Title: Roslindale Vacation Packages 2026 from $343 | Expedia.com

[Roslindale Travel Guide](https://expedia.com/Boston-Roslindale.dx153289)[Hotels in Roslindale](https://expedia.com/Roslindale-Boston-Hotels.0-n153289-0.Travel-Guide-Filter-Hotels)[Flights to Boston](https://expedia.com/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights)[Things to do in Boston](https://expedia.com/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities)[Car Rentals in Roslindale](https://expedia.com/Car-Rentals-In-Roslindale.d153289.Car-Rental-Guide)

![](https://images.trvl-media.com/place/660/2f42a989-0fa1-4dd3-aaea-2ba02c8349f8.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Roslindale Vacations from $343

## Book a Hotel + Flight or Car together to unlock savings

Photo by throwingsofas

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## Your Roslindale Vacation

Your next big journey is just around the corner with a vacation package to Roslindale. Entertainment, food and great times — you're bound to find it in this neighborhood. Some nearby attractions to see during your trip to Roslindale include [Franklin Park Zoo](https://www.expedia.com/Franklin-Park-Zoo-Roxbury.d6070069.Vacation-Attraction), [Samuel Adams Brewery](https://www.expedia.com/Samuel-Adams-Brewery-Roxbury.d553248621533127010.Vacation-Attraction) and [Larz Anderson Auto Museum](https://www.expedia.com/Larz-Anderson-Auto-Museum-Brookline.d6262278.Vacation-Attraction). Expedia is here to help put your travel plans into action. Book your ideal Roslindale vacation today.

## The Latest Roslindale Vacation Packages

Price found within the past 48 hours. Click for updated prices.

![The Wylie Inn and Conference Center at Endicott College](https://images.trvl-media.com/lodging/2000000/1890000/1886900/1886884/e13dffe5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Wylie Inn and Conference Center at Endicott College

Save 100% on your flight

$343

per person

Apr 3 - Apr 7

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Boston (BOS)

9.2/10 Wonderful! (1,160 reviews)

Courteous staff, great work out room, nice rooms!

Reviewed on Mar 1, 2026

![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Boston Harbor Hotel

North End

Save 100% on your flight

$974

per person

May 8 - May 10

found 1 day ago

Roundtrip flight included

Miami (MIA) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

![AutoCamp Cape Cod](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/da4b66b1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### AutoCamp Cape Cod

Save 100% on your flight

$577

per person

May 19 - May 24

found 23 hours ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

9.4/10 Exceptional! (305 reviews)

We had a wonderful stay here on Valentine’s Day weekend. It was the first time we stayed at a camp ground and definitely the first time staying in an AirStream. The clubhouse was sooo nice! Staff were great. Good menu options and merch as well. Picked up an AutoCamp beanie! Live music was awesome. My only complaint is we had no hot water! That was tough being that we are in the middle of the winter and it was already freezing outside. Hot showers would have been nice! Other than that we’re planning for a summer weekend here

Reviewed on Feb 17, 2026

![The Inn at Hastings Park, Relais & Chateaux - Boston](https://images.trvl-media.com/lodging/8000000/7990000/7980700/7980601/8dcd0e80_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Inn at Hastings Park, Relais & Chateaux - Boston

Save 100% on your flight

$871

per person

Apr 3 - Apr 7

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Boston (BOS)

9.6/10 Exceptional! (251 reviews)

Beautiful property! Room was excellent. Great amenities and free continental breakfast brought to our room.

Reviewed on Oct 21, 2025

![Furnished Apartment near BMC](https://images.trvl-media.com/lodging/125000000/124400000/124390600/124390547/c5a347c8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Furnished Apartment near BMC

South End

$1,272

per person

May 16 - May 23

found 6 hours ago

Roundtrip flight included

Miami (MIA) to Boston (BOS)

No reviews

## Where to stay in Roslindale

Find the best Roslindale areas and neighborhoods for the activities you enjoy most. [Learn more about Roslindale](https://expedia.com/Boston-Roslindale.dx153289)

![Downtown Boston which includes night scenes and a city as well as a small group of people](https://images.trvl-media.com/place/6340396/147aba27-8694-4725-895d-0beb6077ab67.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Boston

4.5/5(2,415 area reviews)

 Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here. 

[Find hotel + flight trips in Downtown Boston](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Boston&DestID=6340396&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Back Bay featuring a city, heritage architecture and street scenes](https://images.trvl-media.com/place/800016/ecea0c09-2ade-4d56-b74d-09ed645f6ef5.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Back Bay

1 out of top 10 points of interest in this area

4.5/5(3,595 area reviews)

 Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower. 

[Find hotel + flight trips in Back Bay](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Back%20Bay&DestID=800016&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Seaport District which includes a city, a river or creek and a high rise building](https://images.trvl-media.com/place/6146535/5487f5d9-6748-43ca-b7bd-e50e2e9d2a27.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Seaport District

4.5/5(1,075 area reviews)

 Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge. 

[Find hotel + flight trips in Seaport District](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Seaport%20District&DestID=6146535&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Beacon Hill lantern surrounded by lush greenery in Boston during a tranquil afternoon](https://images.trvl-media.com/place/77649/9741c4ac-c840-46d1-b907-3b388935c98f.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Beacon Hill

1 out of top 10 points of interest in this area

5/5(43 area reviews)

 Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations. 

[Find hotel + flight trips in Beacon Hill](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Beacon%20Hill&DestID=77649&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Boston Harbor which includes performance art, music and a bay or harbor](https://images.trvl-media.com/place/553248634340925170/190102c5-6ec7-4f3d-9631-9a7f002e9676.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### North End

1 out of top 10 points of interest in this area

4.5/5(330 area reviews)

 Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries. 

[Find hotel + flight trips in North End](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=North%20End&DestID=6146485&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Roslindale Hotel Deals

![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Seaport Hotel Boston

1 Seaport Lane Boston MA

Fully refundableReserve now, pay when you stay

$157 nightly

$182 total

Mar 8 - Mar 9

Total with taxes and fees

9.6/10 Exceptional! (4,027 reviews)

Wish there were food/drink options between 2-4pm and more cozy seating areas.

Reviewed on Mar 3, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F8%2F2026&endDate=3%2F9%2F2026&selected=79888&PinnedHotelID=79888&HadPinnedHotel=true&regionId=153289)

![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/26d11bc3_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA

Fully refundableReserve now, pay when you stay

$184 nightly

$214 total

Mar 8 - Mar 9

Total with taxes and fees

9.2/10 Wonderful! (4,485 reviews)

Staff very friendly , room very clean Very comfortable all Thanks for all

Reviewed on Mar 2, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F8%2F2026&endDate=3%2F9%2F2026&selected=68014393&PinnedHotelID=68014393&HadPinnedHotel=true&regionId=153289)

![Hilton Boston Park Plaza](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hilton Boston Park Plaza

50 Park Plaza Boston MA

$157 nightly

$183 total

Mar 22 - Mar 23

Total with taxes and fees

8.4/10 Very Good! (3,116 reviews)

Yes

Reviewed on Mar 3, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=4215&PinnedHotelID=4215&HadPinnedHotel=true&regionId=153289)

[See all 4,105 properties in Roslindale](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F5%2F2026&endDate=3%2F6%2F2026&regionId=153289)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Kid Friendly Vacations

[](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

LGBTQ Friendly Vacations

[](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adventure Vacations

[](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click)

![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Where to go when

[](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Honeymoon Vacations

[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Mountain Vacations

[](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Fishing Vacations

[](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adults Only Vacations

[](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Waterpark Vacations

[](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Scuba Diving Vacations

[](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Yoga Vacations

[](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Cheap Vacations

[](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Solo Vacations

[](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click)

### Discover the most popular places to visit in Roslindale

#### Forest Hills Cemetery

Step back in time and learn more about local history with a stop at Forest Hills Cemetery in Boston. Experience the fascinating museums or attend a sporting event in this vibrant area. 

[](https://expedia.com/Forest-Hills-Cemetery-Roslindale.d553248621532667070.Vacation-Attraction)

### Things to do

![Zac tells a story about the John Harvard statue](https://mediaim.expedia.com/localexpert/1349360/d8650b03-f74e-4c81-8957-837ce0090701.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Harvard University Campus Guided Walking Tour

$23

per adult

**92%** of travellers recommend

[](https://expedia.com/things-to-do/harvard-university-campus-guided-walking-tour.a1349360.activity-details)

![Boston CityPASS: Admission to Top 4 Boston Attractions](https://mediaim.expedia.com/localexpert/173116/5d73576c-38be-4337-8351-c85e937f9492.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Boston CityPASS®: Admission to Top 4 Attractions

$79

per adult

**92%** of travellers recommend

[](https://expedia.com/things-to-do/boston-citypass-admission-to-top-4-attractions.a173116.activity-details)

![Tour of Historic Fenway Park, America's Most Beloved Ballpark](https://mediaim.expedia.com/localexpert/1349270/b8a279d5-d77b-4fa1-b177-3151a6cdd9f5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Tour of Historic Fenway Park, America's Most Beloved Ballpark

$45

per adult

**100%** of travellers recommend

[](https://expedia.com/things-to-do/tour-of-historic-fenway-park.a1349270.activity-details)

[See all activities in Boston](https://expedia.com/things-to-do/search?rid=153289)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.