Title: Roxbury Vacation Packages 2026 from $353 | Expedia.com

[Roxbury Travel Guide](https://expedia.com/Boston-Roxbury.dx153611)[Hotels in Roxbury](https://expedia.com/Roxbury-Boston-Hotels.0-n153611-0.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 Roxbury](https://expedia.com/Car-Rentals-In-Roxbury.d153611.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Roxbury Vacations from $353

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

- ##  
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
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

## Your Roxbury Vacation

Whatever your style of travel, you can experience it all with a customized Roxbury vacation package. Spend your break uncovering this neighborhood's golfing and all the rest of its delights. Not sure what to do and see during your trip to Roxbury? Nearby attractions like [Fenway Park](https://www.expedia.com/Fenway-Park-FenwayKenmore.d6023384.Vacation-Attraction), [Boston Common](https://www.expedia.com/Boston-Common-Beacon-Hill.d507377.Vacation-Attraction) and [Copley Place](https://www.expedia.com/Copley-Place-Prudential-St-Botolph.d6070055.Vacation-Attraction) are excellent places to start. Don't just wish for it — do it! Secure your ultimate Roxbury vacation with Expedia and enjoy traveling your way.

## The Latest Roxbury Vacation Packages

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

![The Cove at Yarmouth by Westgate Resorts](https://images.trvl-media.com/lodging/1000000/10000/4400/4331/ac25d19b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Cove at Yarmouth by Westgate Resorts

$353

per person

May 4 - May 7

found 8 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Boston (BOS)

9.2/10 Wonderful! (254 reviews)

Room was not easy to get to and it was 0 degrees out …1st they put me out in a building where the property was a sheet of ice so I asked to be moved to the main building since I was by myself. Fortunately, they moved me, but the room was confusing to get to. :-( The pool was closed for maintenance, and I was planning to swim. :-( The room was great, clean and a comfortable bed, so I would stay again, but I would request staying closer to the lobby next time.

Reviewed on Jan 31, 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

$857

per person

Apr 24 - Apr 26

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Boston (BOS)

9.8/10 Exceptional! (1,001 reviews)

Excellent hotel- restaurants, room service, all of the staff, spacious room with view, bathroom amenities. Great location. Able to take a leisurely walk along the water, and close to many restaurants and theatre district. Also easy to catch a taxi or uber. Wonderful setting with water and city view. Will definitely return!

Reviewed on Mar 14, 2026

![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

$1,602

per person

May 28 - Jun 2

found 1 day ago

Roundtrip flight included

Chicago (CHI) 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

![Thomas Sea Suites](https://images.trvl-media.com/lodging/71000000/70430000/70421700/70421619/8cad3a86_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Thomas Sea Suites

Plymouth Downtown Waterfront District

Save 100% on your flight

$1,085

per person

May 29 - Jun 3

found 13 hours ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

9/10 Wonderful! (99 reviews)

Very clean and perfect location

Reviewed on Feb 26, 2026

![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

Save 100% on your flight

$631

per person

May 28 - Jun 2

found 1 day ago

Roundtrip flight included

Chicago (CHI) 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

## Where to stay in Roxbury

Find the best Roxbury areas and neighborhoods for the activities you enjoy most. [Learn more about Roxbury](https://expedia.com/Boston-Roxbury.dx153611)

![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(2,421 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(3,608 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(1,078 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)

![East Boston featuring a river or creek, a city and sailing](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(919 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)

![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)

## Roxbury 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

$170 nightly

$198 total

Apr 5 - Apr 6

Total with taxes and fees

9.2/10 Wonderful! (4,520 reviews)

Clean room, great location and staff

Reviewed on Mar 20, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=68014393&PinnedHotelID=68014393&HadPinnedHotel=true&regionId=153611)

![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

$182 nightly

$212 total

Apr 5 - Apr 6

Total with taxes and fees

8.4/10 Very Good! (3,119 reviews)

Highly recommend

Reviewed on Mar 19, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=4215&PinnedHotelID=4215&HadPinnedHotel=true&regionId=153611)

![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

$145 nightly

$168 total

Apr 5 - Apr 6

Total with taxes and fees

9.6/10 Exceptional! (4,067 reviews)

The staff was so nice and friendly! Great hotel!

Reviewed on Mar 19, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=79888&PinnedHotelID=79888&HadPinnedHotel=true&regionId=153611)

[See all 4,203 properties in Roxbury](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&regionId=153611)

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 Roxbury

![Franklin Park Zoo](https://images.trvl-media.com/place/660/30e53474-ada9-4f24-8a97-948db68f3413.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Franklin Park Zoo

Meet the animals who call Franklin Park Zoo home during your travels in Boston. Experience the acclaimed art scene or attend a sporting event in this vibrant area. 

[](https://expedia.com/Franklin-Park-Zoo-Roxbury.d6070069.Vacation-Attraction)

![Samuel Adams Brewery showing heritage elements](https://images.trvl-media.com/place/553248621533127010/7b10a0e1-537c-44b0-8358-a85aec93ad31.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Samuel Adams Brewery

Often credited with starting the craft beer movement in the United States, this well-known brewery is worth the trip outside the city center.

[](https://expedia.com/Samuel-Adams-Brewery-Roxbury.d553248621533127010.Vacation-Attraction)

#### Shirley-Eustis House

You can learn about the history of Boston when you stop by Shirley-Eustis House. Experience the acclaimed art scene or attend a sporting event in this vibrant area. 

[](https://expedia.com/Shirley-Eustis-House-Roxbury.d553248621532667210.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=153611)

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