Winchester Hotels from S$111

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Check prices for these dates

Tonight
21 Mar - 22 Mar
Tomorrow
22 Mar - 23 Mar
This weekend
21 Mar - 23 Mar
Next weekend
28 Mar - 30 Mar

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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 S$183
includes taxes & fees
23 Mar - 24 Mar
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 S$211
includes taxes & fees
30 Mar - 31 Mar
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 S$177
includes taxes & fees
23 Mar - 24 Mar
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 S$180
includes taxes & fees
24 Mar - 25 Mar
The Wylie Inn and Conference Center at Endicott College
Salem Waterfront Hotel & Suites
Premium bedding, in-room safe, laptop workspace, blackout curtains

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 S$281
includes taxes & fees
23 Mar - 24 Mar
Salem Waterfront Hotel & Suites
Hawthorne Hotel
Desk, blackout curtains, iron/ironing board, free WiFi

Hawthorne Hotel

3.5 star property
9.4 out of 10, Exceptional, (1122)
"This is an old hotel and it is kept well. You can appreciate its history."
The price is S$222
includes taxes & fees
1 Apr - 2 Apr
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 S$207
includes taxes & fees
31 Mar - 1 Apr
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 S$203
includes taxes & fees
2 Apr - 3 Apr
The Hotel Salem
The Beverly
Front of property

The Beverly

3.0 star property
8.4 out of 10, Very good, (278)
"Comfortable,homey room. Very clean and welcoming. Staff was friendly and helpful with checking in. Will stay here every time I'm in the area and will recommend to others!"
The price is S$167
includes taxes & fees
23 Mar - 24 Mar
The Beverly
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 S$153
includes taxes & fees
23 Mar - 24 Mar
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, (2194)
"They have the best all inclusive breakfast with freshly squeezed orange juice every morning! Great shower water pressure & temperature. It’s located next to mall & many other businesses. Definitely will return!"
The price is S$175
includes taxes & fees
2 Apr - 3 Apr
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)
"The breakfast choices were very limited and they did not brought out enough food on the weekend days so we had to wait for them to make more because only a few people could eat at a time"
The price is S$157
includes taxes & fees
27 Mar - 28 Mar
Best Western Braintree Inn
Sonesta Select Boston Danvers
Terrace/patio

Sonesta Select Boston Danvers

3.0 star property
8.4 out of 10, Very good, (1002)
"Super close to the Logan Express, clean facility, friendly staff. "
The price is S$154
includes taxes & fees
15 Apr - 16 Apr
Sonesta Select Boston Danvers
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 S$171
includes taxes & fees
25 Mar - 26 Mar
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 gentleman at the front desk was great, but the property needed some tlc. there was a family in the room just above us and the child did nothing but run and jump and God knows what else it was LOUD! the elevator didn't work the last day and we had to carry our luggage downstairs which was no big deal...people were cooking in their rooms and it smelled awful...but the beds were comfortable for the little sleep we got!"
The price is S$116
includes taxes & fees
30 Mar - 31 Mar
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, (5185)
"The toilet didn't have water "
The price is S$170
includes taxes & fees
23 Mar - 24 Mar
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, (1440)
"Great Hotel. Needs more Food & Drink options-no room service"
The price is S$343
includes taxes & fees
23 Mar - 24 Mar
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, (1946)
"Very clean, quiet, good customer service. Nice area. "
The price is S$322
includes taxes & fees
27 Mar - 28 Mar
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, (2001)
"Rooms and pool area are great. Parking sucks. The resturaunt food wasnt that great but thats fine. Breakfeast bar was awesome."
The price is S$277
includes taxes & fees
27 Mar - 28 Mar
Embassy Suites Boston Logan Airport
Knights Inn Danvers
Breakfast meal

Knights Inn Danvers

2.0 star property
7.0 out of 10, Good, (1004)
"I did not have towel change and services for my 2 nights only one big towel for 2 nights "
The price is S$125
includes taxes & fees
23 Mar - 24 Mar
Knights Inn Danvers
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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Learn more about Winchester

Escape to Winchester! Enjoy its football, 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 traveller data. Two other options for your stay in 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, most hotel bookings are fully refundable if cancelled before the hotel’s cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

What are some accommodation options 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 on-site pool. View all hotels with pools in Winchester.

What is staying in Winchester like?

Visitors can enjoy all that Winchester has to offer, including the football 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 accommodation options to choose from. Find out more about Winchester.

What should I do while I'm visiting 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. Take a look at what more there is to see and do in Expedia's Winchester guide.

How can I get around Winchester?

To venture out into 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 temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Winchester are January, February, March and April, with each month seeing an average of 13 cm of snowfall.