Winthrop Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Top hotels in Winthrop

Seaport Hotel Boston
Seaport Hotel Boston
4 out of 5
1 Seaport Lane, Boston, MA
The price is S$259 per night from 20 Dec to 21 Dec
S$259
includes taxes & fees
20 Dec - 21 Dec
9.6/10 Exceptional! (2,600 reviews)
"Great place wonderful staff!!"

Reviewed on 26 Nov,2024

Seaport Hotel Boston
Hilton Boston Park Plaza
Hilton Boston Park Plaza
4 out of 5
50 Park Plaza, Boston, MA
Fully refundableReserve now, pay when you stay
The price is S$242 per night from 27 Dec to 28 Dec
S$242
includes taxes & fees
27 Dec - 28 Dec
8.2/10 Very Good! (3,294 reviews)
"."

Reviewed on 24 Nov,2024

Hilton Boston Park Plaza
Omni Parker House
Omni Parker House
4 out of 5
60 School St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is S$292 per night from 30 Nov to 1 Dec
S$292
includes taxes & fees
30 Nov - 1 Dec
8.8/10 Excellent! (2,876 reviews)
"Great location for walking around. The staff at the Omni is top notch. We have come back to this hotel for the past 7 years and will continue!"

Reviewed on 24 Nov,2024

Omni Parker House
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.

Frequently asked questions

How much does a Winthrop holiday package cost?
Starting from an incredible , you can tailor make your Winthrop holiday 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 holiday 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 travellers 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 holiday?
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 holiday 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 holiday package?
It’s hard to predict what tomorrow might bring, so it’s good to know that you can change or cancel your Winthrop holiday 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.

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What to do in Winthrop

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.