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

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Check prices for these dates

Tonight
7 Oct - 8 Oct
Tomorrow
8 Oct - 9 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Winchester Oakwood

A row of brick townhouses with multiple stories, featuring balconies and large windows.
A neatly made bed with white linens and a dark headboard, flanked by two bedside tables with lamps and a small clock on one table.
A front-loading LG DirectDrive washing machine with a white laundry basket containing a blue detergent bottle and a white towel.
A modern kitchen with a stainless steel refrigerator, a built-in oven, and a microwave. There is a granite countertop, a sink, and a vase with green plants.

1. Oakwood at 234 Newbury

Oakwood at 234 Newbury
Back Bay
Oakwood at 234 Newbury
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Top Winchester Hotel Reviews

Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"Resort was very clean and well maintained. Parking was close and easily accessible.Room was spacious and well decorated with modern amenities and the large window gave a great view of the city. Power curtains, Alexa operated lights and TV, a tablet to conveniently control the room. Staff was attentive and helpful. The Casino had numerous table games, sports betting and slot machines. We are from out of state but would not hesitate to return if in the area."
David 2-night trip
Posted 10 hours ago
Encore Boston Harbor
Hilton Boston Park Plaza

Hilton Boston Park Plaza

8/10 Good
"Hotel was perfect location. Clean, rooms good - staff excellent"
Jane 1-night trip
Posted 10 hours ago
Hilton Boston Park Plaza
The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

8/10 Good
"Not good at all for pickup truck. Only 6 ft clearance and entrance and exit very steep"
suzanne 3-night trip
Posted 11 hours ago
The Midtown Hotel MOD Collection by Sonesta
citizenM Boston North Station

citizenM Boston North Station

10/10 Excellent
"Great concept, self check in and check out. Nice property, room was clean, nice bar and friendly staff. I’ll definitely be back."
Jason 1-night trip
Posted 12 hours ago
citizenM Boston North Station
Wyndham Boston Beacon Hill

Wyndham Boston Beacon Hill

8/10 Good
"Okay but dated. Drain in bathroom sink very slow, beds kind of small, several outlets didn't work and TV channel choices extremely limited. Location is great, central to everything. A Whole Foods next door tat we used a lot."
Lisa 3-night trip
Posted 15 hours ago
Wyndham Boston Beacon Hill
citizenM Boston Back Bay

citizenM Boston Back Bay

10/10 Excellent
"Clean, close to restaurants and shops. Friendly and helpful staff. Great stay."
Mylane 3-night trip
Posted 17 hours ago
citizenM Boston Back Bay
The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

8/10 Good
"Property was clean,modern and bright. Room was spacious and comfortable. Only problem we had was with the coffee machine. Overall, good stay in central location."
Maureen Norah 5-night trip
Posted 18 hours ago
The Westin Copley Place, Boston, a Marriott Hotel
Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel

10/10 Excellent
"Great location very helpful staff , we would definitely use this hotel again 👍"
Paul 4-night trip
Posted 20 hours ago
Copley Square Hotel, a FOUND Hotel

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