Title: Book the Best Hotels with TENNIS COURTS in Round Top in 2025 | Expedia.ca [Hotels in Round Top](https://expedia.ca/Round-Top-Hotels.d153475.Travel-Guide-Hotels)[Vacation Rentals in Round Top](https://expedia.ca/Round-Top-Vacation-Rentals.d153475.Travel-Guide-VacationRentals)[Round Top Car Rentals](https://expedia.ca/Car-Rentals-In-Round-Top.d153475.Car-Rental-Guide)[Round Top Vacation Packages](https://expedia.ca/Round-Top.d153475.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Tennis Courts in Round Top, NY from CA $427 ![](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 Round Top Hotels with Tennis Courts Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=153475&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=153475&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=153475&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=153475&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Round Top Hotels with Tennis Courts ![Property grounds](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/6c73b5e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/e22c1aaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/79573e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/73dcc006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Experience Peace in this Beautiful country cottage nestled beneath the mountains Catskill 10/10 Exceptional (7) "Nice house, well stocked and nice outdoor area/deck." CA $188 CA $434 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Catskill-Hotels-Charming-2-Bedroom-House-With-WiFi.h102808286.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113460000/113458600/113458505/cc05e16e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113460000/113458600/113458505/27cdb89c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113460000/113458600/113458505/69f66313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113460000/113458600/113458505/093082ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Friendly 3BR - Playground - Tennis Court East Durham 10/10 Exceptional (1) "Jarrett was a very attentive host. Made sure we were taken care of even when we emailed late in the night. The space was wonderful, practically brand new. Wished we had more time to enjoy the space. Highly recommended. " CA $303 CA $892 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/East-Durham-Hotels-Hot-Tub-23-Min-To-Windham-Mtn.h113458505.Hotel-Information) ![Children's area](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/5d0b5fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/45714c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/98243311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/6fe4c639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream woodstock 9.2/10 Wonderful (44) "This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation." CA $252 CA $427 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Kingston-Hotels-Charming-Woodstock-Teahouse-Cottage-By-The-Sawkill-Creek-Trout-Stream.h33906244.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111630000/111622300/111622229/a4c1ee6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111630000/111622300/111622229/ddd28ceb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111630000/111622300/111622229/87b7e2fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111630000/111622300/111622229/32843581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot Tub, Modern Design, Great Views! Freehold 10/10 Exceptional (2) "This is a great clean property " CA $265 CA $835 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Freehold-Hotels-Catskills-Retreat-Hot-Tub.h111622229.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111630000/111622400/111622326/12ff9923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111630000/111622400/111622326/70b49f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/112000000/111630000/111622400/111622326/597fd0cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111630000/111622400/111622326/838b0a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 3BR - Pond - Tennis Court Freehold 10/10 Exceptional (4) "Enjoyed our stay, very clean, beds were very comfortable, property manager was very quick to respond. Recommend asking for WiFi access code prior to arrival. " CA $265 CA $828 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Freehold-Hotels-Cozy-Retreat-Hot-Tub.h111622326.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101990000/101987400/101987328/b23587e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101990000/101987400/101987328/w449h683x288y0-5f88ce84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101990000/101987400/101987328/04324411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, bed sheets](https://images.trvl-media.com/lodging/102000000/101990000/101987400/101987328/w448h683x289y0-e9538645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 40-Foot Container Cabin in the Catskills Saugerties 10/10 Exceptional (2) "What a fantastic few days away in the woods! We loved the cabin and Porter was an amazing host! Would highly recommend to anyone who wants to get away, recharge, and relax. Highly recommend a cold plunge, the sauna, and listening to the beautiful sounds of nature to fall asleep!" CA $357 CA $558 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Saugerties-Hotels-40-Foot-Container-Cabin-In-The-Catskills.h101987328.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44330000/44328000/44327934/4dd49334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/45000000/44330000/44328000/44327934/62704e15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44330000/44328000/44327934/5923e8ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/45000000/44330000/44328000/44327934/6272b82c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated AC 4 ACRES 3000sqft home with Full Game Room Hunter 9.6/10 Exceptional (11) "Great amenities, clean, large space for group with kids. Good proximity to Hunter mountain." CA $568 CA $1,034 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Hunter-Hotels-Newly-Renovated-AC-4-ACRES-3000sqft-Home-With-Full-Game-Room.h44327934.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19320000/19318000/19317902/43cfda44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/20000000/19320000/19318000/19317902/3653a47c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19320000/19318000/19317902/b68dde96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/20000000/19320000/19318000/19317902/6c0a5fe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LOCATION! LOCATION!! WALK TO FESTIVALS AND HUNTER MOUNTAIN!!!! Lanesville 10/10 Exceptional (22) "Beautiful town and great accommodations. Highly recommended ." CA $378 CA $722 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Hunter-Hotels-LOCATION-LOCATION-WALK-TO-FESTIVALS-AND-HUNTER-MOUNTAIN.h19317902.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/24000000/23280000/23274600/23274540/aaef5562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23280000/23274600/23274540/b8dea340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23280000/23274600/23274540/19823f49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23280000/23274600/23274540/e73723b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson Hudson 9.6/10 Exceptional (25) "We loved our stay and this house made our trip. The bathroom and kitchen were especially memorable but we loved all the little details that added up to one stunningly restored historic home." CA $842 CA $1,532 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Hudson-Hotels-Light-Filled-Hudson-Home-With-Designer-Sauna.h23274540.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95700000/95699400/95699313/w1015h683x5y0-64f6912d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95700000/95699400/95699313/w907h683x59y0-159539c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95700000/95699400/95699313/96f010b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95700000/95699400/95699313/w1023h569x0y57-db152382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hickory Hill House: a country retreat, lovely gardens, trails, boats & tennis. Rensselaerville 10/10 Exceptional (1) "Beautiful, large, old home, filled with hundreds of antiques, and a story for every one of them, I'm sure. You'd run out of time before you saw all of them. Really comfy beds, lots of bedrooms (some had private sitting rooms) and bathrooms. Nearly private driveway that winds through beautiful mountain scenery. We were there in winter and still saw tons of wild life..the birds! so many. Huge, old kitchen with some comfy chairs an eat in table and breathtaking views. A private bedroom wing, BUT... CA $541 CA $1,100 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Rensselaerville-Hotels-Hickory-Hill-House-A-Country-Retreat.h95699313.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29®ionId=153475&adults=2&property_amenities_group_explore=tennis_on_site&sort=RECOMMENDED&openPlayBack=true) ## Top Round Top Hotel Reviews ![Crystal Brook Resort & Mountain Brauhaus](//images.trvl-media.com/lodging/16000000/15160000/15153600/15153581/w719h558x0y0-b57aaff9_y.jpg) ### Crystal Brook Resort & Mountain Brauhaus 10/10 Excellent "We loved our stay at Crystal Brook…it is like The Land That Time Forgot! If you’re looking for comfort, delicious food and friendly owners and staff, you’ll love it! " [](https://expedia.ca/Kingston-Hotels-Crystal-Brook-Resort-Mountain-Brauhaus.h15153581.Hotel-Information) ## Frequently asked questions ### How much do hotels with tennis courts cost in Round Top? > Expect to pay between CA $427 and CA $1,532 per night for hotels with tennis courts in Round Top. Take advantage of our superb deals and lock in your ideal match in only a few quick clicks. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### What are the best hotels with tennis courts in Round Top? > Many Expedia guests recommend [Crystal Brook Resort & Mountain Brauhaus](https://www.expedia.ca/Kingston-Hotels-Crystal-Brook-Resort-Mountain-Brauhaus.h15153581.Hotel-Information). Perfect your tennis game at this 2.5-star stay, which also offers a barbecue grill and a terrace. Alternatively, practice your ground strokes and backhands at [Sunny Hill Resort and Golf Course – All-Inclusive](https://www.expedia.ca/Albany-Hotels-Sunny-Hill-Resort-And-Golf-Course.h47003388.Hotel-Information). It has a 3-star rating and amenities like an outdoor entertainment area and a view of the golf course. You can choose from multiple hotels with tennis courts in Round Top with a total average guest review rating of 9.8. ### How many hotels with tennis courts are there in Round Top? > Round Top has 2 hotels with tennis courts. Grab a racket and some pals and practice your smashes and slices! ### Are there any family-friendly hotels with tennis courts in Round Top? > Practice your tennis skills with your young travellers at [Sunny Hill Resort and Golf Course – All-Inclusive](https://www.expedia.ca/Albany-Hotels-Sunny-Hill-Resort-And-Golf-Course.h47003388.Hotel-Information). This family-friendly getaway in Round Top has a 3-star rating and handy amenities like miniature golf and complimentary breakfast. Once you've checked in and unpacked, there are tons of family-friendly attractions to visit around Round Top. [Kaaterskill Falls](https://www.expedia.ca/Kaaterskill-Falls-Haines-Falls.d553248621532665192.Vacation-Attraction) and [Bailiwick Ranch and Discovery Zoo](https://www.expedia.ca/Bailiwick-Ranch-And-Discovery-Zoo-Palenville.d6227035.Vacation-Attraction) guarantee fun for young and old. ### How can I find cheap hotels with tennis courts in Round Top? > Secure your Round Top hotel with a tennis court on Expedia to get incredible deals. Use our handy filter tools to tailor your search by property type, budget and star rating — lower-rated stays are typically more affordable. You can also use the map to zero in on a specific area and compare prices easily. ### What is there to do in Round Top near my hotel with a tennis court? > If you're eager to explore the sights of Round Top, make tracks to [Blackhead Mountain Country Club](https://www.expedia.ca/Blackhead-Mountain-Country-Club-Round-Top.d553248621552322110.Vacation-Attraction). 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