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

Find hotels in Winthrop, MA from $145

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Our top choices for Winthrop hotels

The exterior of the Harborside Inn Boutique Hotel with a glass entrance, numbered room 185, and two large potted plants at the entrance.
A spacious lounge area with a wooden floor, multiple seating options including sofas and ottomans, a television screen, and a ceiling with circular light fixtures.
A modern lobby with leather seating, tables, and a large chandelier.
A bar area with multiple seating options including bar stools and tables, a well-stocked liquor display, and a television screen.

1. Harborside Inn Of Boston

Harborside Inn Of Boston
Downtown Boston
Guest highlights
  • Peaceful setting for a restful stay
  • Excellent Italian food at restaurant
  • Friendly and responsive front desk staff
$269 nightly
$313 total
Nov 1 - Nov 2
Total with taxes and fees
Harborside Inn Of Boston
A restaurant with a long dining area, high ceilings, and exposed beams. Tables are set with glassware and centerpieces.
A couple walking on a sidewalk with a restaurant named "THE DAGNY" in the background.
A building with a sign reading "THE DAGNY" and a brick facade. There are two bicycles parked in front.
A library with leather sofas, bookshelves, and a large chandelier.

2. The Dagny Boston

The Dagny Boston
Downtown Boston
Guest highlights
  • Delicious breakfast to start the day
  • Excellent on-site restaurant
  • Hassle-free valet parking
$349 nightly
$406 total
Nov 1 - Nov 2
Total with taxes and fees
The Dagny Boston
A fireplace with decorative vases, a dining table with food and drinks, and patterned ottomans.
A hotel room with a large window offering a city view, a television, a patterned armchair, a sofa, and a small table with a vase of flowers.
A Seaport Hotel with a modern entrance, large windows, and a blue awning.
An indoor swimming pool with a skylight ceiling, seating area with cushions, and a 'No Diving' sign.

3. Seaport Hotel Boston

Seaport Hotel Boston
Seaport District
Guest highlights
  • Great pool and gym facilities
  • Convenient valet parking available
  • Excellent on-site restaurant options
$219 nightly
$254 total
Nov 1 - Nov 2
Total with taxes and fees
Seaport Hotel Boston
A modern restaurant with round tables and chairs, large windows with a city view, and a geometric patterned floor.
A modern hotel lobby with a bar area, seating arrangements, and a fireplace.
A modern living room with a city view, featuring a sofa, armchairs, a coffee table, and a dining area.
A modern rooftop lounge with seating and tables, a cityscape view, and a decorative wall mural.

4. Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport
Seaport District
Guest highlights
  • Pool with stunning views
  • Ample overnight parking available
  • Excellent dining options on-site
$354 nightly
$412 total
Oct 30 - Oct 31
Total with taxes and fees
Omni Boston Hotel at the Seaport
A spacious lobby with a fireplace, bookshelves, and a checkered floor.
A modern hotel room with a large bed, a leather sofa, and a view of the city through large windows.
A staircase with a unique, mechanical-themed design, surrounded by a modern, industrial-style interior.
A modern lobby with a curved seating area, a large plant, and a mural on the wall.

5. The Revolution Hotel

The Revolution Hotel
South End
Guest highlights
  • On-site restaurant and bar in the lobby
  • Very clean shared bathrooms
$159 nightly
$185 total
Nov 1 - Nov 2
Total with taxes and fees
The Revolution Hotel
A modern living room with a sofa, a coffee table, and a bookshelf filled with books and decorative items.
A modern interior with large windows, a red sofa, and a city view.
A modern building with a glass facade, a sign for TD Garden, and a North Station sign.
A modern hotel room with a large bed, a TV on the wall, and a city view.

6. citizenM Boston North Station

citizenM Boston North Station
West End
Guest highlights
  • Abundant food options available
  • Hearty breakfast spread each morning
  • Responsive and friendly staff
$224 nightly
$261 total
Nov 1 - Nov 2
Total with taxes and fees
citizenM Boston North Station
A restaurant with wooden flooring, multiple dining tables, and hanging chandeliers.
A grand hallway with marble walls, a staircase, and elegant seating.
A building facade with multiple windows and decorative arches.
A bar area with a long counter, multiple bar stools, and a decorative mural on the wall.

7. The Godfrey Hotel Boston

The Godfrey Hotel Boston
Downtown Boston
Guest highlights
  • Delicious food at Raku restaurant
  • Convenient valet parking service
  • Lovely view from the room
$264 nightly
$307 total
Nov 1 - Nov 2
Total with taxes and fees
The Godfrey Hotel Boston
A modern bedroom with a large bed, a nightstand, a lamp, a potted plant, and a view of a cityscape at night.
A hotel room with a large city view, a round dining table, and a sofa.
A modern hotel room with a large window offering a city view, a flat-screen TV, a sofa, a coffee table, and a decorative painting.
A grand hotel with a prominent marquee, a large staircase, and well-maintained gardens.

8. Encore Boston Harbor

Encore Boston Harbor
Everett
Guest highlights
  • Steps from Encore Boston Harbor
  • Fantastic dining options on-site
  • Modern gym for a quick workout
$286 nightly
$320 total
Oct 28 - Oct 29
Total with taxes and fees
Encore Boston Harbor
A bar area with wooden stools, a bar counter, and a decorative ceiling.
A modern lobby with a fireplace, two armchairs, and a variety of decorative items on shelves.
A building with a large number '161' sign, Club Quarters flags, and a storefront with 'STLE PUB' signage.
A hotel room with a bed, a desk with a laptop and headphones, a chair, a bedside table with a lamp, and a large window with curtains.

9. Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston
Downtown Boston
Guest highlights
  • Steps from Boston Massacre Site
  • Excellent on-site dining options
$213 nightly
$248 total
Nov 1 - Nov 2
Total with taxes and fees
Club Quarters Hotel Faneuil Hall, Boston
The Omni Parker House hotel facade with a classic architectural design, featuring ornate detailing and a grand entrance.
A formal dining room with multiple tables, elegant chandeliers, and ornate wood paneling.
A luxurious lobby with ornate wood paneling, a grand chandelier, and elegant seating arrangements.
A covered balcony with outdoor seating, a view of a cityscape, and a building with a dome in the background.

10. Omni Parker House

Omni Parker House
Downtown Boston
Guest highlights
  • Delicious food and dining on offer
  • Fresh coffee and tea for guests
  • Delicious breakfast each morning
$298 nightly
$347 total
Nov 1 - Nov 2
Total with taxes and fees
Omni Parker House
A spacious lobby with a large mural of a city skyline and a waterfront view.
A hotel with a modern facade, multiple floors, and a prominent entrance.
A swimming pool with lounge chairs and a glass-enclosed area with a view of the city.
A modern indoor space with seating areas, a central staircase, and a wooden ceiling.

11. The Westin Boston Seaport District

The Westin Boston Seaport District
Seaport District
Guest highlights
  • Lovely breakfast each morning
  • Wonderful team from check-in onwards
  • Roomy rooms with space to unwind
$209 nightly
$244 total
Nov 1 - Nov 2
Total with taxes and fees
The Westin Boston Seaport District
A spacious lobby with a central seating area, a bar, and a chandelier.
A spacious lobby with a modern design, featuring a sofa, armchairs, a dining area, and a large staircase.
A hotel with a classic facade, large windows, and an American flag.
A spacious lobby with a grand chandelier, a reception desk, and a seating area with a table and chairs.

12. Hilton Boston Park Plaza

Hilton Boston Park Plaza
Bay Village
Guest highlights
  • Excellent food quality at the restaurant
  • Ample on-site parking available
  • Friendly and responsive hotel staff
$245 nightly
$286 total
Nov 1 - Nov 2
Total with taxes and fees
Hilton Boston Park Plaza
A modern living room with a sectional sofa, a round coffee table, and a chandelier.
A modern hotel room with a grey sofa, a matching armchair, a small round table with a book and a plant, and a large window with a city view.
A modern living room with a gray sectional sofa, a glass coffee table, and a yellow armchair.
A hotel room with a large bed, two armchairs, a sofa, a small round table, and a mirror.

13. Hyatt Regency Boston

Hyatt Regency Boston
Downtown Boston
Guest highlights
  • Pool area with gym access
  • Excellent dinner at the hotel's restaurant
  • Convenient parking garage on-site
$245 nightly
$285 total
Nov 1 - Nov 2
Total with taxes and fees
Hyatt Regency Boston
A modern hotel room with a geometric patterned floor, a brown leather sofa, a flat-screen TV mounted on the wall, and a small table with a lamp.
A spacious indoor area with a high ceiling, multiple seating arrangements, and a bar area.
A hotel lobby with a check-in desk, seating area, and a patterned floor.
A hotel room with two beds, a desk, a chair, a TV, and a large window.

14. Arcadian Hotel

Arcadian Hotel
Coolidge Corner
Guest highlights
  • Lovely breakfast to start the day
  • Tasty food options on-site
  • Fresh coffee and tea for guests
$186 nightly
$208 total
Nov 1 - Nov 2
Total with taxes and fees
Arcadian Hotel
An outdoor seating area with a fire pit, sofas, and chairs.
A modern building with a flat roof and large windows, situated by a calm body of water with a chain barrier in the foreground.
A red building with a sign reading "Boston Tea Party - Ships & Museum" docked by a waterway with a tall ship and a smaller boat.
A modern dining area with a view of the city, featuring a mix of seating arrangements and contemporary lighting fixtures.

15. Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District
Seaport District
Guest highlights
  • Short walk to shopping and dining
  • Complimentary breakfast with great options
  • Spectacular view of the water
$229 nightly
$267 total
Nov 1 - Nov 2
Total with taxes and fees
Hyatt Place Boston/Seaport District
A modern hotel with a prominent Hampton Inn sign, featuring a multi-story structure with a central courtyard and a landscaped area.
A hotel room with a bed, a desk with a TV, a chair, a sofa with a patterned pillow, and a view of a body of water and buildings.
A modern hotel lobby with a sofa, chairs, a coffee table, and a bookshelf.
A modern living room with a large sofa, a coffee table, and a fireplace. There is a dining area in the background with a table and chairs.

16. Hampton by Hilton at the Boston Seaport District

Hampton by Hilton at the Boston Seaport District
Seaport District
Guest highlights
  • Excellent pool with warm water
  • Free breakfast with a great selection
  • Lovely views from the property
$162 nightly
$188 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton by Hilton at the Boston Seaport District
A modern lounge area with sofas, round tables, and a bar with multiple seating options.
A modern kitchen with a marble countertop, bar stools, and a flat-screen TV mounted on the wall.
A modern living room with a sectional sofa, a round coffee table, and a floor lamp with lights.
A modern interior with a bar area, seating, and a unique black coffee table.

17. Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea
Chelsea
Guest highlights
  • Nice pool area with lounge chairs
  • On-site restaurant serving delicious pub food
  • Free Airport Shuttle service available
$145 nightly
$162 total
Nov 1 - Nov 2
Total with taxes and fees
Doubletree By Hilton Boston Logan Airport Chelsea
A bar area with a city view, bar stools, and a bar counter.
A modern building with a curved facade, large windows, and a glass entrance.
A modern cafe with a checkered floor, wooden tables, and a variety of food and drink options.
A modern lobby with a blue sofa, colorful ottomans, and a large window with a city view.

18. citizenM Boston Back Bay

citizenM Boston Back Bay
Fenway–Kenmore
Guest highlights
  • Wonderful breakfast with a buffet spread
  • Tidy rooms praised by guests
  • Great city view from the room
$224 nightly
$261 total
Nov 1 - Nov 2
Total with taxes and fees
citizenM Boston Back Bay
A modern bar area with a long counter, bar stools, and a television screen.
A refrigerated display with beverages and snacks, and a wall with hanging bags of groceries.
A modern living room with a fireplace, two armchairs, a coffee table, and a striped rug.
A hotel room with a large bed, a desk with a TV, a red armchair, a small table, and a phone on the nightstand.

19. Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport
Revere
Guest highlights
  • Complimentary breakfast buffet with variety
  • Wonderful food and dining on offer
  • Free Airport Shuttle service available
$155 nightly
$173 total
Nov 2 - Nov 3
Total with taxes and fees
Hampton Inn Boston - Logan Airport
A waterfront cityscape with a variety of buildings, including a prominent clock tower and modern skyscrapers.
A modern cafe with a glass dining table, white chairs, and a coffee bar.
A modern hotel room with a large bed, a seating area with a chair, a small table with a vase, and large windows offering a view of the city and water.
A spacious lobby with a high ceiling, a central seating area with red chairs, and a large glass wall offering a view of the sky.

20. Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront
North End
Guest highlights
  • Incredible views from the room
  • Convenient on-site parking available
  • Excellent on-site restaurant options
$298 nightly
$347 total
Nov 2 - Nov 3
Total with taxes and fees
Battery Wharf Hotel, Boston Waterfront
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Where to stay in Winthrop

Discover the charm of Winthrop, a friendly beach town perfect for outdoor family vacations. Stroll to local amenities or explore nearby neighborhoods. Don’t miss the scenic Steamboat Landing and vibrant grit town atmosphere on your next trip. Enjoy the blend of urban culture and family-friendly vibes!
A street lined with historic buildings, including the Union Oyster House and Yankee Publishing Building.
A historic building with "QUINCY MARKET" sign, surrounded by modern buildings and a clock tower.
A historic building with a clock tower in a cityscape.
A city skyline with numerous high-rise buildings and a marina filled with sailboats.
A modern building with a glass facade and a wooden deck.

Boston

For travelers seeking a vibrant city experience, Boston offers a rich tapestry of culture and history that makes it an ideal destination. Here, you can explore iconic sites like Fenway Park, the historic sports stadium, and enjoy the lush greenery of Boston Common, an urban park perfect for relaxation. With events at TD Garden, an event conference venue, there's always something happening. Nestled in Boston, Winthrop provides easy access to all these attractions, making it a smart choice for your stay.

Quincy Market with an American flag, historic buildings, and a clock tower in the background.
Quincy Market with its neoclassical architecture, including columns and a prominent sign.
A historic building with a clock tower, surrounded by modern skyscrapers.
A cityscape with historic buildings, including a prominent clock tower and a modern skyscraper.
Quincy Market with a prominent clock tower, American flag, and a street vendor area.

Downtown Boston

Experience the charm of Downtown Boston, an excellent hub for travelers who want a blend of cultural exploration and urban excitement. This vibrant neighborhood offers easy access to iconic landmarks like Boston Common, Fenway Park, and TD Garden, making it perfect for those seeking a city-related experience. Located about 4 miles by car from Winthrop, Downtown Boston is a smart choice for your stay, ensuring you’re close to shopping, events, and family-friendly activities throughout the year.

An aerial view of a coastal city with a prominent airport, a river, and surrounding urban areas.

Harbor View - Orient Heights

If you're a traveler seeking a blend of culture and outdoor experiences, look no further than Harbor View - Orient Heights. This vibrant neighborhood offers easy access to a variety of attractions, including the beautiful beach, historic sports stadium, and the bustling shopping centers. Located about 1 mile drive from Winthrop, it's perfect for family getaways or business trips. Choosing Harbor View - Orient Heights ensures a memorable stay with plenty to explore nearby.

A coastal cityscape with a marina, residential areas, and industrial buildings.

Orient Heights

Ideally situated for travelers seeking a city experience, Orient Heights provides easy access to Boston's vibrant attractions, including Boston Common, TD Garden, and Fenway Park. This welcoming neighborhood caters to families, business visitors, and budget-conscious travelers alike, ensuring there's something for everyone. Just about 2 miles by car from Winthrop, Orient Heights makes exploring the local beaches and shopping centers a breeze. Choosing Orient Heights for your stay offers a smart blend of convenience and excitement in the heart of the Boston area.

A statue of a man in uniform holding a rifle in front of a brick building with a balcony.
A city skyline at dusk with illuminated buildings along a waterfront.
A green bridge over a river with a sunset in the background.
A building entrance with ornate carvings and a sign that reads "ELSEA HALL".
A busy street with a large clock, brick buildings, and cars.

Chelsea

Looking for the perfect spot? Chelsea is the ideal base for travelers seeking a blend of city and culture, featuring attractions like the historic Fenway Park, the bustling TD Garden, and the scenic Boston Common. With a variety of activities such as education, casino visits, and spa experiences, there's something for everyone. Located about 3 miles by car from Winthrop, Chelsea offers easy access to nearby highlights, making it a smart choice for your vacation stay.

Stay near popular attractions in and around Winthrop

Discover the charm of Winthrop, where families can enjoy sunny days at Winthrop Beach and tee off at local golf courses. Stroll through Winthrop Centre for shopping and dining, or soak in the fine views of Winthrop from Winthrop Point. A perfect blend of outdoor fun and relaxation awaits!
A public park with a large fountain, surrounded by trees and modern buildings.

Boston Common

9.4/10 (18,299 reviews)
Set the stage for your family adventure at Boston Common, a vibrant urban park that embodies the spirit of the city. Experience the lush greenery, playgrounds, and scenic pathways that make it a perfect spot for outdoor fun. It's about a 5-mile drive from Winthrop, making it easy to enjoy the park’s welcoming atmosphere.
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A modern building with 'GARDEN' signage, a waterfront, and a cable-stayed bridge.

TD Garden

9.2/10 (7,449 reviews)
Considered a central hub for sports and entertainment, TD Garden offers a vibrant atmosphere for visitors. Hosting events year-round, it features a mix of concerts and sporting events that attract diverse crowds. Located about 5 miles away from Winthrop, it's an easy drive, making it a convenient stop for your vacation.
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A modern architectural building with a large overhanging roof and a glass facade.

Boston Convention and Exhibition Center

8.8/10 (2,207 reviews)
Ideal for travelers interested in business events, the Boston Convention and Exhibition Center offers a dynamic space for conferences and exhibitions. Located about 5 miles by car from Winthrop, it's an accessible hub that enhances your stay with its vibrant atmosphere and professional opportunities.
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A historic church with a pointed roof and a large tower, surrounded by modern buildings and a well-maintained park with flowers and trees.

Copley Square

9.4/10 (7,327 reviews)
The perfect starting point for urban explorers, Copley Square in Boston offers vibrant city vibes and a blend of historic and contemporary architecture. Located about 7 miles by car from Winthrop, it's an easy trip for those wanting to soak in the dynamic atmosphere. Staying nearby provides convenient access to this lively hub.
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A cityscape with a prominent clock tower, modern skyscrapers, and a mix of historic and contemporary architecture.

Boston Harbor

9.6/10 (5,623 reviews)
An essential stop for outdoor adventurers, Boston Harbor offers a vibrant marina experience with beautiful beaches. Located about 4 miles by car from Winthrop, it’s a perfect spot for enjoying a day of sun and sea. Staying nearby allows easy access to this scenic coastal gem.
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A large building with a dome and columns, surrounded by well-maintained hedges and trees.

Massachusetts Institute of Technology

9.2/10 (1,465 reviews)
For curious travelers, the Massachusetts Institute of Technology offers a captivating blend of innovative architecture and rich academic history. Located about 6 miles by car from Winthrop, this iconic institution invites visitors to explore its vibrant culture. Staying nearby allows easy access to this inspiring destination.
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A city street with a large tree, a modern building labeled "Northeastern University," and a crosswalk.

Northeastern University

9.0/10 (2,714 reviews)
Perfectly suited for history and culture enthusiasts, Northeastern University offers a vibrant atmosphere infused with academic tradition. Located about 7 miles by car from Winthrop, this historic institution is easily accessible, making it a convenient stop for visitors exploring the rich cultural landscape of Boston.
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A coastal cityscape with a wide sandy beach, a clear blue sky, and a distant island.

Revere Beach

8.4/10 (623 reviews)
A must-see for beach lovers, Revere Beach offers a vibrant coastal escape with its sandy shores and lively atmosphere. Located about 2 miles by car from Winthrop, it's easily accessible for a day of sun and surf. Staying near Revere Beach provides a perfect blend of relaxation and adventure.
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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.

See all hotels in Winthrop
A coastal town with a prominent lighthouse on a hill, surrounded by houses and greenery.

Top Winthrop Hotel Reviews

The Godfrey Hotel Boston

The Godfrey Hotel Boston

10/10 Excellent
"Quite a pleasant stay!"
Luke 1-night trip
Posted 3 hours ago
The Godfrey Hotel Boston
Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"Excelente!"
Ainek 1-night trip
Posted 4 hours ago
Encore Boston Harbor
Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Perfect location. The room was nice and very clean. It was great for sleeping because the room was very dark at night. The restaurant downstairs was great. Very happy with our stay."
Thomas 4-night trip
Posted 4 hours ago
Harborside Inn Of Boston
Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel

10/10 Excellent
"Polite staff"
Daniel 3-night trip
Posted 7 hours ago
Copley Square Hotel, a FOUND Hotel
Arcadian Hotel

Arcadian Hotel

10/10 Excellent
"Great stay! Staff were polite and helpful. Nice clean room. Great complementary breakfast for tourists on a budget."
Megan 3-night trip
Posted 9 hours ago
Arcadian Hotel
Omni Parker House

Omni Parker House

10/10 Excellent
"We loved this hotel! The staff were amazing, Heidi who checked us in at a completely unreasonable time, was so helpful and handled even my crankiest traveler very well! The hotel itself is beautiful and sits in the perfect location for walking all over the city. Definitely recommend staying here! The onsite restaurants and bars were fantastic, great food and drinks, and wonderful staff."
Sierra 6-night trip
Posted 10 hours ago
Omni Parker House

More cheap stays in Winthrop

The Inn on Arsenal

The Inn on Arsenal

100 N Beacon St Watertown MA
$130 nightly
$145 total
Nov 1 - Nov 2
Total with taxes and fees
8/10 Very Good! (474 reviews)
The Inn on Arsenal
Best Western Plus North Shore Hotel

Best Western Plus North Shore Hotel

50 Dayton St Danvers MA
$133 nightly
$148 total
Nov 4 - Nov 5
Total with taxes and fees
9/10 Wonderful! (1,010 reviews)
Best Western Plus North Shore Hotel
Best Western Adams Inn Quincy-Boston

Best Western Adams Inn Quincy-Boston

29 Hancock St Quincy MA
$134 nightly
$150 total
Nov 1 - Nov 2
Total with taxes and fees
Best Western Adams Inn Quincy-Boston
Motel 6 Danvers, MA - Boston North

Motel 6 Danvers, MA - Boston North

65 Newbury Street/US Route 1 North Danvers MA
$140 nightly
$156 total
Oct 14 - Oct 15
Total with taxes and fees
5.8/10 (1,004 reviews)
Motel 6 Danvers, MA - Boston North
Lakeside Inn

Lakeside Inn

595 North Ave Wakefield MA
$144 nightly
$161 total
Nov 1 - Nov 2
Total with taxes and fees
8.2/10 Very Good! (948 reviews)
Lakeside Inn
enVision Hotel Boston Everett

enVision Hotel Boston Everett

1834 Revere Beach Pkwy Everett MA
$159 nightly
$178 total
Nov 4 - Nov 5
Total with taxes and fees
8.6/10 Excellent! (1,007 reviews)
enVision Hotel Boston Everett

Hotels in Winthrop with star-rating

Find out more about Winthrop

Top reasons to visit Winthrop

  • Beautiful Beaches: Winthrop boasts stunning beaches perfect for relaxation and family fun.
  • Outdoor Adventures: Enjoy world-class hiking and a variety of outdoor activities suited for all ages.
  • Cultural Experiences: Attend music concerts and theater performances that enrich the local community vibe.
  • Charming Downtown: Explore quaint shops and dining options in the welcoming downtown area.
  • Diverse Accommodations: Find a range of lodging options catering to different traveler needs and preferences.

Find great hotels near Winthrop

Discover a range of welcoming accommodations in Winthrop, Massachusetts, perfect for any traveler. Whether you're seeking a cozy bed and breakfast or a modern hotel, you'll find options that cater to business travelers, pet owners, and those looking for an LGBTQIA-friendly experience. Explore the charm of Winthrop while enjoying convenient amenities tailored to your needs.

  • Hilton Boston Park Plaza: Nestled in a historic national building, the Hilton Boston Park Plaza offers a luxurious eco-friendly experience just 5 miles from Winthrop. With a guest rating of 8.4, this 4-star property is perfect for travelers seeking a blend of history and comfort. Guests can enjoy elegant accommodations, modern amenities, and a commitment to sustainability. The hotel features a fitness center, on-site dining options, and beautifully designed event spaces, making it an excellent choice for both leisure and business travelers.
  • Omni Parker House: Located only 4 miles from Winthrop, the Omni Parker House boasts a remarkable guest rating of 9.0, making it a family and pet-friendly favorite. This 4-star hotel caters to all, providing amenities such as cribs for little ones and a welcoming policy for pets. With a focus on family and business travel, the hotel offers a variety of dining options, a fitness center, and flexible meeting spaces. The historic charm and modern conveniences make it an ideal base for exploring Boston.
  • The Godfrey Hotel Boston: Just 4 miles from Winthrop, The Godfrey Hotel Boston stands out with a guest rating of 9.4, offering a boutique experience that exudes style and comfort. This 4-star hotel is perfect for pet lovers, allowing dogs and providing thoughtful amenities. The uniquely designed rooms are complemented by a vibrant atmosphere and artistic decor. Guests can enjoy a 24-hour fitness center, on-site dining, and a prime location near popular attractions, ensuring a memorable stay.

Where to stay in Winthrop

Winthrop, Massachusetts, offers a delightful blend of outdoor adventures and family-friendly activities. Stroll through downtown Winthrop, where charming shops and great dining await. Enjoy breathtaking mountain views or relax on the beautiful beaches. The welcoming atmosphere and friendly locals make it a perfect getaway. Just a stone's throw away, explore nearby neighborhoods that echo urban charm and rich history, ensuring a memorable vacation experience for all.

  • Boston: As a vibrant metropolis, Boston is rich in history and culture, making it a must-visit for any traveler. Situated close to Winthrop, this city attracts visitors year-round, with peak seasons in July to August and October. Travelers flock here for city-themed experiences, family-friendly activities, and cultural events. Notable attractions include historic sports stadiums, music concerts, and shopping malls. With its blend of education, entertainment, and iconic landmarks, Boston offers an enriching travel experience that is both exciting and educational.
  • Downtown Boston: Located 4 miles from Winthrop, Downtown Boston is the heart of the city, known for its bustling atmosphere and urban charm. This neighborhood sees visitor numbers peak between April and June, and again in July. Travelers visiting Downtown Boston can enjoy city-themed experiences along with family and business-oriented activities. Highlights include shopping centers, urban parks, and historic venues. The area's vibrant energy makes it an ideal spot for those looking to explore the urban landscape while enjoying a variety of shopping and dining options.
  • Harbor View - Orient Heights: Just 1 mile from Winthrop, Harbor View - Orient Heights is a welcoming neighborhood that offers stunning views and outdoor activities. This area is popular among travelers for its outdoor, cultural, and city-themed experiences, with peak tourist seasons in April, July, and September. Visitors can explore local beaches, family-friendly parks, and historic sports stadiums. The neighborhood's blend of natural beauty and urban convenience creates an inviting atmosphere perfect for a day of exploration and relaxation.

Things to do near Winthrop

Winthrop, Massachusetts, is perfect for outdoor family vacations, offering a variety of activities. Enjoy local attractions, world-class hiking, and outdoor adventures. Don't miss the chance to attend music concerts and theater performances that enhance the vibrant community atmosphere. With its beautiful beaches and recreational options, Winthrop provides a delightful setting for relaxation and exploration.

Shopping

In Winthrop, you can explore local boutiques and shops for unique gifts. If you're up for a drive, head to the nearby Northgate Shopping Center for a wider selection of stores, or visit the quaint shops at the Assembly Row for an enjoyable shopping experience.

Recreation

Tewksbury Country Club offers a luxurious retreat with elegant amenities, located 19 miles from Winthrop. Enjoy relaxing spa treatments and scenic golf courses at the Country Club of Billerica, 18 miles away. For a refined experience, visit Andover Country Club, situated 22 miles from Winthrop, featuring upscale facilities.

Adventure

Explore Winthrop's scenic coastline with a bike ride along the picturesque seaside paths, offering stunning views of the Atlantic. Try your hand at kayaking to enjoy the tranquil waters, or visit the local parks for beach volleyball and picnicking surrounded by nature.

Nightlife

In Winthrop, you can enjoy a laid-back nightlife with scenic waterfront views at places like the Winthrop Arms, which offers cozy dining and drinks. For a more vibrant scene, check out local pubs where live music and friendly crowds create a welcoming atmosphere.

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

Booking tips and Expedia advantages for Winthrop

  • 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 more. You can organize your results to display prices from lowest to highest, making it easy to find the most affordable hotels first. Additionally, you can refine your search by hotel type; for instance, selecting the Eco-certified filter will show you sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Winthrop with your flights and activities by booking a package through Expedia.

Find the best attractions in and around Winthrop

Winthrop, Massachusetts, is an ideal destination for outdoor and family beach vacations. Visitors can enjoy a variety of attractions, including urban parks, beautiful beaches, and vibrant streets. The area offers a blend of cultural experiences and outdoor activities, making it perfect for travelers seeking both relaxation and adventure. Whether you're lounging by the water or exploring the local scene, Winthrop has something for everyone.

  • Winthrop Beach: Enjoy the relaxing atmosphere at Winthrop Beach, where you can soak up the sun, take a stroll along the sandy shore, and listen to the gentle waves. Perfect for beach vibes, it’s an ideal spot for families and friends to unwind.
  • Fenway Park: Experience the rich history and culture of Fenway Park, one of America’s oldest baseball stadiums, located just 6 miles away. Catch a Boston Red Sox game and soak in the energetic sports vibes that define this iconic landmark.
  • Boston Common: Explore Boston Common, a beautiful urban park located 5 miles from Winthrop. It’s a family-friendly destination where you can enjoy outdoor activities, scenic views, and a vibrant city atmosphere.

Best time to go to Winthrop

The best time to visit Winthrop is dependent 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

When visiting Winthrop, Massachusetts, the closest major airport is BOSton Logan International Airport (BOS), located 2 miles away. Nearby hotels include the luxurious Encore Boston Harbor, InterContinental Boston, and Boston Harbor Hotel, all within a few miles of the airport. For those considering other options, Bradley International Airport (BDL) in Hartford, CT, is 93 miles away, with accommodations like the DoubleTree by Hilton Hartford, Simsbury 1820 House, and Marriott Hartford Downtown. Additionally, T.F. Green Airport (PVD) in Providence, RI, is 51 miles from Winthrop, with hotel choices including Omni Providence Hotel, Hotel Providence, and Renaissance Providence Downtown Hotel, all conveniently located nearby.

Frequently asked questions

What is the best area to stay in Winthrop?
The best area to stay in Winthrop is the central Winthrop Center, especially for those who appreciate convenience and a local feel.Winthrop Center is the town's main commercial district, offering a concentrated area of shops, restaurants, and local businesses. It's highly walkable, allowing easy access to amenities like grocery stores, cafes, and pharmacies. The area is also well-connected by public transportation, with bus routes providing service to nearby East Boston and the Blue Line subway for access to downtown Boston. This makes it an excellent choice for solo travelers who want to explore Winthrop's local offerings without needing a car.For couples looking for a seaside escape with easy access to Boston, staying along the Winthrop Shore Drive provides beautiful water views and a relaxed atmosphere. This area features many accommodations directly facing the ocean, offering scenic walks along the beach.
What are the best hotels in Winthrop that travelers recommend?
Two of the best hotels in Winthrop that travelers frequently recommend are The Winthrop Arms Hotel And Restaurant and Château sur Mer Bed & Breakfast.The Winthrop Arms Hotel And Restaurant is a 3-star hotel with an 8.4 rating. Guests often highlight the excellent food at its restaurant and the fun bar. The rooms are described as nice and clean, and the neighborhood is considered beautiful and walkable. This hotel also offers premium bedding, champagne service, and many rooms boast sea views. It's conveniently located near Short Beach and Winthrop Shore Reservation.Another highly recommended option is the 3-star Château sur Mer Bed & Breakfast, which holds an 8.6 rating. Travelers praise its excellent location and clean rooms. A standout feature is the wonderful complimentary breakfast, which includes a continental option. Free self-parking is also available. It is close to Donovan Beach and Constitution Beach State Park.
What are the best family hotels in Winthrop?
For excellent family accommodation in Winthrop, The Winthrop Arms Hotel And Restaurant is a highly-rated option.This 3-star hotel, with an 8.4 rating, offers amenities such as highchairs for children, making it convenient for families with young ones. Guests have consistently praised the excellent food served at the on-site restaurant and the nice, clean rooms. The hotel is also well-located, with Short Beach just 0.6 miles away and Winthrop Shore Reservation within 0.9 miles, offering easy access to outdoor activities. Its walkable neighborhood is often highlighted by visitors. Find more child-friendly accommodations in Winthrop
What hotels in Winthrop offer free breakfast?
In Winthrop, the Château sur Mer Bed & Breakfast offers complimentary breakfast.This 3-star bed and breakfast, with an 8.6 rating, provides a wonderful breakfast daily, along with free self-parking and free WiFi. Guests often highlight the excellent location, clean rooms, and the wonderful breakfast. It is conveniently located near Donovan Beach, just 0.4 miles away, and also close to Orient Heights Beach and Winthrop Shore Reservation. Find more hotels with free breakfast in Winthrop
What are the best budget hotels in Winthrop?
For excellent budget accommodations 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 self-parking, and free WiFi. Guests consistently praise its great location, clean rooms, and wonderful breakfast. It is conveniently located near Donovan Beach, just 0.4 miles away, and Orient Heights Beach, 1.2 miles away.Another great option is The Winthrop Arms Hotel And Restaurant, a 3-star property rated 8.4. This hotel provides free WiFi and free self-parking. Guests frequently comment on the excellent food, nice and clean rooms, and the great on-site restaurant and fun bar. It is situated in a beautiful and walkable neighborhood, 0.6 miles from Short Beach and 0.9 miles from Winthrop Shore Reservation. View all budget hotels in Winthrop
What are the most romantic hotels in Winthrop for couples?
For a romantic getaway in Winthrop, The Winthrop Arms Hotel And Restaurant is an excellent choice for couples.This 3-star hotel, with a very good 8.4 rating, offers beautiful ocean views, superb for a romantic escape. Guests consistently praise the excellent food at the on-site restaurant and the fun bar. The hotel provides couples dining options, and its location is highly regarded, with guests describing the neighborhood as beautiful and walkable. It is also conveniently located near Short Beach and Winthrop Shore Reservation, both less than a mile away, offering lovely spots for strolls. See all romantic hotels in Winthrop
What are the best hotels in Winthrop near Boston Harbor Islands State Park?
For hotels in Winthrop that offer convenient access to Boston Harbor Islands State Park, consider the Château sur Mer Bed & Breakfast.The 3-star Château sur Mer Bed & Breakfast, rated 8.6, is located 5.8 miles from Boston Harbor Islands State Park. Guests consistently praise its excellent location and note that the rooms are clean. This bed and breakfast provides complimentary self-parking, free WiFi, free toiletries, and a wonderful complimentary continental breakfast, making it a comfortable and convenient choice for travelers.
When is the best time to go to Winthrop?
The best time to go to Winthrop, Massachusetts, is during the summer months, from June to August, when the weather is warm and the town's seaside attractions are in full swing.Families will find these months ideal for enjoying Winthrop's beaches, like Winthrop Beach and Yirrell Beach. The warm temperatures are great for swimming, building sandcastles, and participating in outdoor activities. Many local ice cream shops and casual eateries are open for the season, making it easy to grab a bite after a day in the sun.Couples looking for a pleasant coastal getaway will also appreciate the summer. The mild evenings are great for strolls along the waterfront or enjoying dinner with ocean views. The town's small-town charm is particularly evident during these months, with local events and outdoor dining options readily available.
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 $145 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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