Book Guest Houses in Winthrop, MA
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Guest Houses in Winthrop

Copley House
239 W Newton St Boston MA
Free Cancellation
Reserve now, pay when you stay
$140 nightly
The price is $161 total per night
$161 total
Apr 13 - Apr 14
Total with taxes and fees
This guesthouse features free WiFi in public areas, laundry facilities, and self parking. A computer station and luggage storage are also provided.
Free WiFi
Air conditioning

Oasis Guest House
22 Edgerly Road Boston MA
Free Cancellation
Reserve now, pay when you stay
$173 nightly
The price is $199 total per night
$199 total
Apr 13 - Apr 14
Total with taxes and fees
This guesthouse features self parking and free WiFi in public areas. A terrace and luggage storage are also provided.
Free WiFi
Air conditioning

Bay Village Suites
Cortes St Boston MA
Free Cancellation
Reserve now, pay when you stay
$148 nightly
The price is $170 total per night
$170 total
Apr 13 - Apr 14
Total with taxes and fees
This guesthouse features a virtual front desk.
Kitchen
Free WiFi

Beacon Inn 1087
1087 Beacon St Brookline MA
$119 nightly
The price is $133 total per night
$133 total
Apr 13 - Apr 14
Total with taxes and fees
This guesthouse features free WiFi in public areas, concierge services, and self parking. Business travelers can take advantage of the business center. Express check-out and luggage storage are also provided.
Free WiFi
Air conditioning

Coolidge Corner Guest House
17-19 Littell Road Brookline MA
$148 nightly
The price is $166 total per night
$166 total
Apr 13 - Apr 14
Total with taxes and fees
This guesthouse features free WiFi in public areas, laundry facilities, and self parking. Enjoy the free continental breakfast each morning. A terrace, a library, and a computer station are also on offer.
Breakfast included
Free WiFi

Beacon Inn 1750
1750 Beacon Street Brookline MA
$109 nightly
The price is $122 total per night
$122 total
Apr 13 - Apr 14
Total with taxes and fees
This guesthouse features free WiFi in public areas, concierge services, and self parking. Business travelers can take advantage of the business center. Express check-out is also provided.
Free WiFi
Air conditioning

Davis Square Inn
204 Morrison Avenue Somerville MA
This guesthouse features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a garden, and a picnic area are also on offer.
Breakfast included
Parking included

184 Heath St
184 Heath St Boston MA
$213 nightly
The price is $245 total per night
$245 total
Apr 13 - Apr 14
Total with taxes and fees
This guesthouse features a virtual front desk. Take advantage of the self parking.
Pet friendly
Free WiFi

Tranquil House in Cambridge
15 Holmes Street Cambridge MA
$138 nightly
The price is $158 total per night
$158 total
Apr 14 - Apr 15
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-in. A terrace, a garden, and a library are also on offer.
Parking included
Free WiFi

Your Perfect Getaway Awaits: 15 mins to Boston!
Randolph MA
This guesthouse includes a garden and laundry facilities.
Free WiFi
Air conditioning

Clarendon Square
198 West Brookline Street Boston MA
$291 nightly
The price is $335 total per night
$335 total
Apr 16 - Apr 17
Total with taxes and fees
This guesthouse features a rooftop terrace and a hot tub. WiFi in public areas is free. A terrace, a garden, and a lobby fireplace are also on offer.
Hot Tub
Free WiFi
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.
Top hotels in Winthrop

Seaport Hotel Boston
1 Seaport Lane Boston MA
$181 nightly
The price is $210 total per night from May 10 to May 11
$210 total
May 10 - May 11
Total with taxes and fees
9.6/10 Exceptional! (4,181 reviews)
Winthrop Guest Houses essential information
Accommodation | 16 Guest Houses |
|---|---|
Lowest Price | $122 |
Highest Price | $351 |
Popular accommodation | Copley House, Oasis Guest House, Bay Village Suites, Beacon Inn 1087, Coolidge Corner Guest House, Beacon Inn 1750, Davis Square Inn, 184 Heath St, Tranquil House in Cambridge, Your Perfect Getaway Awaits: 15 mins to Boston!, Clarendon Square, ESJACPE GUEST HOUSE |
Explore More Ways to Travel with Travelocity
- Hotels near Logan Intl.
- Apartments in Carver
- Apartments in Revere
- B&B in Revere
- Cabins in Revere
- Condos in Revere
- Cottages in Revere
- Extended Stay Hotels in Revere
- Guest Houses in Revere
- Hostels in Revere
- Houseboats in Revere
- Inns in Revere
- Motels in Revere
- Resorts in Revere
- Apartments in Chelsea
- Extended Stay Hotels in Chelsea
- Hostels in Chelsea
- Houseboats in Chelsea
- Inns in Chelsea
- Motels in Chelsea
- Vacation Homes in Chelsea
- Condos in Wood Island Station
- B&B in Revere Beach Station
- Cottages in Revere Beach Station
- Extended Stay Hotels in Boston
- Boston Hotels
- Apartments in Wonderland Station
- Condos in Wonderland Station
- Cottages in Wonderland Station
- Motels in Orient Heights Station
- Vacation Homes in Orient Heights Station
- Hostels in Suffolk Downs Station
- B&B in Beachmont Station
- Hotels near Beachmont Station
- Flights from Logan Intl.
- American Airlines Miami (MIA) to Boston (BOS) flights
- Delta Cincinnati (CVG) to Boston (BOS) flights
- Delta Detroit (DTW) to Boston (BOS) flights
- Delta Atlanta (ATL) to Boston (BOS) flights
- Delta Minneapolis (MSP) to Boston (BOS) flights
- Jetblue Airways Austin (AUS) to Boston (BOS) flights
- Jetblue Airways Buffalo (BUF) to Boston (BOS) flights
- Jetblue Airways Charleston (CHS) to Boston (BOS) flights
- Jetblue Airways Fort Lauderdale (FLL) to Boston (BOS) flights
- Jetblue Airways Rochester (ROC) to Boston (BOS) flights
- Jetblue Airways Syracuse (SYR) to Boston (BOS) flights
- Jetblue Airways Las Vegas (LAS) to Boston (BOS) flights
- Jetblue Airways Cleveland (CLE) to Boston (BOS) flights
- Jetblue Airways Jacksonville (JAX) to Boston (BOS) flights
- Jetblue Airways San Jose (SJC) to Boston (BOS) flights
- Jetblue Airways Orlando (MCO) to Boston (BOS) flights
- Jetblue Airways West Palm Beach (PBI) to Boston (BOS) flights
- Jetblue Airways Richmond (RIC) to Boston (BOS) flights
- Jetblue Airways Sacramento (SMF) to Boston (BOS) flights
- Jetblue Airways San Francisco (SFO) to Boston (BOS) flights
- Jetblue Airways Sarasota (SRQ) to Boston (BOS) flights
- Jetblue Airways Savannah (SAV) to Boston (BOS) flights
- Jetblue Airways Fort Myers (RSW) to Boston (BOS) flights
- Jetblue Airways Tampa (TPA) to Boston (BOS) flights
- United Houston (IAH) to Boston (BOS) flights
- United Newark Liberty Intl. Airport (EWR) to Boston (BOS) flights
- Flights from Atlanta (ATL) to Boston (BOS)
- Flights from Nashville (BNA) to Boston (BOS)
- Flights from Baltimore (BWI) to Boston (BOS)
- Flights from Charlotte (CLT) to Boston (BOS)
- Flights from Columbus (CMH) to Boston (BOS)
- Flights from Washington (DCA) to Boston (BOS)
- Flights from Denver (DEN) to Boston (BOS)
- Flights from Dallas (DFW) to Boston (BOS)
- Flights from Detroit (DTW) to Boston (BOS)
- Flights from Newark Liberty Intl. Airport (EWR) to Boston (BOS)
- Flights from Fort Lauderdale (FLL) to Boston (BOS)
- Flights from Washington (IAD) to Boston (BOS)
- Flights from Indianapolis (IND) to Boston (BOS)
- Flights from New York (JFK) to Boston (BOS)
- Flights from Los Angeles (LAX) to Boston (BOS)
- Flights from New York (LGA) to Boston (BOS)
- Flights from Kansas City (MCI) to Boston (BOS)
- Flights from Orlando (MCO) to Boston (BOS)
- Flights from Milwaukee (MKE) to Boston (BOS)
- Flights from Minneapolis (MSP) to Boston (BOS)
- Flights from New Orleans (MSY) to Boston (BOS)
- Flights from Chicago (ORD) to Boston (BOS)
- Flights from Norfolk (ORF) to Boston (BOS)
- Flights from Portland (PDX) to Boston (BOS)
- Flights from Philadelphia (PHL) to Boston (BOS)
- Flights from Phoenix (PHX) to Boston (BOS)
- Flights from Pittsburgh (PIT) to Boston (BOS)
- Flights from Raleigh (RDU) to Boston (BOS)
- Flights from Fort Myers (RSW) to Boston (BOS)
- Flights from San Diego (SAN) to Boston (BOS)
- Flights from Louisville (SDF) to Boston (BOS)
- Flights from Seattle (SEA) to Boston (BOS)
- Flights from San Francisco (SFO) to Boston (BOS)
- Flights from Salt Lake City (SLC) to Boston (BOS)
- Flights from Orange County (SNA) to Boston (BOS)
- Flights from St. Louis (STL) to Boston (BOS)
- Flights from Tampa (TPA) to Boston (BOS)
- Flights to Boston






