Winchester Hotels

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Tonight
Mar 22 - Mar 23
Tomorrow
Mar 23 - Mar 24
Next weekend
Mar 28 - Mar 30
In two weeks
Apr 4 - Apr 6

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Winchester hotels

Nantasket Beach Hotel
Beach nearby

Nantasket Beach Hotel

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Vey clean, great location"
The price is P7,173
P7,869 total
includes taxes & fees
Mar 23 - Mar 24
Nantasket Beach Hotel
Nantasket Beach Resort
Exterior

Nantasket Beach Resort

3.0 star property
8.4 out of 10, Very Good, (1002)
"nice proper4ty"
The price is P7,079
P9,107 total
includes taxes & fees
Mar 23 - Mar 24
Nantasket Beach Resort
The Hotel Marblehead
Aerial view

The Hotel Marblehead

3.5 star property
9.2 out of 10, Wonderful, (341)
"A great place to stay in a beautiful old building! Love all the original details! Quiet and relaxing. I'd love to see it in the summer! "
The price is P6,823
P7,622 total
includes taxes & fees
Mar 23 - Mar 24
The Hotel Marblehead
The Wylie Inn and Conference Center at Endicott College
Beach nearby

The Wylie Inn and Conference Center at Endicott College

3.5 star property
9.0 out of 10, Wonderful, (1021)
"This is a great safe spot to stay near Boston. Great parking, great service even that the hotel was under construction. "
The price is P6,920
P7,730 total
includes taxes & fees
Mar 25 - Mar 26
The Wylie Inn and Conference Center at Endicott College
Salem Waterfront Hotel & Suites
Premium bedding, in-room safe, laptop workspace, blackout drapes

Salem Waterfront Hotel & Suites

3.5 star property
9.0 out of 10, Wonderful, (1000)
"The hotel is beautiful. The room decor is all nautical theme and it's great. We had room service, and the food was wonderful. My only issue, I asked for butter twice for my breakfast and never received any. But this hotel is close to everything and super comfortable. "
The price is P10,837
P12,105 total
includes taxes & fees
Mar 23 - Mar 24
Salem Waterfront Hotel & Suites
Hawthorne Hotel
Desk, blackout drapes, iron/ironing board, free WiFi

Hawthorne Hotel

3.5 star property
9.4 out of 10, Exceptional, (1124)
"I love the history of hotel and amazing service "
The price is P8,830
P9,864 total
includes taxes & fees
Mar 24 - Mar 25
Hawthorne Hotel
The Cove At Salem
Exterior

The Cove At Salem

3.0 star property
9.4 out of 10, Exceptional, (458)
"Beautiful place and nice people"
The price is P7,970
P8,903 total
includes taxes & fees
Mar 24 - Mar 25
The Cove At Salem
The Hotel Salem
Bar (on property)

The Hotel Salem

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Great experience!"
The price is P7,970
P8,903 total
includes taxes & fees
Mar 24 - Mar 25
The Hotel Salem
Howard Johnson by Wyndham Quincy/Boston
Front of property

Howard Johnson by Wyndham Quincy/Boston

2.0 star property
7.8 out of 10, Good, (1003)
"Just was an incredible explanation "
The price is P5,870
P6,557 total
includes taxes & fees
Mar 23 - Mar 24
Howard Johnson by Wyndham Quincy/Boston
Hyatt Place Boston/Braintree
Reception

Hyatt Place Boston/Braintree

3.5 star property
9.0 out of 10, Wonderful, (2200)
"Good location. Nice people. "
The price is P6,751
P7,541 total
includes taxes & fees
Apr 2 - Apr 3
Hyatt Place Boston/Braintree
Best Western Braintree Inn
Exterior

Best Western Braintree Inn

2.5 star property
8.0 out of 10, Very Good, (1005)
"My reservation was lost, but the manager helped me figure everything out and made sure my family and I had a room for the night. I was very impressed with the service and greatly appreciate the effort management made. I highly recommend this hotel!"
The price is P6,287
P7,023 total
includes taxes & fees
Mar 30 - Mar 31
Best Western Braintree Inn
Sonesta Select Boston Danvers
Terrace/patio

Sonesta Select Boston Danvers

3.0 star property
8.6 out of 10, Excellent, (1004)
"This property was easy to get to and close to my destination. It was a very good value for the price. Staff was friendly and courteous, and the rooms were clean. "
The price is P5,791
P6,469 total
includes taxes & fees
Mar 30 - Mar 31
Sonesta Select Boston Danvers
SpringHill Suites by Marriott Boston Logan Airport Revere Beach
Desk, blackout drapes, iron/ironing board, free WiFi

SpringHill Suites by Marriott Boston Logan Airport Revere Beach

3.5 star property
8.8 out of 10, Excellent, (1159)
"It is my favorite "
The price is P6,766
P7,558 total
includes taxes & fees
Mar 30 - Mar 31
SpringHill Suites by Marriott Boston Logan Airport Revere Beach
Best Western Adams Inn Quincy-Boston
Marina

Best Western Adams Inn Quincy-Boston

2.5 star property
7.2 out of 10, Good, (1006)
"Elsa was exceptionally helpful and deserves a raise. She got together a to-go breakfast for us "
The price is P6,583
P7,353 total
includes taxes & fees
Mar 26 - Mar 27
Best Western Adams Inn Quincy-Boston
Extended Stay America Suites Boston Peabody
Lobby

Extended Stay America Suites Boston Peabody

2.5 star property
6.8 out of 10, (1001)
"The man working the front desk was very friendly and helpful. I was disappointed in the breakfast. Nothing hot, prepackaged muffins, Nutrigrain bars and instant oatmeal and only paper cups, no bowls. Only coffee, no juice or tea. No paper plates or napkins. The room itself was ok. Beds very comfortable. "
The price is P4,739
P5,294 total
includes taxes & fees
Mar 30 - Mar 31
Extended Stay America Suites Boston Peabody
Hampton Inn Boston - Logan Airport
Lobby

Hampton Inn Boston - Logan Airport

3.0 star property
8.2 out of 10, Very Good, (5189)
"All staff were polite and helpful. It was wonderful to just be able to order from the restaurant down in the lobby. Shuttle to airport was on time and quick. "
The price is P6,775
P7,567 total
includes taxes & fees
Mar 30 - Mar 31
Hampton Inn Boston - Logan Airport
Hyatt Regency Boston Harbor
Sports facility

Hyatt Regency Boston Harbor

4.0 star property
9.2 out of 10, Wonderful, (1441)
"Short stay but reasonable prices. Room VERY CLEAN AND COMFORTABLE. They provide amenities that the other hotels will charge you for. It’s just a little weird to get there but it’s really fast to get to the airport"
The price is P11,411
P14,721 total
includes taxes & fees
Mar 23 - Mar 24
Hyatt Regency Boston Harbor
Hyatt Place Boston/Seaport District
Bar (on property)

Hyatt Place Boston/Seaport District

3.0 star property
9.4 out of 10, Exceptional, (1948)
"Nice place, in a very cool and recently gentrified area. Lots of amenities and one of the best Boston lobster roll place located across the way. Staff really nice. One thing to note, rooms are not soundproof, its not a noisy/party area, however the Boston Celtics beat the Lakers one of the nights and I could hear a lot of noise - not the hotels fault but just note its not soundproof. Great location, nice breakfast, Bianca and Bob were fantastic and welcoming. Would recommend and stay again. "
The price is P11,881
P13,835 total
includes taxes & fees
Mar 27 - Mar 28
Hyatt Place Boston/Seaport District
Embassy Suites Boston Logan Airport
Bar (on property)

Embassy Suites Boston Logan Airport

3.5 star property
8.6 out of 10, Excellent, (2003)
"Great place to stay. Picked up and dropped off at the airport. They even stored our bags because we had a late flight."
The price is P9,970
P11,897 total
includes taxes & fees
Mar 30 - Mar 31
Embassy Suites Boston Logan Airport
Seaport Hotel Boston
Exterior

Seaport Hotel Boston

4.0 star property
9.6 out of 10, Exceptional, (2864)
"Great location,clean, service. Nice hotel"
The price is P14,646
P17,341 total
includes taxes & fees
Mar 28 - Mar 29
Seaport Hotel Boston
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.
Don't see what you're looking for?
See all available properties in Winchester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Winchester

Escape to Winchester! Enjoy its soccer, wildlife, and lake views.

See all hotels in Winchester

Frequently asked questions

What's the best place to stay in Winchester?

Located 8.6 mi (13.9 km) from the heart of Winchester, Seaport Hotel Boston is a top choice for your stay based on our traveler data. Other good options for your trip to the area are Harborside Inn Of Boston and citizenM Boston Back Bay. See all available top hotels, or vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes! You'll find that most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

Where can I learn more about changing or cancelling my trip to Winchester?

To access more information about picking new dates or cancelling your trip to Winchester, head over to our customer service page.

What are some accommodations with pools in Winchester?

Embassy Suites Boston Logan Airport: 3.5-star hotel located near New England Aquarium. Features a snack bar, an indoor pool, and free buffet breakfast. Seaport Hotel Boston and Hilton Boston Logan Airport are two additional hotels with an onsite pool. View all hotels with pools in Winchester.

What's the best hotel for staying near Logan International Airport (BOS)?

Hilton Boston Logan Airport is a popular 4-star hotel featuring a restaurant and an indoor pool. It's located a short 0.2 mi (0.4 km) from Logan Intl. Airport. Other accommodations close to the airport are Hyatt Regency Boston Harbor and Embassy Suites Boston Logan Airport.

What is staying in Winchester like?

Visitors can enjoy all that Winchester has to offer including the soccer matches and lake views. TD Garden, Fenway Park, and New England Aquarium are some of the top sights around the area. In Winchester, there are 3 hotels and other accommodations to choose from. Find out more about Winchester.

What are the top places to visit in Winchester?

The picturesque setting of Middlesex Fells Reservation and Winter Pond exemplify the area's natural beauty. Additionally, you'll find TD Garden and Fenway Park in the area. Check out what more to see and do in Expedia's Winchester guide.

How should I get around Winchester?

To see more of the surrounding area, ride one of the trains from Winchester Station or Winchester Wedgemere Station. If you want to venture out around the area, you may want a rental car in Winchester for your journey.

What's the weather like 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.