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Jun 7 - Jun 9

Top Winchester hotels

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4.5 out of 5
450 Summer Street, Boston, MA
Free Cancellation
Reserve now, pay when you stay
8.71 mi from city center
The price is $195 per night
$195
per night
Jul 3 - Jul 4
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this luxury hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. You'll appreciate the 24-hour gym, poolside bar, and snack bar/deli.
Pet friendly
Breakfast available
Omni Parker House

Omni Parker House

4 out of 5
60 School St, Boston, MA
Free Cancellation
Reserve now, pay when you stay
7.61 mi from city center
The price is $170 per night
$170
per night
Jul 4 - Jul 5
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and concierge services and wedding services are also offered.
Pet friendly
Breakfast available
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street, Boston, MA
Free Cancellation
Reserve now, pay when you stay
8.08 mi from city center
The price is $143 per night
$143
per night
Jun 16 - Jun 17
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a terrace are also on offer.
Pet friendly
Breakfast available
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane, Boston, MA
Free Cancellation
Reserve now, pay when you stay
8.64 mi from city center
The price is $242 per night
$242
per night
Jul 7 - Jul 8
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the steam room, bar/lounge, and concierge services.
Pet friendly
Breakfast available
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza, Boston, MA
Free Cancellation
Reserve now, pay when you stay
7.79 mi from city center
The price is $188 per night
$188
per night
Jul 1 - Jul 2
This eco-certified hotel's 2 restaurants, 3 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a garden, and a snack bar/deli are also on offer.
Pet friendly
Breakfast available
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street, Boston, MA
Free Cancellation
Reserve now, pay when you stay
7.82 mi from city center
The price is $226 per night
$226
per night
Jun 16 - Jun 17
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A coffee shop, a grocery/convenience store, and a library are also on offer.
Pet friendly
Breakfast available
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
505 Washington Street, Boston, MA
Free Cancellation
Reserve now, pay when you stay
7.77 mi from city center
The price is $215 per night
$215
per night
Jun 16 - Jun 17
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Valet parking, a business center, and a coffee shop are also offered.
Pet friendly
Breakfast available
The Langham, Boston

The Langham, Boston

5 out of 5
250 Franklin St, Boston, MA
Free Cancellation
Reserve now, pay when you stay
7.85 mi from city center
The price is $421 per night
$421
per night
Jul 7 - Jul 8
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.
Pet friendly
Breakfast available
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
80-120 Causeway Street, Boston, MA
Free Cancellation
Reserve now, pay when you stay
7.13 mi from city center
The price is $205 per night
$205
per night
Jul 1 - Jul 2
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A communal living room, express check-in, and express check-out are also on offer.
Breakfast available
Free WiFi
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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.

Seize your some day

Winchester Hotel & Travel Guide

Apartment and hotel choices are in abundance in Winchester. If you want to be within a 6-mile (10-kilometer) radius of Winchester, our comprehensive database contains at least 68 hotel options that match that criteria.

Read about many hotels you can stay at within a 3 miles (5 kilometers) drive from Winchester's downtown, including the Hyatt Place Boston/Medford and Hilton Boston/Woburn.

Have a look at the Mandarin Oriental Boston or the Four Seasons Hotel Boston. The Mandarin Oriental Boston is only 8 miles (13 kilometers) from the town center of Winchester. The Four Seasons Hotel Boston, is located just 8 miles (13 kilometers) away. The The Ritz-Carlton, Boston and also the Fifteen Beacon are alternative accommodation options worth looking into in Winchester.

The extended Eastern Massachusetts district is well worth seeing for yourself too. Explore Eastern Massachusetts's churches and art museums. Outdoorsy types should leave time to check out the region's coastal plains. Visitors in this pocket of United States of America adore snowboarding and skiing.

Cambridge is 5 miles (9 kilometers) south of Winchester and features Harvard Square and Harvard University. A few Travelocity-listed Cambridge hotels include the Fairmont Copley Plaza, Boston and The Charles Hotel. For another option, head to Natick, 16 miles (25 kilometers) to the southwest of Winchester, where you can choose from the Crowne Plaza Boston-Natick and Courtyard by Marriott Boston Natick. The Natick Collection and Cochituate State Park are some of the most popular sites to get to know in Natick.

During your vacation, spend a few hours enjoying the spectacle with some of Boston's spectators at a community game. Fenway Park is 8 miles (12 kilometers) to the south of Winchester. Anybody hoping to find a room or apartment near to the sporting action can compare between the Marriott Vacation Club Pulse at Custom House, Boston or the The Colonnade Hotel Back Bay.

Logan International Airport is 9 miles (14 kilometers) away from Winchester's urban core. Enlightened travelers who choose to find a room nearby can look into a convenient option in the InterContinental Boston or Kimpton Nine Zero Hotel.

Winchester hotels essential information

Accommodation
3,244 hotels
Lowest Price
$143
Highest Price
$421
Popular hotels
Omni Boston Hotel at the Seaport, Omni Parker House , The Revolution Hotel, Seaport Hotel Boston, Hilton Boston Park Plaza, The Dagny Boston, The Godfrey Hotel Boston, The Langham, Boston, citizenM Boston North Station

Frequently asked questions

What are the top kid-friendly hotels in Winchester?
From cool amenities to rooms with bunk beds, kid-friendly hotels are equipped with features that can help transform a nice family vacation into an amazing one. These Winchester properties make vacationing with your youngsters a piece of cake: Your crew will love staying at Private home near amazing downtown Woburn! Sleeps 9. A nearby theme park and a travel crib are just a few of the things that help make this property a popular option. Alternatively, spend your Winchester break at Sleep up to 4 Guest New Apt. 10 mins to Boston Easy to I-93. Make the most of a water park, a nearby theme park and more here.
Where can I find cheap hotels in Winchester?
At Travelocity you’ll find really nice hotels in Winchester at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winchester rather than in Winchester. We may find you even better rates, too.
How do I find the best Winchester hotel deals?
Simple! On Travelocity, look through the fantastic offers we’ve already found in Winchester then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Winchester?
The cheapest hotel in Winchester is $143. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Winchester?
There are 3,244 hotels in Winchester on Travelocity.
What are the best hotels in Winchester?
Winchester has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winchester for you!
When is the best time to visit Winchester?
If you want the joy of a fun-filled trip in peak season, visit Winchester during June, July and August. If you’d prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Winchester?
Based on historic data is usually the cheapest month to visit Winchester. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Winchester?
There are multiple hotels in Winchester that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winchester. We have plenty of kid-friendly hotels in Winchester to choose from on Travelocity!
Why book a hotel in Winchester through Travelocity?
Because we have the top hotels in Winchester! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Winchester on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Winchester hotel reviews by fellow wanderers

Hilton Boston Park Plaza

Hilton Boston Park Plaza

5 out of 5
Posted 7 hours ago
Travelocity Verified Review
"Conveniently located, and our room was quite large and nice, but the bathroom was tiny especially the shower."
A verified traveler stayed at Hilton Boston Park Plaza
Hilton Boston Park Plaza

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