Downtown Boston Vacation Packages 2026 from $298

Downtown Boston flight + hotel vacation packages

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

Ashworth by the Sea

Hampton Beach

$298

per person

Dec 11 - Dec 13

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Boston (BOS)

This smoke-free hotel features 3 restaurants, a bar/lounge, and an indoor pool. There's a rooftop terrace on site, and a 24-hour front desk and a snack bar/deli are also provided.

Boston Lodge and Suites

Dorchester

$617

per person

Dec 22 - Dec 26

found 1 day ago

Roundtrip flight included

Raleigh (RDU) 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.

Boston Harbor Hotel

North End

$770

per person

Jan 16 - Jan 19

found 18 hours ago

Roundtrip flight included

Orlando (MCO) 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.

The Newbury Boston

Back Bay

$773

per person

Dec 11 - Dec 13

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Families will appreciate the picnic area and in-room childcare. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.

The Langham, Boston

Downtown Boston

$861

per person

Jan 15 - Jan 19

found 18 hours ago

Roundtrip flight included

Orlando (MCO) 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.

Top Downtown Boston hotels deals

Harborside Inn Of Boston

185 State St Boston MA

$129 nightly

$150 total

Nov 22 - Nov 23

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.

Free WiFi

Restaurant

The Dagny Boston

89 Broad Street Boston MA

$180 nightly

$209 total

Nov 29 - Nov 30

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.

Pet friendly

Free WiFi

Omni Parker House

60 School St Boston MA

$204 nightly

$238 total

Nov 23 - Nov 24

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.

Pet friendly

Free WiFi

The Godfrey Hotel Boston

505 Washington Street Boston MA

$172 nightly

$200 total

Nov 22 - Nov 23

Total with taxes and fees

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

Hyatt Regency Boston

One Avenue De Lafayette Boston MA

Free Cancellation

Reserve now, pay when you stay

$161 nightly

$187 total

Nov 29 - Nov 30

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.

Pool

Pet friendly

Club Quarters Hotel Faneuil Hall, Boston

161 Devonshire St Boston MA

$142 nightly

$165 total

Nov 29 - Nov 30

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.

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.

Stay near popular Downtown Boston attractions

The Boston Opera House entrance with marquee advertising 'Motown The Musical' from June 12-17.

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.

See properties

Frequently asked questions

How much are vacation packages to Downtown Boston?

Your vacation daydreams can all come true in Downtown Boston for only $298. 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.