Strafford Vacations

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Strafford Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Westin Waltham-Boston

The Westin Waltham-Boston

Save 100% on your flight
$1,081
per person
Sep 16 - Sep 23
found 5 hours ago
Roundtrip flight included
Milwaukee (MKE) to Boston (BOS)
Book a stay at this business-friendly hotel in Waltham. Enjoy breakfast (surcharge), room service, and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attraction Walden Pond is located nearby.
Eurostars The Boxer

Eurostars The Boxer

West End
Save 100% on your flight
$2,227
per person
Sep 16 - Sep 23
found 5 hours ago
Roundtrip flight included
Milwaukee (MKE) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.
The Atlas Hotel

The Atlas Hotel

Allston
Save 100% on your flight
$1,873
per person
Sep 16 - Sep 23
found 5 hours ago
Roundtrip flight included
Milwaukee (MKE) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Popular attractions Harvard Square and Fenway Park are located nearby.
Excellent hotel

Reviewed on Aug 14, 2026

Furnished Apartment Near Longwood

Furnished Apartment Near Longwood

North Brookline
Save 100% on your flight
$1,578
per person
Sep 16 - Sep 23
found 5 hours ago
Roundtrip flight included
Milwaukee (MKE) to Boston (BOS)
Stay at this apartment in Brookline. Enjoy free WiFi, parking (surcharge), and air conditioning. Popular attractions Fenway Park and Harvard Square are located nearby.
This is more like university housing than anything else. The building is full of students and poorly maintained, with visitors following others into the entrance. Carpeting is stained, paint is chipping, blinds are broken, the a/c didn't work, the hallway smells. Communication with the Evonify owners was poor, and we had to go through Hotels.com to receive our access code/registration in time for our arrival and, ultimately, a refund. We left a few minutes after we entered the unit. Not recommended. It is not the sunny, pristine, and secure apartment that appears in the photos.

Reviewed on Jul 6, 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
$4,107
per person
Sep 16 - Sep 23
found 5 hours ago
Roundtrip flight included
Milwaukee (MKE) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
Arcadian Hotel

Arcadian Hotel

Coolidge Corner
Save 100% on your flight
$1,491
per person
Sep 16 - Sep 23
found 5 hours ago
Roundtrip flight included
Milwaukee (MKE) to Boston (BOS)
Stay at this hotel in Brookline. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.
The room was dirty (bathroom) and the beds were a mess like a child made it. The receptionist was helpful so she gave us another room, which also was a mess, so she gave me another room, which finally was decent, but overall I did not like the hotel.

Reviewed on Aug 14, 2026

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Top Hotel Deals

Independence Inn

Independence Inn

6 Drake Hl Rd Strafford NH
4.28 km from city center
Book a stay at this historic inn in Strafford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
Fairfield Inn & Suites by Marriott Portsmouth Exeter

Fairfield Inn & Suites by Marriott Portsmouth Exeter

138 Portsmouth Avenue Exeter NH
36.28 km from city center
Book a stay at this business-friendly hotel in Exeter. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
The Centennial

The Centennial

96 Pleasant St Concord NH
33.81 km from city center
Book a stay at this business-friendly hotel in Concord. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Motel 6 Portsmouth, NH

Motel 6 Portsmouth, NH

3 Gosling Rd Portsmouth NH
34.54 km from city center
Stay at this motel in Portsmouth. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hampton Inn Portsmouth Central

Hampton Inn Portsmouth Central

131 DOW AVENUE Portsmouth NH
35.01 km from city center
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hampton Inn by Hilton Concord/Bow

Hampton Inn by Hilton Concord/Bow

515 South St Bow NH
34.11 km from city center
Book a stay at this business-friendly hotel in Bow. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and ...
Exeter Inn

Exeter Inn

90 Front St Exeter NH
36.73 km from city center
Book a stay at this business-friendly hotel in Exeter. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean rooms ...
Huttopia Southern Maine

Huttopia Southern Maine

149 Sand Pond Rd Sanford ME
33.66 km from city center
Book a stay at this family-friendly cabin in Sanford. Enjoy free parking, laundry facilities, and a picnic area. Popular attractions Pine Hollow Little Par Three ...
Everhome Suites Portsmouth - Newington by Choice Hotels

Everhome Suites Portsmouth - Newington by Choice Hotels

2109 Woodbury Avenue Portsmouth NH
33.85 km from city center
Stay at this hotel in Portsmouth. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Market Square and Kittery Premium Outlets are located ...
Garrison Hotel & Suites Dover-Portsmouth, an Ascend Collection Hotel

Garrison Hotel & Suites Dover-Portsmouth, an Ascend Collection Hotel

200 Sterling Way Dover NH
22.7 km from city center
Book a stay at this business-friendly hotel in Dover. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

76 Mountain Rd Epsom NH
15.85 km from city center
Stay at this cabin in Epsom. Enjoy free parking, patios, and climate control. Popular attractions James Park and Epsom Public Library are located nearby.
Holiday Inn Express Durham by IHG

Holiday Inn Express Durham by IHG

2 Main St Durham NH
23.99 km from city center
Book a stay at this business-friendly hotel in Durham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Hampton Inn & Suites Exeter

Hampton Inn & Suites Exeter

59 Portsmouth Ave Exeter NH
36.63 km from city center
Book a stay at this business-friendly hotel in Exeter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
DoubleTree by Hilton Downtown Concord

DoubleTree by Hilton Downtown Concord

172 N Main St Concord NH
33.02 km from city center
Book a stay at this business-friendly hotel in Concord. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Quality Inn Loudon-Concord

Quality Inn Loudon-Concord

2 Staniels Road Loudon NH
27.79 km from city center
Book a stay at this business-friendly hotel in Loudon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
American Airlines
United
Tue, Oct 20 - Wed, Oct 28
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$257
Roundtrip
found 2 days ago
Select United flight, departing Tue, Oct 20 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Wed, Oct 28, priced at $257 found 2 days ago
Southwest Airlines