Find hotels in Winthrop, MA from $92

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Our top choices for Winthrop hotels

The Winthrop Arms Hotel And Restaurant

The Winthrop Arms Hotel And Restaurant
3.0 star property
Winthrop
8.4 out of 10, Very Good, (704)
"Amazing friendly staff very safe neighborhood "
Canada
Billee
$215 nightly
The price is $240
Dec 31 - Jan 1, 2026
Total with taxes and fees
The Winthrop Arms Hotel And Restaurant

enVision Hotel Boston Everett

enVision Hotel Boston Everett
2.0 star property
Everett
8.6 out of 10, Excellent, (1006)
"Staff was friendly, hotel was beautiful! Very clean!"
United States
tina
$99 nightly
The price is $110
Jan 1 - Jan 2, 2026
Total with taxes and fees
enVision Hotel Boston Everett

Residence Inn by Marriott Boston Downtown/Seaport

Residence Inn by Marriott Boston Downtown/Seaport
3.0 star property
Seaport District
9.6 out of 10, Exceptional, (662)
"Courteous staff; clean, spacious rooms; fitness room; Cafe Nero attached to hotel; good location for walking to many restaurants/attractions."
United States
Hildi
$197 nightly
The price is $229
Jan 2 - Jan 3, 2026
Total with taxes and fees
Residence Inn by Marriott Boston Downtown/Seaport

Renaissance® Boston Seaport District

Renaissance® Boston Seaport District
4.0 star property
Seaport District
9.0 out of 10, Wonderful, (1001)
"The room is so clean the hotel is beautiful the restaurant is amazing the service amazing to I recommend 😍"
United States
Marilyn
$154 nightly
The price is $179
Jan 1 - Jan 2, 2026
Total with taxes and fees
Renaissance® Boston Seaport District

Courtyard by Marriott Boston Downtown/North Station

Courtyard by Marriott Boston Downtown/North Station
3.0 star property
West End
9.4 out of 10, Exceptional, (1213)
"Fantastic and we were allowed early check in Great location!!"
United States
Ryan
$134 nightly
The price is $156
Jan 4 - Jan 5, 2026
Total with taxes and fees
Courtyard by Marriott Boston Downtown/North Station

Element by Marriott, Boston Seaport District

Element by Marriott, Boston Seaport District
3.0 star property
Seaport District
9.0 out of 10, Wonderful, (1001)
"Everything about the hotel was great and will be staying again "
United States
Zuri
$128 nightly
The price is $150
Jan 11 - Jan 12, 2026
Total with taxes and fees
Element by Marriott, Boston Seaport District

Pennyweight Hotel Boston, Curio Collection by Hilton

Pennyweight Hotel Boston, Curio Collection by Hilton
4.0 star property
West End
8.2 out of 10, Very Good, (1089)
"Room was great and check in was quick"
United States
Cheryl
$167 nightly
The price is $195
Jan 4 - Jan 5, 2026
Total with taxes and fees
Pennyweight Hotel Boston, Curio Collection by Hilton

Canopy By Hilton Boston Downtown

Canopy By Hilton Boston Downtown
4.0 star property
Government Center
9.6 out of 10, Exceptional, (1004)
"Great place to stay"
United States
Joo Ree
$178 nightly
The price is $208
Jan 11 - Jan 12, 2026
Total with taxes and fees
Canopy By Hilton Boston Downtown

Aloft by Marriott, Boston Seaport District

Aloft by Marriott, Boston Seaport District
3.0 star property
Seaport District
9.0 out of 10, Wonderful, (1388)
"Room was nice and clean reception staff was very friendly."
United States
Ede
$128 nightly
The price is $149
Jan 1 - Jan 2, 2026
Total with taxes and fees
Aloft by Marriott, Boston Seaport District

The Inn at Longwood Medical

The Inn at Longwood Medical
3.5 star property
Fenway–Kenmore
8.4 out of 10, Very Good, (1003)
"Nice hotel in a good location. "
United States
Chrisann
$228 nightly
The price is $266
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Inn at Longwood Medical

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront
4.5 star property
North End
8.8 out of 10, Excellent, (1751)
"We stay here every visit to Boston. Pet friendly for our dogs, great location and nice accommodations and staff "
United States
Peter
$166 nightly
The price is $193
Jan 6 - Jan 7, 2026
Total with taxes and fees
Battery Wharf Hotel, Boston Waterfront

Concord's Colonial Inn

Concord's Colonial Inn
3.0 star property
Concord
8.6 out of 10, Excellent, (1003)
"We loved historic inn, and its location in Concord "
United States
Kevin
$111 nightly
The price is $123
Jan 28 - Jan 29, 2026
Total with taxes and fees
Concord's Colonial Inn

Newbury Guest House

Newbury Guest House
3.0 star property
Back Bay
9.4 out of 10, Exceptional, (1002)
"Beautiful property, excellent staff!"
United States
Candace
$129 nightly
The price is $148
Jan 11 - Jan 12, 2026
Total with taxes and fees
Newbury Guest House

Sonesta Simply Suites Boston Burlington

Sonesta Simply Suites Boston Burlington
2.0 star property
Burlington
9.0 out of 10, Wonderful, (149)
"Nice room good staff "
United States
scott
$95 nightly
The price is $106
Jan 5 - Jan 6, 2026
Total with taxes and fees
Sonesta Simply Suites Boston Burlington

DoubleTree by Hilton Boston - Downtown

DoubleTree by Hilton Boston - Downtown
4.0 star property
Bay Village
8.8 out of 10, Excellent, (1010)
"Great location, comfortable beds, excellent service, clean "
Australia
Lisa
$106 nightly
The price is $123
Jan 5 - Jan 6, 2026
Total with taxes and fees
DoubleTree by Hilton Boston - Downtown

Homewood Suites by Hilton Boston Seaport District

Homewood Suites by Hilton Boston Seaport District
3.0 star property
Seaport District
9.2 out of 10, Wonderful, (1405)
"Great hotel! Nearby shops and restaurants. Would definitely stay again!"
United States
Alexandra
$121 nightly
The price is $139
Jan 9 - Jan 10, 2026
Total with taxes and fees
Homewood Suites by Hilton Boston Seaport District

Moxy Boston Downtown

Moxy Boston Downtown
3.5 star property
Bay Village
8.8 out of 10, Excellent, (1009)
"Great amenities and staff- perfect location "
United States
Molly
$116 nightly
The price is $135
Jan 5 - Jan 6, 2026
Total with taxes and fees
Moxy Boston Downtown

The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel
4.0 star property
Back Bay
9.2 out of 10, Wonderful, (1422)
"Great location and nice staff "
United States
BRIAN
$199 nightly
The price is $232
Jan 8 - Jan 9, 2026
Total with taxes and fees
The Westin Copley Place, Boston, a Marriott Hotel

Hilton Boston Back Bay

Hilton Boston Back Bay
4.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (1251)
"Great stay!"
United States
Ashling
$159 nightly
The price is $185
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hilton Boston Back Bay

Charlesmark Hotel

Charlesmark Hotel
4.0 star property
Back Bay
8.8 out of 10, Excellent, (1124)
"The room was clean and the staff was helpful."
United States
Keyur Dhananjay
$119 nightly
The price is $137
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charlesmark Hotel
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Stay near popular Winthrop attractions

Learn more about Winthrop

This coastal gem offers spectacular Boston skyline views from Deer Island and Belle Isle Marsh Reservation. Enjoy fresh seafood at waterfront restaurants or relax on Winthrop Beach when summer temperatures rise.

Historic Water Tower at the coast in Winthrop Head in town of Winthrop, Massachusetts MA, USA.

Top Winthrop Hotel Reviews

More cheap stays in Winthrop

Hotels in Winthrop with star-rating

Find out more about Winthrop

Top reasons to visit Winthrop

  • Stunning Beaches: Winthrop boasts beautiful local beaches perfect for sunbathing and seaside relaxation.
  • Outdoor Adventures: Enjoy recreational activities, scenic trails, and opportunities for skiing nearby.
  • Charming Downtown: Explore quaint shops and local eateries in the vibrant downtown area.
  • Cultural Experiences: Attend local events and experience the unique blend of community and culture.
  • Diverse Accommodations: Choose from a range of lodging options, including cozy bed & breakfasts and welcoming hotels.

Find great hotels near Winthrop

Winthrop, Massachusetts, offers a variety of accommodation options to suit every traveler’s needs, from charming bed & breakfasts to comfortable hotels. Whether you're seeking a pet-friendly stay, a business-friendly environment, or an LGBTQIA welcoming experience, you'll find excellent choices here. With numerous guest rooms and positive hotel reviews, Winthrop is an ideal destination for a memorable vacation.

  • Hilton Boston Park Plaza: A distinguished 4-star hotel located 5 miles from Winthrop, Hilton Boston Park Plaza is perfect for travelers seeking a business-centric and LGBTQIA-friendly environment. With a range of business amenities including a 24-hour business center, multiple meeting rooms, and accessible facilities, it caters to professionals on the go. This hotel also welcomes pets, offering amenities like food and water bowls, making it a great choice for pet owners. The contemporary design and commitment to inclusivity create a welcoming atmosphere for all guests.
  • The Godfrey Hotel Boston: Just 4 miles from Winthrop, The Godfrey Hotel Boston features a unique boutique theme that transforms your stay into an artistic experience. With thoughtfully designed rooms adorned with curated decor and artwork, each space feels personalized and inviting. This pet-friendly hotel allows dogs and offers a fee-waived service animal policy, ensuring comfort for all guests. Its proximity to local attractions adds to its charm, making it ideal for those who appreciate style and convenience during their travels.
  • Omni Parker House: Also situated 4 miles from Winthrop, Omni Parker House is a family-friendly, business-oriented hotel that strikes a balance between comfort and functionality. With a 24-hour business center, multiple meeting rooms, and dedicated children’s amenities such as free cribs and first aid kits, this hotel is well-equipped for families traveling for work or leisure. Additionally, it accommodates pets, allowing both dogs and cats, ensuring that no family member is left behind. Its historical significance and modern comforts make it a superb choice for any traveler.

Where to stay in Winthrop

Winthrop, Massachusetts, offers a delightful blend of family-friendly fun and outdoor adventures. Stroll through downtown Winthrop for charming shops and local eateries, or relax on the beautiful beaches with breathtaking views of the coastline. Just a short drive away, explore the Methow Valley and the eastern slopes for perfect mountain getaways. Whether you're looking for a vibrant urban atmosphere or a peaceful retreat, Winthrop is a wonderful destination for every traveler.

  • Boston: As a vibrant metropolis, Boston is a must-visit destination for travelers. Located adjacent to Winthrop, this historic city attracts visitors year-round, especially peaking in July to August and October. Boston offers a rich cultural and educational experience, making it perfect for families and city enthusiasts alike. Activities abound, from attending live music concerts to exploring shopping malls. Iconic landmarks such as historic sports stadiums and event venues are easily accessible, ensuring a memorable travel experience.
  • Downtown Boston: Just 4 miles from Winthrop, Downtown Boston is a bustling neighborhood that promises a dynamic urban experience. Visitor numbers peak in April and during the summer months, making it a lively hub for families and culture seekers. Here, you can enjoy shopping at various centers and partake in educational opportunities. The area is rich in historical significance and features prominent landmarks, including stadiums and event conference venues, making it a great base for exploration.
  • Harbor View - Orient Heights: Located a mere mile from Winthrop, Harbor View - Orient Heights is a charming neighborhood that attracts visitors looking for outdoor adventures and family-friendly activities. With peak travel times in April, July, and September, this area offers a unique blend of cultural experiences. Enjoy the local shopping centers and take advantage of the beautiful beaches nearby, perfect for a relaxing day by the water. Landmarks such as family beaches and stadiums add to the allure of this inviting neighborhood.

Things to do near Winthrop

Winthrop, Massachusetts, is perfect for family beach vacations and outdoor adventures. Visitors can enjoy recreational activities, local events, and fun shopping experiences at the shopping mall. With access to scenic trails and opportunities for ski trips, there's something for everyone to enjoy in this charming coastal town.

Shopping

In Winthrop, you can enjoy shopping at Faneuil Hall Marketplace and Boston Public Market, both 4 miles away, offering a vibrant mix of entertainment and local goods. If you're up for a drive, the Boston Design Center, also 4 miles away, features unique design stores for your gift needs.

Recreation

MGM Music Hall at Fenway offers an invigorating concert experience just 6 miles away, perfect for music lovers. For sports enthusiasts, Agganis Arena, located 7 miles away, provides an energetic atmosphere. For relaxation, Abbott Park, also 7 miles away, is ideal for unwinding amidst nature.

Adventure

Experience the scenic Deer Island HarborWalk, perfect for a refreshing outdoor stroll 2 miles from Winthrop. For an adrenaline rush, head to Boston Paintball, located 3 miles away, and enjoy an exhilarating day of paintball battles. Sail into adventure at the Courageous Sailing Center, 4 miles from Winthrop, offering exciting water sports.

Nightlife

In Winthrop, nightlife options are diverse. You can explore LEGOLAND® Discovery Center for an adventurous arcade experience, catch a show at the romantic Orpheum Theater, or enjoy the captivating presentations at the Charles Hayden Planetarium, each offering unique entertainment vibes just a few miles away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Winthrop

To save money on your trip to Winthrop, consider visiting during the off-peak months of December to February, when accommodation prices are lower. Utilize public transportation options like buses or biking to cut costs. Enjoy free attractions such as Boston Common and Copley Square. For the best hotel deals, use Expedia to compare prices, and consider booking a package that combines flights and activities for additional savings. Don’t forget to join Expedia’s One Key membership for exclusive discounts and opportunities to earn rewards on future stays.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winthrop are December to February, where the prices are slightly lower. This is in comparison to May and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winthrop is Sunday. The most expensive day to stay in Winthrop is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your choices based on your budget, preferred destination, and type of accommodation you desire. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Winthrop hotel reservation with your flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Winthrop

Winthrop, Massachusetts, is a fantastic destination for family beach vacations and outdoor fun. Visitors can enjoy beautiful local beaches, explore urban parks, and attend events at conference venues. The area offers a mix of cultural experiences and city life, making it perfect for travelers seeking both relaxation and activities. Whether you're soaking up the sun or participating in community events, Winthrop has something for everyone.

  • TD Garden: Located 4 miles from Winthrop, TD Garden is a premier event venue where you can catch exciting sports events or concerts. Its vibrant atmosphere and business vibes make it a hub for entertainment and gatherings.
  • Boston Common: A short 5-mile trip will take you to Boston Common, a lush urban park perfect for families and outdoor enthusiasts. Enjoy picnics, walking paths, and seasonal events in a lively city setting.
  • Copley Square: Also 5 miles away, Copley Square is a modern square that showcases stunning architecture and a bustling city vibe. It's an ideal spot to relax, explore local shops, and experience the heart of Boston.

Best time to go to Winthrop

The best time to visit Winthrop can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winthrop falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winthrop falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January30.0°F (-1.1°C)Light RainMostly SunnyAverageSlightly Low
February31.5°F (-0.3°C)Light RainMostly CloudyAverageSlightly Low
March37.9°F (3.3°C)Light RainMostly SunnyAverageAverage
April48.2°F (9.0°C)Light RainMostly SunnySlightly HighAverage
May58.5°F (14.7°C)Light RainMostly SunnyAverageSlightly High
June66.6°F (19.2°C)Light RainMostly SunnySlightly HighAverage
July73.6°F (23.1°C)Light RainMostly SunnySlightly HighAverage
August72.7°F (22.6°C)Light RainMostly SunnyAverageAverage
September65.7°F (18.7°C)Light RainMostly SunnyAverageSlightly High
October55.6°F (13.1°C)Light RainMostly SunnySlightly LowSlightly High
November44.4°F (6.9°C)Light RainMostly SunnySlightly LowAverage
December36.3°F (2.4°C)Light RainMostly SunnySlightly LowSlightly Low

The nearest major airports for your trip to Winthrop

When visiting Winthrop, Massachusetts, the most convenient airport is Boston Logan International Airport (BOS), located 2 miles away. Nearby hotel options include the 5-star Langham, Boston, just 2 miles from the airport, and the Liberty, a Marriott Luxury Collection Hotel, also 3 miles away. Both hotels offer easy access to the airport. For those considering alternative options, Providence T.F. Green Airport (PVD) is 51 miles away, with the Omni Providence Hotel and Graduate by Hilton Providence, both 7 miles distant. Manchester-Boston Regional Airport (MHT) is another choice, located 45 miles away, with the Grand at Bedford Village Inn and DoubleTree by Hilton Manchester Downtown nearby.

Frequently asked questions

What are the best hotels in Winthrop that travelers recommend?
The Winthrop Arms Hotel And Restaurant is a charming choice for those visiting Winthrop, earning a review score of 8.4. This hotel features splendid sea views and offers attentive wedding services, making it ideal for couples celebrating special occasions. Guests rave about the couples' dining experiences, where they can enjoy exquisite meals complemented by champagne service, creating unforgettable memories together.

For a cozy and intimate experience, Château sur Mer Bed & Breakfast is another excellent option, with a great rating of 8.6. This quaint B&B offers air-conditioned rooms for comfort, ensuring a restful stay for travelers. It's superb for those seeking a laid-back atmosphere while being close to local attractions and the serene coastal charm of Winthrop.
What are the best family hotels in Winthrop?
The Winthrop Arms Hotel And Restaurant is a delightful choice for families seeking comfort and convenience in Winthrop, Massachusetts. With an excellent review score of 8.4, this hotel offers a warm, inviting space that caters to both parents and children alike. Find more child-friendly accommodations in Winthrop.
What hotels in Winthrop offer free breakfast?
Château sur Mer Bed & Breakfast in Winthrop is a delightful choice for travelers seeking a cozy retreat with convenient amenities. Guests appreciate the complimentary continental breakfast, making it easy to start the day with a satisfying meal before exploring the beautiful surroundings. This charming bed and breakfast also offers partial ocean views, allowing you to enjoy the serene coastal atmosphere right from your room. Find more hotels with free breakfast in Winthrop.
What are the best budget hotels in Winthrop?
Château sur Mer Bed & Breakfast is an inviting option for budget-conscious travelers seeking comfort and charm in Winthrop. This cozy bed and breakfast boasts complimentary toiletries and a delightful continental breakfast, superb for starting your day. Guests appreciate the free WiFi available in their rooms and the partial ocean views that add a lovely touch to their stay. With a solid review rating of 8.6, it's clear that visitors enjoy the friendly setting and attentive service.

The Winthrop Arms Hotel And Restaurant also stands out as an excellent choice for budget travelers, featuring a rich Victorian design and located in a historical district. This hotel offers various amenities, including free self-parking, a 24-hour airport shuttle service, and a delightful dining experience superb for couples. With a review score of 8.4, guests are consistently pleased with the overall experience, making it a lovely option for families as well, especially those who appreciate easy access to nearby golf courses and local attractions. View all budget hotels in Winthrop.
What are the most romantic hotels in Winthrop for couples?
The Winthrop Arms Hotel And Restaurant is a delightful choice for couples seeking a romantic getaway in Winthrop, boasting a review score of 8.4. This charming Victorian property offers a blend of modern comfort and historical elegance, making it an inviting retreat for couples. See all romantic hotels in Winthrop.
When is the best time to go to Winthrop?
The most popular time to visit Winthrop is during the summer months, particularly July. With average temperatures ranging from the mid-70s to low 80s Fahrenheit, this period offers great weather for outdoor adventures such as hiking, biking, and river rafting. The long days and clear skies create an friendly space for exploring the stunning landscapes of the North Cascades and enjoying the charming, Old West-style town.

During the peak season from June to August, Winthrop comes alive with various events and activities. Visitors can participate in local festivals, farmers' markets, and live music performances, all contributing to a vibrant community feel. If you appreciate attentive service and quality experiences, consider booking accommodations and activities in advance to ensure a seamless and stress-free trip.

For those who prefer a quieter experience, September is also a fantastic option. The weather remains pleasant, with temperatures still in the 70s, and the summer crowds begin to wane. This is an excellent time for scenic drives through the surrounding areas, as the fall colors start to emerge, providing breathtaking views without the hustle and bustle of peak tourist season.

Additionally, if you're looking for a more budget-friendly visit, early October can be an ideal choice. With fewer tourists and lower accommodation rates, you can enjoy the beauty of Winthrop in a calm and intimate setting, while still taking advantage of the region's recreational activities.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Winthrop hotel for you.
How can I save on a Winthrop hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Winthrop hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Winthrop hotel?
Prices for hotels in Winthrop often vary, but you can find a great deal from $92 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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