Hotels in Highland Lake

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Top 5 hotels in Highland Lake at a glance

1. 2 Lake Cabins Pool+hottub Game Room 23acs — 2-star hotel in Highland Lake.
2. Hampton Inn Matamoras/Milford — 2.5-star hotel in Matamoras. Guest rating: 8.6/10 — Excellent.
3. Best Western Hunt's Landing Hotel Matamoras/Milford — 3-star hotel in Matamoras. Guest rating: 8.6/10 — Excellent.
4. The Drift House — 2-star hotel in Barryville. Guest rating: 7.0/10 — Good.
5. Hampton Inn Monticello — 2.5-star hotel in Monticello. Guest rating: 9.4/10 — Exceptional.

Where to stay in Highland Lake?

1. 2 Lake Cabins Pool+hottub Game Room 23acs

Highland Lake

$875

$2,186 total

includes taxes & fees

Aug 26 - Aug 27

2. Hampton Inn Matamoras/Milford

Matamoras

$105

$115 total

includes taxes & fees

Aug 23 - Aug 24

3. Best Western Hunt's Landing Hotel Matamoras/Milford

Matamoras

$121

$132 total

includes taxes & fees

Aug 23 - Aug 24

Standard Double Room | Iron/ironing board (on request), WiFi (free), bed sheets

Iron/ironing board (on request), WiFi (free), bed sheets

4. The Drift House

Barryville

$149

$168 total

includes taxes & fees

Aug 18 - Aug 19

Room, 2 Queen Beds, Accessible (Hearing) | In-room safe, desk, laptop workspace, blackout drapes

5. Hampton Inn Monticello

Monticello

$139

$157 total

includes taxes & fees

Sep 9 - Sep 10

Combined shower/tub, free toiletries, hair dryer, towels

6. Myer Motel

Milford

$95

$104 total

includes taxes & fees

Aug 18 - Aug 19

7. Scottish Inns Milford

Milford

$100

$109 total

includes taxes & fees

Sep 13 - Sep 14

Couples treatment rooms, sauna, steam room, body treatments

8. The Alder at Resorts World Catskills

Monticello

$149

$194 total

includes taxes & fees

Aug 19 - Aug 20

6 restaurants; breakfast, lunch, dinner, and brunch served

9. Resorts World Catskills Casino

Monticello

$199

$250 total

includes taxes & fees

Aug 18 - Aug 19

Iron/ironing board, WiFi (free), bed sheets

10. Rodeway Inn Milford - I-84

Milford

$89

$97 total

includes taxes & fees

Sep 15 - Sep 16

Comfort Room, 2 Double Beds | Iron/ironing board (on request), WiFi (free)

Comfort Room, 1 Queen Bed | Iron/ironing board (on request), WiFi (free)

11. High Point Motel

Sussex

$91

$102 total

includes taxes & fees

Aug 18 - Aug 19

12. The Bradstan Boutique Hotel

Eldred

$503

$583 total

includes taxes & fees

Aug 18 - Aug 19

13. Best Western Monticello

Monticello

$140

$158 total

includes taxes & fees

Aug 24 - Aug 25

Suite, 1 King Bed, Non Smoking (1 Bedroom) | In-room safe, desk, laptop workspace, iron/ironing board

Standard Room, 1 King Bed, Refrigerator & Microwave | In-room safe, desk, laptop workspace, iron/ironing board

14. Days Inn by Wyndham Wurtsboro

Wurtsboro

$84

$95 total

includes taxes & fees

Sep 8 - Sep 9

Nature Room, Non Smoking,Garden View | Egyptian cotton sheets, premium bedding, memory foam beds, WiFi

15. Windsong Retreat 2

Bethel

$279

$355 total

includes taxes & fees

Aug 18 - Aug 19

Room, 2 Queen Beds, Non Smoking | Desk, WiFi (free), individually decorated, individually furnished

Desk, WiFi (free), individually decorated, individually furnished

16. Super 8 by Wyndham Monticello NY

Monticello

$80

$90 total

includes taxes & fees

Aug 19 - Aug 20

Room, 2 Queen Beds | Desk, iron/ironing board, WiFi (free), alarm clocks

17. Fairbridge Inn Express

Milford

$100

$109 total

includes taxes & fees

Aug 18 - Aug 19

Superior Room, 1 King Bed | WiFi (free), individually decorated, individually furnished

18. Kenoza Lake View Manor

Jeffersonville

$149

$173 total

includes taxes & fees

Sep 1 - Sep 2

19. The Kartrite Resort & Indoor Waterpark

Monticello

$199

$296 total

includes taxes & fees

Aug 18 - Aug 19

Double Room, Multiple Beds, Non Smoking, Private Bathroom | Desk, laptop workspace, WiFi (free)

Double Room, Multiple Beds, Non Smoking, Private Bathroom | Bathroom | Shower, towels, soap, shampoo

20. Rodeway Inn

Monticello

$140

$158 total

includes taxes & fees

Sep 15 - Sep 16

View all properties

Go beyond your typical stay in Highland Lake

Pet friendly

Spa

Pool

Cottage

Family friendly

Check out reviews of Highland Lake hotels guests love

The Kartrite Resort & Indoor Waterpark

8/10 Good

"Water park was well beyond what was expected from an indoor perspective. Rooms weren’t fully cleaned and had noisy hallways. Very nice experience though even with the mild issues."

Villa Roma Resort and Conference Center

8/10 Good

"Great stay. Would visit again"

Tanglwood Resort

8/10 Good

"Very friendly staff members. Nice, spacious room for short stay and small family. Easy access to groceries and amenities. Some items a little dated but that seems normal for a touristy destination. We were able to walk to kayak rentals."

Resorts World Catskills Casino

8/10 Good

"Clean room and casino"

Days Inn by Wyndham Liberty/Monticello

10/10 Excellent

"Beds and pillows awesome, shower good. Older place could use updates"

Silver Birches

8/10 Good

"Great scenic location on the lake. Tasty continental breakfast included with our stay, set in the lounge with a great view of the lake. I’d recommend Silver Birches and would stay there again!"

The Alder at Resorts World Catskills

8/10 Good

"Good"

Best Western Monticello

8/10 Good

"Breakfast has powdered eggs and instant coffee, which if improved would make the breakfast good"

YO1 Longevity & Health Resorts, Catskills

10/10 Excellent

"It has a beautiful, peaceful, soothing atmosphere. Very relaxing. Food was delicious. Staff was nice. Room was amazing."

Frequently asked questions

What hotels do travelers recommend in Highland Lake?

Guests like The Bradstan Boutique Hotel.

Can I book a refundable accommodation in Highland Lake?

If you're looking for the flexibility to change your travel plans to Highland Lake, most accommodations offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Highland Lake if I want a vacation rental instead of a traditional hotel?

If you want to find a good alternative to a hotel, look over our selection of 6 vacation homes.

What will the weather in Highland Lake be like during my visit?

The warmest months in Highland Lake are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 29°F. The rainiest months are October and June.

Why should I book my Highland Lake hotel with Hotels.com?

There are lots of reasons to book your Highland Lake trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Keep exploring

More ways to book

Book Hotels in Highland Lake on Hotels.com