Cheap flights from Winchester

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Cheap round-trip flights from Winchester

The lowest prices found within the past 7 days from Winchester to were for one-way flights and CHF 222 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, 2 May - Sat, 9 May
BOS
Logan Intl.
SJU
Luis Munoz Marin Intl.
CHF 222 Return, found 2 days ago
CHF 222
Return
found 2 days ago
Select JetBlue Airways flight, departing Sat, 2 May from Logan Intl. to Luis Munoz Marin Intl., returning Sat, 9 May, priced at CHF 222 found 2 days ago
Sat, 2 May - Sat, 9 May
BOS
Logan Intl.
SJU
Luis Munoz Marin Intl.
CHF 245 Return, found 2 days ago
CHF 245
Return
found 2 days ago
Select JetBlue Airways flight, departing Sat, 2 May from Logan Intl. to Luis Munoz Marin Intl., returning Sat, 9 May, priced at CHF 245 found 2 days ago
Sat, 2 May - Sat, 9 May
BOS
Logan Intl.
SJU
Luis Munoz Marin Intl.
CHF 258 Return, found 2 days ago
CHF 258
Return
found 2 days ago
Select JetBlue Airways flight, departing Sat, 2 May from Logan Intl. to Luis Munoz Marin Intl., returning Sat, 9 May, priced at CHF 258 found 2 days ago
Sat, 2 May - Sat, 9 May
BOS
Logan Intl.
SJU
Luis Munoz Marin Intl.
CHF 262 Return, found 2 days ago
CHF 262
Return
found 2 days ago
Select United flight, departing Sat, 2 May from Logan Intl. to Luis Munoz Marin Intl., returning Sat, 9 May, priced at CHF 262 found 2 days ago
Sat, 2 May - Sat, 9 May
BOS
Logan Intl.
SJU
Luis Munoz Marin Intl.
CHF 269 Return, found 2 days ago
CHF 269
Return
found 2 days ago
Select American Airlines flight, departing Sat, 2 May from Logan Intl. to Luis Munoz Marin Intl., returning Sat, 9 May, priced at CHF 269 found 2 days ago
Sat, 2 May - Sat, 9 May
BOS
Logan Intl.
SJU
Luis Munoz Marin Intl.
CHF 271 Return, found 2 days ago
CHF 271
Return
found 2 days ago
Select JetBlue Airways flight, departing Sat, 2 May from Logan Intl. to Luis Munoz Marin Intl., returning Sat, 9 May, priced at CHF 271 found 2 days ago
Sat, 2 May - Sat, 9 May
BOS
Logan Intl.
SJU
Luis Munoz Marin Intl.
CHF 275 Return, found 2 days ago
CHF 275
Return
found 2 days ago
Select JetBlue Airways flight, departing Sat, 2 May from Logan Intl. to Luis Munoz Marin Intl., returning Sat, 9 May, priced at CHF 275 found 2 days ago
Sat, 2 May - Sat, 9 May
BOS
Logan Intl.
SJU
Luis Munoz Marin Intl.
CHF 282 Return, found 2 days ago
CHF 282
Return
found 2 days ago
Select JetBlue Airways flight, departing Sat, 2 May from Logan Intl. to Luis Munoz Marin Intl., returning Sat, 9 May, priced at CHF 282 found 2 days ago
Sat, 2 May - Sat, 9 May
BOS
Logan Intl.
SJU
Luis Munoz Marin Intl.
CHF 284 Return, found 2 days ago
CHF 284
Return
found 2 days ago
Select United flight, departing Sat, 2 May from Logan Intl. to Luis Munoz Marin Intl., returning Sat, 9 May, priced at CHF 284 found 2 days ago
Sat, 2 May - Sat, 9 May
BOS
Logan Intl.
SJU
Luis Munoz Marin Intl.
CHF 318 Return, found 2 days ago
CHF 318
Return
found 2 days ago
Select Delta flight, departing Sat, 2 May from Logan Intl. to Luis Munoz Marin Intl., returning Sat, 9 May, priced at CHF 318 found 2 days ago
Sat, 2 May - Sat, 9 May
BOS
Logan Intl.
SJU
Luis Munoz Marin Intl.
CHF 352 Return, found 2 days ago
CHF 352
Return
found 2 days ago
Select United flight, departing Sat, 2 May from Logan Intl. to Luis Munoz Marin Intl., returning Sat, 9 May, priced at CHF 352 found 2 days ago
Sat, 2 May - Sat, 9 May
BOS
Logan Intl.
SJU
Luis Munoz Marin Intl.
CHF 386 Return, found 2 days ago
CHF 386
Return
found 2 days ago
Select American Airlines flight, departing Sat, 2 May from Logan Intl. to Luis Munoz Marin Intl., returning Sat, 9 May, priced at CHF 386 found 2 days ago
Winchester Flight Information
Origin airport IATA code
BOS
Return price
CHF 216

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Flights from Winchester- Ebookers: low priced flights from Winchester

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Low priced flights from Winchester on Ebookers

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Featured Hotels near Winchester

The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
Our customers tell us they can't get enough of The Colonial Hotel's great location. During your stay, you'll be within walking distance of Dunn State Park. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.
8.8/10 Excellent! (1,008 reviews)
This property needs a serious update. The property looks tired. Attempted to use the fitness room and it was dirty and much of the equipment was unusable. The pool and jacuzzi were closed and looked disgusting. The common areas and room felt unclean

Reviewed on 2 Mar 2026

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Opens in a new windowThe Colonial Hotel
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
1186 Putney Road Brattleboro VT
The price is CHF 96 per night from 15 Mar to 16 Mar
CHF 96
15 Mar - 16 Mar
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Comfort Inn & Suites Brattleboro I-91. During your stay, you're just a quick walk from Connecticut River. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.
8.6/10 Excellent! (779 reviews)
I liked it a lot for the one night stop

Reviewed on 5 Mar 2026

Opens in a new windowComfort Inn & Suites Brattleboro I-91
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
The price is CHF 100 per night from 8 Mar to 9 Mar
CHF 100
8 Mar - 9 Mar
includes taxes & fees
Our customers tell us that they can't get enough of the free breakfast at Best Western Plus Keene Hotel. During your stay, you'll be within walking distance of Keene State College. Enjoy features like free WiFi in public areas and free self-parking, plus an indoor pool. This property offers pet-friendly amenities, such as an off-lead area.
8.4/10 Very Good! (1,002 reviews)
The room was not clean. There was a big spill of some kind of oil on the nightstand. Really gross!!!

Reviewed on 23 Feb 2026

Opens in a new windowBest Western Plus Keene Hotel
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Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
The price is CHF 90 per night from 15 Mar to 16 Mar
CHF 90
15 Mar - 16 Mar
includes taxes & fees
Our customers tell us that they enjoy the free breakfast at Hampton Inn Brattleboro. During your stay, you'll be within walking distance of Brattleboro Bowl. Features include free WiFi in public areas and free self-parking, plus an indoor pool.
8.2/10 Very Good! (948 reviews)
Staff and clean room

Reviewed on 22 Feb 2026

Opens in a new windowHampton Inn Brattleboro
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road Brattleboro VT
The price is CHF 65 per night from 8 Mar to 9 Mar
CHF 65
8 Mar - 9 Mar
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at The Covered Bridge Inn. During your stay, you're just a quick walk from United States Navy Seabee Bridge. Free WiFi in public areas and free self-parking are available.
7.6/10 Good! (1,002 reviews)
My room was clean and spacious. Bed was very comfortable. Mini fridge and microwave a big plus! I normally stay at a different hotel when I come up to visit my family but I decided to try this hotel. I wasn't sure how it would be but I was pleasantly surprised! Clean, quiet and the gentleman who ...

Reviewed on 27 Feb 2026

Opens in a new windowThe Covered Bridge Inn
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd Brattleboro VT
The price is CHF 81 per night from 8 Mar to 9 Mar
CHF 81
8 Mar - 9 Mar
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Colonial Motel And Spa. During your stay, you're just a quick walk from Brattleboro Bowl. Features include free WiFi in public areas and free self-parking, plus 2 indoor pools.
6.8/10 (1,005 reviews)
There are two sections to the property. We asked to switch rooms because it smelled moldy on the one side. The other was in much better conditions, no smell, rooms very large, and clean. The pool is run by another company and they are strict about pool hours.

Reviewed on 2 Mar 2026

Opens in a new windowColonial Motel And Spa
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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.

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