Title: 15 Best Cabins in Winchester, MA - Cabins for Rent from $97 | Expedia.com [Winchester Travel Guide](https://expedia.com/Winchester.dx175481)[Hotels in Winchester](https://expedia.com/Winchester-Hotels.d175481.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.com/Winchester-Vacation-Rentals.d175481.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.com/Cheap-Flights-To-Winchester.d175481.Travel-Guide-Flights)[Car Rentals in Winchester](https://expedia.com/Car-Rentals-In-Winchester.d175481.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.com/Winchester.d175481.Destination-Travel-Guides) ![Winchester Town Hall at 71 Mt Vernon Street in historic town center of Winchester, Middlesex County, Massachusetts MA, USA. ](https://images.trvl-media.com/place/175481/5b3e907d-d662-4314-947e-70c644534c55.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/175481/5b3e907d-d662-4314-947e-70c644534c55.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=175481&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=175481&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=175481&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=175481&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Winchester ![Exterior](https://images.trvl-media.com/lodging/47000000/46530000/46521400/46521349/e09974f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/47000000/46530000/46521400/46521349/e63a5496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/47000000/46530000/46521400/46521349/b025cdc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/47000000/46530000/46521400/46521349/6f0677c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Boston/Seaport District [](https://www.expedia.com/Boston-Hotels-Hyatt-Place-BostonSeaport-District.h46521349.Hotel-Information) Seaport District 9.4/10 Exceptional (2,289 reviews) "Always a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Monica $135 nightly $157 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Hyatt-Place-BostonSeaport-District.h46521349.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/298d71c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite | Premium bedding, in-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/866dc285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/84f4c8df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/w4973h3840x4y0-87fd5a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Boston [](https://www.expedia.com/Boston-Hotels-Hyatt-Regency-Boston.h17845.Hotel-Information) Downtown Boston 9.0/10 Wonderful (1,847 reviews) "Amazing place to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yohlman $160 nightly $187 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Hyatt-Regency-Boston.h17845.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/580000/578500/578419/9ecf2a8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/580000/578500/578419/1286cc59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/580000/578500/578419/fa1c0549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/580000/578500/578419/9960c611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Boston - Logan Airport [](https://www.expedia.com/Boston-Hotels-Hampton-Inn-Boston-Logan-Airport.h578419.Hotel-Information) Revere 8.2/10 Very Good (5,468 reviews) "Overall good place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel $87 nightly $97 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Hampton-Inn-Boston-Logan-Airport.h578419.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/22000000/21600000/21599900/21599814/7b4aebdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/22000000/21600000/21599900/21599814/79ce2575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV, Netflix, iPod dock](https://images.trvl-media.com/lodging/22000000/21600000/21599900/21599814/15b8d41f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV, Netflix, iPod dock](https://images.trvl-media.com/lodging/22000000/21600000/21599900/21599814/3efc654c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Boston Downtown/North Station [](https://www.expedia.com/Boston-Hotels-Courtyard-By-Marriott-Boston-DowntownNorth-Station.h21599814.Hotel-Information) West End 9.4/10 Exceptional (1,244 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cayleigh $135 nightly $157 total Feb 20 - Feb 21 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Courtyard-By-Marriott-Boston-DowntownNorth-Station.h21599814.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/dea35c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/f43a68cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/3a90f50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seaport Hotel Boston [](https://www.expedia.com/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) Seaport District 9.6/10 Exceptional (3,972 reviews) "Beautiful hotel, excellent staff and really nice location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad $131 nightly $152 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Bicycling](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/b4f639c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/9c0dae36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/80b97ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/328c763f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dagny Boston [](https://www.expedia.com/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) Downtown Boston 9.4/10 Exceptional (7,040 reviews) " a great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa Saad $148 nightly $173 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/89bc4993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast served](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/bc3320d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/a41b9393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/772f859d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni Boston Hotel at the Seaport [](https://www.expedia.com/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) Seaport District 9.2/10 Wonderful (4,459 reviews) "Beautiful hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne $150 nightly $175 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/908700/908619/fc280514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/910000/908700/908619/w3837h2557x3y3-e0b72286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/910000/908700/908619/fb65eb3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch LCD TV with cable channels, Smart TV, MP3 dock](https://images.trvl-media.com/lodging/1000000/910000/908700/908619/756a6ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites Boston Logan Airport [](https://www.expedia.com/Boston-Hotels-Embassy-Suites-Boston-Logan-Airport.h908619.Hotel-Information) East Boston 8.8/10 Excellent (2,304 reviews) "Great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melanie $135 nightly $158 total Feb 21 - Feb 22 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Embassy-Suites-Boston-Logan-Airport.h908619.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7300/7256/ca80160b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/7300/7256/f1bfb279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/1000000/10000/7300/7256/69d41196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/7300/7256/72e0837a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boston Marriott Long Wharf [](https://www.expedia.com/Boston-Hotels-Boston-Marriott-Long-Wharf.h7256.Hotel-Information) North End 9.0/10 Wonderful (1,002 reviews) "Clean rooms, great view, staff extremely friendly, perfect location, beautiful place for the holidays and any day." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lida $180 nightly $210 total Feb 20 - Feb 21 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Boston-Marriott-Long-Wharf.h7256.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421972/ef05180d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421972/e8e42358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed with Sofa bed (Water View) | In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421972/407ab4b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421972/c304377b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Boston Seaport District [](https://www.expedia.com/Boston-Hotels-Hampton-Inn-Boston-Seaport.h55421972.Hotel-Information) Seaport District 9.2/10 Wonderful (2,822 reviews) "Breakfast was amazing, I really liked that place! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yasmin $126 nightly $147 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Hampton-Inn-Boston-Seaport.h55421972.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/f06ad8c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite | Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/b1eb6e11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/7fd62fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed | Living area | 37-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/466d942f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Boston Logan Airport [](https://www.expedia.com/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) East Boston 9.0/10 Wonderful (3,665 reviews) "Beautiful hotel and convenient to the airport" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonetta $192 nightly $224 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/550000/543800/543784/f82bc628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/1000000/550000/543800/543784/240a5ed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/550000/543800/543784/378521c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/550000/543800/543784/fa5d7891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Logan International Airport [](https://www.expedia.com/Boston-Hotels-Comfort-Inn-Suites-Logan-International-Airport.h543784.Hotel-Information) Revere 9.0/10 Wonderful (2,213 reviews) "Very clean and we had a great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyne $114 nightly $127 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Comfort-Inn-Suites-Logan-International-Airport.h543784.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1780000/1778200/1778190/0e438e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1780000/1778200/1778190/d5d640d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, minibar, in-room safe](https://images.trvl-media.com/lodging/2000000/1780000/1778200/1778190/b22783ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 Bedroom | Premium bedding, pillowtop beds, minibar, in-room safe](https://images.trvl-media.com/lodging/2000000/1780000/1778200/1778190/31136a5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renaissance® Boston Seaport District [](https://www.expedia.com/Boston-Hotels-Renaissance-Boston-Waterfront-Hotel.h1778190.Hotel-Information) Seaport District 9.0/10 Wonderful (1,001 reviews) "Clean room, very kind staff at the restaurant. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) lina $159 nightly $185 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Renaissance-Boston-Waterfront-Hotel.h1778190.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/a8ad449d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/88d430c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/0f2e267f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/f227fc5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Midtown Hotel MOD Collection by Sonesta [](https://www.expedia.com/Boston-Hotels-Midtown-Hotel.h2898.Hotel-Information) Back Bay 7.6/10 Good (1,007 reviews) "Very clean and nice rooms. The hotel staff is also very kind." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James $107 nightly $125 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Midtown-Hotel.h2898.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/82ab675e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/d4a5b47e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6238869c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Boston Park Plaza [](https://www.expedia.com/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) Bay Village 8.4/10 Very Good (3,106 reviews) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel $146 nightly $170 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/245fc311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/0ab5b9a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/8de2892c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, memory foam beds, in-room safe, laptop workspace](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/827459a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### YOTEL Boston [](https://www.expedia.com/Boston-Hotels-YOTEL-Boston.h18090311.Hotel-Information) Seaport District 8.6/10 Excellent (2,420 reviews) "We love this place. Great hotel in a very nice location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel $116 nightly $135 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-YOTEL-Boston.h18090311.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/19e1dda8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/4157cb66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/4c3ba16d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom (View) | Water view](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/4175b463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### InterContinental Boston by IHG [](https://www.expedia.com/Boston-Hotels-InterContinental-Boston.h1573788.Hotel-Information) Downtown Boston 9.4/10 Exceptional (1,073 reviews) "Terrific stay & absolutely wonderful staff, food, etc." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annette $218 nightly $254 total Feb 19 - Feb 20 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-InterContinental-Boston.h1573788.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/57000000/56290000/56289400/56289302/9e29ca3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/57000000/56290000/56289400/56289302/4f1fe433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/57000000/56290000/56289400/56289302/647818b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/57000000/56290000/56289400/56289302/38218ff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Boston Seaport District [](https://www.expedia.com/Boston-Hotels-Homewood-Suites-By-Hilton-Boston-Seaport.h56289302.Hotel-Information) Seaport District 9.2/10 Wonderful (1,441 reviews) "Great stay, rooms were clean and spacious " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shanez $119 nightly $137 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Homewood-Suites-By-Hilton-Boston-Seaport.h56289302.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11510000/11501300/11501234/5a6bf688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily full breakfast (USD 19.95 per person)](https://images.trvl-media.com/lodging/12000000/11510000/11501300/11501234/86c48cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed | Desk, laptop workspace, blackout drapes, free WiFi](https://images.trvl-media.com/lodging/12000000/11510000/11501300/11501234/2be7621b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/12000000/11510000/11501300/11501234/88283074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Boston Logan Airport [](https://www.expedia.com/Boston-Hotels-Hilton-Garden-Inn-Boston-Logan-Airport.h11501234.Hotel-Information) East Boston 9.2/10 Wonderful (2,313 reviews) "Room clean bed comfortable staff very nice and using shuttle very convenient and driver very nice would definitely recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) alverda pinder $127 nightly $147 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Hilton-Garden-Inn-Boston-Logan-Airport.h11501234.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/1000000/30000/25300/25280/c1fad6f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/25300/25280/e3bedf47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/25300/25280/12f38420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, Japanese cuisine](https://images.trvl-media.com/lodging/1000000/30000/25300/25280/6c59327a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Verb Hotel [](https://www.expedia.com/Boston-Hotels-The-Verb-Hotel.h25280.Hotel-Information) Fenway–Kenmore 9.6/10 Exceptional (2,000 reviews) "Everything about our stay was phenomenal! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lucas $139 nightly $162 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-The-Verb-Hotel.h25280.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.com/Hotel-Search?startDate=2026-02-27&endDate=2026-02-28®ionId=175481&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_175481) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America®ionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America®ionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=APARTMENT) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America®ionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America®ionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=CONDO) Cottages [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America®ionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=COTTAGE) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America®ionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=HOUSE_BOAT) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Cabins.d175481-aaCabins.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Cabins.d175481-aaCabins.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![The Westin Copley Place, Boston, a Marriott Hotel](https://images.trvl-media.com/lodging/1000000/10000/4500/4443/ac4901eb_y.jpg) ### The Westin Copley Place, Boston, a Marriott Hotel 10/10 Excellent "Staff were wonderful, room was clean and housekeeping was fantastic " [](https://expedia.com/Boston-Hotels-The-Westin-Copley-Place.h4443.Hotel-Information) ![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "Everything was excellent!!! I will be back!!! " [](https://expedia.com/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "The staff was friendly and engaging. The room service was great and smelled great every time I came in. Great area, and the best hotel gym I’ve been to. " [](https://expedia.com/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Clean" [](https://expedia.com/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Hyatt Place Boston/Seaport District](https://images.trvl-media.com/lodging/47000000/46530000/46521400/46521349/5fe1e844_y.jpg) ### Hyatt Place Boston/Seaport District 10/10 Excellent "Staff and cleanliness " [](https://expedia.com/Boston-Hotels-Hyatt-Place-BostonSeaport-District.h46521349.Hotel-Information) ![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg) ### citizenM Boston North Station 10/10 Excellent "Yes" [](https://expedia.com/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg) ### Hilton Boston Logan Airport 10/10 Excellent "Good" [](https://expedia.com/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg) ### The Revolution Hotel 10/10 Excellent "The room was spotless-staff was excellent,will be back in the near future" [](https://expedia.com/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![Hilton Boston Back Bay](https://images.trvl-media.com/lodging/1000000/10000/6000/5928/f418fbdd_y.jpg) ### Hilton Boston Back Bay 10/10 Excellent "Everything was clean and comfortable. Our check in was smooth and the staff was friendly. The amenities were all under renovation so you local competition received much of our business for food and entertainment. It would have been nice to know about this in advance so we could have planned accordingly. The temperatures were 0 degrees so we would have preferred not having to go elsewhere. We love Hilton so you won't lose us over this! Thanks for listening. " [](https://expedia.com/Boston-Hotels-Hilton-Boston-Back-Bay.h5928.Hotel-Information) ## Find out more about Winchester ## Winchester Cabin Rentals information | Number of reviews | 52,776 | | ----------------- | --------------- | | Accommodation | 0 Cabin Rentals | | Lowest Price | $97 | | Highest Price | $254 | ## Frequently asked questions ### What are the best cabins near Winchester? ### Are there cheap cabins in Winchester? ### What are the best mountain cabins near Winchester? ### What are the best river cabins near Winchester? ### What are the best cabins with pools near Winchester? ### Can I find beach cabins near Winchester? ### What are the best weekend cabin rentals in Winchester? ### What are the best cabin prices in Winchester? ### Can I find log cabins in Winchester? ### What are the highest-rated cabins in Winchester? ### Why should I book a cabin in Winchester? ### What are the top nature cabins in Winchester? ## Explore a world of travel with Expedia - Lodging - Flights - 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