Title: Sherwood Vacation Packages 2026 from $590 | Expedia.com [Sherwood Travel Guide](https://expedia.com/Sherwood.dx6034722)[Hotels in Sherwood](https://expedia.com/Sherwood-Hotels.d6034722.Travel-Guide-Hotels)[Vacation Rentals in Sherwood](https://expedia.com/Sherwood-Vacation-Rentals.d6034722.Travel-Guide-VacationRentals)[Flights to Sherwood](https://expedia.com/Cheap-Flights-To-Sherwood.d6034722.Travel-Guide-Flights)[Car Rentals in Sherwood](https://expedia.com/Car-Rentals-In-Sherwood.d6034722.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6034722/0bcbb682-8042-4738-8664-a432e128f170.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Sherwood Vacations from $590 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Sherwood Vacation When you organize a vacation package to Sherwood, you can relax and enjoy your getaway knowing that all your travel arrangements have been made in advance. Discover the charms of this vibrant city while based in a neighborhood like Deale Beach, which is good for walking. A trip to Sherwood is an excellent opportunity to take in the sights. Check out renowned attractions like [St. Michaels Winery](https://www.expedia.com/St-Michaels-Winery-St-Michaels.d553248633992438808.Vacation-Attraction), [Chesapeake Bay Maritime Museum](https://www.expedia.com/Chesapeake-Bay-Maritime-Museum-St-Michaels.d553248633992441010.Vacation-Attraction) and [Tilghman Watermen’s Museum](https://www.expedia.com/Tilghman-Watermens-Museum-Tilghman.d553248621555566156.Vacation-Attraction). Whoever you're escaping with and whatever your bank balance, your dream Sherwood vacation is only clicks away with Expedia. ## The Latest Sherwood vacation packages Price found within the past 48 hours. Click for updated prices. ![The Americana Hotel](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279694/fc3af3e9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Americana Hotel Downtown Ocean City $590 per person Apr 3 - Apr 6 found 10 hours ago Roundtrip non-stop flight included Pittsburgh (PIT) to Salisbury (SBY) 8.6/10 Excellent! (1,118 reviews) the view was excellent - the room was clean - the bathroom products were awesome and front desk was super friendly for check in Reviewed on Feb 16, 2026 ![Bethany Beach Ocean Suites Residence Inn by Marriott](https://images.trvl-media.com/lodging/11000000/10920000/10912400/10912388/f4da198d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bethany Beach Ocean Suites Residence Inn by Marriott Downtown Bethany Beach $957 per person Apr 24 - Apr 26 found 1 day ago Roundtrip non-stop flight included Atlanta (ATL) to Salisbury (SBY) 9/10 Wonderful! (770 reviews) We had such an amazing time! The room was clean, the staff was amazing in the amenities were fantastic! We want to give a great shout out to Izzy, she was kind, friendly and personable. The front desk staff, including Christina was excellent! We will see you in the summer! Reviewed on Feb 15, 2026 ![Boardwalk One](https://images.trvl-media.com/lodging/3000000/2060000/2053600/2053558/73b85086_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Boardwalk One Downtown Ocean City $648 per person Apr 3 - Apr 6 found 10 hours ago Roundtrip non-stop flight included Pittsburgh (PIT) to Salisbury (SBY) 7.4/10 Good! (170 reviews) Got better than what I expected for the price. Front desk ladies were happy & helpfully. Only thing that would be nice would be some type of dimmer lights for night, outlets near beds & softer beds. Will definately be staying here again! Full kitchen with full size fridge saved us $ not having to eat out. It's like a hotel sized condo. Reviewed on Oct 1, 2025 ![Grand Hotel Ocean City Oceanfront](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/35e46ff3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Hotel Ocean City Oceanfront Downtown Ocean City $668 per person Apr 3 - Apr 6 found 10 hours ago Roundtrip non-stop flight included Pittsburgh (PIT) to Salisbury (SBY) 9/10 Wonderful! (3,316 reviews) Staff were very courteous. Reviewed on Feb 17, 2026 ![Hyatt Place Ocean City / Oceanfront](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/w3837h2557x3y4-d297081d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Place Ocean City / Oceanfront Downtown Ocean City $692 per person Apr 3 - Apr 6 found 10 hours ago Roundtrip non-stop flight included Pittsburgh (PIT) to Salisbury (SBY) 9/10 Wonderful! (1,588 reviews) It was wonderful and the view amazing Reviewed on Feb 16, 2026 Don't see what you're looking for? See all available trips from Columbus to Sherwood [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-19/2026-03-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ESN&NumRoom=1&NumAdult=2&NumChild=0&paandie=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=PKG_SPRING_PROMO_6034722) ## Sherwood Hotel Deals ![Knapps Narrows Marina & Inn](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/6fde5623_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Knapps Narrows Marina & Inn 6176 Tilghman Island Road Tilghman MD Fully refundableReserve now, pay when you stay $100 nightly $110 total Feb 23 - Feb 24 Total with taxes and fees 9.4/10 Exceptional! (370 reviews) Great! Reviewed on Feb 19, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F23%2F2026&endDate=2%2F24%2F2026&selected=9323601&PinnedHotelID=9323601&HadPinnedHotel=true®ionId=6034722) ![Sonesta ES Suites Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/e773fcbe_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sonesta ES Suites Annapolis 170 Admiral Cochrane Dr Edgewater MD Fully refundableReserve now, pay when you stay $91 nightly $104 total Mar 11 - Mar 12 Total with taxes and fees 8.8/10 Excellent! (990 reviews) The room was okay. It had Reviewed on Feb 18, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F11%2F2026&endDate=3%2F12%2F2026&selected=2982&PinnedHotelID=2982&HadPinnedHotel=true®ionId=6034722) ![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Graduate by Hilton Annapolis 126 West St Annapolis MD Fully refundableReserve now, pay when you stay $163 nightly $186 total Mar 22 - Mar 23 Total with taxes and fees 9.4/10 Exceptional! (1,006 reviews) Great staff Reviewed on Feb 19, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=846&PinnedHotelID=846&HadPinnedHotel=true®ionId=6034722) [See all 1,164 properties in Sherwood](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F20%2F2026&endDate=2%2F21%2F2026®ionId=6034722) 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. ## Find the Best Sherwood Vacation Packages ## Sherwood Essential Information | Language | English | | --------------- | ---------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Max Temp Winter | 45ºF | | Max Temp Summer | 80ºF | | Top Sights | [St. Michaels Winery](https://www.expedia.com/St-Michaels-Winery-St-Michaels.d553248633992438808.Vacation-Attraction), [Bayside History Museum](https://www.expedia.com/Bayside-History-Museum-North-Beach.d553248621554160436.Vacation-Attraction) and [Tilghman Watermen’s Museum](https://www.expedia.com/Tilghman-Watermens-Museum-Tilghman.d553248621555566156.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Sherwood vacation package cost? ### What are the cheapest months to go to Sherwood? ### How many days is enough for Sherwood? ### How to find the best Sherwood package deals? ### Is it cheaper to book a Sherwood vacation as a package? ### When to book a vacation package to Sherwood? ### Does Expedia offer Book Now, Pay Later Sherwood vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Wittman Hotels ](https://www.expedia.com/Wittman-Hotels.d3000440946.Travel-Guide-Hotels) - [Cottages in Wittman ](https://www.expedia.com/Wittman-Cottages.d3000440946-aaCottages.Travel-Guide-Accommodation) - [Adults Only Resorts & in Wittman ](https://www.expedia.com/Wittman-Hotels-Adults-Only-Resorts.0-0-d3000440946-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Wittman ](https://www.expedia.com/4Star-Wittman-Hotels.s40-0-d3000440946.Travel-Guide-Filter-Hotels) - [Bozman Hotels ](https://www.expedia.com/Bozman-Hotels.d3000440434.Travel-Guide-Hotels) - [Cottages in Bozman ](https://www.expedia.com/Bozman-Cottages.d3000440434-aaCottages.Travel-Guide-Accommodation) - [Historic Hotels in Bozman ](https://www.expedia.com/Bozman-Hotels-Historic-Hotel.0-0-d3000440434-tHistoricHotel.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Bozman ](https://www.expedia.com/5Star-Bozman-Hotels.s50-0-d3000440434.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Bozman ](https://www.expedia.com/Bozman-Hotels-Couples-Resorts-Hotels.0-0-d3000440434-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Resorts in Bozman ](https://www.expedia.com/Bozman-Resorts.d3000440434-aaResorts.Travel-Guide-Accommodation) - [B&B in Bozman ](https://www.expedia.com/Bozman-Bed-And-Breakfast.d3000440434-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Vacation Homes in Bozman ](https://www.expedia.com/Bozman-Private-Vacation-Homes.d3000440434-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Hotels near Phillips Wharf Environmental Center ](https://www.expedia.com/Phillips-Wharf-Environmental-Center-Hotels.0-l553248621532662262-0.Travel-Guide-Filter-Hotels) - [Neavitt Hotels ](https://www.expedia.com/Neavitt-Hotels.d3000347944.Travel-Guide-Hotels) - [B&B in Neavitt ](https://www.expedia.com/Neavitt-Bed-And-Breakfast.d3000347944-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Tilghman Watermen’s Museum ](https://www.expedia.com/Tilghman-Watermens-Museum-Hotels.0-l553248621555566156-0.Travel-Guide-Filter-Hotels) - [Tilghman Hotels ](https://www.expedia.com/Tilghman-Hotels.d166219.Travel-Guide-Hotels) - [B&B in Tilghman ](https://www.expedia.com/Tilghman-Bed-And-Breakfast.d166219-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Pet-Friendly Hotels in Tilghman ](https://www.expedia.com/Tilghman-Hotels-Pet-Friendly-Hotel.0-0-d166219-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Tilghman ](https://www.expedia.com/Tilghman-Hotels-Romantic-Hotel.0-0-d166219-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Inns in Tilghman ](https://www.expedia.com/Tilghman-Inns.d166219-aaInns.Travel-Guide-Accommodation) - [3 Star Hotels in Tilghman ](https://www.expedia.com/3Star-Tilghman-Hotels.s30-0-d166219.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Tilghman ](https://www.expedia.com/Tilghman-Hotels-Oceanfront-Hotels.0-0-d166219-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Tilghman ](https://www.expedia.com/Tilghman-Hotels-Hotels-With-Free-Parking.0-0-d166219-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with Bars in Tilghman ](https://www.expedia.com/Tilghman-Hotels-Bar-Hotel.0-0-d166219-tBarHotel.Travel-Guide-Filter-Hotels) - [Apartments in Tilghman ](https://www.expedia.com/Tilghman-Apartments.d166219-aaApartments.Travel-Guide-Accommodation) - [Vacation Homes in Tilghman ](https://www.expedia.com/Tilghman-Private-Vacation-Homes.d166219-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Tilghman ](https://www.expedia.com/Tilghman-Resorts.d166219-aaResorts.Travel-Guide-Accommodation) - [Honeymoon Resorts & in Tilghman ](https://www.expedia.com/Tilghman-Hotels-Honeymoon-Hotels.0-0-d166219-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Fireplaces in Tilghman ](https://www.expedia.com/Tilghman-Hotels-Hotels-With-Fireplaces.0-0-d166219-tHotelswithFireplaces.Travel-Guide-Filter-Hotels) - [Resorts & Hotels with Spas in Tilghman ](https://www.expedia.com/Tilghman-Hotels-Spa-Hotel.0-0-d166219-tSpaHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Tilghman ](https://www.expedia.com/Tilghman-Hotels-Golf-Hotel.0-0-d166219-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Tilghman ](https://www.expedia.com/Tilghman-Hotels-Hotels-With-Hot-Tubs.0-0-d166219-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Cottages in McDaniel ](https://www.expedia.com/McDaniel-Cottages.d6343444-aaCottages.Travel-Guide-Accommodation) - [Vacation Homes in McDaniel ](https://www.expedia.com/McDaniel-Private-Vacation-Homes.d6343444-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [B&B in McDaniel ](https://www.expedia.com/McDaniel-Bed-And-Breakfast.d6343444-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Mcdaniel Hotels ](https://www.expedia.com/McDaniel-Hotels.d6343444.Travel-Guide-Hotels) - [Guest Houses in McDaniel ](https://www.expedia.com/McDaniel-Guest-Houses.d6343444-aaGuestHouses.Travel-Guide-Accommodation) - [Apartments in McDaniel ](https://www.expedia.com/McDaniel-Apartments.d6343444-aaApartments.Travel-Guide-Accommodation) - [Houseboats in McDaniel ](https://www.expedia.com/McDaniel-Houseboats.d6343444-aaHouseboats.Travel-Guide-Accommodation) - [Romantic Hotels in McDaniel ](https://www.expedia.com/McDaniel-Hotels-Romantic-Hotel.0-0-d6343444-tRomanticHotel.Travel-Guide-Filter-Hotels) - [St. Michaels Hotels ](https://www.expedia.com/St-Michaels-Hotels.d5940.Travel-Guide-Hotels) - [B&B in St. Michaels ](https://www.expedia.com/St-Michaels-Bed-And-Breakfast.d5940-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Luxury Hotels in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-Luxury-Hotel.0-0-d5940-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-Oceanfront-Hotels.0-0-d5940-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-Pet-Friendly-Hotel.0-0-d5940-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-Cheap-Hotels.0-0-d5940-tCheapHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-Romantic-Hotel.0-0-d5940-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Cottages in St. Michaels ](https://www.expedia.com/St-Michaels-Cottages.d5940-aaCottages.Travel-Guide-Accommodation) - [Marriott Hotels & Resorts in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-Marriott-Hotels-Resorts.0-0-d5940--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-Hotels-With-Indoor-Pool.0-0-d5940-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [4 Star Hotels in St. Michaels ](https://www.expedia.com/4Star-St-Michaels-Hotels.s40-0-d5940.Travel-Guide-Filter-Hotels) - [Resorts & Hotels with Spas in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-Spa-Hotel.0-0-d5940-tSpaHotel.Travel-Guide-Filter-Hotels) - [Houseboats in St. Michaels ](https://www.expedia.com/St-Michaels-Houseboats.d5940-aaHouseboats.Travel-Guide-Accommodation) - [Hotels with a Pool in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-Hotel-With-Pool.0-0-d5940-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Golf Hotels in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-Golf-Hotel.0-0-d5940-tGolfHotel.Travel-Guide-Filter-Hotels) - [Family Hotels in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-Family-Hotel.0-0-d5940-tFamilyHotel.Travel-Guide-Filter-Hotels) - [5 Star Hotels in St. Michaels ](https://www.expedia.com/5Star-St-Michaels-Hotels.s50-0-d5940.Travel-Guide-Filter-Hotels) - [Gay friendly Hotels in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-LGBT-Welcoming-Hotel.0-0-d5940-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - [Resorts in St. Michaels ](https://www.expedia.com/St-Michaels-Resorts.d5940-aaResorts.Travel-Guide-Accommodation) - [Wyndham Hotels in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-Wyndham-Hotels.0-0-d5940--bWyndhamHotels.Travel-Guide-Filter-Hotels) - [Beach Hotels in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-Beach-Hotel.0-0-d5940-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-Wedding-Hotels.0-0-d5940-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts & in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-Honeymoon-Hotels.0-0-d5940-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Casino Hotels in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-Casino-Hotel.0-0-d5940-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-Historic-Hotel.0-0-d5940-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hilton Hotels in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-Hilton-Hotels.0-0-d5940--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Hotels with an Outdoor Pool in St. Michaels ](https://www.expedia.com/St-Michaels-Hotels-Hotels-With-Outdoor-Pool.0-0-d5940-tHotelswithOutdoorPool.Travel-Guide-Filter-Hotels) - [Flights from Wittman ](https://www.expedia.com/lp/flights/3000440946/flights-from-wittman) - [Flights to Bozman ](https://www.expedia.com/Cheap-Flights-To-Bozman.d3000440434.Travel-Guide-Flights) - [Flights from Bozman ](https://www.expedia.com/lp/flights/3000440434/flights-from-bozman) - [Flights from Neavitt ](https://www.expedia.com/lp/flights/3000347944/flights-from-neavitt) - [Flights to Tilghman ](https://www.expedia.com/Cheap-Flights-To-Tilghman.d166219.Travel-Guide-Flights) - [Chicago to Tilghman ](https://www.expedia.com/lp/flights/178248/166219/chicago-to-tilghman) - [Flights to McDaniel ](https://www.expedia.com/Cheap-Flights-To-McDaniel.d6343444.Travel-Guide-Flights) - [Flights to St. Michaels ](https://www.expedia.com/Cheap-Flights-To-St-Michaels.d5940.Travel-Guide-Flights) - [Visit Wittman ](https://www.expedia.com/Wittman.dx3000440946) - [Visit Bozman ](https://www.expedia.com/Bozman.dx3000440434) - [Phillips Wharf Environmental Center ](https://www.expedia.com/Phillips-Wharf-Environmental-Center-Tilghman.d553248621532662262.Vacation-Attraction) - [Visit Neavitt ](https://www.expedia.com/Neavitt.dx3000347944) - [Tilghman Vacations ](https://www.expedia.com/Tilghman.d166219.Destination-Travel-Guides) - [Visit Tilghman ](https://www.expedia.com/Tilghman.dx166219) - [Visit McDaniel ](https://www.expedia.com/McDaniel.dx6343444) - [St. Michaels Vacations ](https://www.expedia.com/St-Michaels.d5940.Destination-Travel-Guides) - [St. Michaels Winery ](https://www.expedia.com/St-Michaels-Winery-St-Michaels.d553248633992438808.Vacation-Attraction) - [St. Michaels Museum ](https://www.expedia.com/St-Michaels-Museum-St-Michaels.d553248621561196327.Vacation-Attraction) - [Chesapeake Bay Maritime Museum ](https://www.expedia.com/Chesapeake-Bay-Maritime-Museum-St-Michaels.d553248633992441010.Vacation-Attraction) - [Claiborne Vacations ](https://www.expedia.com/Claiborne.d3000440483.Destination-Travel-Guides) - [Visit St. Michaels ](https://www.expedia.com/St-Michaels.dx5940) - [Car rentals near Wittman ](https://www.expedia.com/Car-Rentals-In-Wittman.d3000440946.Car-Rental-Guide) - [Car rentals near Bozman ](https://www.expedia.com/Car-Rentals-In-Bozman.d3000440434.Car-Rental-Guide) - [Car rentals near Tilghman ](https://www.expedia.com/Car-Rentals-In-Tilghman.d166219.Car-Rental-Guide) - [Island Car Rentals Rental Cars in Tilghman ](https://www.expedia.com/Island-Car-Rentals-Car-Rentals-In-Tilghman.d166219-c1132.Car-Rental-Guide-Suppliers) - [Car rentals near McDaniel ](https://www.expedia.com/Car-Rentals-In-McDaniel.d6343444.Car-Rental-Guide) - [Car rentals near St. Michaels ](https://www.expedia.com/Car-Rentals-In-St-Michaels.d5940.Car-Rental-Guide) - [Enterprise Rental Cars in St. Michaels ](https://www.expedia.com/Enterprise-Car-Rentals-In-St-Michaels.d5940-c15.Car-Rental-Guide-Suppliers) - [Bozman Vacation Rentals ](https://www.expedia.com/Bozman-Vacation-Rentals.d3000440434.Travel-Guide-VacationRentals) - [Neavitt Vacation Rentals ](https://www.expedia.com/Neavitt-Vacation-Rentals.d3000347944.Travel-Guide-VacationRentals) - [Tilghman Vacation Rentals ](https://www.expedia.com/Tilghman-Vacation-Rentals.d166219.Travel-Guide-VacationRentals) - [St. Michaels Vacation Rentals ](https://www.expedia.com/St-Michaels-Vacation-Rentals.d5940.Travel-Guide-VacationRentals) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app