Downtown Boston Vacation Packages 2026 from $637

Downtown Boston flight + hotel vacation packages

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

The Langham, Boston

Downtown Boston

Save 100% on your flight

$637

per person

Dec 12 - Dec 15

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Boston (BOS)

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.

Boston Harbor Hotel

North End

Save 100% on your flight

$912

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Boston (BOS)

A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.

Boston Lodge and Suites

Dorchester

$653

per person

Nov 20 - Nov 22

found 3 hours ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.

Raffles Boston

Back Bay

Save 100% on your flight

$1,082

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Boston (BOS)

A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.

Mandarin Oriental, Boston

Back Bay

Save 100% on your flight

$1,141

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Boston (BOS)

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the onsite laundry facilities and babysitting. Enjoy the sauna and perks like free WiFi.

Top Downtown Boston hotels deals

The Dagny Boston

89 Broad Street Boston MA

$339 nightly

$394 total

Sep 18 - Sep 19

Total with taxes and fees

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 communal living room, and a library are also on offer.

Omni Parker House

60 School St Boston MA

$370 nightly

$431 total

Oct 4 - Oct 5

Total with taxes and fees

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, express check-out, and a computer station are also on offer.

Harborside Inn Of Boston

185 State St Boston MA

$329 nightly

$383 total

Sep 20 - Sep 21

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A business center, express check-in, and express check-out are also on offer.

The Godfrey Hotel Boston

505 Washington Street Boston MA

$449 nightly

$523 total

Sep 20 - Sep 21

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. A business center, a coffee shop, and a snack bar/deli are also on offer.

Hyatt Regency Boston

One Avenue De Lafayette Boston MA

$329 nightly

$383 total

Sep 18 - Sep 19

Total with taxes and fees

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.

Club Quarters Hotel Faneuil Hall, Boston

161 Devonshire St Boston MA

Free Cancellation

Reserve now, pay when you stay

$297 nightly

$346 total

Sep 20 - Sep 21

Total with taxes and fees

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. Enjoy the in-room fitness and conveniences like a 24-hour front desk and concierge services.

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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.

Stay near popular Downtown Boston attractions

A street with Broadway theaters, including the Paramount and the Boston Opera House.

Citizens Opera House

9.2/10 (234 reviews)

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

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Frequently asked questions

How much are vacation packages to Downtown Boston?

Your vacation daydreams can all come true in Downtown Boston for only $637. 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.