Chelsea Holidays

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Top Flight + Hotel Deals in Chelsea

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

Encore Boston Harbor

5 out of 5
Price was €1,311, price is now €1,034 per person
€1,034
per person
28 Oct - 31 Oct
found 22 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (3,154 reviews)
It is an extraordinary place. Walked in stressed, walked out soooo relaxed! The hotel is exquisite, the staff is so friendly, happy, and go beyond anything I have ever encountered. The service was better than when I stay at a Four Seasons hotel, which is excellent! I RECOMMEND THIS RESORT TO EVERYONE! You MUST stay once in your life!!!

Reviewed on 20 Aug 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was €1,524, price is now €1,153 per person
€1,153
per person
28 Oct - 31 Oct
found 22 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,055 reviews)
This property was very nice with a great location lots of cool amenities. The front desk staff was amazing and answered every question we had. Overall, it was a very good stay and we would stay here again.

Reviewed on 20 Aug 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was €1,873, price is now €1,425 per person
€1,425
per person
28 Oct - 31 Oct
found 22 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
The beds are the main thing that keep me coming black, so comfortable, especially after a long day of walking around Boston. I will say we were disappointed that the inside of our coffee machine was very dirty.. something i think shouldn't be missed when cleaning since we love a good morning coffee in the room , but had to settle for going to a coffee shop. We tried ordering room service , but after waiting over 1hr we ended up calling to cancel it. For the amount of money we paid , i think they could step their game up when it comes to service and details.

Reviewed on 16 Aug 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Price was €1,670, price is now €1,284 per person
€1,284
per person
28 Oct - 31 Oct
found 22 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (1,010 reviews)
Great boutique hotel! Excellent staff and locations.

Reviewed on 20 Aug 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was €1,599, price is now €1,233 per person
€1,233
per person
28 Oct - 31 Oct
found 22 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (433 reviews)
Beautiful building, friendly staff, great atmosphere

Reviewed on 16 Aug 2025

Top hotels in Chelsea

Fairfield Inn & Suites by Marriott Boston Logan Airport/Chelsea

Fairfield Inn & Suites by Marriott Boston Logan Airport/Chelsea

2.5 out of 5
200 Maple St, Chelsea, MA
Fully refundableReserve now, pay when you stay
The price is €170 per night from 24 Aug to 25 Aug
€170
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (969 reviews)
"Good"

Reviewed on 17 Aug 2025

Fairfield Inn & Suites by Marriott Boston Logan Airport/Chelsea
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 €156 per night from 24 Aug to 25 Aug
€156
24 Aug - 25 Aug
includes taxes & fees
9/10 Wonderful! (2,105 reviews)
"Nice place, especially close to airport"

Reviewed on 17 Aug 2025

Hampton Inn Boston Logan Airport Chelsea
Holiday Inn Boston Logan Airport - Chelsea by IHG

Holiday Inn Boston Logan Airport - Chelsea by IHG

3 out of 5
1012 BROADWAY STREET, Chelsea, MA
Fully refundable
The price is €199 per night from 24 Aug to 25 Aug
€199
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (1,011 reviews)
"Overall very clean hotel, the pond in the back along with a walking path makes a great spot to catch the sunrise. Only thing I wish they offered was shuttle to and from the airport."

Reviewed on 13 Aug 2025

Holiday Inn Boston Logan Airport - Chelsea by IHG
See all 3,748 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.

Popular places to visit

Fenway Park showing night scenes and a sporting event as well as a large group of people

Fenway Park

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

Fenway Park
Harvard University which includes heritage architecture and a city

Harvard University

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

Harvard University
New England Aquarium

New England Aquarium

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

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

€68
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

€61
per adult
86% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

€29
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Chelsea

Frequently asked questions

How much does a Chelsea holiday package cost?
You can grab a holiday package to this popular destination from €1,034 on Expedia. However, how much your holiday to Chelsea costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Chelsea?
December, January and February are great times to look for cheap Chelsea holiday packages. Opting to travel in quieter periods means you can generally find better prices on flights and hotels.
How many days is enough for Chelsea?
Chelsea holidays come in various shapes and sizes, but to really sink your teeth into this place, we think 2 days is a good ballpark. With this timeframe, you can visit top sights like Bellingham Square Historic District and Chelsea Garden Cemetery and track down some lesser-known spots. Don't miss out on neighbourhoods such as South Boston and D Street - West Broadway either. If you're clever with your time, you can even schedule a day trip or two from Chelsea too.
How to find the best Chelsea package deals?
Finding a cheap Chelsea package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can customise your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Chelsea package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Chelsea holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalised Chelsea holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Chelsea?
Land amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Chelsea escape.
How to plan a trip to Chelsea?

  1. Choose when to travel: Check your schedule and pack your bags. Your favourite season and the available activities will also help you decide when to visit Chelsea.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and activities. Your hotel will probably be the biggest expense during your trip to Chelsea.
  3. Decide how long to go for: Now that you know more about Chelsea, you can figure out the ideal length of your holiday. Create a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Chelsea holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.