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

Winchester Hotel Guide - 5 Stars Hotels in Winchester, Boston

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Check availability on Winchester 5 Star Hotels

Tonight
14 Sept - 15 Sept
Tomorrow
15 Sept - 16 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Winchester 5-star hotels

1. Encore Boston Harbor

Encore Boston Harbor
Everett
United States
Ryan
Rp5.781.691
Rp6.458.149 total
includes taxes & fees
12 Oct - 13 Oct
Encore Boston Harbor

2. Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport
Seaport District
United States
Dimas
Rp4.538.707
Rp6.003.148 total
includes taxes & fees
20 Sept - 21 Sept
Omni Boston Hotel at the Seaport

3. The Langham, Boston

The Langham, Boston
Downtown Boston
United States
Mark
Rp10.654.655
Rp12.407.346 total
includes taxes & fees
20 Sept - 21 Sept
The Langham, Boston

4. Boston Harbor Hotel

Boston Harbor Hotel
North End
United States
Dorothy
Rp14.041.257
Rp16.360.729 total
includes taxes & fees
11 Oct - 12 Oct
Boston Harbor Hotel

5. The Charles Hotel

The Charles Hotel
West Cambridge
United States
David
Rp7.928.120
Rp9.192.655 total
includes taxes & fees
2 Oct - 3 Oct
The Charles Hotel

6. The Newbury Boston

The Newbury Boston
Back Bay
United States
Farah
Rp12.824.154
Rp15.856.542 total
includes taxes & fees
20 Sept - 21 Sept
The Newbury Boston

7. Four Seasons Hotel One Dalton Street, Boston

Four Seasons Hotel One Dalton Street, Boston
Fenway–Kenmore
United States
Masooda
Rp12.679.920
Rp14.765.768 total
includes taxes & fees
21 Sept - 22 Sept
Four Seasons Hotel One Dalton Street, Boston

8. Raffles Boston

Raffles Boston
Back Bay
United States
Robinette
Rp15.427.236
Rp17.965.016 total
includes taxes & fees
20 Sept - 21 Sept
Raffles Boston

9. InterContinental Boston by IHG

InterContinental Boston by IHG
Downtown Boston
United States
John
Rp6.128.628
Rp7.936.680 total
includes taxes & fees
20 Sept - 21 Sept
InterContinental Boston by IHG

10. Mandarin Oriental, Boston

Mandarin Oriental, Boston
Back Bay
United States
Matthew
Rp15.612.152
Rp18.180.350 total
includes taxes & fees
4 Oct - 5 Oct
Mandarin Oriental, Boston

11. Four Seasons Hotel Boston

Four Seasons Hotel Boston
Bay Village
United States
Roxane
Rp17.170.725
Rp19.995.309 total
includes taxes & fees
20 Sept - 21 Sept
Four Seasons Hotel Boston

12. The Liberty, a Marriott Luxury Collection Hotel, Boston

The Liberty, a Marriott Luxury Collection Hotel, Boston
West End
United States
Gabrielle
Rp5.708.854
Rp7.162.305 total
includes taxes & fees
20 Sept - 21 Sept
The Liberty, a Marriott Luxury Collection Hotel, Boston

13. XV Beacon

XV Beacon
Beacon Hill
United States
Renee
Rp12.600.670
Rp14.673.482 total
includes taxes & fees
20 Sept - 21 Sept
XV Beacon

14. The Ritz-Carlton, Boston

The Ritz-Carlton, Boston
Downtown Boston
United States
Michael
Rp13.542.859
Rp15.770.827 total
includes taxes & fees
20 Sept - 21 Sept
The Ritz-Carlton, Boston

15. The Bell Inn

The Bell Inn
Peabody
United States
BARRY
Rp3.558.777
Rp3.975.153 total
includes taxes & fees
22 Sept - 23 Sept
The Bell Inn

16. Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett
Everett
United States
Trenthony
Luxury Apartments by Hyatus at Boston Everett

17. Luxury Apartments by Hyatus Boston Somerville

Luxury Apartments by Hyatus Boston Somerville
Inner Belt
United States
Yona
Luxury Apartments by Hyatus Boston Somerville
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Winchester.
Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
Rp4.737.359
Rp6.117.365 total
20 Sept - 21 Sept
includes taxes & fees
Seaport Hotel Boston
citizenM Boston Back Bay

citizenM Boston Back Bay

408 Newbury street Boston MA
Rp3.310.868
Rp3.855.505 total
20 Sept - 21 Sept
includes taxes & fees
citizenM Boston Back Bay
Harborside Inn Of Boston

Harborside Inn Of Boston

185 State St Boston MA
Rp5.214.617
Rp6.072.421 total
20 Sept - 21 Sept
includes taxes & fees
Harborside Inn Of Boston
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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

Encore Boston Harbor

Encore Boston Harbor

8/10 Good
"Only thing i wish they had was seating in the lobby area"
Ray 3-night trip
Posted 2 hours ago
Encore Boston Harbor
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

10/10 Excellent
"Good location, easy parking with valet out front, clean rooms, nice bathrooms"
Samantha 1-night trip
Posted 1 day ago
Omni Boston Hotel at the Seaport

Frequently asked questions

What are the best 5-star hotels in Winchester?
Encore Boston Harbour, The Liberty, a Marriott Luxury Collection Hotel, Boston and XV Beacon are some of the top 5-star hotels in Winchester, according to our customer reviews. These plush hotels rate highly for things like their location, amenities and guest services. Select your favourite and enjoy the best of it all.
How much does it cost to stay in a 5-star hotel in Winchester?
How much you pay for a 5-star hotel in Winchester can vary depending on the time of year you travel and how long you plan to be away, among a range of factors. Use our price per night filter and other search tools to find the best rate on a high-end getaway.
  • Search for the lowest price per night from Rp3.855.505
What makes a hotel 5 stars in Winchester?
In Winchester, a hotel is required to offer a certain number of high-end amenities to earn a 5-star rating. These can include on-site gyms, gourmet restaurants, saunas and spas, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their exceptional service. You can look forward to things like concierge services, nightly turn-down services and in-room massage. Some may also offer additional touches such as welcome gifts.

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