Winthrop Vacations from $845

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Your Winthrop Vacation

The coastal scenery and rich history are just the start of the things Winthrop has to offer. Enjoy the best of this lively city your way with a personalized Winthrop vacation package. Make your trip to Winthrop even more enjoyable by going sightseeing. Boston Common, Faneuil Hall Marketplace and Copley Place are some of the most popular attractions you'll want to explore. Expedia is here to help you escape the everyday. Tailor your vacation to Winthrop to match your travel style, whatever that may look like.

The Latest Winthrop Vacation Packages

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Jun 1 - Jun 4
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (1,001 reviews)
amazing staff and service, polite, friendly,

Reviewed on Apr 16, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jun 2 - Jun 7
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
9.2/10 Wonderful! (27 reviews)
Very good service. Furniture in all areas and the room is low and petite. Not comfortable. Bedding is comfortable. Food on Long Bar was well prepared. However presentation is pedestrian. Ordered Avacado Toast. Tasty, but arrived on a small plate. No garnish, no fruit etc. overall good stay.

Reviewed on Apr 8, 2024

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Jun 2 - Jun 7
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
9.8/10 Exceptional! (274 reviews)
My husband and I spent one night at The Whitney and were extremely pleased with our stay. The room was lovely and the staff were very nice and helpful. We would absolutely return and recommend it without hesitation.

Reviewed on Mar 24, 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
Jun 2 - Jun 7
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
8.6/10 Excellent! (1,448 reviews)
Beautiful lobby, great staff, big rooms, and comfy beds. Will be back!

Reviewed on Apr 19, 2024

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Jun 2 - Jun 7
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
8.6/10 Excellent! (1,002 reviews)
There is a beautiful grand lobby and the property was quiet so I can sleep well despite being on the first level close to the streets. The room was spacious and comfortable.

Reviewed on Apr 9, 2024

Prices and availability subject to change. Additional terms may apply.

Winthrop Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
17,600
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
New England Aquarium, Boston Museum of Fine Arts and Revere Beach

Winthrop Hotel Deals

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4.5 out of 5
450 Summer Street, Boston, MA
The price is $217 per night from Apr 26 to Apr 27
$217
$282 total
includes taxes & fees
Apr 26 - Apr 27
9/10 Wonderful! (1,971 reviews)
"Amazing hotel, great room. Will highly recommand."

Reviewed on Apr 15, 2024

Omni Boston Hotel at the Seaport
Seaport Hotel Boston
Seaport Hotel Boston
4 out of 5
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is $269 per night from Apr 21 to Apr 22
$269
$318 total
includes taxes & fees
Apr 21 - Apr 22
9.4/10 Exceptional! (2,116 reviews)
"Great location within walking distance of the Seaport's nightlife."

Reviewed on Apr 16, 2024

Seaport Hotel Boston
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 $141 per night from Apr 21 to Apr 22
$141
$193 total
includes taxes & fees
Apr 21 - Apr 22
9.2/10 Wonderful! (3,330 reviews)
"Enjoyable hotel"

Reviewed on Apr 19, 2024

The Dagny Boston
See all 3,316 properties in Winthrop
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

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Winthrop vacation package cost?
Starting from an incredible $845, you can tailor make your Winthrop vacation package. Simply combine hotels, flights and rental cars and be rewarded with discounts.
How do I get a cheap travel package to Winthrop?
Browse and book everything in one place with our Winthrop vacation packages. We have deals on flights, hotels and more that’ll keep your credit card happy and your adventurous spirit alive. And, with more than 550 airlines and 1,000,000 hotels worldwide to select from, you’ll have the flexibility to mix and match however you please.
Where should I stay in Winthrop?
You’ll want to stay where the action is. Many travelers favor hotels within easy reach of top attractions, like Revere Beach, Revere Beach Reservation and Winthrop Beach.
What are the top hotels in Winthrop?
Château Sur Mer Bed And Breakfast and Casa De Los Clarey Boston Airport Beaches Off Street Parking Available are among the most well-known hotels in Winthrop. Why not look up the amenities and rates at each and then make a decision?
How far in advance should I book my Winthrop vacation?
It’s hard to pick the perfect time for airfares, but we generally suggest the earlier, the better. Most international journeys on Expedia become available to compare up to a year in advance. If you’re booking last minute, don’t worry. Bargain prices occasionally appear within a few weeks of departure dates.
What does an Expedia Winthrop travel package include?
Expedia has all you need to book your Winthrop escape, but how you structure your package is your call. Select from any combination of flights, rental cars and hotels. Looking for some activities or tours to fill in your time? Once you’ve made your booking, you can add them on too. Whatever your budget, there’s a package deal to suit your needs.
What should I know before booking a Winthrop travel package?
Discover deals that match your budget with an Expedia package. Airfares, hotels, rental cars — we’ve got all of them. You’ll save big dollars just for combining your bookings. Whether you’re heading away on a ski adventure or venturing someplace warm, your ideal getaway is only a few clicks away.
Can I choose my airline with a Winthrop Expedia vacation package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines globally. Our packages give you the freedom to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Winthrop vacation package?
It’s hard to predict what tomorrow might bring, so it’s good to know that you can change or cancel your Winthrop vacation package. If your booking was made in the last 24 hours, you may be entitled to a refund. If it’s an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

Discover the most popular places to visit in Winthrop

Image for Fenway Park

Fenway Park

4.5/5(2,499 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(1,966 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(1,678 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 Winthrop

Image for Bewitched Walking Tour of Salem

Bewitched Walking Tour of Salem

$30
Per adult
100% of travellers recommend
Bewitched Walking Tour of Salem
Image for Freedom Trail: Small Group Tour of Revolutionary Boston

Freedom Trail: Small Group Tour of Revolutionary Boston

$39
Per adult
100% of travellers recommend
Freedom Trail: Small Group Tour of Revolutionary Boston
Image for Boston Freedom Trail Daily Walking Tour

Boston Freedom Trail Daily Walking Tour

$27
Per adult
90% of travellers recommend
Boston Freedom Trail Daily Walking Tour
See all activities in Winthrop

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