Downtown Boston Vacation Packages 2025/2026 from $399

Downtown Boston flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

SpringHill Suites by Marriott Boston/Andover

Save 100% on your flight

per person

Sep 24 - Sep 28

found 24 hours ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a snack bar/deli, and a grocery/convenience store are also on offer.

Hyatt Regency Boston Harbor

East Boston

Save 100% on your flight

per person

Sep 5 - Sep 10

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate perks like free WiFi and a free airport shuttle. Valet parking, a 24-hour business center, and a terrace are also offered.

The Beverly

Save 100% on your flight

per person

Sep 24 - Sep 28

found 24 hours ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-in. Express check-out and a virtual front desk are also provided.

Mandarin Oriental, Boston

Back Bay

Save 100% on your flight

per person

Sep 4 - Sep 7

found 5 hours ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the sauna, bar/lounge, and limo/town car service.

The Club at New Seabury

Save 100% on your flight

per person

Aug 25 - Aug 29

just found

Roundtrip non-stop flight included

Detroit (DTW) to Boston (BOS)

A golf course, 2 restaurants, and 15 outdoor tennis courts are all featured at this smoke-free condo resort. Relax with a drink at one of the 2 poolside bars and enjoy free perks like free self parking and WiFi in public areas. Enjoy the gym and unwind at the bar/lounge and beach bar.

Top Downtown Boston hotels deals

The Godfrey Hotel Boston

505 Washington Street, Boston, MA

Free Cancellation

Reserve now, pay when you stay

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This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Valet parking, a business center, and a coffee shop are also offered.

Pet friendly

Restaurant

The Dagny Boston

89 Broad Street, Boston, MA

Free Cancellation

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This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A coffee shop, a library, and a computer station are also on offer.

Pet friendly

Free WiFi

Hyatt Regency Boston

One Avenue De Lafayette, Boston, MA

Free Cancellation

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This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Valet parking, a 24-hour business center, and a coffee shop are also offered.

Pool

Pet friendly

Omni Parker House

60 School St, Boston, MA

Free Cancellation

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This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a computer station, and dry cleaning are also on offer.

Pet friendly

Free WiFi

The Langham, Boston

250 Franklin St, Boston, MA

Free Cancellation

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This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.

Pool

Pet friendly

Club Quarters Hotel Faneuil Hall, Boston

161 Devonshire St, Boston, MA

Free Cancellation

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This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. A snack bar/deli, a lobby fireplace, and express check-in are also on offer.

Pet friendly

Free WiFi

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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.

Popular places to visit

Boston Opera House

4.5/5(181 reviews)

Admire the old-world craftsmanship of this vaudeville-era reconstruction while you enjoy a performance in opera, theater or dance.

Boston City Hall

4.5/5(141 reviews)

Boston City Hall is just one of the places to see in Boston, so why not enjoy the other things to explore during your travels? Discover the acclaimed theater scene and notable monuments in this vibrant area.

Old State House

4.5/5(23 reviews)

You can study the exhibits at Old State House, a museum with a storied past, during your trip to Boston. Experience the acclaimed theater scene and fascinating museums in this vibrant area.

Frequently asked questions

How much are vacation packages to Downtown Boston?

Your vacation daydreams can all come true in Downtown Boston for only $399. Our vacation packages include flights and hotels, so they're bound to make booking a piece of cake. All you'll have to concentrate on is having a good time.

Where can I get the best vacation package deals for Downtown Boston?

For a fun and affordable Downtown Boston package deal, you can't go past Travelocity. Select from 400 air carriers and 1,000,000 worldwide properties to create your ultimate trip --- it couldn't be easier than that.

Why should I purchase my Downtown Boston vacation bundle via Travelocity?

Whether you're planning a month-long vacation or a last-minute trip, we have loads of enticing destinations to choose from at an affordable price. What's more, we offer 24/7 customer support, quality service and a Price Match Guarantee. Save yourself money and time and secure your dream vacation now.

Can I save money on my Downtown Boston car rental if I book it with my hotel or flight?

Booking a Downtown Boston vacation package with Travelocity is a surefire way to save your hard-earned money. You can pick a car, hotel and flight, or any combination of them, and enjoy great discounts. You might also like to throw in a few experiences and tours. After you've collected the keys to your rental car, venture out of the neighborhood and find out what the surrounding area has to offer. Roughly 35 mi from Downtown Boston, Plymouth Rock is well worth a road trip.

What is the best time of year to go to Downtown Boston?

If you love to wander wisely, is a great time to do it. That's when hotel rates are at their cheapest. In contrast, prices are at their highest in . March, August and October are the most popular times to head to Downtown Boston, so expect snaking queues for top attractions. Prefer to travel outside high season? You'll find fewer crowds during January, April and December.

What is there to do in Downtown Boston?

Boston Opera House and Boston City Hall have captivated so many visitors. Tick these popular attractions off your Downtown Boston itinerary and discover what the hype is about.