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

Find 2 Star Hotels in Winchester, MA from $107

Check availability on Winchester 2 Star Hotels

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Sep 23 - Sep 24
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Sep 24 - Sep 25
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Winchester 2-star hotels

A modern reception area with a white desk, two computer monitors, a blue sofa, and a green chair.
An outdoor patio with wicker furniture and a fire pit.
A hotel lobby with a blue sofa, green armchairs, and a patterned rug.

1. Best Western Plus North Shore Hotel

Best Western Plus North Shore Hotel
Danvers
United States
Susan
$210 nightly
$235 total
Sep 30 - Oct 1
Total with taxes and fees
Best Western Plus North Shore Hotel
A living room with a fireplace, a television mounted on the wall, and a large potted plant.
A hotel room with a kitchenette, a dining area, and a TV mounted on the wall.
A reception area with a wooden reception desk, a potted plant, a clock, and a bench.
A hotel room with a bed, two bedside tables with lamps, a TV, a desk, and a chair.

2. Ramada by Wyndham Boston

Ramada by Wyndham Boston
Dorchester
$156 nightly
$182 total
Oct 1 - Oct 2
Total with taxes and fees
Ramada by Wyndham Boston
A hotel with a swimming pool, parking lot, and a view of a lake.
A modern lobby with a reception desk, seating area, and a staircase.
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 lobby with a reception desk, seating area, and a large mirror on the wall.

3. Lakeside Inn

Lakeside Inn
Wakefield
$137 nightly
$153 total
Sep 27 - Sep 28
Total with taxes and fees
Lakeside Inn
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 hallway with vending machines, including Pepsi, and a brick wall.
A reception area with a TV, a counter, a chair, and a view of the parking lot.

4. Motel 6 Danvers, MA - Boston North

Motel 6 Danvers, MA - Boston North
Danvers
United States
Yahaira
$130 nightly
$145 total
Sep 27 - Sep 28
Total with taxes and fees
Motel 6 Danvers, MA - Boston North
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 vase with yellow flowers.
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.

5. The Inn on Arsenal

The Inn on Arsenal
Watertown
United States
SEMORA
$126 nightly
$141 total
Sep 27 - Sep 28
Total with taxes and fees
The Inn on Arsenal
A modern kitchen with a bar area, wooden dining table, and bar stools.
A hotel room with a large bed, a headboard with a map, and a window with curtains.
A brick building with a sign reading "enVision Hotel" on the corner.
A spacious lounge area with seating, a fireplace, and a bookshelf.

6. enVision Hotel Boston Everett

enVision Hotel Boston Everett
Everett
United States
Hernando
$230 nightly
$256 total
Oct 4 - Oct 5
Total with taxes and fees
enVision Hotel Boston Everett
A marina with boats docked, a wooden walkway, and buildings in the background.
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.
A wooden pier with a gazebo, a view of the sunset, and a river.

7. Best Western Adams Inn Quincy-Boston

Best Western Adams Inn Quincy-Boston
Quincy
United States
Debra
$179 nightly
$200 total
Sep 28 - Sep 29
Total with taxes and fees
Best Western Adams Inn Quincy-Boston
A lobby with seating, a reception desk, and a refrigerator stocked with beverages.
A coffee station with two coffee machines, a sign reading "UMUST. HAVE. COFFEE.", and various coffee-related items on shelves.
A Holiday Inn Express & Suites building with a modern design, featuring a large sign, a covered entrance, and a landscaped front yard.
A hotel room with two beds, a wooden headboard, bedside lamps, a nightstand, and a phone.

8. Holiday Inn Express Chelmsford by IHG

Holiday Inn Express Chelmsford by IHG
Chelmsford
United States
Maria Del Carmen
$139 nightly
$155 total
Sep 27 - Sep 28
Total with taxes and fees
Holiday Inn Express Chelmsford by IHG
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 hotel sign with the name 'Northshore Hotel' and address '219 Newbury Street'.
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.

9. The Northshore Hotel - Boston/Danvers

The Northshore Hotel - Boston/Danvers
Danvers
United States
Steven
$139 nightly
$155 total
Sep 24 - Sep 25
Total with taxes and fees
The Northshore Hotel - Boston/Danvers
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.
A bar area with a long counter, multiple stools, and a neon sign.
An indoor swimming pool with a tiled floor, a wooden ceiling, and a seating area with orange cushions.

10. Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport
Revere
United States
Bradley
$323 nightly
$360 total
Oct 21 - Oct 22
Total with taxes and fees
Comfort Inn & Suites Logan International Airport
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 hotel room with a bed, a desk with a TV, a large window with curtains, and a city view.
A multi-story hotel with a modern design, featuring a prominent 'Hampton Inn' sign, a 'Buffalo Wild Wings' restaurant, and a 'Premier Dental' clinic.

11. Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston
Watertown
United States
Jose
$229 nightly
$255 total
Oct 4 - Oct 5
Total with taxes and fees
Hampton Inn & Suites Watertown Boston

12. Extended Stay America Suites Boston Burlington

Extended Stay America Suites Boston Burlington
Burlington
United States
David
$129 nightly
$144 total
Sep 24 - Sep 25
Total with taxes and fees
Extended Stay America Suites Boston Burlington
A modern kitchen with stainless steel appliances, wooden cabinets, and a white countertop.
A kitchenette with a microwave, coffee machine, and trash bin.
A coffee station with two espresso machines, a coffee display, and a sign that reads 'MUST HAVE COFFEE.'
A Keurig coffee machine with a coffee pod holder and a tray with coffee cups.

13. Holiday Inn Express Boston North-Woburn by IHG

Holiday Inn Express Boston North-Woburn by IHG
Woburn
United States
Greg
$145 nightly
$161 total
Sep 27 - Sep 28
Total with taxes and fees
Holiday Inn Express Boston North-Woburn by IHG
A hotel room with a bed, a sofa, a TV, a dresser, and a window with curtains.
A hallway with a vending machine stocked with snacks, a bench, and an exit sign.
A coffee station with coffee makers, disposable cups, and a microwave.

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

Red Roof Inn PLUS+ Boston - Woburn/ Burlington
Woburn
United States
John F
$130 nightly
$130 total
Sep 27 - Sep 28
Total with taxes and fees
Red Roof Inn PLUS+ Boston - Woburn/ Burlington
A hotel room with two beds, 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.
A hotel room with a flat-screen TV mounted on the wall, a small kitchenette with a refrigerator and microwave, a sofa, a coffee table, and a desk with a chair.

15. Red Roof Inn PLUS+ Boston - Logan

Red Roof Inn PLUS+ Boston - Logan
Saugus
United States
Angie
$139 nightly
$155 total
Sep 30 - Oct 1
Total with taxes and fees
Red Roof Inn PLUS+ Boston - Logan
A building entrance with a doormat, large windows, and potted plants.
A modern room with large windows, a round table, and four chairs.
A modern bedroom with a large bed, a desk with a chair, a flat-screen TV, and a framed picture on the wall.
A round table with a teapot and biscuits by a window with a view of a building with a tower.

16. Lark Hotels 907 Main

Lark Hotels 907 Main
Central Square
United States
Lorena
$268 nightly
$310 total
Oct 11 - Oct 12
Total with taxes and fees
Lark Hotels 907 Main
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 hotel room with a bed, a TV on a wooden stand, a desk with drawers, a microwave, and a mirror on the wall.

17. Hampton Inn Boston Logan Airport Chelsea

Hampton Inn Boston Logan Airport Chelsea
Chelsea
Canada
Galyna
$257 nightly
$287 total
Oct 18 - Oct 19
Total with taxes and fees
Hampton Inn Boston Logan Airport Chelsea
A lobby with leather chairs, a table with a vase of flowers, a framed picture, and a staircase with yellow curtains.
A hotel room with a red sofa, a wooden cabinet, a television, and a refrigerator.
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.

18. Charles River Inn

Charles River Inn
Brighton
United States
Nancy
$131 nightly
$153 total
Sep 28 - Sep 29
Total with taxes and fees
Charles River Inn
A hotel room with two red armchairs, a small round table, a floor lamp, and two potted plants.
A modern hotel room with a wooden floor, a large bed with patterned bedding, a desk with a chair, a flat-screen TV, and a window with curtains.
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.

19. Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West
Framingham
United States
Aiyanna
$96 nightly
$107 total
Sep 24 - Sep 25
Total with taxes and fees
Motel 6 Framingham, MA - Boston West
A modern living room with a sofa, a dining table, and chairs. There is a kitchen area with cabinets and a microwave.
A multi-story hotel with a brick facade and a sign for 'Sonesta Simply Suites'.
A covered outdoor seating area with a grill, chairs, and tables.
A modern kitchen with dark cabinets, a black refrigerator, a microwave, and a coffee maker. There is a light-colored dining table with two chairs.

20. Sonesta Simply Suites Boston Burlington

Sonesta Simply Suites Boston Burlington
Burlington
United States
Manuel
$123 nightly
$138 total
Sep 28 - Sep 29
Total with taxes and fees
Sonesta Simply Suites Boston Burlington
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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
$254 nightly
$296 total
Oct 4 - Oct 5
Total with taxes and fees
The Midtown Hotel MOD Collection by Sonesta
Hilton Garden Inn Tewksbury Andover

Hilton Garden Inn Tewksbury Andover

4 Highwood Drive Tewksbury MA
$104 nightly
$116 total
Oct 18 - Oct 19
Total with taxes and fees
9/10 Wonderful! (1,482 reviews)
Hilton Garden Inn Tewksbury Andover
The Revolution Hotel

The Revolution Hotel

40 Berkeley Street Boston MA
$269 nightly
$313 total
Oct 1 - Oct 2
Total with taxes and fees
The Revolution Hotel
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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

Find out more about Winchester

Winchester Motel Guide

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