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Featured Massachusetts Winery Hotels

Mansion House Inn And Spa

Mansion House Inn And Spa

9 Main Street, Vineyard Haven, MA
    3.5 out of 5.0
     
     

    Guests of Mansion House Inn And Spa enjoy a full-service spa, an indoor pool, and a health club. Front-desk staff can assist with dry cleaning/laundry, securing valuables, and luggage storage. Other amenities at this spa hotel include a spa tub, a sauna, and a rooftop terrace.

    Mansion House Inn And Spa$512

    Mansion House Inn And Spa$512
    Red Horse Inn

    Red Horse Inn

    28 Falmouth Heights Road, Falmouth, MA
      2.5 out of 5.0
       
       

      Guests staying at Red Horse Inn enjoy free WiFi in public areas, a terrace, and a garden. If you decide to drive, there's free parking. Front-desk staff can help with concierge services, and provide local restaurant recommendations. This hotel also has a picnic area.

      Red Horse Inn$228

      Red Horse Inn$228
      Mariner Motel

      Mariner Motel

      555 Main St, Falmouth, MA
        2.0 out of 5.0
         
         

        Guests of Mariner Motel enjoy features like an outdoor pool, free WiFi in public areas, and express check-out. You can put free parking to good use if you drive. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Additional amenities include a terrace and a picnic area.

        Mariner Motel$149

        Mariner Motel$149
        Inn on the Square

        Inn on the Square

        40 North Main Street, Falmouth, MA
          3.5 out of 5.0
           
           

          Inn on the Square features an indoor pool, free WiFi in public areas, and a meeting room. If you drive, put free parking to good use. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a 24-hour business center and a garden.

          The Kelley House

          The Kelley House

          23 Kelly Street, Martha's Vineyard, Edgartown, MA
            3.0 out of 5.0
             
             

            Guests of The Kelley House enjoy an outdoor pool, free WiFi in public areas, and a seasonal outdoor pool. If you drive, take advantage of free parking. Front-desk staff can assist with securing valuables, luggage storage, and tours or tickets. Additional amenities include coffee/tea in a common area, express check-out, and wedding services.

            Harbor View Hotel

            Harbor View Hotel

            131 N Water Street Marthas Vineyard, Edgartown, MA
              4.0 out of 5.0
               
               

              Harbor View Hotel features a fitness center, free WiFi in public areas, and conference space. There's free parking if you drive. The front desk has multilingual staff on hand 24/7 to help with securing valuables, dry cleaning/laundry, and luggage storage. Additional amenities include a seasonal outdoor pool, free use of bicycles, and free newspapers.

              Harbor View Hotel$946

              Harbor View Hotel$946
              Falmouth Inn

              Falmouth Inn

              824 Main Street, Route 28, Falmouth, MA
              • Free Cancellation
              • Reserve now, pay when you stay
              2.0 out of 5.0
               
               

              Renovated in 2017, Falmouth Inn offers an indoor pool, free WiFi in public areas, and conference space. If you drive, put free parking to good use. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Additional amenities include a 24-hour business center, an arcade/game room, and express check-out.

              Falmouth Inn$189

              Falmouth Inn$189
              Hyannis Harbor Hotel

              Hyannis Harbor Hotel

              213 Ocean St, Hyannis, MA
                3.5 out of 5.0
                 
                 

                Hyannis Harbor Hotel features an indoor pool, a children's pool, and a 24-hour fitness center. Self parking is offered for USD 28 per day. Front-desk staff are standing by 24/7 to assist with any requests. Other amenities at this family-friendly hotel include free WiFi in public areas, conference space, and a 24-hour business center.

                Edgar Hotel Martha's Vineyard, Ascend Hotel Collection

                Edgar Hotel Martha's Vineyard, Ascend Hotel Collection

                227 Upper Main St, Edgartown, MA
                  3.0 out of 5.0
                   
                   

                  Edgar Hotel Martha's Vineyard, Ascend Hotel Collection features free WiFi in public areas, a business center, and coffee in a common area. Free parking is available if you drive. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and luggage storage. Additional amenities include a computer station, express check-out, and free newspapers.

                  Edgar Hotel Martha's Vineyard, Ascend Hotel Collection$468

                  Edgar Hotel Martha's Vineyard, Ascend Hotel Collection$468
                  Pequot Hotel

                  Pequot Hotel

                  19 Pequot Avenue, Oak Bluffs, MA
                    3.0 out of 5.0
                     
                     

                    Guests of Pequot Hotel enjoy access to free WiFi in public areas, a business center, and coffee in a common area. Free parking is available if you drive. The 24-hour front desk has staff standing by to help with tours or tickets, and answer any questions about the accommodations. Additional amenities include a terrace and a garden.

                    Pequot Hotel$349

                    Pequot Hotel$349
                    The Lightkeepers Inn

                    The Lightkeepers Inn

                    25 Simpson's Lane, Edgartown, MA
                      3.0 out of 5.0
                       
                       

                      Guests of The Lightkeepers Inn enjoy free WiFi in public areas, express check-out, and free newspapers. You can put free parking to good use if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include a picnic area, barbecue grills, and a garden.

                      The Lightkeepers Inn$450

                      The Lightkeepers Inn$450
                      Anchor In Distinctive Waterfront Lodging

                      Anchor In Distinctive Waterfront Lodging

                      1 South Street, Hyannis, MA
                        3.0 out of 5.0
                         
                         

                        Guests staying at Anchor In Distinctive Waterfront Lodging enjoy access to a marina, an outdoor pool, and free WiFi in public areas. You can take advantage of free parking if you drive. Front-desk staff can assist with tours or tickets, securing valuables, and luggage storage. Additional amenities include a business center, a seasonal outdoor pool, and coffee/tea in a common area.

                        Anchor In Distinctive Waterfront Lodging$339

                        Anchor In Distinctive Waterfront Lodging$339
                        MV Surfside Hotel

                        MV Surfside Hotel

                        7 Oak Bluffs Avenue, Oak Bluffs, MA
                          2.5 out of 5.0
                           
                           

                          Guests staying at MV Surfside Hotel enjoy free WiFi in public areas, free newspapers, and a garden. Self parking is offered for USD 20 per night. Front-desk staff can help with luggage storage, and provide local restaurant recommendations.

                          MV Surfside Hotel$359

                          MV Surfside Hotel$359
                          Hyannis Travel Inn

                          Hyannis Travel Inn

                          18 North St, Hyannis, MA
                          • Free Cancellation
                          • Reserve now, pay when you stay
                          2.0 out of 5.0
                           
                           

                          At Hyannis Travel Inn, guests enjoy an indoor pool, an outdoor pool, and free WiFi in public areas. You can put free parking to good use if you drive. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Additional amenities include coffee/tea in a common area and express check-out.

                          Hyannis Travel Inn$157

                          Hyannis Travel Inn$157
                          Clark House at the Twin Oaks Inn

                          Clark House at the Twin Oaks Inn

                          20 Edgartown Road, Vineyard Haven, MA
                            3.0 out of 5.0
                             
                             

                            At Clark House at the Twin Oaks Inn, guests have access to free WiFi in public areas, coffee in a common area, and free newspapers. Free parking is included with your stay. Front-desk staff can assist with luggage storage and concierge services. Additional amenities include a terrace, a picnic area, and a garden.

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                            Massachusetts wineries with lodging

                            A good night’s sleep and a glass of wine is the perfect recipe for relaxation. If your idea of recharging involves the pop of a cork and the cool feel of fresh bedlinens, a winery hotel is the vacation you need. Luckily, many of the most beautiful wineries in Massachusetts double as hotels or inns. No designated driver required when you’re staying just steps away!

                            Massachusetts wineries make great getaways
                            Massachusetts winery hotels have clear benefits: You never have to worry about how you’ll get home, and the wine keeps coming. Plus, winery vacations are perfect for all types of trips.

                            • Family: Get together your adult siblings and parents to make new memories. The greatest family reunions are the ones that feature group activities and plenty of wine.
                            • Friends: Girls’ trip? College reunion? Whatever the occasion, grab a few friends and get sipping. It’s sure to be a party to remember.
                            • Romance: Nothing is more romantic than sharing a bottle of bubbly with your sweetheart on a trip out of town.

                            You know you need to spend more than a day in Massachusetts to really see it all—and to drink all the wine. Some of the best wineries to visit in Massachusetts rent rooms to guests, who are happy for an excuse to stay longer. Take in the scenery along with that crisp local vintage: Picturesque rows of grapevines invite you to stop, unwind, and enjoy life.

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