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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Winchester apartments

1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up)

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (377 reviews)
"Wonderful stay， convenient location "
United States
Junhu
The price is CA $161
CA $272 total
includes taxes & fees
Jun 3 - Jun 4
Temple Place Suites
TV

Beautiful 1BR near Fenway Park + Kenmore!

Beautiful 1BR near Fenway Park + Kenmore!
Fenway–Kenmore
The price is CA $164
CA $456 total
includes taxes & fees
Jun 7 - Jun 8
Beautiful 1BR near Fenway Park + Kenmore!
Interior

Enjoyable 2-bedroom lower level apartment in charming Lynn

Enjoyable 2-bedroom lower level apartment in charming Lynn
Lynn
9.4 out of 10, Exceptional, (6 reviews)
The price is CA $186
CA $347 total
includes taxes & fees
Jun 8 - Jun 9
Enjoyable 2-bedroom lower level apartment in charming Lynn
Fridge, microwave, oven, stovetop

Downtown Studio Apt, Perfect for Medical Workers

Downtown Studio Apt, Perfect for Medical Workers
Bay Village
5.4 out of 10, (15 reviews)
"Host was excellent, cleaning staff great"
United States
David W.
The price is CA $144
CA $414 total
includes taxes & fees
May 29 - May 30
Downtown Studio Apt, Perfect for Medical Workers
Dining

Warr15-1/1 · Comfy 1br, Minutes to Boston Common, 99 Walk score

Warr15-1/1 · Comfy 1br, Minutes to Boston Common, 99 Walk score
Bay Village
The price is CA $197
CA $512 total
includes taxes & fees
May 31 - Jun 1
Warr15-1/1 · Comfy 1br, Minutes to Boston Common, 99 Walk score
Desk, iron/ironing board, WiFi, bed sheets

Downtown Studio | Students Welcome | W/D in unit

Downtown Studio | Students Welcome | W/D in unit
Downtown Boston
10.0 out of 10, Exceptional, (1 review)
"Was worth the price all around"
United States
steven l.
The price is CA $173
CA $469 total
includes taxes & fees
Jun 7 - Jun 8
Downtown Studio | Students Welcome | W/D in unit
1 bedroom, desk, iron/ironing board, internet

Cozy Studio Steps from Boston Common and Theaters

Cozy Studio Steps from Boston Common and Theaters
Bay Village
7.6 out of 10, Good, (14 reviews)
"Perfect location, terrible cleanliness."
United States
Cristina
The price is CA $123
CA $387 total
includes taxes & fees
May 31 - Jun 1
Cozy Studio Steps from Boston Common and Theaters
Exterior

Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.0 out of 10, Very good, (17 reviews)
"Great location, check in and check out was easy. Clean space. Great value "
United States
David
The price is CA $131
CA $298 total
includes taxes & fees
May 31 - Jun 1
Free Parking at 1 Bed Basement Apt, Near BU & MIT
Terrace/patio

5 Mi to Salem: Furnished Patio at Danvers Studio!

5 Mi to Salem: Furnished Patio at Danvers Studio!
Danvers
9.8 out of 10, Exceptional, (24 reviews)
"Perfect stay!"
Canada
Billee
The price is CA $128
CA $298 total
includes taxes & fees
Jun 8 - Jun 9
5 Mi to Salem: Furnished Patio at Danvers Studio!
Interior

Bay Village Charming 1 Bedroom Apartment

Bay Village Charming 1 Bedroom Apartment
Bay Village
10.0 out of 10, Exceptional, (1 review)
"Great location and easy to navigate from check in to check out. Would stay again "
United States
Jennifer K.
The price is CA $138
CA $427 total
includes taxes & fees
Jun 7 - Jun 8
Bay Village Charming 1 Bedroom Apartment
TV

Prime Central 1brm in North End Boston

Prime Central 1brm in North End Boston
North End
9.6 out of 10, Exceptional, (25 reviews)
"Location was ideal and property was well-kept and organized. Definitely would recommend for future visits."
United States
Taye A.
The price is CA $249
CA $551 total
includes taxes & fees
May 31 - Jun 1
Prime Central 1brm in North End Boston
1 bedroom, iron/ironing board, WiFi, bed sheets

Primo North End Studio

Primo North End Studio
North End
9.2 out of 10, Wonderful, (14 reviews)
"Great place, amazing location!"
United States
Christopher W.
The price is CA $276
CA $572 total
includes taxes & fees
Jun 3 - Jun 4
Primo North End Studio
Smart TV

Hocus Pocus Season is here! Don’t miss it!

Hocus Pocus Season is here! Don’t miss it!
Salem
10.0 out of 10, Exceptional, (11 reviews)
"Great property!!!"
United States
Heather
The price is CA $155
CA $427 total
includes taxes & fees
May 31 - Jun 1
Hocus Pocus Season is here! Don’t miss it!
TV

Blissful South End Studio

Blissful South End Studio
Back Bay
9.4 out of 10, Exceptional, (3 reviews)
"Great place on a quiet street convenient to everything!"
United States
Penelope D.
The price is CA $191
CA $463 total
includes taxes & fees
May 31 - Jun 1
Blissful South End Studio
Interior

Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
Billerica
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful place that made our vacation even better. There were so many hidden gems and the amenities were abundant. "
United States
Elizabeth
The price is CA $149
CA $275 total
includes taxes & fees
May 28 - May 29
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
1 bedroom, desk, iron/ironing board, WiFi

Studio Awaits Your Next Stay!

Studio Awaits Your Next Stay!
Bay Village
9.2 out of 10, Wonderful, (5 reviews)
"Would stay again"
United States
mark p.
The price is CA $210
CA $388 total
includes taxes & fees
May 31 - Jun 1
Studio Awaits Your Next Stay!
Exterior

Awesome downtown location - walking distance to great restaurants, Boston Common, Southie + Seaport

Awesome downtown location - walking distance to great restaurants, Boston Common, Southie + Seaport
Downtown Boston
9.4 out of 10, Exceptional, (3 reviews)
"Location was awesome and central to the attractions. "
United States
Shelly B.
The price is CA $276
CA $692 total
includes taxes & fees
Jun 1 - Jun 2
Awesome downtown location - walking distance to great restaurants, Boston Common, Southie + Seaport
Exterior

Stylish Back Bay Retreat, Steps from Prudential

Stylish Back Bay Retreat, Steps from Prudential
Back Bay
8.8 out of 10, Excellent, (11 reviews)
"Excellent location for restaurants, shops, sightseeing. Lovely buzz around the area, with park & river close by to escape if necessary. Large lounge area to put your feet up between trips, and adequate glasses etc for drinks and nibbles between the treats at the bakeries and restaurants nearby."
United Kingdom
Jude
The price is CA $168
CA $412 total
includes taxes & fees
Jun 1 - Jun 2
Stylish Back Bay Retreat, Steps from Prudential
TV

Charming 1 Bedroom | Newbury Street

Charming 1 Bedroom | Newbury Street
Back Bay
The price is CA $311
CA $671 total
includes taxes & fees
Jun 24 - Jun 25
Charming 1 Bedroom | Newbury Street
Apartment (1 Bedroom) | Interior

1 Mi to Downtown: Salem Vacation Rental!

1 Mi to Downtown: Salem Vacation Rental!
3.0 star property
Salem
10.0 out of 10, Exceptional, (3 reviews)
"Great overall stay! "
United States
Tessa
The price is CA $160
CA $504 total
includes taxes & fees
Jun 11 - Jun 12
1 Mi to Downtown: Salem Vacation Rental!
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.
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Top Winchester Hotel Reviews

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

10/10 Excellent
"City center, close to everything. Very friendly staff as well."
ChaoHsin 2-night trip
Posted 2 hours ago
Club Quarters Hotel Faneuil Hall, Boston

Find out more about Winchester

Winchester Apartments information

Number of reviews
514
Accommodation
1399 Apartments
Lowest Price
CA $272
Highest Price
CA $692

Frequently asked questions

What's it like to stay at an apartment in Winchester?
There are plenty of places to stay with in the Boston area, with 4244 hotels and accommodations including 1699 apartments. Discover some favorite places in the larger area like Fenway Park and Encore Boston Harbor.
Why choose apartments instead of traditional hotels?
Often more spacious than a traditional hotel room, an apartment includes a kitchen for convenient home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for couples looking for something with a more local feel.
What's the best apartment I should consider for a stay in Winchester?
Listed below are some of the more popular apartments in the area: Temple Place Suites: Located in Boston, 7.7 mi/12.4 km from the heart of Winchester. Includes free WiFi. Access to onsite laundry facilities is available on site. Maverick Suites at 28 Fenway: Located 7.7 mi/12.5 km away in Boston. Free WiFi and Smart TVs are included. Onsite laundry facilities and concierge services are on site. Enjoyable 2-bedroom lower level apartment in charming Lynn: It's situated in Lynn, 10 mi/16 km away. Includes free WiFi and Smart TVs. Furnished Apts near Harvard Stadium: 6.1 mi/9.9 km away in Boston. Amenities include free WiFi. Bright 2BR by Boston Waterfront: It's located in Boston, 8 mi/12.8 km from Winchester. Includes free WiFi and Smart TVs.
What can I expect from the weather in Winchester?
Though weather is just one factor, it can really affect your travel plans, especially when you're planning an extended stay in Winchester. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 33°F. The snowiest months in Winchester are January, February, March, and April, with each month seeing an average of 5 inches of snowfall.
What should I see and do in Winchester?
Explore the area and family-friendly sights such as Winter Pond, or get out into nature at a spot like Boston Harbor. You'll find favorite places to visit like Fenway Park and Encore Boston Harbor in the larger area.
What's the best way to get to and around Winchester?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Bedford, MA (BED-Laurence G. Hanscom Field), which is located 7.7 mi (12.3 km) away from the city center. Otherwise, look for flights into Boston, MA (BNH-Boston Harbor Seaplane Base), which is 8.4 mi (13.5 km) away. To explore the surrounding area, hop aboard a train at Winchester Station or Winchester Wedgemere Station.

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