Title: Roslindale Vacation Packages 2026 from $899 | 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 $899

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

Photo by throwingsofas

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to $1,045 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
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Rest easy  
Plan, book, and manage your trip all in one place

## 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.

![By the Sea Guests Bed & Breakfast & Suites](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/97cdd647_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### By the Sea Guests Bed & Breakfast & Suites

$899

per person

Jun 22 - Jun 26

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

9.2/10 Wonderful! (185 reviews)

Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!

Reviewed on Sep 20, 2025

![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

$1,657

per person

Jun 5 - Jun 8

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Boston (BOS)

9.8/10 Exceptional! (1,001 reviews)

Everything was great, however the pool itself was not heated, it was cold and no one really stayed in it for that reason. Thankfully there was a hot tub.

Reviewed on Mar 23, 2026

![Beachside Village Resort](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154021/cc30b17c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Beachside Village Resort

Save 100% on your flight

$1,195

per person

Jun 3 - Jun 6

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

9.4/10 Exceptional! (101 reviews)

Very clean and quiet place to relax. Very friendly and professional! We will come back!

Reviewed on Nov 10, 2025

![Centerboard](https://images.trvl-media.com/lodging/92000000/91180000/91170200/91170147/fbc44dbc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Centerboard

Nantucket Town

Save 100% on your flight

$2,547

per person

Jun 13 - Jun 19

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

9.8/10 Exceptional! (105 reviews)

There was hair on our bed, I ask for late due to getting dress for my wedding and I was told

Reviewed on Mar 20, 2026

![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

$1,098

per person

Jun 22 - Jun 26

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

9.2/10 Wonderful! (1,174 reviews)

Parking was easy. Staff friendly. Room was nice. Breakfast was fair. Nice location

Reviewed on Mar 30, 2026

## 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](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(2,438 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](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(3,643 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)

![East Boston](https://images.trvl-media.com/place/99089/ffb9946d-6df5-4058-a132-e180995361ac.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### East Boston

4/5(931 area reviews)

 First a shipbuilding hub and now home of Logan Airport, Boston’s easternmost neighborhood is a multicultural area with great ethnic restaurants and historic sites. 

[Find hotel + flight trips in East Boston](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=East%20Boston&DestID=99089&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Seaport District](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(1,088 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](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)

## Roslindale Hotel Deals

![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/d1e2c1a3_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

$189 nightly

$220 total

Apr 5 - Apr 6

Total with taxes and fees

9.2/10 Wonderful! (4,549 reviews)

Very nice

Reviewed on Mar 28, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=68014393&PinnedHotelID=68014393&HadPinnedHotel=true&regionId=153289)

![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

Apr 5 - Apr 6

Total with taxes and fees

9.6/10 Exceptional! (4,116 reviews)

Clean rooms and great location

Reviewed on Mar 31, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=79888&PinnedHotelID=79888&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

Fully refundableReserve now, pay when you stay

$198 nightly

$231 total

Apr 10 - Apr 11

Total with taxes and fees

8.4/10 Very Good! (3,133 reviews)

Staff, room and amenities were great. Walls were so thin I heard the entire conversations in the room next to mine (they weren’t yelling). It was an adjoining room so request not to be in one of those and it should be fine. Otherwise hotel was great.

Reviewed on Mar 30, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F10%2F2026&endDate=4%2F11%2F2026&selected=4215&PinnedHotelID=4215&HadPinnedHotel=true&regionId=153289)

[See all 3,985 properties in Roslindale](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=4%2F1%2F2026&endDate=4%2F2%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

![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

$84

per adult

**92%** of travellers recommend

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

![Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston](https://mediaim.expedia.com/localexpert/172966/e97c1415-aac4-473b-bfba-2764896a3c98.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### City Cruises Boston: Historic Sightseeing Cruise

$56

per adult

**92%** of travellers recommend

[](https://expedia.com/things-to-do/city-cruises-boston-historic-sightseeing-cruise.a172966.activity-details)

![Odyssey Boston Premier Elegant Dinner Cruise](https://mediaim.expedia.com/localexpert/173356/24293a0c-9cc9-4dfb-bea6-f7f67b6436c7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### City Cruises Boston: Premier Elegant Dinner Cruise

$146

per adult

**72%** of travellers recommend

[](https://expedia.com/things-to-do/city-cruises-boston-premier-elegant-dinner-cruise.a173356.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.