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

Club Quarters in Boston

3 stars
4.2 / 5 409 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.
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Nightly rates from $229

The Boston Park Plaza Hotel

4 stars
3.6 / 5 662 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 $188

BEST WESTERN PLUS Roundhouse Suites

3 stars
3.9 / 5 58 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 $194

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 $249

Wyndham Boston Beacon Hill

3 stars
3.8 / 5 108 reviews
Affordable accommodations in Boston's historic Beacon Hill neighborhoodWyndham Boston Beacon Hill offers 304 comfortable rooms across 14 floors as well as convenient facilities. Dean’s List, a full-service restaurant & bar, serves breakfast, lunch, and dinner including made from scratch handcrafted sandwiches and small plates. Guests can also cool off in the seasonal outdoor pool during a hot summer in the city. HighlightsPrime Beacon Hill locationComplimentary Wi-Fi throughout hotel24-hour on-site fitness center featuring 3 treadmills, 2 stationary bikes and 1 elliptical (See the Front Desk for information regarding a local full-service gym.)24-hour business center and eight functional meeting rooms, the largest of which can hold up to 350 peopleOn-site valet (fees apply) RoomsSpacious but hardly simple, the hotel's 304 guest rooms with 12 suites offer affordable comfort. Plush beds with fluffy pillows and warm comforters mingle in natural color palettes and rustic wood furniture. Some bathrooms feature whirlpool baths and separate showers, fresh towels and hair dryers. All rooms include complimentary high-speed Wi-Fi, TV with cable and pay-per-view movies, workstation with two phones, complimentary newspaper and a coffee station. Upgrade to the executive edition floors and enjoy a private lounge and enhanced room amenities. FeaturesSet in the historic Beacon Hill neighborhood, Wyndham Boston Beacon Hill sits in the heart of old Boston, offering guests a peep into a bygone era with gas lamps and cobblestone streets just outside the door. Dean’s List offers a fun menu made from scratch handcrafted sandwiches and small plates with unique flavors.  Each sandwich is built on great artisan breads from Iggy’s, a local bakery. The names of this culinary delight were built around the history of Boston and its great colleges and universities. Meanwhile, the small plates offer a twist on some old-time favorites and some new and exciting choices. The menu is so different and intriguing that trying everything is very tempting. Dean’s List also offers beer, wine and cocktails. Breakfast is served daily at 6:30 a.m. to 11:30 a.m., lunch at 11:30 a.m. to 2:00 p.m. and dinner at 5:00 p.m. to 10:00 p.m. Room service is also available. Guests enjoy complimentary Wi-Fi throughout the hotel. On-site valet is available (fees apply) and a 24-hour fitness center helps guests stay fit. More than 5,800 square feet of functional meeting space is available throughout eight meeting rooms with views of Boston and the Charles River. Ask the tour desk to make arrangements to visit Boston attractions. Transportation Nearest Subway: Red Line Charles Street/MGH Station (1 block)Hynes Convention Center (2 mi/3.2 km)Logan International Airport (3 mi/4.8 km) AttractionsMassachusetts General Hospital (2 blocks)Museum of Science (3 blocks)Charles Street (0.2 mi/0.21 km)CambridgeSide Galleria (0.6 mi/0.97 km)Downtown Crossing Boston (0.6 mi/0.97 km)Newbury Street (0.7 mi/1.13 km)Copley Place (1.10 mi/1.78 km)Boston Common (1.5 mi/2.4 km)Freedom Trail (1.5 mi/2.4 km) Business5,800 square feet of meeting space over eight roomsComplimentary Wi-Fi throughout hotelOn-site business center with complimentary use of computers and printer Policies and fees The hotel charges $43 USD per day for valet parking and $48 USD per day for self-parking, both with i/out privileges. Check-in is 4:00 p.m. and check-out is 12:00 p.m.Cancel Policy is 24 hours by 1800 hours prior to arrival.
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Nightly rates from $279
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Cheap Flights
Departure Arrival Travel dates Round-trip
Los Angeles Boston Sun, Nov 2 - Wed, Nov 5 $346
San Francisco Boston Thu, Oct 30 - Fri, Oct 31 $322
Washington DC Boston Thu, Oct 23 - Thu, Oct 30 $133
Chicago Boston Tue, Oct 21 - Tue, Oct 28 $115
Seattle Boston Tue, Oct 28 - Mon, Nov 3 $296
Atlanta Boston Tue, Oct 21 - Thu, Oct 23 $257
Orlando Boston Wed, Oct 22 - Wed, Oct 29 $228
San Diego Boston Tue, Oct 7 - Wed, Oct 15 $325
Fort Lauderdale Boston Wed, Oct 8 - Wed, Oct 15 $165
San Juan Boston Sun, Oct 5 - Mon, Oct 6 $289
Charlotte Boston Wed, Oct 29 - Tue, Nov 11 $187
Denver Boston Tue, Oct 28 - Tue, Nov 4 $295
Dallas Boston Tue, Oct 21 - Tue, Oct 28 $212
Baltimore Boston Tue, Oct 21 - Tue, Oct 28 $118
Phoenix Boston Thu, Oct 30 - Wed, Nov 5 $302
Portland Boston Sat, Nov 15 - Wed, Nov 19 $298
Tampa Boston Wed, Nov 12 - Sun, Nov 16 $204
Minneapolis Boston Tue, Sep 30 - Wed, Oct 1 $203
Raleigh Boston Tue, Sep 30 - Tue, Oct 7 Check rates
Las Vegas Boston Tue, Oct 21 - Wed, Oct 22 $314
New York Boston Tue, Oct 21 - Wed, Oct 22 $168
Fort Myers Boston Fri, Nov 7 - Fri, Nov 14 $225
Miami Boston Fri, Oct 10 - Tue, Oct 14 $274
Houston Boston Tue, Oct 7 - Wed, Oct 15 $215
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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.

Your trip

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