Romantic

10 best places for Romantic Weekend Getaways In Boston

03 Jun 2026Updated last time

Weekend Getaway Ideas in Boston

Looking for a romantic weekend getaway? Look no further than Boston, a city filled with charm, history, and plenty of romantic spots to explore. Whether you're a local or visiting from out of town, Boston offers a plethora of options for a memorable and enchanting weekend with your loved one. From strolling through picturesque neighborhoods to enjoying scenic parks and indulging in delicious cuisine, there's something for every couple to enjoy in this vibrant city. Let's take a closer look at some of the best places for a romantic weekend getaway in Boston.

Recommended Activities

  • 1

    Beacon Hill

    Beacon Hill is a charming and historic neighborhood known for its stunning architecture, cobblestone streets, and gaslit lamps. It offers a romantic atmosphere with beautiful brownstone homes, picturesque gardens, and boutique shops. It is perfect for a leisurely stroll or a cozy dinner at one of the many restaurants.
    Beacon Hill
    Beacon Hill
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    Beacon Hill
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  • 2

    North End

    The North End is Boston's oldest residential neighborhood and is often referred to as Little Italy. It is filled with narrow streets, Italian bakeries, and charming cafés. The neighborhood has a romantic ambiance with its authentic Italian restaurants serving delicious food and cozy trattorias. It is the perfect place for a romantic dinner date or enjoying a leisurely walk hand in hand.
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    North End
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    North End
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    North End
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    North End
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  • 3

    Back Bay

    Back Bay is a trendy and upscale neighborhood known for its beautiful Victorian brownstone homes, high-end shopping, and fine dining. It offers a blend of history and modernity with its historic landmarks, such as the Boston Public Library, mixed with modern boutiques and art galleries. Back Bay is an ideal destination for a romantic getaway with its luxurious hotels, charming streets, and romantic restaurants.
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    Back Bay
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    Back Bay
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    Back Bay
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    Back Bay
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  • 4

    Fenway-Kenmore

    Fenway-Kenmore is a vibrant neighborhood and home to Fenway Park, the iconic baseball stadium. It offers a unique atmosphere with its lively sports bars, trendy restaurants, and bustling nightlife. The neighborhood is also known for its arts and cultural scene, with several museums and theaters. Fenway-Kenmore is a great place to explore during the day and enjoy the vibrant energy in the evening.
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    Fenway-Kenmore
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  • 5

    Public Garden

    The Public Garden is a beautiful and serene park located in the heart of Boston. It is one of the oldest public parks in the United States and is known for its picturesque landscapes, colorful flowers, and iconic Swan Boats. The Public Garden is a perfect spot for a romantic stroll, picnic, or even a boat ride on the tranquil lake. It offers a peaceful escape from the hustle and bustle of the city.
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    Public Garden
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  • 6

    Charles River Esplanade

    The Charles River Esplanade is a scenic park along the banks of the Charles River. It offers stunning views of the river and the Boston skyline. The Esplanade features walking and biking paths, picnic areas, and recreational activities like kayaking and sailing. It is a great place for a romantic walk, watching the sunset, or enjoying a picnic by the water. The peaceful ambiance of the Charles River Esplanade makes it a popular destination for couples.
    Charles River Esplanade
    Charles River Esplanade
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    Charles River Esplanade
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    Charles River Esplanade
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    Charles River Esplanade
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  • 7

    Isabella Stewart Gardner Museum

    The Isabella Stewart Gardner Museum is a unique and captivating art museum housed in a Venetian-style palazzo. It is known for its impressive collection of European, Asian, and American art, as well as its stunning indoor courtyard garden. The museum offers a romantic and intimate setting with its beautiful architecture, art masterpieces, and peaceful atmosphere. It is a must-visit for art and culture enthusiasts looking for a romantic and enriching experience.
    Isabella Stewart Gardner Museum
    Isabella Stewart Gardner Museum
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    Isabella Stewart Gardner Museum
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    Isabella Stewart Gardner Museum
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    Isabella Stewart Gardner Museum
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    Isabella Stewart Gardner Museum
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    Isabella Stewart Gardner Museum
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  • 8

    Newbury Street

    Newbury Street is a famous and vibrant shopping destination lined with boutiques, designer stores, restaurants, and cafés. It is known for its upscale fashion and lifestyle shops, making it a paradise for shopping enthusiasts. Newbury Street offers a charming and romantic atmosphere with its historic brownstone buildings, tree-lined sidewalks, and outdoor seating areas. It is the perfect place for a leisurely stroll, shopping spree, or enjoying a romantic meal at one of the many restaurants.
    Newbury Street
    Newbury Street
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    Newbury Street
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  • 9

    Acorn Street

    Acorn Street is one of the most picturesque and historic streets in Boston. It is known for its narrow cobblestone pathway, lined with charming brick townhouses and colorful flowers. Acorn Street offers a romantic and timeless ambiance, reminiscent of old-world charm. It is a popular spot for photography and a must-visit for couples seeking a romantic and nostalgic experience in the heart of Boston.
    Acorn Street
    Acorn Street
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    Acorn Street
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  • 10

    Boston Common

    Boston Common is the oldest public park in the United States and holds great historical significance. It offers a large green space in the heart of the city, perfect for leisurely walks, picnics, and outdoor activities. The park is surrounded by iconic landmarks and attractions, including the Massachusetts State House and the Park Street Church. Boston Common provides a peaceful and romantic escape from the urban buzz, making it an ideal spot for couples to relax, enjoy nature, and immerse themselves in the rich history of Boston.
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    Boston Common
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    Boston Common
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    Boston Common
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    Boston Common
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Restaurants

  • Picture for The Dinner Detective Murder Mystery Dinner Show

    The Dinner Detective Murder Mystery Dinner Show

    55 Ariadne Rd, Dedham, MA 02026, United States
    Experience a unique blend of comedy and mystery while enjoying a delicious dinner. Solve a thrilling murder mystery as you dine, making this restaurant a must-visit for an exciting and unforgettable evening.
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    • Picture for Oleana

      Oleana

      134 Hampshire St, Cambridge, MA 02139, United States
      Indulge in Middle Eastern-inspired cuisine at Oleana, a restaurant known for its innovative flavors and cozy ambiance. The menu offers a delightful mix of spices and ingredients, creating a culinary experience like no other.
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      • Picture for Cocobeet

        Cocobeet

        100 City Hall Avenue, Boston, MA 02108, United States
        Discover a vegan and organic restaurant that focuses on healthy and delicious plant-based dishes. Cocobeet offers an array of nourishing options, including cold-pressed juices, smoothie bowls, salads, and more.
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        • Picture for A4cade by Area Four

          A4cade by Area Four

          292 Massachusetts Ave, Cambridge, MA 02139, United States
          Experience a unique combination of an arcade and a restaurant at A4cade. Enjoy mouthwatering pizza, craft beer, and vintage arcade games all in one place. It's a great spot for some lighthearted fun and delicious food.
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          • Picture for Haley House Bakery Cafe

            Haley House Bakery Cafe

            12 Dade St, Roxbury, MA 02119, United States
            Visit Haley House Bakery Cafe for a socially conscious dining experience. This community-oriented eatery not only serves delicious food but also supports various social programs. Indulge in their freshly baked goods and homemade dishes while contributing to a good cause.
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            • Picture for The Top of the Hub

              The Top of the Hub

              801 Boylston St, Boston, MA 02116, United States
              Dine with a breathtaking view at The Top of The Hub, an upscale restaurant located on the 52nd floor of the Prudential Tower. Enjoy fine dining while admiring panoramic views of Boston's skyline and landmarks.
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              • Picture for Mamma Maria

                Mamma Maria

                3 N Square, Boston, MA 02113, United States
                Savor authentic Italian cuisine at Mamma Maria, a cozy restaurant tucked away in the North End. With a warm and inviting atmosphere, this family-owned eatery offers traditional dishes prepared with love and care.
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                • Picture for The Beehive

                  The Beehive

                  541 Tremont St, Boston, MA 02116, United States
                  Immerse yourself in an artistic and bohemian atmosphere at The Beehive. This unique venue features live music, creative cocktails, and a diverse menu, creating a lively and vibrant dining experience.
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                  Hotels

                  • The Liberty Hotel

                    Stay in a former prison transformed into a luxurious hotel. The Liberty Hotel preserves its historic architecture and offers modern amenities, making it a truly unique and memorable place to stay.

                    • The Verb Hotel

                      1271 Boylston St, Boston, MA 02215, United States

                      Experience a retro-inspired hotel with a vibrant and music-themed atmosphere. The Verb Hotel is located near Fenway Park and offers stylish rooms, a vinyl library, and a lively outdoor pool area.

                      • The Godfrey Hotel

                        505 Washington St, Boston, MA 02111, United States

                        Immerse yourself in modern luxury at The Godfrey Hotel. With its sleek and stylish design, comfortable accommodations, and excellent location, this hotel offers a unique and upscale stay in Boston.

                        • YOTEL Boston

                          65 Seaport Blvd, Boston, MA 02210, United States

                          Stay in a futuristic and tech-savvy hotel with compact but well-designed rooms. YOTEL Boston offers a unique and innovative experience, perfect for those looking for a modern and efficient stay.

                          • The Boxer Boston

                            107 Merrimac St, Boston, MA 02114, United States

                            Experience the charm of a boutique hotel located in a historic building. The Boxer Boston offers thoughtfully designed rooms, a welcoming ambiance, and a convenient location near popular attractions.

                            • The Envoy Hotel

                              70 Sleeper St, Boston, MA 02210, United States

                              Enjoy stunning views of the Boston skyline and harbor at The Envoy Hotel. With its sleek and contemporary design, rooftop bar, and modern amenities, this hotel offers a unique and upscale stay.

                              Local Events & Happenings

                              • Picture for YES Epics, Classics & More featuring Jon Anderson and The Band Geeks

                                YES Epics, Classics & More featuring Jon Anderson and The Band Geeks

                                Boch Center Shubert Theatre in Boston (0.01 mi)26 Jun 2024
                                The event will take place at Boch Center Shubert Theatre in Boston.
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                              • Picture for Stephanie Miller's Sexy Liberal Save The World Comedy Tour

                                Stephanie Miller's Sexy Liberal Save The World Comedy Tour

                                Boch Center Shubert Theatre in Boston (0.01 mi)14 Jul 2024
                                This show has an age restriction. Adults 18+ Only.
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                              • Picture for Killers of Kill Tony

                                Killers of Kill Tony

                                Boch Center Shubert Theatre in Boston (0.01 mi)27 Jul 2024
                                KILLERS OF KILL TONY is a standup lineup featuring regulars and fan-favorites from "Kill Tony", the #1 live podcast in the world. Building upon the success and energy of the original podcast, "Killers of Kill Tony" showcases the diverse talent pool o...
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                              • Picture for Graham Nash - An Evening of Songs and Stories with Guest Judy Collins

                                Graham Nash - An Evening of Songs and Stories with Guest Judy Collins

                                Boch Center Shubert Theatre in Boston (0.01 mi)3 Oct 2024
                                The event will take place at Boch Center Shubert Theatre in Boston.
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                              • Picture for BEAT - Belew/Vai/Levin/Carey play 80s King Crimson

                                BEAT - Belew/Vai/Levin/Carey play 80s King Crimson

                                Boch Center Shubert Theatre in Boston (0.01 mi)12 Oct 2024
                                Former King Crimson members ADRIAN BELEW and TONY LEVIN band together with guitar virtuoso STEVE VAI and explosive Tool drummer DANNY CAREY for the first time to create BEAT, a creative reinterpretation of the three iconic 80s KING CRIMSON albums - D...
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                              • Picture for Daniel Habif: Ascender World Tour 2024

                                Daniel Habif: Ascender World Tour 2024

                                Boch Center Shubert Theatre in Boston (0.01 mi)18 Oct 2024
                                The event will take place at Boch Center Shubert Theatre in Boston.
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                              • Picture for Jarlath Regan

                                Jarlath Regan

                                Boch Center Shubert Theatre in Boston (0.01 mi)27 Oct 2024
                                The event will take place at Boch Center Shubert Theatre in Boston.
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                              Travel Gems from Reddit

                              • Romantic Weekend Getaways

                                /r/boston

                                I like the Portsmouth, RI area. Near the water, some good wineries close by, cute areas to walk, etc. If you're kind of kooky, The Silver Fountain Inn just outside Portsmouth,...

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                              • Recommendations for romantic weekend getaway in/near Mass?

                                /r/boston

                                Brockton, MA is actually a hidden gem as far as romantic weekend getaways from Boston; Its close by, convenient, and very charming... Be sure to reserve a table for two at wor...

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                              • Couples retreat/getaway?

                                /r/boston

                                46 votes, 51 comments. Looking to plan a little romantic weekend getaway for/with my husband! Massages, fireplaces, etc heavily encouraged. Drop your

                                View on Reddit

                              • Where are some good places for a romantic weekend getaway this time of ...

                                /r/boston

                                Travel a bit further and go to Vermont. If you want to see what winter in New England can be, Vermont, and Northern New Hampshire certainly beat out Southern NH or the cape. F...

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                              • First date/weekend getaway ideas!

                                /r/boston

                                Hi guys! This is my first post haha, would anyone please be able to share some nice first date spots/weekend getaway ideas in boston? Me and a guy

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                              • Romantic and fun places in Boston ?

                                /r/boston

                                Metal music & horror movies, I fear I know nothing about. The standard romantic things are the Public Garden (outdoors, free), Boston Public Library - Copley Branch (huge, old...

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                              • Nice but not crazy pricey date night

                                /r/boston

                                I would say the most "romantic" neighborhoods in Boston are Back Bay or Beacon Hill (both a quick walk to the Esplanade after dinner - a public park by the river with amazing ...

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                              • Give me your best Boston-area unconventional date ideas!

                                /r/boston

                                Enter the Public Garden at the end of Newbury and wander around there. The swan boats have started so take a ride on those. It is only $2.75 a person and it is romantic and hi...

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                              • romantic ideas to take my gf?

                                /r/boston

                                In Boston, take a walk around the Gardner Museum, then slow walk to Back Bay for a nice dinner, whatever your price point Im sure theres something youd like. End the night wit...

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                              • Best date ideas in the city?

                                /r/boston

                                If you want to have a picnic you could pack a basket and go to the Esplanade near Marsh Chapel or Boston Common. Or do the touristy thing and take a duck tour. Really depends ...

                                View on Reddit