I give this hotel 5 stars.2018-09-23 "
"The hotel staff was friendly.2017-08-12 "
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Hotels near Taconic State Park 4.4 miles southHotels near Bash Bish Falls 5 miles southHotels near Berkshire School 7 miles SEHotels near Ski Butternut 10 miles eastHotels near Lake Taghkanic State Park 11 miles SWHotels near The Barn at Liberty Farms 11 miles NWHotels near Shrine of The Divine Mercy 13 miles NEHotels near Salisbury School 14 miles SEHotels near Warren Street Hudson 15 miles westHotels near Hudson Amtrak Station 15 miles westHotels near Tanglewood Music Center 16 miles NEHotels near Olana State Historic Site 16 miles westHotels near Lee Premium Outlets 16 miles NEHotels near Hotchkiss School 17 miles southHotels near Falls Village Canaan 18 miles SEGreat Barrington MA Hotels 8 miles eastStockbridge MA Hotels 12 miles NEWest Stockbridge MA Hotels 13 miles NEHudson NY Hotels 15 miles westLakeville CT Hotels 16 miles southLenox MA Hotels 16 miles NELee MA Hotels 17 miles NECatskill NY Hotels 18 miles westGermantown NY Hotels 19 miles westWest Coxsackie NY Hotels 19 miles NWLeeds NY Hotels 20 miles westOtis MA Hotels 22 miles eastRed Hook NY Hotels 23 miles SWPittsfield MA Hotels 23 miles NEAmenia NY Hotels 23 miles south
On place pages like this, we order hotels from lowest cost to highest – except we list low-rated hotels at the bottom of the page.
To us, motels are smaller lodgings that have rooms you can enter directly from the parking area.hotels , on the other hand, you can enter your room only through a hall inside the building.
Beware of non-refundable reservations that could cost you a lot of money if you change or cancel them. + Non-refundable reservations are a gamble that will usually save you less than $10. If you make a $90 non-refundable reservation instead of a $100 refundable booking, you are betting $90 to win $10. Would you do that in Las Vegas? -
Don't assume you can cancel a non-refundable reservation without penalty if you notify the hotel weeks or even months in advance. + Often you cannot – because some hotels' profit strategy is to get paid more than once for the same room for the same night. -
Always read cancellation policies carefully before you make a reservation. + When is the latest date and time you can cancel without penalty? -
When you make a reservation, you will receive a confirmation email. Take a copy with you to the hotel.
The earlier in the afternoon you check into a hotel, the more likely you will get a room or suite that matches your preferences.
