A coastal town with a lighthouse, sandy beach, and residential buildings.

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Our top choices for Winthrop hotels

1. The Winthrop Arms Hotel And Restaurant

The Winthrop Arms Hotel And Restaurant
3.0 star property
Winthrop
8.6 out of 10, Excellent, (772 reviews)
"Beautiful location and hotel."
United States
Lori
The price is CA $256
CA $286 total
includes taxes & fees
Nov 12 - Nov 13
The Winthrop Arms Hotel And Restaurant

2. Château sur Mer Bed & Breakfast

Château sur Mer Bed & Breakfast
3.0 star property
Winthrop
8.6 out of 10, Excellent, (232 reviews)
"An ideal location to explore old Quebec City. Our stay was comfortable and the staff was consistently hlpful."
United States
Kathryn
The price is CA $264
CA $295 total
includes taxes & fees
Dec 4 - Dec 5
Château sur Mer Bed & Breakfast

3. Hilton Garden Inn Boston Logan Airport

Hilton Garden Inn Boston Logan Airport
3.0 star property
East Boston
9.2 out of 10, Wonderful, (2,254 reviews)
"Second time I booked this hotel, and I love it, super clean, spacious rooms, delicious breakfast and dinner, quiet environment nearby, super nice staff, will book it again next year."
United States
Karel
The price is CA $165
CA $193 total
includes taxes & fees
Nov 29 - Nov 30
Hilton Garden Inn Boston Logan Airport

4. Holiday Inn Express Boston Logan Airport - Revere by IHG

Holiday Inn Express Boston Logan Airport - Revere by IHG
2.5 star property
Revere
9.2 out of 10, Wonderful, (1,457 reviews)
"Great location near the airport"
United States
Regina
The price is CA $139
CA $155 total
includes taxes & fees
Dec 3 - Dec 4
Holiday Inn Express Boston Logan Airport - Revere by IHG

5. Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport
3.0 star property
Revere
8.2 out of 10, Very good, (5,545 reviews)
"Location is good"
United States
Chao-Hsien
The price is CA $126
CA $141 total
includes taxes & fees
Nov 26 - Nov 27
Hampton Inn Boston - Logan Airport

6. Hilton Boston Logan Airport

Hilton Boston Logan Airport
4.0 star property
East Boston
9.0 out of 10, Wonderful, (3,945 reviews)
"Great hotel for business travelers."
United States
Jay
The price is CA $192
CA $223 total
includes taxes & fees
Nov 25 - Nov 26
Hilton Boston Logan Airport

7. Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport
2.5 star property
Revere
9.0 out of 10, Wonderful, (2,456 reviews)
"Great place to stay outside of Boston."
United States
William
The price is CA $144
CA $169 total
includes taxes & fees
Nov 25 - Nov 26
Comfort Inn & Suites Logan International Airport

8. SpringHill Suites by Marriott Boston Logan Airport Revere Beach

SpringHill Suites by Marriott Boston Logan Airport Revere Beach
3.5 star property
Revere
8.6 out of 10, Excellent, (1,311 reviews)
"The property was very clean, The staff was excellent! Would definitely book again!!"
United States
Michelle K
The price is CA $193
CA $215 total
includes taxes & fees
Nov 23 - Nov 24
SpringHill Suites by Marriott Boston Logan Airport Revere Beach

9. Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor
4.0 star property
East Boston
9.2 out of 10, Wonderful, (2,079 reviews)
"Nice hotel near the airport"
United States
Amanda
The price is CA $177
CA $242 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Regency Boston Harbor

10. avid hotel Boston Logan Airport - Revere by IHG

avid hotel Boston Logan Airport - Revere by IHG
2.5 star property
Revere
9.0 out of 10, Wonderful, (1,729 reviews)
"Reasonable price, clean, comfy beds—would stay there again!"
United States
Steve
The price is CA $144
CA $161 total
includes taxes & fees
Dec 4 - Dec 5
avid hotel Boston Logan Airport - Revere by IHG

11. Hampton Inn Boston Logan Airport Chelsea

Hampton Inn Boston Logan Airport Chelsea
2.5 star property
Chelsea
9.0 out of 10, Wonderful, (3,304 reviews)
"I enjoyed staying here"
United States
Velma
The price is CA $154
CA $172 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn Boston Logan Airport Chelsea

12. Hampton by Hilton at the Boston Seaport District

Hampton by Hilton at the Boston Seaport District
3.0 star property
Seaport District
9.2 out of 10, Wonderful, (2,925 reviews)
"Rooms were comfortable and quiet and the breakfast was delicious!"
United States
Patricia
The price is CA $171
CA $200 total
includes taxes & fees
Nov 23 - Nov 24
Hampton by Hilton at the Boston Seaport District

13. Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
Seaport District
9.6 out of 10, Exceptional, (5,166 reviews)
"It’s a really great spot in a killer location… Hotel is pristine"
United States
Tim
The price is CA $171
CA $247 total
includes taxes & fees
Nov 23 - Nov 24
Seaport Hotel Boston

14. Harborside Inn Of Boston

Harborside Inn Of Boston
4.0 star property
Downtown Boston
9.2 out of 10, Wonderful, (7,186 reviews)
"Nice hotel and great location to attractions."
United States
Virgilio
The price is CA $163
CA $189 total
includes taxes & fees
Nov 22 - Nov 23
Harborside Inn Of Boston

15. Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District
3.0 star property
Seaport District
9.4 out of 10, Exceptional, (2,495 reviews)
"Great location, clean, well kept property, good breakfast."
United States
Ronald
The price is CA $222
CA $259 total
includes taxes & fees
Nov 25 - Nov 26
Hyatt Place Boston/Seaport District

16. enVision Hotel Boston Everett

enVision Hotel Boston Everett
2.0 star property
Everett
8.6 out of 10, Excellent, (1,003 reviews)
"Great place! Close to lots of good places and amazing friendly staff."
United States
Lisette
The price is CA $137
CA $154 total
includes taxes & fees
Nov 25 - Nov 26
enVision Hotel Boston Everett

17. 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, (1,587 reviews)
"Great location to cruise ships. Would have been nice to have a bar on the premises."
United States
Jim
The price is CA $169
CA $194 total
includes taxes & fees
Nov 23 - Nov 24
Homewood Suites by Hilton Boston Seaport District

18. Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront
4.5 star property
North End
9.0 out of 10, Wonderful, (2,071 reviews)
"Great stay"
United States
Brian
The price is CA $218
CA $311 total
includes taxes & fees
Nov 23 - Nov 24
Battery Wharf Hotel, Boston Waterfront

19. The Westin Boston Seaport District

The Westin Boston Seaport District
4.0 star property
Seaport District
9.2 out of 10, Wonderful, (2,496 reviews)
"had an amazing stay here! nice place!"
United States
Alexandra
The price is CA $177
CA $272 total
includes taxes & fees
Nov 22 - Nov 23
The Westin Boston Seaport District

20. Aloft by Marriott Boston Seaport District

Aloft by Marriott Boston Seaport District
3.0 star property
Seaport District
8.8 out of 10, Excellent, (1,528 reviews)
"Great place to stay, fantastic restaurant."
United States
Brianna
The price is CA $152
CA $218 total
includes taxes & fees
Nov 25 - Nov 26
Aloft by Marriott Boston Seaport District
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.

Hotels recommended for families in Winthrop

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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.

A coastal town with a prominent lighthouse on a hill, surrounded by houses and greenery.

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

  • Scenic Beaches: Enjoy picturesque private beaches with breathtaking views, perfect for relaxation and family outings.
  • Outdoor Adventures: Explore scenic trails and enjoy a variety of outdoor activities, ideal for families and nature lovers.
  • Family-Friendly Atmosphere: Winthrop welcomes families with its warm, inviting environment and numerous recreational options.
  • Charming Accommodations: Choose from a range of lodging options, including pet-friendly and LGBTQIA welcoming establishments.
  • Local Shopping: Experience shopping at the local mall centre, adding a delightful urban touch to your visit.

Find great hotels near Winthrop

Winthrop, Massachusetts, offers a delightful array of accommodations, catering to various preferences. From charming bed and breakfasts to well-equipped hotels, you can find the perfect place to unwind. Many establishments are pet-friendly and embrace an LGBTQIA welcoming atmosphere, ensuring a comfortable stay for all. Whether you're seeking a business-friendly hotel or a cozy inn, Winthrop has popular lodging options that will enhance your vacation experience.

  • Hilton Boston Park Plaza: Nestled within a national historic building, the Hilton Boston Park Plaza offers a distinctive blend of historic elegance and modern convenience, making it perfect for business travellers and history enthusiasts alike. Located 8.0km from Winthrop, this 4-star hotel features a comprehensive range of business amenities, including multiple meeting rooms and a fully accessible 24-hour business centre. For pet owners, the hotel welcomes dogs and provides thoughtful pet amenities such as food and water bowls. Experience a comfortable stay infused with rich history and upscale service.
  • The Godfrey Hotel Boston: Just 6.4km from Winthrop, The Godfrey Hotel Boston stands out with its boutique charm and artistic flair. This 4-star accommodation is designed for travellers seeking a unique experience, featuring artful decor and a welcoming atmosphere. The hotel is pet-friendly, allowing dogs and offering complimentary pet accommodations. Guests can enjoy a stylish stay where comfort meets creativity, making it an ideal choice for those who appreciate distinctive design and personalised service.
  • Omni Parker House: Located a mere 6.4km from Winthrop, Omni Parker House is steeped in history and family-friendly amenities, making it a great choice for travellers with children. This 4-star hotel combines business and leisure with facilities like a 24-hour business centre and multiple meeting rooms. Families will appreciate thoughtful amenities such as complimentary cribs and first-aid kits. Pets are also welcome, with policies that accommodate both dogs and cats. Enjoy a memorable stay that balances convenience with a welcoming atmosphere for all.

Where to stay in Winthrop

Winthrop, Massachusetts, offers a delightful blend of family-friendly activities and stunning coastal experiences. Visitors can enjoy its private beaches, breathtaking views, and a warm atmosphere that welcomes both families and solo travellers. Nearby cities and neighbourhoods enhance the experience with vibrant urban vibes and rich historical charm. Whether you're seeking relaxation by the shore or exploring local attractions, Winthrop promises an unforgettable vacation filled with memorable moments.

  • Boston: As a bustling metropolis, Boston is not only the capital of Massachusetts but also the heart of the New England region. Situated conveniently close to Winthrop, it offers a rich tapestry of history, culture, and urban experiences. Visitors flock to Boston year-round, with peak seasons in July to August and October. The city is renowned for its educational institutions, music venues, and vibrant shopping malls. Local landmarks such as historic sports stadiums and event conference venues add to its allure, making Boston a must-see destination for tourists seeking both family-friendly activities and cultural immersion.
  • Downtown Boston: Located 6.4km from Winthrop, Downtown Boston is the beating heart of the city, where history meets modernity. This dynamic neighborhood sees a steady stream of visitors, particularly from April to July. It's perfect for families and culture enthusiasts alike, with its array of shopping centres and educational venues. As you wander the streets, you'll encounter historic sports stadiums and event conference venues that host a variety of activities. Downtown Boston is not just about sightseeing; it's about experiencing the vibrant atmosphere that makes this area a favourite among locals and tourists.
  • Harbor View - Orient Heights: Just 1.6km from Winthrop, Harbor View - Orient Heights is a charming neighbourhood that offers stunning views of the water and a plethora of outdoor activities. This area sees a consistent flow of visitors, especially during peak times in April, July, and September. Families and outdoor enthusiasts will appreciate the local beaches and family-friendly parks. The shopping centres and malls provide ample opportunities to browse and dine. With its inviting beaches and community atmosphere, Harbor View - Orient Heights is an ideal spot for relaxation and exploration.

Things to do near Winthrop

Winthrop is a fantastic destination for families and outdoor enthusiasts, offering a range of activities. Visitors can enjoy the local ice rink, explore scenic trails, and embark on outdoor adventures. The beautiful picnic areas make it an ideal spot for relaxation and family gatherings. Additionally, shopping at the local mall centre adds to the experience, making Winthrop a well-rounded vacation spot for all ages.

Shopping

In Winthrop, enjoy shopping at Faneuil Hall Marketplace and Boston Public Market, both 6.4km away, offering a mix of entertainment and local goods. If you're up for a drive, consider visiting the Boston Design Center, also 6.4km away, featuring unique design stores.

Recreation

MGM Music Hall at Fenway offers an electrifying atmosphere for music lovers, just 9.7km away from Winthrop. For sports enthusiasts, Agganis Arena provides a vibrant experience, located 11.3km from Winthrop. Meanwhile, Abbott Park, also 11.3km away, invites relaxation and wellness amidst its serene greenery.

Adventure

Experience the scenic Deer Island HarborWalk, a beautiful outdoor area 3.2km from Winthrop, perfect for leisurely strolls. For thrill-seekers, Boston Paintball, located 4.8km away, offers exciting paintball battles. Alternatively, enjoy water sports at Courageous Sailing Center, 6.4km from Winthrop, for an adventurous day on the water.

Nightlife

Experience the vibrant nightlife in Winthrop by visiting LEGOLAND® Discovery Center for arcade fun, enjoying a show at the Orpheum Theater for a blend of culture and romance, or exploring the Charles Hayden Planetarium for stellar entertainment vibes.

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

Booking tips and Expedia advantages for Winthrop

Winthrop is a budget-friendly destination with free attractions like Boston Common, Copley Square, and Boston Harbor. For affordable travel, consider using the bus or renting a bike. The best time to visit is from December to February for lower accommodation rates, while Sundays offer the cheapest overnight stays. Use Expedia to find great deals by comparing room rates and packaging your hotel with flights and activities for added savings. Look for Eco-certified hotels to ensure an environmentally friendly stay while keeping costs down.

  • 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: Expedia's search tool enables you to set your budget, choose your desired location, and much more. You can easily arrange your results to display prices from lowest to highest, ensuring you find the most affordable hotels right away. Additionally, you can refine your search by hotel type; for instance, selecting the Eco-certified filter will highlight sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save some money by combining your Winthrop hotel reservation with your flights and activities by opting for an Expedia package.

Best time to go to Winthrop

The best time to visit Winthrop is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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

To reach Winthrop, Massachusetts, the closest major airport is Boston Logan International Airport (BOS), situated 3.2km away. Excellent hotel options nearby include the luxurious Encore Boston Harbor and The Langham, Boston, both around 4.8km from the airport. The Liberty, a Marriott Luxury Collection Hotel, is also a fine choice at a similar distance. For those considering other airports, Providence T.F. Green Airport (PVD) is located 82.1km away, with hotels like Omni Providence and Graduate by Hilton Providence, both 11.3km from the airport. Manchester-Boston Regional Airport (MHT) is 72.4km away, with options including The Grand at Bedford Village Inn, just 6.4km from there.

Frequently asked questions

What are the best hotels in Winthrop that travellers recommend?
Two of the best hotels in Winthrop that receive consistently high recommendations from travellers are The Winthrop Arms Hotel And Restaurant and Château sur Mer Bed & Breakfast.

The 3-star Winthrop Arms Hotel And Restaurant, with an 8.4 rating, is praised by guests for its excellent food, nice and clean rooms, and a fun bar. It is also located in a beautiful, walkable neighbourhood, and offers delightful sea views. It is just 0.9 km from Short Beach and 1.5 km from Winthrop Shore Reservation.

Another highly recommended option is the 3-star Château sur Mer Bed & Breakfast, which has an 8.6 rating. Guests frequently compliment its excellent location and clean rooms, as well as the wonderful complimentary continental breakfast and free self-parking. It is conveniently located just 0.6 km from Donovan Beach and 2.0 km from Constitution Beach State Park.
What are the best family hotels in Winthrop?
The Winthrop Arms Hotel And Restaurant is a highly-rated family-friendly option in Winthrop.

This 3-star hotel, with an 8.4 rating, is praised by guests for its excellent food and clean rooms. Families will appreciate the availability of highchairs for children. For those who enjoy golf, the hotel offers golf clubs, a clubhouse, and lessons, with a golf course nearby. It is conveniently located near Short Beach (0.9 km), Winthrop Shore Reservation (1.5 km), and Winthrop Beach (1.5 km), providing easy access to coastal activities. The neighbourhood is described as beautiful and walkable, making it pleasant for family strolls. Find more child-friendly accommodations in Winthrop
What hotels in Winthrop offer free breakfast?
For a hotel in Winthrop that offers complimentary breakfast, the Château sur Mer Bed & Breakfast is an excellent choice.

This 3-star bed and breakfast, with an 8.6 rating, provides a wonderful complimentary continental breakfast daily. Guests often highlight the excellent location, clean rooms, and the wonderful breakfast provided. It is conveniently located near Donovan Beach, just 0.6 km away, and also close to Orient Heights Beach, Constitution Beach State Park, and Winthrop Shore Reservation, all within 2 km. Find more hotels with free breakfast in Winthrop
What are the best budget hotels in Winthrop?
For excellent budget hotels in Winthrop, consider the Château sur Mer Bed & Breakfast and The Winthrop Arms Hotel And Restaurant.

The 3-star Château sur Mer Bed & Breakfast, with an 8.6 rating, offers a wonderful stay with complimentary breakfast, free WiFi, and free parking. Guests often praise its excellent location and clean rooms. It is conveniently located near Donovan Beach, just 0.6 km away, and Orient Heights Beach, Constitution Beach State Park, and Winthrop Shore Reservation are all within 2.0 km.

Another great option is The 3-star Winthrop Arms Hotel And Restaurant, rated 8.4. This hotel provides free WiFi, complimentary toiletries, and free self-parking. It is also a fantastic choice for golf enthusiasts, offering various golf amenities including golf clubs, a clubhouse, and lessons. Guests frequently mention the excellent food and nice, clean rooms. Its location is praised for being beautiful and walkable, with Short Beach just 0.9 km away and Winthrop Shore Reservation and Winthrop Beach both within 1.5 km. View all budget hotels in Winthrop
What are the most romantic hotels in Winthrop for couples?
For a romantic stay in Winthrop for couples, The Winthrop Arms Hotel And Restaurant is an excellent choice.

This 3-star hotel, with a very good 8.4 rating, is particularly well-suited for couples looking for a lovely getaway. Guests often highlight the excellent food at the hotel's restaurant and the fun bar. The rooms are frequently described as nice and clean, and the surrounding neighbourhood is considered beautiful and walkable. The hotel also features couples dining options and is conveniently located near several beaches, including Short Beach, which is just 0.9 km away, and Winthrop Beach, 1.5 km away.
What are the best hotels in Winthrop near Donovan Beach?
For hotels in Winthrop near Donovan Beach, The Winthrop Arms Hotel And Restaurant is a top choice.

This 3-star hotel, with an 8.4 rating, is located approximately 2.0 km from Donovan Beach. It is praised by guests for its excellent food, nice, clean rooms, and a fun bar. The hotel is situated in a beautiful, walkable neighbourhood and offers a range of golf amenities nearby, including a golf course, golf lessons, and a golf pro shop.
When is the best time to go to Winthrop?
The best time to visit Winthrop is during the summer months, from June to August, and the early autumn, specifically September.

Summer in Winthrop offers reliably pleasant weather, with warm temperatures great for enjoying the town's beaches and outdoor activities. You'll find plenty of opportunities for walks along the shoreline, boat trips, and dining al fresco with views of the Boston skyline. This period is ideal for couples seeking a relaxed seaside break with easy access to city attractions.

For those who prefer slightly cooler temperatures and fewer crowds, September is an excellent choice. The weather remains comfortable for exploring, and the autumn colours begin to emerge, particularly in nearby parks and conservation areas.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winthrop.
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 CA $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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