A town with a prominent church, a large building with a clock tower, and a mix of residential and commercial buildings surrounded by greenery.

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Check availability on Winchester 2 Star Hotels

Tonight
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sep
Next weekend
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep

Our top choices for Winchester 2-star hotels

A hotel with a swimming pool, parking lot, and a view of a lake.
A conference room with a large table and chairs, a television, and a view of a park with trees and a body of water.
A modern living room with a unique curved sofa, a large mirror, and a kitchen area with a bar.
A modern lobby with a reception desk, seating area, and a staircase.

1. Lakeside Inn

Lakeside Inn
Wakefield
United States
Marc
2.332.937 ₫
2.605.892 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Lakeside Inn
A living room with a fireplace, a television mounted on the wall, and a large potted plant.
An outdoor patio with a round table and chairs, a large umbrella, and a pool in the background.
A hotel room with a bed, two bedside tables with lamps, a TV, a desk, and a chair.
A hotel room with a kitchenette, a dining area, and a TV mounted on the wall.

2. Ramada by Wyndham Boston

Ramada by Wyndham Boston
Dorchester
United States
Yvette
3.171.085 ₫
3.692.728 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Ramada by Wyndham Boston

3. Extended Stay America Suites Boston Burlington

Extended Stay America Suites Boston Burlington
Burlington
United States
David
2.651.872 ₫
2.962.200 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Extended Stay America Suites Boston Burlington
A modern living room with a fireplace, a dining area, and a bar with stools.
A gym with treadmills, elliptical machines, and free weights.
A vending machine stocked with snacks and drinks, surrounded by shelves with packaged goods.
A hotel room with a bed, a TV on a wooden stand, a desk with drawers, a microwave, and a mirror on the wall.

4. Hampton Inn Boston Logan Airport Chelsea

Hampton Inn Boston Logan Airport Chelsea
Chelsea
United States
Tammi
4.369.630 ₫
4.880.877 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Hampton Inn Boston Logan Airport Chelsea
A spacious lobby with a high ceiling, wooden paneling, a large sofa, and a coffee table.
A bar area with a long counter, multiple stools, and a neon sign.
An outdoor patio with stone walls, a pool table, and seating areas.
A hotel room with a four-poster bed, a desk with a laptop, a sofa, and a view of the city through the window.

5. Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport
Revere
United States
Jane
4.285.919 ₫
4.943.839 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Comfort Inn & Suites Logan International Airport

6. Red Roof Inn PLUS+ Boston - Woburn/ Burlington

Red Roof Inn PLUS+ Boston - Woburn/ Burlington
Woburn
United States
Darventz
2.764.422 ₫
3.087.860 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Red Roof Inn PLUS+ Boston - Woburn/ Burlington
A hotel room with a bed, bedside tables, a desk, a TV, and a wardrobe.
A restaurant with tables and chairs, a television, and a fireplace.
A motel with a parking lot, several trees, and a building with a sloped roof.
A reception area with a marble counter, a 'Welcome' sign, a 'Be Our Guest' sign, a Wi-Fi sign, and a view of the outdoors.

7. The Northshore Hotel - Boston/Danvers

The Northshore Hotel - Boston/Danvers
Danvers
United States
Sean
2.659.956 ₫
2.971.067 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Northshore Hotel - Boston/Danvers
A modern kitchen with a bar area, wooden dining table, and bar stools.
A spacious lounge area with seating, a fireplace, and a bookshelf.
A brick building with a sign reading "enVision Hotel" on the corner.
A hotel with a modern facade, a parking lot, and two parked cars.

8. enVision Hotel Boston Everett

enVision Hotel Boston Everett
Everett
Canada
Guillaume
3.335.584 ₫
3.725.847 ₫ total
includes taxes & fees
31 Aug - 1 Sept
enVision Hotel Boston Everett

9. Red Roof Inn PLUS+ Boston - Logan

Red Roof Inn PLUS+ Boston - Logan
Saugus
Canada
Diana
2.615.623 ₫
2.921.779 ₫ total
includes taxes & fees
9 Sept - 10 Sept
Red Roof Inn PLUS+ Boston - Logan
A modern hotel with a prominent 'Avid' sign, large windows, and a well-lit entrance.
A spacious lobby with a grey sofa set, a coffee table, and a dining area in the background.
A modern interior with a market area, seating, and a counter.
A clean, modern food and beverage area with refrigerated drinks, snacks, and a variety of packaged goods.

10. avid hotel Boston Logan Airport - Revere by IHG

avid hotel Boston Logan Airport - Revere by IHG
Revere
United States
Nancee
4.224.636 ₫
4.718.814 ₫ total
includes taxes & fees
7 Sept - 8 Sept
avid hotel Boston Logan Airport - Revere by IHG
A hotel room with two beds, a wooden headboard, bedside lamps, a nightstand, and a phone.
A Holiday Inn Express hotel with a covered entrance and multiple floors.
An indoor swimming pool with clear water, a diving board, and a poolside area with chairs and a wooden cabinet.
A modern indoor space with seating arrangements, tables, and a view through large windows.

11. Holiday Inn Express Chelmsford by IHG

Holiday Inn Express Chelmsford by IHG
Chelmsford
United States
Maria Del Carmen
2.863.364 ₫
3.198.378 ₫ total
includes taxes & fees
10 Sept - 11 Sept
Holiday Inn Express Chelmsford by IHG
A modern living room with a fireplace, seating area, and large windows.
A modern hotel lobby with round tables, comfortable seating, large windows, and a view of the city.
A modern interior with a brick wall, glass railings, and a seating area with cushions.
A multi-story hotel with a modern design, featuring a prominent 'Hampton Inn' sign, a 'Buffalo Wild Wings' restaurant, and a 'Premier Dental' clinic.

12. Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston
Watertown
United States
Gilsoon
4.100.765 ₫
4.580.554 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn & Suites Watertown Boston
A hotel room with a large bed, a desk, and a chair. There is a window with curtains, a lamp, and a framed picture on the wall.
A cozy seating area with a bench, two round tables, and chairs, decorated with cushions and framed artwork on the walls.
A modern hotel lobby with a black brick wall, two pendant lights, a wooden table, and a bookshelf filled with decorative items.
A multi-story brick building with a fire escape, a sign for 'Hotel IVY', and a tree in front.

13. Hotel Ivy Boston Common

Hotel Ivy Boston Common
Bay Village
United Kingdom
Rebekah
4.670.570 ₫
5.438.879 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Hotel Ivy Boston Common
A modern reception area with a white desk, two computer monitors, a blue sofa, and a green chair.
A modern living room with a fireplace, blue sofas, a brown leather chair, and a colorful rug.
A hotel lobby with a blue sofa, green armchairs, and a patterned rug.

14. Best Western Plus North Shore Hotel

Best Western Plus North Shore Hotel
Danvers
United States
Jie
3.520.530 ₫
3.932.562 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Best Western Plus North Shore Hotel
A building entrance with a doormat, large windows, and potted plants.
A modern room with large windows, a round table, and four chairs.
A balcony with wicker chairs and a view of the cityscape.
A modern bedroom with a large bed, a desk with a chair, a flat-screen TV, and a framed picture on the wall.

15. Lark Hotels 907 Main

Lark Hotels 907 Main
Central Square
United States
SUSAN
3.781.049 ₫
4.384.127 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Lark Hotels 907 Main
A hotel room with two beds, a desk, a TV, and a window with curtains.
A modern kitchen with grey cabinetry, a black countertop, and a yellow chair.
A modern building with a covered entrance, multiple windows, and a parking lot.
A modern kitchen with grey cabinetry, a black countertop, and a vase with yellow flowers.

16. The Inn on Arsenal

The Inn on Arsenal
Watertown
United States
Brian
3.481.674 ₫
3.889.012 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Inn on Arsenal
A modern hotel with a covered entrance, multiple floors, and a landscaped area in front.
A modern kitchen with a bar area, bar stools, pendant lighting, and a large TV.
A modern building with large windows, outdoor seating, and a well-maintained garden.
A modern kitchen with a central island, bar seating, and a variety of food items displayed.

17. Hampton Inn Boston Woburn

Hampton Inn Boston Woburn
Woburn
United States
Charles Richard Losh
3.143.442 ₫
3.511.224 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Hampton Inn Boston Woburn
A marina with boats docked, a wooden walkway, and buildings in the background.
A long, dark wood-paneled counter with a variety of food items and appliances, large windows with arched tops, and a high ceiling with recessed lighting.
A riverside hotel with a dock and a gazebo.
A hotel room with a large bed, a desk with a chair, a television, and a window with curtains.

18. Best Western Adams Inn Quincy-Boston

Best Western Adams Inn Quincy-Boston
Quincy
Canada
Leanne
3.966.725 ₫
4.430.832 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Best Western Adams Inn Quincy-Boston
A modern restaurant with a central counter, multiple dining tables, and chairs.
A modern hotel entrance with a covered walkway, a glass facade, and a landscaped area with shrubs and trees.
A hotel room with a desk, two beds, a TV, a lamp, and a painting on the wall.
A modern hotel lobby with a seating area featuring blue upholstered sofas, a coffee table with a vase of flowers, and a large flat-screen TV mounted on a dark wall.

19. Best Western Plus New Englander

Best Western Plus New Englander
Woburn
United States
Victor
2.960.375 ₫
3.306.739 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Best Western Plus New Englander
A modern lobby with large windows, multiple seating areas, and a visible staircase.
A modern lounge area with a large TV screen, comfortable seating, and a fireplace.
A multi-story building with large windows and a brick facade.

20. HI Boston - Hostel

HI Boston - Hostel
Bay Village
United States
Miriam
4.928.742 ₫
5.739.768 ₫ total
includes taxes & fees
7 Sept - 8 Sept
HI Boston - Hostel
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Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Winchester.
The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

220 Huntington Avenue Boston MA
4.928.742 ₫
5.739.519 ₫ total
7 Sept - 8 Sept
includes taxes & fees
The Midtown Hotel MOD Collection by Sonesta
Wyndham Boston Beacon Hill

Wyndham Boston Beacon Hill

5 Blossom Street Boston MA
5.609.639 ₫
6.532.426 ₫ total
31 Aug - 1 Sept
includes taxes & fees
7.8/10 Good! (2,198 reviews)
Wyndham Boston Beacon Hill
Hilton Garden Inn Tewksbury Andover

Hilton Garden Inn Tewksbury Andover

4 Highwood Drive Tewksbury MA
2.526.425 ₫
2.822.018 ₫ total
13 Sept - 14 Sept
includes taxes & fees
9/10 Wonderful! (1,376 reviews)
Hilton Garden Inn Tewksbury Andover
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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.

Learn more about Winchester

Stroll along the shores of Mystic Lake, where locals gather for picnics and kayaking on sunny afternoons. History buffs can explore the Wright-Locke Farm, learning about sustainable agriculture while kids enjoy the farm animals and nature trails.

See all hotels in Winchester
A historic building with a clock tower, red brick walls, and a green roof.

Top Winchester Hotel Reviews

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