Cheap Boston Vacations

Your Boston vacation

Boston is a city known for its rich history, but it is also filled with cultural sites and outstanding sports franchises. Visitors on Boston vacations find great diversity here in their food, shopping, and activities. Since tourism is one of the city’s primary industries, Boston entertains and delights people of all tastes and ages. If you are looking for Boston travel options, you will want to see the Paul Revere House, and stop in the Museum of Fine Arts as part of your stay in this city to get a view of the past and present.

Cheap Vacation Packages

Cheap Boston Vacation Packages

BEST WESTERN PLUS Roundhouse Suites

3 stars
3.9 / 5 63 reviews
Our Boston hotel offers a great value and friendly service, but its our location that really stands out and makes tourism and business travel a breeze. Enjoy being close to Fenway Park and the observation tower at this Boston hotel. Hospitals and conventions are major reasons why many of our guests stay with us. If youre here for a special event, to visit a loved one at the hospital or for tourism, you deserve an unbeatable location and great value. Thats exactly what we deliver because we understand convenience is a top priority. Many tourists come to Boston, and were happy to accommodate group tours of the city. Boston is known for baseball, and catching a game at Fenway is a must during the season. However, tours are available at the stadium year-round. Located near Boston, were just minutes from the city, which helps provide the fantastic value that our guests deserve. From the Boston Marathon to the rich history of the city, theres no shortage of attractions close to our Boston hotel. Close to conventions with shuttle service, the streets are laid out like Paris, which makes walking tours very popular as well. Check out the original Cheers Bar, or explore the incredible delicacies of the city. Irish festivals and St. Patricks Day are huge here, and we welcome travelers who come to engage in the festivities. No matter what brings you to Boston, count on a reputable hotel to provide you with the accommodations you deserve. Free parking, free breakfast, free tour bus parking and free shuttle to the local train stations are all yours for a competitive price at this all-suite Boston hotel that sleeps up to five in a double room. Who says staying city-adjacent has to be expensive? We put price, location and world-class service first. Book your room at BEST WESTERN PLUS Roundhouse Suites and enjoy a vacation like no other!
Value Save 15% on your stay
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Nightly rates from $101

Club Quarters in Boston

3 stars
4.2 / 5 416 reviews
Club Quarters hotels provide a secure, club-inspired atmosphere in prime locations throughout the United States. Free bottled water on each floor, flat-screen TVs, and an iPod docking station make this Boston hotel comfortably modern. Listen to your favorite tracks while dining casually in your room - meals are available made-to-order from neighboring restaurants, along with the on-site Elephant and Castle bar, a British-themed pub with an extensive whiskey and beer menu. Business guests can use workstations with wireless printing, while those looking to unwind can actually have exercise equipment delivered to their rooms. Key facts 178 guestroomsGymMeeting/banquet facilitiesBusiness centerParking (charges apply)24-hour front desk and room service NeighborhoodClub Quarters in Boston is located in Boston's Financial District, next to Washington Square and within walking distance of Quincy Market, Boston Commons, and the historic Orpheum Theater - one of the oldest theaters in the United States. Bars, restaurants and shops are varied in this traditionally Irish and Italian neighborhood, and the area is a hub for access to the T, Boston's light rail system, so it's an excellent place for visitors to begin exploring the city. Hints and tipsRooms in Club Quarters hotels are more European in proportion than American travelers may be used to, so be prepared for a cozy room.The upside of this is that Club Quarters offer much better rates than other hotels, as they use their available space more efficiently.
Value Save 12% on your stay
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Nightly rates from $89

The Boston Park Plaza Hotel

4 stars
3.7 / 5 708 reviews
The Boston Park Plaza Hotel is designated as one of the Historic Hotels of America. This elegant hotel occupies a triangular block, which contributes to the unique appearance of both the exterior and the guestrooms themselves. The hotel features eight on-site restaurants that cater to a wide range of tastes. Dining options include a steakhouse, a seafood restaurant, a lounge, a casual eatery, a pub and more. For a truly luxurious experience, consider booking one of the refurbished Tower Level Rooms on the top floor. These rooms feature upgraded amenities, complimentary Wi-Fi, Tower Level Lounge access and other special perks. Key facts1,054 guestrooms15 floors8 restaurantsConference and event spaces: 39 roomsGymWi-Fi available (fees may apply)24-hour desk servicePets allowed NeighborhoodThe Boston Park Plaza Hotel rests at the heart of historic Back Bay, a neighborhood known for its well-preserved architecture and popular shopping destinations. The area features several scenic parks, including Boston Common and the Boston Public Garden. The theater district is also part of the hotel's surroundings. Several restaurants, stores and historic sites are within easy walking distance of the hotel. Hints and tipsTo avoid street noise, ask for a room on a higher floor; guests can still enjoy a dazzling view of the street from the third or fourth floor.Boston is always a busy city, so interior rooms are a good option for very light sleepers.
Value Save 10% on this stay
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Nightly rates from $98

The Midtown Hotel

2 stars
3.2 / 5 152 reviews
Comfortable and affordable hotel close to Boston attractionsThe Midtown Hotel, titled Boston's most convenient hotel, is ideal for travelers on a budget looking for comfort and convenience. The hotel sits in the heart of the Back Bay and won't break the bank. This retro-designed, city-center hotel with close proximity to Hynes Convention Center, Copley Place and Fenway Park also sits near three subway lines for access to the rest of the city. Simple, yet comfortable guest rooms offer standard amenities and wireless Internet access (fees apply). Highlights Convenient Back Bay locationPet-friendly (fees apply)Seasonal outdoor swimming poolWi-Fi and DSL (fees apply)Concierge services RoomsThe Midtown Hotel's 159 simple, yet comfortable guest rooms offer two double beds, one king or one double bed. All rooms have air conditioning, hairdryer, ironing board and coffee maker. The 32-inch flat-screen LG TVs have cable with CNN and ESPN. Awake with a preset radio alarm clock and enjoy the large, private bathroom. Wireless and DSL Internet are available (fees apply). Features The Midtown Hotel offers easy and immediate access to many of Boston's best attractions at a low price. Step outside the hotel and hit Copley Plaza, the Prudential Center, Symphony Hall and Boston Common within moments. The hotel's award-winning concierge services can help plot a day in Boston or schedule reservations. The hotel features an on-site hair salon and a seasonal pool. On-site parking is available (fees apply). The hotel welcomes gentle, well-socialized dogs (fees apply) and offers food and water bowls, pick-up bags and treats upon check-in. Transportation Hynes Convention Center (.3 mi/.5 km)Logan International Airport (4.1 mi/6.6 km) Attractions Faneuil Hall-Quincy Market (.6 mi/1 km)Fenway Park (.8 mi/1.2 km)Boston Common (1.1 mi/1.9 km)Freedom Trail (1.1 mi/1.9 km)Harvard Square (2.2 mi/3.6 km) Business 5 meeting rooms accommodating 12 to 125 people
Value Save 10% on your stay!
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Nightly rates from $84

Sheraton Boston Hotel

3 stars
4.1 / 5 174 reviews
With the Sheraton brand shining in neon from the top of this soaring tower block, a look out from most Sheraton Boston Hotel windows will take in glorious scenes of the river or the city of Beantown itself. Dark wood paneling and marble floors denote a simple New England elegance within, but guests may wish to spend much of your time out on the pool deck by one of the largest heated pools in the area. Try a grilled sandwich from the SideBar menu, or grab a Starbucks beverage on your way from place to place. A carbon-neutral meeting space, 'Alive on Five', offers a unique take on working away from home, along with all the free Wi-Fi spots you would expect from a business hotel. Key facts 1,220 guestrooms70,000-square-feet of meeting space, including 7 ballroomsRestaurant: SideBar & Grille24-hour free Wi-Fi and PC terminals in lobbyCoffee shopFitness centerHeated indoor/outdoor poolPets allowed (up to 40 pounds, subject to hotel policy) NeighborhoodThe Sheraton Boston Hotel is located in Boston's vibrant Back Bay neighborhood and is connected to both the Hynes Convention Center and the Prudential Center Mall, four miles from Logan International Airport (BOS). A stroll through the neighborhood around the hotel will take you past some of Boston's most eye-catching architecture, including vintage Victorian-era brownstones and historic Copley Square. Walking a few blocks north of the hotel, you'll reach the main draws for shopping, eating and merry-making around Newbury and Boylston streets. Hints and tipsFeel like expanding your eating options? The neighboring Prudential 'Pru' Mall serves everything from a classic East Coast lobster to a hearty and wholesome burger.Try Legal Sea Food for their clam chowder and Mondrian-inspired decor.
Value Save 20% on your stay
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Nightly rates from $102
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Cheap Flights
Departure Arrival Travel dates Round-trip
Los Angeles Boston Fri, Jan 9 - Tue, Jan 13 $305
San Francisco Boston Thu, Jan 22 - Fri, Jan 23 $319
Washington DC Boston Tue, Jan 20 - Tue, Jan 27 $118
Chicago Boston Mon, Jan 12 - Thu, Jan 15 $133
Seattle Boston Thu, Feb 19 - Thu, Feb 26 $288
Atlanta Boston Tue, Jan 6 - Thu, Jan 15 $177
Orlando Boston Wed, Jan 28 - Wed, Feb 4 $241
San Diego Boston Wed, Jan 28 - Wed, Feb 18 $297
Fort Lauderdale Boston Thu, Dec 25 - Thu, Jan 8 $167
San Juan Boston Tue, Jan 13 - Tue, Jan 20 $329
Charlotte Boston Sun, Jan 25 - Sun, Feb 1 $207
Denver Boston Thu, Jan 22 - Tue, Feb 3 $275
Dallas Boston Wed, Jan 28 - Wed, Feb 4 $223
Baltimore Boston Tue, Jan 13 - Wed, Jan 14 $99
Phoenix Boston Thu, Jan 15 - Mon, Feb 2 $281
Portland Boston Wed, Jan 14 - Wed, Jan 21 $299
Tampa Boston Sun, Jan 25 - Sun, Feb 1 $206
Minneapolis Boston Sun, Feb 15 - Wed, Mar 11 $279
Raleigh Boston Sun, Dec 28 - Sun, Jan 4 Check rates
Las Vegas Boston Sat, Jan 17 - Tue, Jan 20 $320
New York Boston Mon, Dec 29 - Fri, Jan 2 $185
Fort Myers Boston Thu, Dec 25 - Thu, Jan 1 $232
Miami Boston Mon, Dec 29 - Sat, Jan 3 $328
Houston Boston Wed, Jan 7 - Wed, Jan 14 $219
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Best time to take a vacation to Boston

  • Best Time to Go

    Boston is a fun city to visit any time of the year, as you will find attractions open year-round. The busiest season is during summer, when many families take the time to go on Boston vacations in order to relive its rich history with their children. If you prefer to avoid long lines and large crowds, the off-season is an ideal time to plan your Boston travel. Spring and autumn provide brilliant color displays and great weather to enjoy indoor or outdoor activities.

Insider tips for Boston travel

  • The Four's Restaurant and Sports Bar

    Enjoy a meal or drink at The Four’s Restaurant and Sports Bar, which is one of the top sports bars in the country.

  • Downtown Crossing

    Spend some time in Downtown Crossing, a series of shops and restaurants that offer the best for your Boston travel, with unique and high-end items.

  • SoWa Open Market

    Stop by the SoWa Open Market where you can meet the artists and vendors behind the products.

  • Boston Opera House

    Visit the Boston Opera House as much for the exquisite architecture as for the outstanding performances.

  • American Theater

    Visit the longest running play in the history of American Theater with Sheer Madness, which has been performed over 12,000 times.

Boston highlights

  • The Commonwealth Museum

    The Commonwealth Museum provides a look at Massachusetts's history, with interactive exhibits and individual stories from the past.

  • Institute of Contemporary Art

    Institute of Contemporary Art is a modern building located on the waterfront with many contemporary exhibits of today’s artists.

  • Gibson House Museum

    Gibson House Museum, a must-see for history lovers, is a house built just before the Civil War and preserved today for guests.

  • 294 Stairs

    Visitors can climb the 294 stairs for a breathtaking view at the top of Bunker Hill Monument, which stands at 221 feet.

  • USS Constitution

    USS Constitution, the oldest warship in the world, was built back in 1797 and restored in 1927 to provide tours for guests to the city.

  • John F. Kennedy Library and Museum

    John F. Kennedy Library and Museum, located on a 10-acre park, provides a tribute to the former President and his legacy.

  • Museum of Fine Arts Boston

    Museum of Fine Arts Boston houses many exhibits from past artists, along with current masterpieces and traveling exhibitions.

  • The Old State House

    The Old State House is the oldest public building in the city and is worth a visit on your Boston Travel to see where the early government did business.

  • New England Sports Museum

    New England Sports Museum, where guests can learn about the history of the major teams that have called Boston home.

  • Paul Revere

    Paul Revere House, where visitors can take a virtual tour of his historic ride and learn the story of his life.

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