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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Apartments in Winchester

Deluxe Studio | 1 bedroom, desk, iron/ironing board, free WiFi
Temple Place Suites

Temple Place Suites

2.5 star property
Downtown Boston
7.0 out of 10, Good, (316)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
The price is AED 316
AED 596 total
includes taxes & fees
3 Dec - 4 Dec
Temple Place Suites
Iron/ironing board, WiFi, bed sheets
The Chester: Hip, Renovated, South End

The Chester: Hip, Renovated, South End

2.0 star property
South End
10.0 out of 10, Exceptional, (2)
"Nice room. Good location "
United States
Abenamar A.
The price is AED 643
AED 1,383 total
includes taxes & fees
20 Nov - 21 Nov
The Chester: Hip, Renovated, South End
1 bedroom, WiFi
Modern North End Studio

Modern North End Studio

North End
9.0 out of 10, Wonderful, (10)
"Convenient location. Great restaurants. Perfect apatment for a couple. "
United States
Holly V.
The price is AED 455
AED 1,140 total
includes taxes & fees
9 Dec - 10 Dec
Modern North End Studio
1 bedroom, desk, iron/ironing board, WiFi
Studio Awaits Your Next Stay!

Studio Awaits Your Next Stay!

Bay Village
10.0 out of 10, Exceptional, (4)
"Would stay again"
United States
mark p.
The price is AED 459
AED 893 total
includes taxes & fees
20 Nov - 21 Nov
Studio Awaits Your Next Stay!
Exterior
Best Location Studio In Downtown Boston

Best Location Studio In Downtown Boston

Downtown Boston
10.0 out of 10, Exceptional, (1)
"In town to celebrate a special event."
United States
Pam P.
The price is AED 444
AED 884 total
includes taxes & fees
30 Nov - 1 Dec
Best Location Studio In Downtown Boston
Fridge, microwave, oven, stovetop
Prime Central 1brm in North End Boston

Prime Central 1brm in North End Boston

North End
9.6 out of 10, Exceptional, (25)
"Great location near the Old North Church and the Freedom Trail. Only a couple of blocks from the harbor. The host is very responsive and accommodating. "
United States
Crystal H.
The price is AED 525
AED 1,292 total
includes taxes & fees
26 Nov - 27 Nov
Prime Central 1brm in North End Boston
Studio in the Heart of Boston!

Studio in the Heart of Boston!

Downtown Boston
10.0 out of 10, Exceptional, (1)
"My stay was excellent! One of the best parts was how responsive the property management team was to communicate with me so quickly on the VRBO app."
United States
Landon W.
The price is AED 459
AED 902 total
includes taxes & fees
30 Nov - 1 Dec
Studio in the Heart of Boston!
Deluxe Studio Suite (2nd Floor - Unit 202) | 1 bedroom, individually furnished, iron/ironing board, free WiFi
Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway

3.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (315)
"Spotless room, spotless building, great staff, comfortable bed. "
United States
Patricia
The price is AED 377
AED 792 total
includes taxes & fees
10 Dec - 11 Dec
Maverick Suites at 28 Fenway
Exterior
Amazing price & location w parking -North End -Boston

Amazing price & location w parking -North End -Boston

North End
9.6 out of 10, Exceptional, (58)
"Great location that was very convenient to all we wanted to do. "
United States
Jacob B.
The price is AED 547
AED 1,379 total
includes taxes & fees
20 Dec - 21 Dec
Amazing price & location w parking -North End -Boston
1 bedroom, desk, iron/ironing board, WiFi
Hip & Chic Studio Awaits Your Stay!

Hip & Chic Studio Awaits Your Stay!

Bay Village
8.0 out of 10, Very Good, (1)
The price is AED 393
AED 851 total
includes taxes & fees
3 Dec - 4 Dec
Hip & Chic Studio Awaits Your Stay!
Beach
Swampscott! Walk Dtwn and beach

Swampscott! Walk Dtwn and beach

Swampscott
10.0 out of 10, Exceptional, (2)
"Great spot!"
United States
William
The price is AED 257
AED 738 total
includes taxes & fees
25 Nov - 26 Nov
Swampscott! Walk Dtwn and beach
1 bedroom, desk, iron/ironing board, WiFi
Perfect One Bedroom Stay In Downtown Boston!

Perfect One Bedroom Stay In Downtown Boston!

Downtown Boston
8.6 out of 10, Excellent, (17)
"Temple Place Suites was a great place to stay for our few days in Boston. We loved being across from Boston Commons, near great bakerys and cafes. It was a comfortable apartment with great space and plenty of amenities. Staff was great at communicating about check in, building codes and check out. Wished there were dish towels and wash cloths. Otherwise, it was great!!"
United States
Christine
The price is AED 492
AED 949 total
includes taxes & fees
1 Dec - 2 Dec
Perfect One Bedroom Stay In Downtown Boston!
Private kitchen
Perfetto North End 1brm

Perfetto North End 1brm

North End
10.0 out of 10, Exceptional, (11)
"The location was perfect - we would stay here again.The description and pictures are accurate."
United States
Kenna E.
The price is AED 533
AED 1,275 total
includes taxes & fees
23 Nov - 24 Nov
Perfetto North End 1brm
Fridge, microwave, oven, stovetop
Central Boston Beacon Hill 2brm

Central Boston Beacon Hill 2brm

Beacon Hill
9.2 out of 10, Wonderful, (20)
"Ideal location for a quick overnight visit—nestled right in Beacon Hill, just a short stroll from shops, restaurants, and the beautiful Charles River. A convenient and charming base for exploring the area."
United States
Susan Q.
The price is AED 826
AED 1,702 total
includes taxes & fees
21 Nov - 22 Nov
Central Boston Beacon Hill 2brm
1 bedroom, desk, iron/ironing board, WiFi
Private Studio In Boston's Bay Village!

Private Studio In Boston's Bay Village!

Bay Village
6.0 out of 10, (4)
"Great location for us! The bed was very comfortable! Thank you for communicating in a timely manner with us!"
United States
colleen R.
The price is AED 419
AED 845 total
includes taxes & fees
24 Nov - 25 Nov
Private Studio In Boston's Bay Village!
Private kitchen
3brm/1bath North End Gem

3brm/1bath North End Gem

North End
9.2 out of 10, Wonderful, (27)
"Amazing location. Very responsive host"
United States
Sydney N.
The price is AED 698
AED 1,786 total
includes taxes & fees
9 Dec - 10 Dec
3brm/1bath North End Gem
TV
Dwtn Beverly! 5 Min to Salem!

Dwtn Beverly! 5 Min to Salem!

Beverly
9.4 out of 10, Exceptional, (10)
"Great location! Big Space! Love it!"
United States
Megan H.
The price is AED 331
AED 841 total
includes taxes & fees
23 Nov - 24 Nov
Dwtn Beverly! 5 Min to Salem!
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, (2)
"Great overall stay! "
United States
Tessa
The price is AED 470
AED 1,126 total
includes taxes & fees
23 Nov - 24 Nov
1 Mi to Downtown: Salem Vacation Rental!
Interior
Bright Travel-friendly 1BR Downtown Condo | Perfect for Medical Tourism

Bright Travel-friendly 1BR Downtown Condo | Perfect for Medical Tourism

Chinatown
9.0 out of 10, Wonderful, (4)
"Great apartment location was very good too"
United States
luciana s.
The price is AED 591
AED 786 total
includes taxes & fees
14 Dec - 15 Dec
Bright Travel-friendly 1BR Downtown Condo | Perfect for Medical Tourism
Terrace/patio
Luxury 1 bedroom downtown appartment

Luxury 1 bedroom downtown appartment

2.0 star property
Government Center
10.0 out of 10, Exceptional, (2)
"This was absolutely phenomenal!! The apartment is immaculate, and the common areas are fabulous!! We used the outdoor deck and billiards table (on the 32nd floor, same floor the apartment is on.) Also, the "walk to all" location is great.Best of all, the unobstructed view is jaw dropping. Dina, the host, is delightful. Highly recommend this!!!"
United States
Paul G.
The price is AED 951
AED 1,490 total
includes taxes & fees
14 Dec - 15 Dec
Luxury 1 bedroom downtown appartment
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

Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport

10/10 Excellent
"I would recommend this Hampton inn to everyone..........It was convenient, clean, staff friendly, always smiling, food and drinks were fantastic, location was excellent. I will be going there in the future. Love Boston and surrounding area. "
Mary Ellen 4-night trip
Posted 16 hours ago
Hampton Inn Boston - Logan Airport

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 3959 hotels and accommodations including 2145 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. Beautiful studio in historic neighborhood of Boston. Super close to downtown!: It's situated in Boston, 9.5 mi/15.2 km away. Includes free WiFi. Apartments in Salem: 13.3 mi/21.4 km away in Salem. Free WiFi and separate dining areas are included. Amazing price & location w parking -North End -Boston: It's situated in Boston, 7.4 mi/12 km from Winchester.
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 Common. 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.