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

2 Stars Hotels in Winchester, Boston from CA $135

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Check availability on Winchester 2 Star Hotels

Tonight
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Winchester 2-star hotels

A hotel with a swimming pool, parking lot, and a view of a lake.
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.
A modern lobby with a reception desk, seating area, and a large mirror on the wall.

1. Lakeside Inn

Lakeside Inn
Wakefield
United States
Robert
CA $154
CA $173 total
includes taxes & fees
Nov 8 - Nov 9
Lakeside Inn
Indoor pool
An outdoor patio with wicker furniture and a fire pit.
A hotel lobby with a blue sofa, green armchairs, and a patterned rug.
A modern living room with a fireplace, blue sofas, a brown leather chair, and a colorful rug.

2. Best Western Plus North Shore Hotel

Best Western Plus North Shore Hotel
Danvers
United States
Nancy
CA $180
CA $201 total
includes taxes & fees
Nov 11 - Nov 12
Best Western Plus North Shore Hotel
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
A reception desk with a large number '6' on the wall, two digital screens displaying a booking message, and a tiled floor.
A reception area with a TV, a counter, a chair, and a view of the parking lot.
A laundry room with three washing machines, a sign for soap, bleach, and softeners, and a sign warning not to leave unattended items.

3. Motel 6 Danvers, MA - Boston North

Motel 6 Danvers, MA - Boston North
Danvers
United States
Yahaira
CA $220
CA $246 total
includes taxes & fees
Oct 27 - Oct 28
Motel 6 Danvers, MA - Boston North
A marina with boats docked, a wooden walkway, and buildings in the background.
A riverside hotel with a dock and a gazebo.
A wooden pier with a gazebo, a view of the sunset, and a river.
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.

4. Best Western Adams Inn Quincy-Boston

Best Western Adams Inn Quincy-Boston
Quincy
United States
Clare
CA $165
CA $185 total
includes taxes & fees
Nov 15 - Nov 16
Best Western Adams Inn Quincy-Boston
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 kitchen with grey cabinetry, a black countertop, and a vase with yellow flowers.
A modern building with a covered entrance, multiple windows, and a parking lot.

5. The Inn on Arsenal

The Inn on Arsenal
Watertown
United States
Donna
CA $158
CA $176 total
includes taxes & fees
Nov 1 - Nov 2
The Inn on Arsenal
A hotel room with two red armchairs, a small round table, a floor lamp, and two potted plants.
A reception area with a counter, a television mounted on the wall, and a staircase leading to another floor.
A reception area with a potted plant, a coffee station with red dispensers, and a sign that reads "RISE & SHINE".
A motel sign with a large number 6 and the text "WI FI HERE" indicating the availability of Wi-Fi.

6. Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West
Framingham
United States
Aiyanna
CA $137
CA $155 total
includes taxes & fees
Nov 15 - Nov 16
Motel 6 Framingham, MA - Boston West
A modern kitchen with a bar area, wooden dining table, and bar stools.
A brick building with a sign reading "enVision Hotel" on the corner.
A hotel room with a large bed, a headboard with a map, and a window with curtains.
A spacious lounge area with seating, a fireplace, and a bookshelf.

7. enVision Hotel Boston Everett

enVision Hotel Boston Everett
Everett
United States
Angela
CA $152
CA $170 total
includes taxes & fees
Nov 9 - Nov 10
enVision Hotel Boston Everett
A lobby with seating, a reception desk, and a refrigerator stocked with beverages.
A Holiday Inn Express & Suites building with a modern design, featuring a large sign, a covered entrance, and a landscaped front yard.
A coffee station with two coffee machines, a sign reading "UMUST. HAVE. COFFEE.", and various coffee-related items on shelves.
A coffee station with two coffee machines, a coffee press, and various coffee-related items on a counter.

8. Holiday Inn Express Chelmsford by IHG

Holiday Inn Express Chelmsford by IHG
Chelmsford
United States
John
CA $150
CA $167 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Express Chelmsford by IHG
A modern kitchen with stainless steel appliances, wooden cabinets, and a white countertop.
A kitchenette with a microwave, coffee machine, and trash bin.
Room
A Keurig coffee machine with a coffee pod holder and a tray with coffee cups.

9. Holiday Inn Express Boston North-Woburn by IHG

Holiday Inn Express Boston North-Woburn by IHG
Woburn
United States
GOUTHAM
CA $162
CA $181 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express Boston North-Woburn by IHG
A modern living room with a sofa, a dining table, and chairs. There is a kitchen area with cabinets and a microwave.
A covered outdoor seating area with a grill, chairs, and tables.
A hotel room with a bed, a sofa, a small table, a TV, and a window with curtains.
A multi-story hotel with a brick facade and a sign for 'Sonesta Simply Suites'.

10. Sonesta Simply Suites Boston Burlington

Sonesta Simply Suites Boston Burlington
Burlington
United States
Cara A
CA $135
CA $151 total
includes taxes & fees
Nov 8 - Nov 9
Sonesta Simply Suites Boston Burlington
A modern living room with a fireplace, seating area, and large windows.
A modern interior with a large artwork of a musician, seating areas, and large windows.
A modern hotel lobby with round tables, comfortable seating, large windows, and a view of the city.
A hotel room with a bed, a desk with a TV, a large window with curtains, and a city view.

11. Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston
Watertown
United States
Emma
CA $217
CA $242 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn & Suites Watertown Boston
A hotel room with a bed, bedside tables, a desk, a TV, and a wardrobe.
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.
A restaurant with tables and chairs, a television, and a fireplace.

12. The Northshore Hotel - Boston/Danvers

The Northshore Hotel - Boston/Danvers
Danvers
United States
Pamela
CA $141
CA $157 total
includes taxes & fees
Nov 2 - Nov 3
The Northshore Hotel - Boston/Danvers
A living room with a fireplace, a television mounted on the wall, and a large potted plant.
A reception area with a wooden reception desk, a potted plant, a clock, and a bench.
A hotel room with a kitchenette, a dining area, and a TV mounted on the wall.
An outdoor patio with a round table and chairs, a large umbrella, and a pool in the background.

13. Ramada by Wyndham Boston

Ramada by Wyndham Boston
Dorchester
United States
Nazli
CA $130
CA $151 total
includes taxes & fees
Nov 8 - Nov 9
Ramada by Wyndham Boston
A lobby with leather chairs, a table with a vase of flowers, a framed picture, and a staircase with yellow curtains.
A building with a brick facade, white columns, and a covered entrance.
A hotel room with a green armchair, a wooden dresser, a television, a desk with a computer, and a lamp.
A hotel room with two beds, a desk with a computer, a chair, and a TV.

14. Charles River Inn

Charles River Inn
Brighton
United States
Nancy
CA $206
CA $240 total
includes taxes & fees
Oct 25 - Oct 26
Charles River Inn
A lobby with two leather armchairs, a small table, a reception desk, and a wall-mounted sign reading 'Red Roof Plus'.
A hotel room with a large bed, a desk, a chair, a television, and a wardrobe.
A building with a distinctive red roof and illuminated signage reading 'Red Roof Plus'.
A compact kitchen with a refrigerator, a coffee machine, and a washing machine.

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

Red Roof Inn PLUS+ Boston - Woburn/ Burlington
Woburn
United States
REBECCA
CA $126
CA $141 total
includes taxes & fees
Nov 1 - Nov 2
Red Roof Inn PLUS+ Boston - Woburn/ Burlington
A spacious lobby with a high ceiling, wooden paneling, a large sofa, and a coffee table.
A hotel room with a four-poster bed, a desk with a laptop, a sofa, and a view of the city through the window.
An indoor swimming pool with a tiled floor, a wooden ceiling, and a seating area with orange cushions.
A bar area with a long counter, multiple stools, and a neon sign.

16. Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport
Revere
United States
James
CA $214
CA $248 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Inn & Suites Logan International Airport
Shared kitchen facilities
A modern lounge area with a large TV screen, comfortable seating, and a fireplace.
A modern dining area with high ceilings, large windows, and a prominent poster on the wall.
A modern lobby with large windows, multiple seating areas, and a visible staircase.

17. HI Boston - Hostel

HI Boston - Hostel
Bay Village
United States
Mairead
CA $320
CA $373 total
includes taxes & fees
Nov 9 - Nov 10
HI Boston - Hostel
A modern living room with a fireplace, a dining area, and a bar with stools.
A vending machine stocked with snacks and drinks, surrounded by shelves with packaged goods.
A gym with treadmills, elliptical machines, and free weights.
A modern waiting area with cushioned seating, a small table with a device, and a patterned wall.

18. Hampton Inn Boston Logan Airport Chelsea

Hampton Inn Boston Logan Airport Chelsea
Chelsea
United States
Nicole
CA $181
CA $202 total
includes taxes & fees
Nov 3 - Nov 4
Hampton Inn Boston Logan Airport Chelsea
A hallway with a door marked 'EXIT' and a sign indicating 'STAIR 2 FLOOR 1 No Roof Access'.
A hotel room with a bed, a desk, a television, and a window with curtains.
A lobby area with two red leather chairs, a small round table, a stone wall with a neon sign, and a framed picture.
A hotel room with a flat-screen TV mounted on the wall, a desk with a chair, a sofa, a small table, and a kitchenette area.

19. Red Roof Inn PLUS+ Boston - Logan

Red Roof Inn PLUS+ Boston - Logan
Saugus
United States
Kristy
CA $123
CA $138 total
includes taxes & fees
Nov 15 - Nov 16
Red Roof Inn PLUS+ Boston - Logan
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 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.
A marble wall with a decorative relief and a brass handrail.

20. Hotel Ivy Boston Common

Hotel Ivy Boston Common
Bay Village
United States
Tiffany
CA $206
CA $240 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Ivy Boston Common
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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
CA $256
CA $298 total
Nov 8 - Nov 9
includes taxes & fees
The Midtown Hotel MOD Collection by Sonesta
Hilton Garden Inn Tewksbury Andover

Hilton Garden Inn Tewksbury Andover

4 Highwood Drive Tewksbury MA
CA $121
CA $135 total
Nov 8 - Nov 9
includes taxes & fees
Hilton Garden Inn Tewksbury Andover
Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

50 Forbes Road Braintree MA
CA $161
CA $180 total
Nov 15 - Nov 16
includes taxes & fees
Hyatt Place Boston/Braintree
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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
An aerial view of a town with a lake, church steeples, and a bridge.

Top Winchester Hotel Reviews

Find out more about Winchester

Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Winchester, Winchester you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions.

Several of the best hotels with 2 Stars in Winchester are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. You won’t believe how inexpensive your next vacation can be when you settle in at a top two star hotel in Winchester.

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