
Find hotels in Hailesboro, NY from CA $87
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Hailesboro
Pet friendly
Apartment
Condo
Family friendly
Waterpark
Check prices for these dates
Tonight
Oct 3 - Oct 4Tomorrow
Oct 4 - Oct 5Next weekend
Oct 9 - Oct 11In two weeks
Oct 16 - Oct 18Our top choices for Hailesboro hotels




1. Oswegatchie River Cabin w/ Kayaks + Fire Pit!
Oswegatchie River Cabin w/ Kayaks + Fire Pit!Oswegatchie
CA $235
CA $745 total
includes taxes & fees
Oct 13 - Oct 14
Top Hailesboro Hotel Reviews
Lakefront Cottage near Adirondacks, Pontoon Boat, Sunroom, 2 Kayaks & Canoe
10/10 Excellent
"Each year in mid-September we travel from our home in NYC to a lake house location "up north". We look for a secluded location on a smaller lake that is peaceful and quiet - with a "swimmable" dock and waterfront, comfortable accommodations, a grill to grill on, a fire pit to sit by in the evening, and kayaks to spend some relaxing time on the water. This year we found everything we desired and more at Oak Hill. It's important to note that Oak Hill is just like the description on the website. Some listings aren't. The steps down to the house and then on down to the dock/beach are safe and the hand rails are very sturdy, which is not always the case with lake homes. It was perfect for our needs. The house and grounds were immaculate. The beds were extremely comfortable. We made full use of the kayaks, paddle board, and especially enjoyed exploring the lake on the pontoon boat, upon which we enjoyed sunsets with the neighboring loons. When "civilization" was required for supplies, Oak Hill was less than a half-hour's scenic drive from anything we needed. We highly recommend Oak Hill."
Lakefront Cabin on Black Lake with Dock - Sleeps 13
10/10 Excellent
"Second time here. Great place to stay."
CAMP OASIS. Beautiful 3 bedroom waterfront cottage on a peninsula with AC
10/10 Excellent
"We all had such a great time! Thank you"
Adirondack Area Trout Lake Waterfront Cottage, Hot Tub, Pontoon Boat, Upstate NY
10/10 Excellent
"The hosts were terrific, very personable and attentive! The property was just as in the pictures. The beds were very comfortable, (according to my daughter...best bed in any rental she's ever stayed in). The house was clean, everything in working order and well thought-out for any age group. We had a wonderful week at Sunset Cottage."
Waterfront cottage with a beautiful view
10/10 Excellent
"Check was super easy. Host and hostess were very responsive with questions and accommodating when we had to pivot and bring our dogs and teenager. Having the dock right there and easy process to rent and park pontoon boat was very helpful. Had to do some light spider removal in kitchen and bedrooms(mostly cobwebs), but this was completely understandable. Overall the trip was a huge success because of the great hosts and remarkable accommodations. And sunsets, sun rises, and star gazing were absolutely stunning"
Water Front Lake House - Black Lake, NY
10/10 Excellent
"This lakeside property was very clean and very nicely decorated. The kitchen was well stocked and the stove was very convenient so we did not have to go out to eat. The view from the deck is amazing! We enjoyed fishing off the dock and just taking in the lake and the sounds of nature."
Lake Cabin 8 acres private dock fire pit hot tub game room
8/10 Good
"Gorgeous house and property. Has everything you could possibly need! Extremely clean and comfortable. Communication was superior and very responsive and accommodating. We would return but the stairs to dock (new and very nice) were numerous making it difficult (for us) to navigate several times a day to use dock for fishing, swimming or boating."
Hill Top River Retreat
8/10 Good
"Fantastic view of Chippewa Bay on the St Lawrence River, islands, fisherman, and gorgeous sunsets. Fire pit every night while watching the sunset. Area is very quiet. Locals are so very friendly (special mention to Alice). Fished the schoals in the Bay for bass and perch. Caught many. Beds are super comfy. Great WiFi. Rented Brett's pontoon and kept it moored at the dock right down from the cottage. All in all a great experience."
Mountain Escape - Trout Lake Waterfront, Adirondack Park Area
8/10 Good
"Out family enjoyed our stay. It was a good place for us to gather together."
More cheap stays in Hailesboro

Capt.'s Inn & Suites
116 Church Street Alexandria Bay NY
CA $78
CA $87 total
Oct 11 - Oct 12
includes taxes & fees

Quality Inn & Suites Watertown Fort Drum
8000 Virginia Smith Drive Calcium NY
CA $90
CA $100 total
Nov 1 - Nov 2
includes taxes & fees
8.2/10 Very good! (1,003 reviews)

Days Inn by Wyndham Watertown Fort Drum
25940 US Route 11 Calcium NY
CA $97
CA $108 total
Oct 18 - Oct 19
includes taxes & fees

Otter Creek Inn
2 Crossmon Street Extension Alexandria Bay NY
CA $100
CA $111 total
Oct 5 - Oct 6
includes taxes & fees

Holiday Inn Express Canton by IHG
6000 US 11 Canton NY
CA $198
CA $219 total
Oct 18 - Oct 19
includes taxes & fees

The Stonefence Resort
7191 State Highway 37 Ogdensburg NY
CA $199
CA $221 total
Oct 7 - Oct 8
includes taxes & fees
8.2/10 Very good! (543 reviews)
Hotels in Hailesboro with star rating

3 Star Hotels
7 properties
Frequently asked questions
Explore a world of travel with Expedia
- Ogdensburg Hotels
- Redwood Hotels
- Cottages in Gouverneur
- Chippewa Bay Hotels
- Harrisville Hotels
- Vacation Homes in Fort Drum
- Motels in Alexandria Bay
- Adirondack/Oswegatchie Riverfront Cabin
- Cheap Hotels in Hermon
- Felts Mills Hotels
- Newton Falls Hotels
- Natural Bridge Hotels
- Potsdam Hotels
- Resorts in Alexandria Bay
- Cottages in Alpina
- Evans Mills Hotels
- Cottages in Russell
- Luxury Hotels in Alexandria Bay
- Briggs Hotels
- Oceanfront Hotels in Alexandria Bay
- Hotels near Fort Drum
- 5 Star Hotels in Alexandria Bay
- Waterfront Villa with Boathouse in Alexandria Bay
- Hotels with Free Breakfast in Alexandria Bay
- Theresa Hotels
- Cheap Hotels in Natural Bridge
- Riverbay Adventure Inn
- Morristown Hotels
- Condo Rentals in Alexandria Bay
- Heuvelton Hotels
- Hotels near Singer Castle
- Hotels with a Pool in Alexandria Bay
- Family vacation on Black Lake with a private beach!
- Watertown Hotels
- Golf Hotels in Alexandria Bay
- Alexandria Bay Hotels
- Tranquil lake front cabin on Black Lake
- Canton Hotels
- Hammond Hotels
- B&B in Alexandria Bay
- Cottages in Alexandria Bay
- Rv Parks in Alexandria Bay
- Hotels near Boldt Castle
- Gouverneur Hotels
- Spacious 5 Bedroom Cabin Riverfront/Black Lake Access
- Cabin Rentals in Lake Bonaparte
- Spa Hotels in Canton
- Carthage Hotels
- Rensselaer Falls Hotels
- Hotels near Heart Island
- Star Lake Hotels
- Clayton Hotels
- B&B in Hammond
- Pet-Friendly Hotels in Alexandria Bay
- Hotels near St. Lawrence University
- Lake Bonaparte Hotels
- Fort Drum Hotels
- Philadelphia Hotels
- Cottages in Chippewa Bay
- Flights to Hammond
- Flights from Kingston (YGK) to Alexandria Bay (AXB)
- Flights to Alexandria Bay
- Flights from New York (JFK) to Alexandria Bay (AXB)
- Flights from Fort Drum
- Flights from New York (LGA) to Alexandria Bay (AXB)
- Flights from Watertown (ART) to Alexandria Bay (AXB)
- Flights to Canton
- Flights from Watertown Intl.
- Flights from Ottawa (YOW) to Ogdensburg (OGS)
- Flights from Morristown
- Flights from Redwood
- Flights to Gouverneur
- Flights from Maxson Airfield
- Flights from Ogdensburg Intl.
- Flights from Ogdensburg
- Flights to Fort Drum
- Visit Chippewa Bay
- Visit Watertown
- Ogdensburg Vacations
- Visit Hammond
- Heart Island
- St Lawrence University Golf Course
- Visit Fort Drum
- Hammond Vacations
- Salmon Run Mall
- Alexandria Bay Vacations
- Schooner Island
- Visit Alexandria Bay
- Singer Castle
- Boldt Castle
- Visit Ogdensburg
- Visit Schermerhorn Landing
