Chelsea Vacation Packages

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Your Chelsea Vacation

Lock in a Chelsea vacation package and prepare to experience everything this city has to offer. Consider basing yourself in the neighborhood of Downtown Boston, which is great for nightlife, shopping and bars and pubs. A trip to Chelsea is an excellent opportunity to see the sights. Be sure to visit big-name attractions such as Fenway Park, Boston Common and Boston Museum of Fine Arts. A couple of quick clicks is all it takes to put together a tailor-made Chelsea vacation on Expedia.

Top Chelsea Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jul. 11 - Jul. 14
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (266 reviews)
Great property great service

Reviewed on May 5, 2024

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Jul. 11 - Jul. 14
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
This was a nice hotel but not as nice as the other Langham hotels. My biggest gripe is that there were no mini-bars in the rooms. You have to pay for everything to be delivered to the room including snacks. The room itself had water but no snacks or fruit or anything. Also, the room had a shower with a very slippery floor. There was no bathtub.

Reviewed on May 6, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jul. 12 - Jul. 15
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (29 reviews)
My stay was lovely. In ordering a cheese plate to await my arrival, a friend alerted the staff that it was my birthday. When I entered my very handsome room, a gorgeous little chocolate bday cake, under domed glass, sat waiting for me. Otherwise, the staff was incredibly attentive, the speakeasy was fun for a delicious cocktail, and the overall atmosphere was one of restrained indulgence. The place doesn’t feel ostentatious. Its elegance was much more understated. I loved it

Reviewed on Apr. 28, 2024

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Save 100% on your flight
per person
Jul. 19 - Jul. 22
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (1,479 reviews)
Very nice property and perfect location to North end. The room was outfitted perfectly however, we did have a burnt out light in the bathroom and a missing showerhead .

Reviewed on May 7, 2024

YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
per person
Jul. 11 - Jul. 14
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very Good! (1,662 reviews)
Room was much better than expected.

Reviewed on May 10, 2024

Chelsea Hotel Deals

Hampton Inn Boston Logan Airport Chelsea
Hampton Inn Boston Logan Airport Chelsea
2.5 out of 5
200 2nd Street, Chelsea, MA
Fully refundableReserve now, pay when you stay
The price is CA $220 per night from May 27 to May 28
CA $220
CA $246 total
includes taxes & fees
May 27 - May 28
8.8/10 Excellent! (1,232 reviews)
"$20 a night parking was a lot when you couldnt even park on the property."

Reviewed on May 8, 2024

Hampton Inn Boston Logan Airport Chelsea
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4.5 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $325 per night from Jun. 7 to Jun. 8
CA $325
CA $418 total
includes taxes & fees
Jun 7 - Jun 8
9/10 Wonderful! (2,021 reviews)
"We had an excellent stay at the Omni Seaport. The facilities were modern and updated. There are so many things to do (and eat!) both in and out of the hotel. Will definitely be back."

Reviewed on May 9, 2024

Omni Boston Hotel at the Seaport
The Dagny Boston
The Dagny Boston
4 out of 5
89 Broad Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $261 per night from May 27 to May 28
CA $261
CA $344 total
includes taxes & fees
May 27 - May 28
9.2/10 Wonderful! (3,471 reviews)
"Extremely clean and quiet."

Reviewed on May 10, 2024

The Dagny Boston
See all 3,317 properties in Chelsea
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Chelsea vacation package cost?
Starting from an incredible CA $843, you can handcraft your own Chelsea package the way you want. Simply bundle hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Chelsea?
One word: bundle. Flights, rental cars and hotels — combine whatever you need into a Chelsea vacation package to save loads of cash. Score even more bargains when you add extras such as tours or experiences to your booking. But that’s not the only impressive part. You have the freedom to customize your trip your own way. We offer over 550 airlines and 1,000,000 properties around the world, so that everyone has an opportunity to travel and live out those vacation dreams.
Where should I stay in Chelsea?
With loads to explore in Chelsea, we recommend you lock in a hotel close to its attractions. TD Garden, Boston Common and Faneuil Hall Marketplace are some fascinating ones to put on your to-do list.
What are the top hotels in Chelsea?
Waterfront House Minutes From The Boston Downtown and Hampton Inn Boston Logan Airport Chelsea are a couple of the most popular properties in Chelsea. Why not look up the rates and amenities at each and then decide?
How far in advance should I book my Chelsea vacation?
Travelers are normally able to compare international fares on Expedia up to a year in advance of departure. Booking last minute? With a bit of luck, it’s still possible to score a cheaper ticket just weeks before your journey.
What does an Expedia Chelsea travel package include?
Flights, hotels and car rentals — we bring you the best deals. All you’ll have to do is pick your favorite combination. Once you’ve made your booking, you can add on the fun stuff like day tours and sightseeing activities. Our travel packages make it easy to put together an awesome Chelsea getaway.
What should I know before booking a Chelsea travel package?
When you book your hotels, flights and car rentals together, you’ll be rewarded with incredible discounts. Whether you’re planning a rural escape in a cottage or want to stay in a convenient hotel in the city, Expedia will make it happen for less.
Can I choose my airline with a Chelsea Expedia vacation package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines globally. Our packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Chelsea vacation package?
Yes, you can. We understand that even the best-laid plans can fail, so we’re here to help if you have to make changes to your Chelsea vacation package. You may be able to amend or cancel your itinerary for free if you’ve booked within 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Have a look at our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Chelsea

Image for Fenway Park

Fenway Park

4.5/5(305 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Image for Harvard University

Harvard University

4.5/5(279 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Image for New England Aquarium

New England Aquarium

4.5/5(154 reviews)

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

New England Aquarium

What to do in Chelsea

Image for Boston CityPASS®: Admission to Top 4 Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $107
Per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Image for Bewitched Walking Tour of Salem

Bewitched Walking Tour of Salem

CA $41
Per adult
100% of travellers recommend
Bewitched Walking Tour of Salem
Image for Odyssey Boston Premier Elegant Dinner Cruise

Odyssey Boston Premier Elegant Dinner Cruise

CA $264
Per adult
Odyssey Boston Premier Elegant Dinner Cruise
See all activities in Chelsea
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.