Title: Book the Best Plymouth WINERY Hotels in 2026 | Expedia.ca [Hotels in Plymouth](https://expedia.ca/Plymouth-Hotels.d9512.Travel-Guide-Hotels)[Vacation Rentals in Plymouth](https://expedia.ca/Plymouth-Vacation-Rentals.d9512.Travel-Guide-VacationRentals)[Flights to Plymouth](https://expedia.ca/Cheap-Flights-To-Plymouth.d9512.Travel-Guide-Flights)[Things to do in Plymouth](https://expedia.ca/Things-To-Do-In-Plymouth.d9512.Travel-Guide-Activities)[Plymouth Car Rentals](https://expedia.ca/Car-Rentals-In-Plymouth.d9512.Car-Rental-Guide)[Plymouth Vacation Packages](https://expedia.ca/Plymouth.d9512.Destination-Travel-Guides) ![National Monument to the Forefathers which includes a statue or sculpture](https://images.trvl-media.com/place/6091769/c8ecefca-6bfd-4303-91b0-1a1ae4fd57c7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Plymouth, MA from CA $196 - ![](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 Plymouth Winery Hotels Tonight [Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=9512&startDate=2025-12-21&endDate=2025-12-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=9512&startDate=2025-12-22&endDate=2025-12-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=9512&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=9512&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Plymouth hotels with winery ![Suite, Balcony, Pool View](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/2f69f9a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/cef4c177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/e4a36f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/495721b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel 1620 Plymouth Harbor [](https://www.expedia.ca/Plymouth-Hotels-Hotel-1620-Plymouth-Harbor.h9001.Hotel-Information) Plymouth Downtown Waterfront District 8.2/10 Very good (1001) "Great pool area for the kids" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel CA $138 CA $196 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Plymouth-Hotels-Hotel-1620-Plymouth-Harbor.h9001.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/114000000/113540000/113530600/113530554/4d19d374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/114000000/113540000/113530600/113530554/49ed4059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113540000/113530600/113530554/c89c3683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113540000/113530600/113530554/dff6c967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big Sandy Beachcomber [](https://www.expedia.ca/Plymouth-Hotels-Spacious-4-Bed-Fenced-In-Yard-15-Min-To-Downtown-Plymouth.h113530554.Hotel-Information) Ponds of Plymouth 9.6/10 Exceptional (12) "Our stay was perfect! The house was clean and the host very responsive throughout! Would definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ben L. CA $181 CA $540 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Plymouth-Hotels-Spacious-4-Bed-Fenced-In-Yard-15-Min-To-Downtown-Plymouth.h113530554.Hotel-Information) ![Luxury Condo, 1 Bedroom, Balcony, Ocean View | Living area](https://images.trvl-media.com/lodging/71000000/70430000/70421700/70421619/8cad3a86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70430000/70421700/70421619/24341fd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elevator](https://images.trvl-media.com/lodging/71000000/70430000/70421700/70421619/2a086997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Penthouse | Private kitchen](https://images.trvl-media.com/lodging/71000000/70430000/70421700/70421619/d9930ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Thomas Sea Suites [](https://www.expedia.ca/Plymouth-Hotels-Thomas-Sea-Suites.h70421619.Hotel-Information) Plymouth Downtown Waterfront District 9.0/10 Wonderful (97) "Great room & views" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Al CA $438 CA $552 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Plymouth-Hotels-Thomas-Sea-Suites.h70421619.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/72000000/71660000/71655400/71655322/eadb5410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71660000/71655400/71655322/294eedda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/72000000/71660000/71655400/71655322/w2000h1331x0y3-bb508138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71660000/71655400/71655322/c312f4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury One Bedroom Condo (650S.F.) [](https://www.expedia.ca/Plymouth-Hotels-Luxury-One-Bedroom-Condo.h71655322.Hotel-Information) Plymouth Downtown Waterfront District 10/10 Exceptional (4) "Great spot!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah H. CA $398 CA $582 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Plymouth-Hotels-Luxury-One-Bedroom-Condo.h71655322.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/74000000/73020000/73017100/73017084/w2000h1333x0y0-6b8fe312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73020000/73017100/73017084/05fae971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/74000000/73020000/73017100/73017084/1a323117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73020000/73017100/73017084/a6bc3265.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premier Ocean View Corner Condo (850S.F.) [](https://www.expedia.ca/Plymouth-Hotels-Premier-Ocean-View-Condo.h73017084.Hotel-Information) Plymouth Downtown Waterfront District 9.6/10 Exceptional (14) "Excellent location, beautiful condo, would definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) susan d. CA $466 CA $684 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Plymouth-Hotels-Premier-Ocean-View-Condo.h73017084.Hotel-Information) ![Flat-screen TV](https://images.trvl-media.com/lodging/71000000/70420000/70410800/70410760/279eb0d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70420000/70410800/70410760/650272bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/71000000/70420000/70410800/70410760/5f3d879c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70420000/70410800/70410760/7cc25190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Ocean View Corner Condo (725S.F.) [](https://www.expedia.ca/Plymouth-Hotels-Luxury-Ocean-View-Corner-Condo-Harbourtown-Plymouth.h70410760.Hotel-Information) Plymouth Downtown Waterfront District 9.6/10 Exceptional (5) "best" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $430 CA $707 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Plymouth-Hotels-Luxury-Ocean-View-Corner-Condo-Harbourtown-Plymouth.h70410760.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70600000/70591700/70591616/c724e39e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/71000000/70600000/70591700/70591616/e5406ce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/71000000/70600000/70591700/70591616/d9e0e797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/71000000/70600000/70591700/70591616/d3a542fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury One Bedroom Condo (625S.F.) [](https://www.expedia.ca/Plymouth-Hotels-Ocean-View-Deluxe-Corner-Suite-Harbourtown-In-Plymouth.h70591616.Hotel-Information) Plymouth Downtown Waterfront District 10/10 Exceptional (1) "Amazing property and location. Zachary was informative, check in process is seamless and condo spotless. Could not ask for a better stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Travis R. CA $398 CA $665 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Plymouth-Hotels-Ocean-View-Deluxe-Corner-Suite-Harbourtown-In-Plymouth.h70591616.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/72000000/71070000/71064900/71064805/1bb76034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71070000/71064900/71064805/54672f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71070000/71064900/71064805/c43e7f6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/72000000/71070000/71064900/71064805/b123499e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premier Ocean View Corner Condo (875S.F.) [](https://www.expedia.ca/Plymouth-Hotels-Premier-Ocean-View-Corner-Condo.h71064805.Hotel-Information) Plymouth Downtown Waterfront District 10/10 Exceptional (12) "Great location. Close to everything " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $456 CA $673 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Plymouth-Hotels-Premier-Ocean-View-Corner-Condo.h71064805.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119050000/119043900/119043834/e041e7d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119050000/119043900/119043834/a3ff17ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119050000/119043900/119043834/0aef4806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119050000/119043900/119043834/2bab7506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury One Bedroom Condo (675S.F.) [](https://www.expedia.ca/Plymouth-Hotels-Luxury-One-Bedroom-Condo-On-Plymouth-Harbor.h119043834.Hotel-Information) Plymouth Downtown Waterfront District CA $398 CA $593 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Plymouth-Hotels-Luxury-One-Bedroom-Condo-On-Plymouth-Harbor.h119043834.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/70000000/69810000/69809900/69809812/1a069a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, WiFi, wheelchair access](https://images.trvl-media.com/lodging/70000000/69810000/69809900/69809812/56c49d4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69810000/69809900/69809812/8c2e5a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69810000/69809900/69809812/e7743607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premium Ocean View Condo (1,250 sq.ft.) [](https://www.expedia.ca/Plymouth-Hotels-Premium-Ocean-View-Suite-Harbourtown-In-Plymouth.h69809812.Hotel-Information) Plymouth Downtown Waterfront District 9.8/10 Exceptional (21) "The properly was lovely and exceeded our expectations. The property was close everything! Would not hesitate to book again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Celeste C. CA $539 CA $769 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Plymouth-Hotels-Premium-Ocean-View-Suite-Harbourtown-In-Plymouth.h69809812.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=2026-01-05&endDate=2026-01-06®ionId=9512&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Plymouth Hotel Reviews ![Hilton Garden Inn Plymouth](https://images.trvl-media.com/lodging/2000000/1450000/1449300/1449222/bbc0652b_y.jpg) ### Hilton Garden Inn Plymouth 10/10 Excellent "Friendly staff, good cookies" [](https://expedia.ca/Plymouth-Hotels-Hilton-Garden-Inn-Plymouth.h1449222.Hotel-Information) ![Holiday Inn Express Plymouth by IHG](https://images.trvl-media.com/lodging/1000000/430000/422700/422685/35ff1989_y.jpg) ### Holiday Inn Express Plymouth by IHG 10/10 Excellent "The room was clean, i was happy there was a bathtub and the bed was very comfortable. " [](https://expedia.ca/Plymouth-Hotels-Holiday-Inn-Express-Plymouth.h422685.Hotel-Information) ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg) ### Margaritaville Resort Cape Cod 10/10 Excellent "Yes" [](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Hampton Inn & Suites Plymouth](https://images.trvl-media.com/lodging/2000000/1540000/1536000/1535980/8d27b6f3_y.jpg) ### Hampton Inn & Suites Plymouth 10/10 Excellent "Very clean room, very comfy bed with extra pillows. Ver friendly staff. Pool area very nice and clean" [](https://expedia.ca/Plymouth-Hotels-Hampton-Inn-Suites-Plymouth.h1535980.Hotel-Information) ![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/85f07916_y.jpg) ### Bayside Resort Hotel 10/10 Excellent "yes" [](https://expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![Best Western Plus Cold Spring](https://images.trvl-media.com/lodging/1000000/900000/893300/893254/887c474f_y.jpg) ### Best Western Plus Cold Spring 10/10 Excellent "We will definitely go back there when there is a show to watch at the Spire Center. We talked about coming back for two nights next time. How cool is it to drive up to your hotel door and walk right in! People want convenience and that’s what you provide. We are sorry we missed breakfast as they stopped serving at 10 am, but that was no fault of Best Western. Excellent!" [](https://expedia.ca/Plymouth-Hotels-Best-Western-Plus-Cold-Spring.h893254.Hotel-Information) ![Blue Spruce Motel & Townhouses](https://images.trvl-media.com/lodging/3000000/2010000/2007700/2007682/f41150b6_y.jpg) ### Blue Spruce Motel & Townhouses 10/10 Excellent "The same very friendly & helpful man as our last stay & very helpful as well. Still spotless & comfy & relaxing." [](https://expedia.ca/Plymouth-Hotels-Blue-Spruce-Motel-Townhouses.h2007682.Hotel-Information) ![Cape Sands Inn](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/aa954682_y.jpg) ### Cape Sands Inn 10/10 Excellent "Clean room courteous staff and easy check in " [](https://expedia.ca/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) ![Hotel 1620 Plymouth Harbor](https://images.trvl-media.com/lodging/1000000/10000/9100/9001/2f69f9a1_y.jpg) ### Hotel 1620 Plymouth Harbor 10/10 Excellent "Great pool area for the kids" [](https://expedia.ca/Plymouth-Hotels-Hotel-1620-Plymouth-Harbor.h9001.Hotel-Information) ## Frequently asked questions ### How much does a winery hotel in Plymouth cost? ### Which area of Plymouth is best to stay in for vineyards and wineries? > For couples looking to enjoy a romantic escape, the surroundings of the vineyards offer a serene atmosphere great for leisurely afternoons. Imagine sipping local wines on a sun-drenched patio while overlooking lush vineyards—a delightful way to create lasting memories together. > > > Families, on the other hand, will appreciate the educational aspect of winery tours. Many vineyards provide interactive experiences that engage visitors of all ages, allowing children to learn about the winemaking process while adults indulge in tastings. The surrounding area also features family-friendly attractions, such as the historic Plymouth Rock and the Mayflower II, ensuring a well-rounded holiday. ### Are there hotels in Plymouth near winery tours? > The 3-star Hotel 1620 Plymouth Harbor has a review score of 8.2, making it a reliable option for travellers. Located in a historical district, it's conveniently situated near several local wineries, superb for easy access to tastings and tours. The hotel also features lovely amenities, including an indoor pool and a hot tub, providing a relaxing atmosphere after a day of exploring. ### What winery activities should we do in Plymouth? > One standout option is the Plymouth Bay Winery, where you can enjoy guided tastings that showcase the region's unique varietals. The knowledgeable staff will walk you through the flavours and processes of local winemaking, making it an engaging experience for both novices and connoisseurs alike. Pair your tasting with a tour of the vineyard to learn about the cultivation of grapes in this picturesque setting. > > > For couples seeking a romantic outing, consider booking a private tasting experience at one of the nearby wineries, such as the picturesque Lyman Orchards. Stroll through the lush orchards, savour artisanal cheeses, and indulge in a glass of wine as you take in the stunning views together. This intimate setting makes for a memorable afternoon. > > > Families will find fun at the nearby vineyard events, which often feature live music, food trucks, and seasonal festivals. These gatherings create a lively option where children can enjoy outdoor games while parents sip on local wines and indulge in delicious food. > > > In Plymouth, the combination of rich history, beautiful landscapes, and quality wine experiences ensures that every traveller can find something to enjoy. ### Does Plymouth host any wine festivals or events? > For couples looking for a romantic day out, the festival provides an ideal setting to stroll hand-in-hand while sampling fine wines and gourmet fare. Picture sharing a glass of cabernet as the sun sets over Plymouth Bay, making for a memorable experience that blends romance with the region's culinary delights. > > > Families can also enjoy the festivities, as many local wineries and breweries host family-friendly events throughout the summer. These gatherings often include outdoor games, live entertainment, and food trucks, ensuring that there's something for everyone to enjoy while fostering a relaxed and inviting environment. ### How can I save on a winery hotel in Plymouth with Expedia? ### Is it cheaper to book flights and a winery hotel in Plymouth as a package deal? ### Can I cancel my winery hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Packages - More ways to book - [Adults Only Resorts & in Boston ](https://www.expedia.ca/Boston-Hotels-Adults-Only-Resorts.0-0-d178239-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Business Hotels in Boston ](https://www.expedia.ca/Boston-Hotels-Business-Hotel.0-0-d178239-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Boston ](https://www.expedia.ca/Boston-Hotels-Couples-Resorts-Hotels.0-0-d178239-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Boston ](https://www.expedia.ca/Boston-Hotels-Golf-Hotel.0-0-d178239-tGolfHotel.Travel-Guide-Filter-Hotels) - 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