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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare Apartments in Winchester with updated reviews, rates, and availability.

The Revolution Hotel
Deluxe Room, 2 Double Beds (Bath in Room) | Premium bedding, down comforters, pillowtop beds, in-room safe

The Revolution Hotel

3.5 star property
8.8 out of 10, Excellent, (1989)
"Stayed in a Lofts suite, which was excellent for us. The staff at the front desk were nice and very helpful. "
The price is AED 657
AED 766 total
includes taxes & fees
6 Apr - 7 Apr
The Revolution Hotel
Harborside Inn Of Boston
Front of property

Harborside Inn Of Boston

4.0 star property
9.2 out of 10, Wonderful, (5000)
"Great location near Quincy market. Walkable. Affordable. The design of the room was to really cute and the bed was comfortable. Was not offered the VIP wine that was advertised for booking thru hotels. Com. Fast check in. Only real complaint is that the heater made the room really dry and I woke up with a bad headache"
The price is AED 768
AED 894 total
includes taxes & fees
6 Apr - 7 Apr
Harborside Inn Of Boston
citizenM Boston Back Bay
Exterior

citizenM Boston Back Bay

4.0 star property
9.4 out of 10, Exceptional, (948)
"CitizenM never disappoints "
The price is AED 639
AED 744 total
includes taxes & fees
13 Apr - 14 Apr
citizenM Boston Back Bay
Omni Boston Hotel at the Seaport
View from room

Omni Boston Hotel at the Seaport

4.0 star property
9.2 out of 10, Wonderful, (3363)
"Property was great. Staff are great. Room immaculate. Unfortunately there was 2 conventions when there so it was hard for a solo traveller to avail of the property amenites as it was over run. Has to go out to eat each night which was unfortunate."
The price is AED 772
AED 1,027 total
includes taxes & fees
4 May - 5 May
Omni Boston Hotel at the Seaport
The Godfrey Hotel Boston
Peruvian cuisine

The Godfrey Hotel Boston

4.0 star property
9.4 out of 10, Exceptional, (3876)
"The propert looks and feels good - staff are friendly, responsive & attentive. The decor is lovely. And the location is fantastic. Very pleased & would definitely stay here again."
The price is AED 657
AED 937 total
includes taxes & fees
13 Apr - 14 Apr
The Godfrey Hotel Boston
citizenM Boston North Station
Interior

citizenM Boston North Station

4.0 star property
9.2 out of 10, Wonderful, (3276)
"The staff was super great, nice and friendly."
The price is AED 621
AED 723 total
includes taxes & fees
27 Apr - 28 Apr
citizenM Boston North Station
Seaport Hotel Boston
Exterior

Seaport Hotel Boston

4.0 star property
9.6 out of 10, Exceptional, (2880)
"Great stay and service "
The price is AED 1,043
AED 1,233 total
includes taxes & fees
4 May - 5 May
Seaport Hotel Boston
The Dagny Boston
Interior detail

The Dagny Boston

4.0 star property
9.4 out of 10, Exceptional, (5652)
"Exceptional staff great property. Perfect location "
The price is AED 731
AED 979 total
includes taxes & fees
13 Apr - 14 Apr
The Dagny Boston
The Westin Boston Seaport District
Restaurant

The Westin Boston Seaport District

4.0 star property
9.0 out of 10, Wonderful, (1816)
"We will definitely stay here again!"
The price is AED 694
AED 937 total
includes taxes & fees
13 Apr - 14 Apr
The Westin Boston Seaport District
Copley Square Hotel, a FOUND Hotel
Front of property

Copley Square Hotel, a FOUND Hotel

4.0 star property
8.6 out of 10, Excellent, (3559)
"The Reception staff and the manager were great. Very Friendly, Very Helpful. I needed toothpaste and a toothbrush - they had it and gave it to me free. I needed a fork and knife to cut up my Mike's Cannolis and they had it. "
The price is AED 566
AED 659 total
includes taxes & fees
13 Apr - 14 Apr
Copley Square Hotel, a FOUND Hotel
Encore Boston Harbor
Apartment, 2 Bedrooms | Premium bedding, down comforters, pillowtop beds, minibar

Encore Boston Harbor

5.0 star property
9.6 out of 10, Exceptional, (2855)
"I like everything about this place"
The price is AED 1,026
AED 1,146 total
includes taxes & fees
27 Apr - 28 Apr
Encore Boston Harbor
Hilton Boston Park Plaza
Exterior

Hilton Boston Park Plaza

4.0 star property
8.4 out of 10, Very Good, (3361)
"Hugh hotel in the middle of a pretty green area. Walking distance to shopping area, park and harbor "
The price is AED 653
AED 910 total
includes taxes & fees
27 Apr - 28 Apr
Hilton Boston Park Plaza
Hyatt Place Boston/Seaport District
Bar (on property)

Hyatt Place Boston/Seaport District

3.0 star property
9.4 out of 10, Exceptional, (1978)
"Staff was super helpful. They found me a room at 10 AM!"
The price is AED 841
AED 980 total
includes taxes & fees
13 Apr - 14 Apr
Hyatt Place Boston/Seaport District
Hampton Inn & Suites Boston Crosstown Center
Reception

Hampton Inn & Suites Boston Crosstown Center

3.0 star property
7.8 out of 10, Good, (1083)
"The T was much further away than I was led to expect and no one suggested the bus options that I did not find out about until my last day."
The price is AED 514
AED 598 total
includes taxes & fees
13 Apr - 14 Apr
Hampton Inn & Suites Boston Crosstown Center
Four Points by Sheraton Boston Newton
Room, 2 Queen Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

Four Points by Sheraton Boston Newton

3.5 star property
8.4 out of 10, Very Good, (2745)
"Convenient price"
The price is AED 365
AED 408 total
includes taxes & fees
6 Apr - 7 Apr
Four Points by Sheraton Boston Newton
Hyatt Regency Boston
Miscellaneous

Hyatt Regency Boston

4.0 star property
9.0 out of 10, Wonderful, (1402)
"Thank you for treating us so nicely for our anniversary!! "
The price is AED 599
AED 826 total
includes taxes & fees
13 Apr - 14 Apr
Hyatt Regency Boston
Found Hotel Boston Common
Standard Room, 1 Queen Bed | Premium bedding, in-room safe, iron/ironing board, free WiFi

Found Hotel Boston Common

2.5 star property
8.4 out of 10, Very Good, (1186)
"good"
The price is AED 566
AED 659 total
includes taxes & fees
6 Apr - 7 Apr
Found Hotel Boston Common
The Colonnade Hotel Back Bay
Seasonal outdoor pool, cabanas (surcharge), pool umbrellas

The Colonnade Hotel Back Bay

4.0 star property
9.0 out of 10, Wonderful, (1737)
"Always my to go place to stay"
The price is AED 1,037
AED 1,336 total
includes taxes & fees
22 Apr - 23 Apr
The Colonnade Hotel Back Bay
La Quinta Inn & Suites by Wyndham Boston Somerville
Exterior

La Quinta Inn & Suites by Wyndham Boston Somerville

3.0 star property
7.6 out of 10, Good, (2572)
"The ladies at the front desk were amazing. Made sure all our needs were taken care of, from early check in to early departure to the airport. We will defiantly book this hotel when we return to Boston. "
The price is AED 493
AED 550 total
includes taxes & fees
7 Apr - 8 Apr
La Quinta Inn & Suites by Wyndham Boston Somerville
Boston Marriott Copley Place
Pillowtop beds, in-room safe, desk, iron/ironing board

Boston Marriott Copley Place

4.0 star property
9.0 out of 10, Wonderful, (1505)
"No hot tub- pool was cold."
The price is AED 878
AED 1,151 total
includes taxes & fees
13 Apr - 14 Apr
Boston Marriott Copley Place
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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Other property types in Winchester

Sonder 907 Main
Interior

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (452)
"Beautiful! What an incredible stay. Completely loved it."
The price is AED 587
AED 680 total
includes taxes & fees
13 Apr - 14 Apr
Sonder 907 Main
Maverick Suites at 28 Fenway
Deluxe Studio Suite (2nd Floor - Unit 202) | Living area | 50-inch Smart TV with satellite channels, Netflix, Hulu

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (176)
"Amazing stay, thank you!"
The price is AED 375
AED 790 total
includes taxes & fees
6 Apr - 7 Apr
Maverick Suites at 28 Fenway
Temple Place Suites
Deluxe Studio | Desk, iron/ironing board, free WiFi, bed sheets

Temple Place Suites

2.5 star property
6.8 out of 10, (194)
"The bed is super comfortable, self check in instructions are clear. Microwave, fridge, hairdryer and coffee maker all work excellently. The only downside is the shower hot water takes forever to start, and the heater is very noisy. It’s also close to the road, so the noises from the construction and roads are very noisy. Love the fact there’s elevator. "
The price is AED 436
AED 704 total
includes taxes & fees
24 Apr - 25 Apr
Temple Place Suites
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.

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 3746 hotels and accommodations including 2055 apartments. Discover some favorite places in the larger area like TD Garden and Fenway Park.
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: Maverick Suites at 28 Fenway: Located in Boston, 7.7 mi/12.5 km from the heart of Winchester. Includes free WiFi and Smart TVs. Onsite laundry facilities and concierge services are on site. Temple Place Suites: Located 7.7 mi/12.4 km away in Boston. Amenities include free WiFi. Access to onsite laundry facilities is available 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. Beautiful Retreat close to Downtown Boston. Pets friendly.: 12.3 mi/19.8 km away in Boston. Free WiFi, private balconies, and separate dining areas are included. The Chester Hotel: It’s located in Boston, 8.3 mi/13.4 km from Winchester. Includes free WiFi, premium mattresses, 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?
Family-friendly attractions include Winter Pond, whereas Middlesex Fells Reservation is a spot to enjoy the outdoors. You’ll find favorite places to visit like TD Garden and Fenway Park 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.